WO2017110861A1 - Plant disease control agent containing oxadiazole compound - Google Patents
Plant disease control agent containing oxadiazole compound Download PDFInfo
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- WO2017110861A1 WO2017110861A1 PCT/JP2016/088074 JP2016088074W WO2017110861A1 WO 2017110861 A1 WO2017110861 A1 WO 2017110861A1 JP 2016088074 W JP2016088074 W JP 2016088074W WO 2017110861 A1 WO2017110861 A1 WO 2017110861A1
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- 0 CC(*1)(C1(*)N(*)C1(*)C2(*)*1)S2(=O)=O Chemical compound CC(*1)(C1(*)N(*)C1(*)C2(*)*1)S2(=O)=O 0.000 description 10
Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/22—O-Aryl or S-Aryl esters thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
- C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
- C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
Definitions
- the present invention relates to a plant disease control agent.
- Patent Documents 1 and 2 Conventionally, various compounds have been developed to control plant diseases (see Patent Documents 1 and 2).
- An object of the present invention is to provide a plant disease control agent having an excellent control effect.
- the present inventors have found that an agent containing a compound represented by the following formula (I) has an excellent control effect against plant diseases. I found it. That is, the present invention is as follows.
- R twenty three , R twenty four , R twenty five , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 , R 48 , R 49 , R 50 , R 51 , R 52 , R 53 , R 54 , R 55 , R 56 , R 57 , R 131 And R 132 Each independently has a C1-C6 chain hydrocarbon group which may have one or more substituents selected from group A, and may have one or more substituents selected from group A.
- a C3-C6 cycloalkyl group, a 3-8 membered heterocyclic group optionally having one or more substituents selected from group A, or one or more substituents selected from group A Represents a C6-C10 aryl group, t represents 0, 1 or 2; Y 1 , Y 2 , Y Three , Y Four , Y Five , Y 6 , Y 7 , Y 8 , Y 9 , Y Ten , Y 11 , Y 12 , Y 13 , Y 14 , Y 15 , Y 61 , Y 62 , Y 63 , Y 64 And Y 65
- Group L a group consisting of a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group .
- Group M halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, 1 or more A group consisting of a C1-C3 alkylamino group optionally having one halogen atom, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
- C3 alkoxy) carbonylimino group (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, an amino group, or one or more halogen atoms Represents a have C1-C3 chain hydrocarbon group, and one or more of the group consisting or C3-C6 cycloalkyl group which may have a halogen atom.
- Formula (II) [Where, G x Benzene ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, oxadiazole ring, thiadiazole ring, pyridine ring, pyrazine ring, pyrimidine ring or pyridazine ring (the benzene ring)
- x which may have one or more substituents selected from A x Is NR 12x Represents an oxygen atom or a sulfur atom
- R 12x Is the group M x A C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group M x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group M x A C1-C6 alkoxy group optionally having one or more substituents selected from (C1-C6 alkyl) carbonyl group
- R 201x Represents R 200x And R 201x Together with the nitrogen atom to which they are attached, a 3-8 membered non-aromatic heterocyclic group ⁇ the 3-8 membered non-aromatic heterocyclic group is group E x Any one substituent selected from the group D x May have one or more substituents selected from Group D
- Group E x Group A x A 3- to 8-membered heterocyclic group optionally having one or more substituents selected from Group A x A C6-C10 aryl group optionally having one or more substituents selected from the group A x A group consisting of a C3-C6 cycloalkyl group optionally having one or more substituents selected from.
- R 23x , R 24x , R 25x , R 26x , R 27x , R 28x , R 29x , R 30x , R 31x , R 32x , R 33x , R 34x , R 35x , R 36x , R 37x , R 38x , R 39x , R 40x , R 41x , R 42x , R 43x , R 44x , R 45x , R 46x , R 47x , R 48x , R 49x , R 50x , R 51x , R 52x , R 53x , R 54x , R 55x , R 56x And R 57x Are each independently group A x A C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group A x A 3-8-membered heterocyclic group optionally having one or more substituents selected
- Group L x A group consisting of a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group.
- Group M x Halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, one or more halogens A group consisting of a C1-C3 alkylamino group optionally having atoms, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
- R 59x , R 60x , R 61x , R 62x , R 63x , R 64x , R 65x , R 66x , R 67x , R 68x , R 69x , R 70x , R 71x , R 72x , R 73x , R 74x , R 75x , R 76x , R 77x , R 78x , R 79x , R 80x , R 81x , R 82x , R 83x , R 84x , R 85x , R 86x , R 87x , R 88x , R 89x , R 90x , R 91x , R 92x And R 93x Are each independently group B x A C1-C3 chain hydrocarbon group optionally having one or more substituents selected from Group B x A C3-C6 cycloalkyl group optionally having one or more substituents selected from
- C3 alkoxy) carbonylimino group (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, an amino group, or one or more halogen atoms Represents a have C1-C3 chain hydrocarbon group, and one or more of the group consisting or C3-C6 cycloalkyl group which may have a halogen atom. ] (Hereinafter referred to as the present compound).
- R 200x And R 201x Together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group comprising a group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The substituent selected from [2] may be the same or different.
- [4] 4-7 membered non-aromatic heterocyclic group is group D x
- Group D x A plurality of groups D which may have one substituent selected from x The substituents selected may be the same or different.
- Group D x A 4-7-membered non-aromatic heterocyclic group optionally having 1 or 2 substituents selected from azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl Group (the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1
- NR 200x R 201x Is represented by formula (E1) -formula (E27) ⁇ Wherein # represents the bonding position with the carbon atom, R 1 , R 2 , R Three , R Four , R Five , R 6 , R 7 , R 8 , R 9 And R Ten Each independently represents a hydrogen atom, a halogen atom, a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, and a C1-C3 alkoxy group optionally having one or more halogen atoms.
- R 11 Is a hydrogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a (C1-C3 alkyl optionally having one or more halogen atoms) carbonyl group, or (one or more halogen atoms).
- a C1-C3 alkyl) carbonyloxy group which may have a (C1-C3 alkyl optionally having one or more halogen atoms) carbonylthio group.
- One group selected from the group consisting of formulas (E1) to (E27) is one group selected from the group consisting of formula (E14) to formula (E26), and A x Is an oxygen atom and X x Is an oxygen atom and G x Is group L x
- C1-C6 Alky Group oxo group, (C1-C6 alkoxy) carbonyl group, hydroxy group, C1-C6 alkoxy group, C1-C3 alkylamino group, di (C1-C3 alkyl) amino group, cyano group and C1-C6 alkoxyimino group It may have one or more substituents selected from the group consisting of, and may have one phenyl group.
- ⁇ The compound according to [2].
- R 300 And R 301 Together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group comprising the group D x May have one or more substituents selected from the group E.
- x A plurality of groups D which may have one substituent selected from x
- the plant disease control agent according to [1], wherein the substituents selected may be the same or different.
- NR 300 R 301 Azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl group ⁇ the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group,
- a plurality of groups D which may have one substituent selected from x The substituents selected may be the same or different.
- G is group L x
- a pest control composition further comprising:
- plant diseases can be controlled.
- the halogen atom represents a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.
- the “chain hydrocarbon group” represents an alkyl group, an alkenyl group, and an alkynyl group. Examples of the “alkyl group” include methyl group, ethyl group, propyl group, isopropyl group, 1,1-dimethylpropyl group, 1,2-dimethylpropyl group, 1-ethylpropyl group, butyl group, tert-butyl group, A pentyl group and a hexyl group are mentioned.
- alkenyl group examples include a vinyl group, 1-propenyl group, 2-propenyl group, 1-methyl-1-propenyl group, 1-methyl-2-propenyl group, 1,2-dimethyl-1-propenyl group, Examples include 1,1-dimethyl-2-propenyl group, 1-ethyl-1-propenyl group, 1-ethyl-2-propenyl group, 3-butenyl group, 4-pentenyl group and 5-hexenyl group.
- alkynyl group examples include ethynyl group, 1-propynyl group, 2-propynyl group, 1-methyl-2-propynyl group, 1,1-dimethyl-2-propynyl group, 1-ethyl-2-propynyl group, Examples thereof include 2-butynyl group, 4-pentynyl group and 5-hexynyl group.
- Examples of the “di (C1-C3 alkyl) amino group optionally having one or more halogen atoms” include a dimethylamino group, a methyl (3,3,3-trifluoropropyl) amino group, and 2,2 -Difluoroethyl (3-chloro-3,3-difluoropropyl) amino group.
- (C1-C6 alkyl) carbonyl group means a carbonyl group to which a C1-C6 alkyl group is bonded, and examples thereof include an acetyl group and a hexylcarbonyl group.
- “(C1-C6 alkoxy) carbonylimino group optionally having one or more substituents selected from group A” means C1-C1 optionally having one or more substituents selected from group A. It means a carbonyl group to which C6 alkoxy is bonded, and examples thereof include benzyloxycarbonylimino group and ethoxycarbonylimino group.
- (C1-C6 alkyl optionally having one or more substituents selected from group A) carbonylimino group means C1-C1 optionally having one or more substituents selected from group A. This means a carbonyl group to which C6 alkyl is bonded, and examples thereof include a benzylcarbonylimino group and an ethylcarbonylimino group.
- the “3-8 membered heterocyclic group” represents a 3-8 membered non-aromatic heterocyclic group or a 5-6 membered aromatic heterocyclic group.
- the 3-8 membered non-aromatic heterocyclic group include aziridinyl group, azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, azacyclooctyl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, Isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, tetrahydropyridazinyl group, hexahydropyridazini Group, tetrahydropyrimidiny
- Examples of the 5-6-membered aromatic heterocyclic group include pyrrolyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl Group, pyridyl group, pyridazinyl group, pyrimidinyl group and pyrazinyl group.
- Examples of the 3-8-membered non-aromatic heterocyclic group optionally having one or more substituents selected from group D include the groups shown below ( ⁇ represents the bonding position with a carbon atom). Can be mentioned.
- the “C6-C10 aryl group” represents a phenyl group or a naphthyl group.
- the compound of the present invention containing one or more asymmetric centers includes each optical isomer and a mixture containing them in an arbitrary ratio.
- the compound of the present invention is mixed with an acid such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid or benzoic acid, thereby acid addition salts such as hydrochloride, sulfate, nitrate, phosphate, acetate and benzoate. May form.
- an acid such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid or benzoic acid, thereby acid addition salts such as hydrochloride, sulfate, nitrate, phosphate, acetate and benzoate. May form.
- Examples of the compound of the present invention include the following compounds.
- E x is E14, E18 or E26, compound.
- a compound of the present invention, wherein E x is any one of E14-E26.
- the compound of the present invention, wherein A x is an oxygen atom.
- the compound of the present invention, wherein X x is an oxygen atom.
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x .
- the compound of the present invention, wherein G x is a phenyl group.
- a x is an oxygen atom and X x is an oxygen atom.
- E x is E14, E18 or E26
- a x is an oxygen atom
- X x is an oxygen atom.
- E x is E14, E18 or E26
- G x is a phenyl group which may have one or more atoms or groups selected from group L x .
- E x is E14, E18 or E26
- G x is a phenyl group.
- E x is any one of E14 to E26, A x is an oxygen atom, and X x is an oxygen atom.
- the compound of the present invention, wherein E x is any one of E14-E26 and G x is a phenyl group.
- a x is an oxygen atom
- X x is an oxygen atom
- G x is a phenyl group optionally having one or more atoms or groups selected from the group L x .
- a x is an oxygen atom
- X x is an oxygen atom
- G x is a phenyl group.
- E x is E14, E18 or E26
- a x is an oxygen atom
- X x is an oxygen atom
- G x has one or more atoms or groups selected from the group L x
- a compound that is an optionally substituted phenyl group In the compound of the present invention, E x is any one of E14 to E26, A x is an oxygen atom, X x is an oxygen atom, and G x has one or more atoms or groups selected from the group L x.
- E x is E14, E18 or E26
- a x is an oxygen atom
- X x is an oxygen atom
- G x is a phenyl group.
- E x is any one of E14 to E26
- a x is an oxygen atom
- X x is an oxygen atom
- G x is a phenyl group.
- E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group ⁇ the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group
- E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group ⁇ the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x And may further have one substituent selected from the group E x . ⁇ The compound which is.
- E x is a pyrrolidinyl group or piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one or more substituents selected from group D x, and are selected from group E x It may further have one substituent.
- ⁇ The compound which is.
- E x is a pyrrolidinyl group (the pyrrolidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added). You may have. ⁇ The compound which is.
- E x is a piperidinyl group (the piperidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added). You may have. ⁇ The compound which is.
- E x is a morpholino group (the morpholino group may have one or more substituents selected from group D x, and further includes one substituent selected from group E x You may have. ⁇ The compound which is.
- E x is a thiomorpholino group (the thiomorpholino group may have one or more substituents selected from group D x , and one substituent selected from group E x May further be included.
- ⁇ The compound which is.
- E x is a piperazinyl group (the piperazinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added. You may have. ⁇ The compound which is.
- E x is an oxazolidinyl group (the oxazolidinyl group may have one or more substituents selected from group D x, and further includes one substituent selected from group E x You may have. ⁇ The compound which is.
- E x is a thiazolidinyl group (the thiazolidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added. You may have. ⁇ The compound which is.
- E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group ⁇ the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,
- E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group ⁇ the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x It may have one or more substituents. ⁇ The compound which is.
- E x may have a pyrrolidinyl group or a piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one or more substituents selected from the group D x .
- the compound which is. [Aspect 14] A compound in which E x is a pyrrolidinyl group optionally having one or more substituents selected from group D x in the compound of the present invention.
- a compound in which E x is a piperidinyl group optionally having one or more substituents selected from group D x in the compound of the present invention.
- E x is a piperazinyl group optionally having one or more substituents selected from group D x .
- E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group ⁇ the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,
- E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group ⁇ the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x It may have one substituent. ⁇ The compound which is. [Aspect 23] In the compound of the present invention, E x may have a pyrrolidinyl group or a piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one substituent selected from the group D x .
- E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group ⁇ the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholin
- E x is a pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group or a thiomorpholino group ⁇ said pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group and a thiomorpholino group, a phenyl group, a phenyl it may have one or more substituents selected from the group consisting of optionally C1-C3 may be alkyl groups and the group B x has a group.
- E x is a pyrrolidinyl group or piperidinyl group (the pyrrolidinyl group and piperidinyl group are a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and a group consisting of group B x It may have one or more substituents selected.
- ⁇ The compound which is.
- E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x.
- E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x.
- E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x.
- a compound that is a good morpholino group is
- E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x.
- E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x.
- E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x.
- E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x.
- E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group ⁇ the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,
- E x is a pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group or a thiomorpholino group ⁇ said pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group and a thiomorpholino group, a phenyl group, a phenyl it may have one substituent chosen from the group consisting of may also be C1-C3 alkyl group and the group B x have group.
- E x is a pyrrolidinyl group or a piperidinyl group ⁇ the pyrrolidinyl group and piperidinyl group are a phenyl group, a C1-C3 alkyl group optionally having a phenyl group, and a group consisting of group B x You may have 1 substituent chosen from more. ⁇ The compound which is. [Aspect 44] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good pyrrolidinyl group.
- E x may have a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one substituent selected from the group consisting of group B x.
- E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x.
- a compound that is a good morpholino group is a compound that is a good morpholino group.
- E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x.
- E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x.
- E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x.
- E x may have a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one substituent selected from the group consisting of group B x.
- Aspect 52 The compound according to any one of Aspects 1 to 50, wherein A x is an oxygen atom.
- Aspect 53 The compound according to any one of Aspects 1 to 50, wherein X x is an oxygen atom.
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x
- a x is a para group with respect to the oxadiazole ring.
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is a para group with respect to the oxadiazole ring.
- a compound that binds to a position [Aspect 56] The compound according to any one of aspects 1 to 50, wherein G x is a phenyl group, and A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
- Aspect 57 The compound according to any one of aspects 1 to 50, wherein G x is a phenyl group and A x is bonded to the para-position relative to the oxadiazole ring.
- Aspect 58 The compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, and X x is an oxygen atom.
- a x is NR 12x or an oxygen atom
- X x is an oxygen atom.
- Embodiment 1 ⁇ 50 A x is an oxygen atom, and X x is an oxygen atom.
- X x is an oxygen atom
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x
- a x is A compound bonded to the para-position or meta-position with respect to the oxadiazole ring.
- X x is an oxygen atom
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x
- a x is A compound bonded to the para position relative to the oxadiazole ring.
- a x is NR 12x or an oxygen atom
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x , A compound in which A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
- a x is an oxygen atom
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x
- a x is A compound bonded to the para-position or meta-position with respect to the oxadiazole ring.
- a x is NR 12x or an oxygen atom
- G x is a phenyl group optionally having one or more atoms or groups selected from group L x , A compound in which A x is bonded to the para-position relative to the oxadiazole ring.
- a x is an oxygen atom
- G x is a phenyl group which may have one or more atoms or groups selected from group L x
- a x is A compound bonded to the para position relative to the oxadiazole ring.
- a x is an oxygen atom
- G x is a phenyl group
- a x is bonded to the para position or the meta position with respect to the oxadiazole ring.
- Aspect 70 The compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
- Aspect 71 The compound according to any one of Aspects 1 to 50, wherein A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
- X x is an oxygen atom
- a x is NR 12x or an oxygen atom
- G x has one or more atoms or groups selected from group L x.
- X x may be an oxygen atom
- a x may be an oxygen atom
- G x may have one or more atoms or groups selected from group L x.
- X x is an oxygen atom
- a x is NR 12x or an oxygen atom
- G x has one or more atoms or groups selected from group L x.
- X x may be an oxygen atom
- a x may be an oxygen atom
- G x may have one or more atoms or groups selected from the group L x.
- a compound which is a phenyl group and A x is bonded to the para position with respect to the oxadiazole ring.
- X x is an oxygen atom
- a x is NR 12x or an oxygen atom
- G x is a phenyl group
- a x is a para group relative to the oxadiazole ring.
- Embodiment 1 ⁇ 50 X x is an oxygen atom
- a x is an oxygen atom
- G x is a phenyl group
- para or meta A x is relative to the oxadiazole ring A compound that binds to a position.
- X x is an oxygen atom
- a x is NR 12x or an oxygen atom
- G x is a phenyl group
- a x is para to the oxadiazole ring.
- X x is an oxygen atom
- a x is an oxygen atom
- G x is a phenyl group
- a x is bonded to the para position with respect to the oxadiazole ring.
- X x is an oxygen atom
- a x is NR 12x or an oxygen atom
- G x is a phenyl group
- a x is in a para-position or meta to the oxadiazole ring.
- X x is an oxygen atom
- a x is an oxygen atom
- G x is a phenyl group
- a x is bonded to the para position or the meta position with respect to the oxadiazole ring.
- X x is an oxygen atom
- a x is NR 12x or an oxygen atom
- G x is a phenyl group
- a x is bonded to the para position with respect to the oxadiazole ring.
- G x is a benzene ring
- a x is an oxygen atom
- X x is an oxygen atom
- E x is an azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl Group
- pyrazolidinyl group imidazolidinyl group
- oxazolidinyl group thiazolidinyl group
- the compound represented by the formula (I) can be produced, for example, by the following production method.
- the compound represented by formula (I) is a compound represented by formula (A1) (hereinafter referred to as compound (A1)) and a compound represented by formula (A2) (hereinafter referred to as compound (A2)) or It can be produced by reacting the salt in the presence of a base.
- the reaction is usually performed in a solvent.
- the solvent used in the reaction include hydrocarbons such as hexane, cyclohexane, toluene and xylene (hereinafter referred to as hydrocarbons), diethyl ether, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether.
- Ethers such as methyl tert-butyl ether and diisopropyl ether (hereinafter referred to as ethers), halogenated hydrocarbons such as chloroform, dichloromethane and chlorobenzene (hereinafter referred to as halogenated hydrocarbons), dimethylformamide, Acid amides such as 1,3-dimethyl-2-imidazolidinone and N-methylpyrrolidone (hereinafter referred to as acid amides), esters such as ethyl acetate and methyl acetate (hereinafter referred to as esters) , Sulfoxides such as dimethyl sulfoxide (hereinafter referred to as "su Referred to as sulfoxide compound.), Nitriles such as acetonitrile and propionitrile (hereinafter, referred to as nitriles.) And mixtures thereof.
- ethers Ethers such as methyl tert-butyl ether and diisoprop
- Examples of the base used in the reaction include organic bases such as triethylamine, pyridine, 2,2′-bipyridine, diazabicycloundecene (hereinafter referred to as organic bases), carbonates such as sodium carbonate and potassium carbonate. , Bicarbonates such as sodium bicarbonate, and mixtures thereof.
- Examples of the salt of compound (A2) include hydrochloride or sulfate.
- the compound (A2) is usually used in a proportion of 1 to 10 mol and the base is used in a proportion of 1 to 10 mol with respect to 1 mol of the compound (A1).
- the reaction temperature is usually in the range of ⁇ 20 to 150 ° C.
- the reaction time is usually in the range of 0.1 to 120 hours.
- the compound represented by the formula (I) can be isolated by performing post-treatment operations such as extraction of the mixture with an organic solvent, and drying and concentration of the organic layer.
- Compound (A1) and compound (A2) or a salt thereof are known or can be produced according to known methods.
- the compound of the present invention can be produced by reacting the compound represented by the formula (A x 1) with the compound represented by the formula (A x 2) or a salt thereof in the presence of a base. [Wherein the symbols have the same meaning as described above. ] The reaction can be carried out according to the method described in Production Method A.
- the compound represented by formula (I) is a compound represented by formula (A3) (hereinafter referred to as compound (A3)) and a compound represented by formula (A4) (hereinafter referred to as compound (A4)) or It can be produced by reacting the salt in the presence of a base.
- the salt of compound (A4) include hydrochloride or sulfate. The reaction was carried out in Org. Lett. , 2002, 4 (11), 1859-1862.
- Compound (A3) and compound (A4) or a salt thereof are known or can be produced according to a known method.
- Manufacturing method B x The compound of the present invention can be produced by reacting a compound represented by the formula (A x 3) with a compound represented by the formula (A x 4) or a salt thereof in the presence of a base. [Wherein the symbols have the same meaning as described above. ] The reaction can be carried out according to the method described in Production Method B.
- a compound represented by formula (A6) (hereinafter referred to as compound (A6)) is a compound represented by formula (A5) (hereinafter referred to as compound (A5)), an oxidizing agent, and the like.
- A represents NR 12XX or an oxygen atom
- R 12XX represents C1 —C6 chain hydrocarbon group, C3-C6 cycloalkyl group, C1-C6 alkoxy group, or (C1-C6 alkyl) carbonyl group.
- the reaction is usually performed in a solvent.
- Examples of the solvent used for the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, and mixtures thereof.
- Examples of the oxidizing agent used in the reaction include Dess-Martin periodinane and pyridinium chlorochromate.
- the reaction temperature is usually in the range of ⁇ 20 to 150 ° C.
- the reaction time is usually in the range of 0.1 to 120 hours.
- the compound (A6) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
- a compound represented by formula (A8) (hereinafter referred to as compound (A8)) is represented by compound (A6) and a compound represented by formula (A7) (hereinafter referred to as compound (A7)).
- the reaction is usually performed in a solvent. Solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, methanol, ethanol and other alcohols (hereinafter referred to as alcohols). , Water and mixtures thereof.
- Compound (A7) may be in the form of a salt.
- Examples of the salt of compound (A7) include hydrochloride or sulfate.
- compound (A7) is usually used at a ratio of 1 to 10 mol with respect to 1 mol of compound (A6).
- the reaction temperature is usually in the range of ⁇ 20 to 150 ° C.
- the reaction time is usually in the range of 0.1 to 120 hours.
- the compound (A8) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
- a compound represented by formula (A10) (hereinafter referred to as compound (A10)) is represented by compound (A6) and a compound represented by formula (A9) (hereinafter referred to as compound (A9)).
- compound (A10) is represented by compound (A6) and a compound represented by formula (A9) (hereinafter referred to as compound (A9)).
- the reaction is usually performed in a solvent.
- the solvent used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, alcohols, water, and mixtures thereof.
- the acid used for the reaction examples include p-toluenesulfonic acid, hydrochloric acid, trifluoroacetic acid and the like.
- the acid salt used in the reaction examples include O-methylhydroxylamine hydrochloride and O-ethylhydroxylamine hydrochloride.
- the reaction temperature is usually in the range of ⁇ 20 to 150 ° C.
- the reaction time is usually in the range of 0.1 to 120 hours.
- the compound (A10) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
- Each compound produced by the above production method and reference production method can also be isolated by other known means such as concentration, concentration under reduced pressure, extraction, phase transfer, crystallization, recrystallization, chromatography, etc. -It can be purified.
- the compound of the present invention may be used alone.
- the compound of the present invention is mixed with a solid carrier, a liquid carrier, and / or a surfactant, and if necessary, a fixing agent.
- Dispersants, stabilizers and other formulation aids added, wettable powder, wettable powder, flowable powder, granule, dry flowable powder, emulsion, aqueous liquid, oil, smoke, aerosol It is used in the form of pharmaceutical preparations and microcapsules.
- These preparations contain the compound of the present invention in a weight ratio of usually 0.1 to 99%, preferably 0.2 to 90%.
- solid support examples include clays (for example, kaolin, diatomaceous earth, fusami clay, bentonite, acidic clay), talc, and other inorganic minerals (for example, sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, hydration) And fine particles such as silica) or granular materials.
- clays for example, kaolin, diatomaceous earth, fusami clay, bentonite, acidic clay
- talc and other inorganic minerals (for example, sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, hydration) And fine particles such as silica) or granular materials.
- liquid carrier examples include water, alcohols, ketones (eg, acetone, methyl ethyl ketone, cyclohexanone), aromatic hydrocarbons (eg, benzene, toluene, xylene, ethylbenzene, methylnaphthalene), aliphatic hydrocarbons ( Examples thereof include n-hexane, kerosene), esters, nitriles, ethers, acid amides, and halogenated hydrocarbons.
- ketones eg, acetone, methyl ethyl ketone, cyclohexanone
- aromatic hydrocarbons eg, benzene, toluene, xylene, ethylbenzene, methylnaphthalene
- aliphatic hydrocarbons examples thereof include n-hexane, kerosene
- esters nitriles, ethers, acid amides, and halogenated hydrocarbon
- surfactant examples include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylene compounds thereof, polyoxyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives. Is mentioned.
- formulation adjuvants include, for example, fixing agents, dispersants, and stabilizers.
- casein gelatin, polysaccharides (eg, starch, arabic gum, cellulose derivatives, alginic acid), lignin derivatives, bentonite, Saccharides, synthetic water-soluble polymers (eg, polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids), PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2 A mixture of -tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol), vegetable oils, mineral oils, fatty acids or esters thereof.
- polysaccharides eg, starch, arabic gum, cellulose derivatives, alginic acid
- lignin derivatives bentonite
- Saccharides synthetic water-soluble polymers (eg, polyvinyl alcohol, polyvinyl pyrrol
- the compound of the present invention may be used by mixing with various oils such as mineral oil and vegetable oil, or surfactants.
- Oils that can be specifically mixed and used as surfactants are Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), Sundance II (registered trademark), Induce (registered trademark), Penetrator (registered trademark), AgriDex (registered trademark), Lutensol A8 (registered trademark), NP-7 (registered trademark), Triton (registered trademark) , Nufilm (registered trademark), Emulator NP7 (registered trademark), Emulad (registered trademark), TRITON X 45 (registered trademark), AGRAL 90 (registered trademark), AGROTIN (registered trademark), ARPON (registered trademark), EnSpray N ( Recorded trademark), BANOLE (register
- the compound of the present invention is applied as the control agent of the present invention.
- the method of the present invention is not particularly limited as long as the control agent of the present invention can be practically applied, but for example, treatment to plants such as foliage spraying, soil treatment, etc.
- Treatment seed treatment such as seed disinfection, treatment of harmful arthropods, and the like.
- the treatment amount of the compound of the present invention depends on the type of plant to be treated, the type and occurrence frequency of plant diseases to be controlled, formulation form, treatment time, treatment method, treatment place, weather conditions, etc.
- the compound of the present invention is usually 1 to 500 g per 1000 m 2 when it is treated on the foliage of the plant or on the soil where the plant is grown.
- Emulsions, wettable powders, flowables and the like are usually treated by diluting with water and spraying.
- the concentration of the compound of the present invention is usually 0.0005 to 2% by weight.
- Powders, granules, etc. are usually processed without dilution.
- the compound of the present invention can be used as a plant disease control agent in agricultural land such as fields, paddy fields, lawns, orchards.
- the compound of the present invention can control diseases of the cultivated land in the cultivated lands where the “plants” and the like listed below are cultivated.
- this invention compound can control the harmful arthropod of the said agricultural field.
- Agricultural crops corn, rice, wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, sugar beet, rapeseed, sunflower, sugarcane, tobacco, vegetables, solanaceous vegetables (eggplant, tomato, pepper, pepper, potato Cucumber, pumpkin, zucchini, watermelon, melon, etc., cruciferous vegetables (radish, turnip, horseradish, kohlrabi, cabbage, cabbage, mustard, broccoli, cauliflower, etc.), asteraceae (burdock, Shungiku, artichokes, lettuce, etc.), liliaceae vegetables (leek, onion, garlic, asparagus), celery vegetables (carrots, parsley, celery, red pepper, etc.), red crustacean vegetables (spinach, chard, etc.) (Perilla, mint, basil ), Strawberry, sweet potato, yam, taro, etc., flowers, foliage plants, Fruit trees; pears (apples, pears, Japanese
- Trees other than fruit trees Cha, mulberry, flowering trees, street trees (ash, birch, dogwood, eucalyptus, ginkgo, lilac, maple, oak, poplar, redwood, fu, sycamore, zelkova, black bean, peach tree, Tsuga, rat, pine, Spruce, yew) etc.
- plants include genetically modified crops.
- Rice blast (Magnaporthe grisea), sesame leaf blight (Cochliobolus miyabeanus), blight (Rhizoctonia solani), idiot seedling (Gibberella fujikuroi), yellow dwarf (Sclerophthora macrospora); wheat powdery mildew (Blumeria) graminis), red mold (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), yellow rust (Puccinia striiformis), black rust (Puccinia graminis), red rust (Puccinia recondita), red snow rot (Microdochium nivale) , Microdochium majus), Snow rot microbe nuclei (Typhula incarnata, Typhula ishikariensis), Bare smut (Ustilago tritici), pine scab (Tilletia
- Rice seed disease or early growth of various crops caused by Aspergillus, Penicillium, Fusarium, Gibberella, Tricoderma, Thielaviopsis, Rhizopus, Mucor, Corticium, Phoma, Rhizoctonia, and Diplodia Disease.
- Viral diseases of various crops mediated by Polymyxa genus or Olpidium genus.
- Rice seed blight (Burkholderia plantarii); Cucumber spotted bacterial disease (Pseudomonas syringae pv. Lachrymans); Eggplant blight (Ralstonia solanacearum); Citrus scab (Xanthomonas citri); carotovora) etc.
- Examples of harmful arthropods that can be controlled by the compounds of the present invention include the following. Hemiptera: Japanese brown planthopper (Laodelphax striatellus), Japanese brown planthopper (Nilaparvata lugens), white-tailed planthopper (Sogatella furcifera), corn planter (Peregrinus maidis), yellow-spotted plant (Javesella pellucida), black-tailed squid (Delphacidae); Nephotettix cincticeps, Nephotettix virescens, Nephotettix nigropictus, Recilia dorsalis, Eki ca ), Corn Leaf Hopper (Dalbulus maidis), Cofana spectra, etc., Cicadellidae; Mahanarva posticata, Mahanarva fimbriolata, etc., Cercopidae; Aphis fabae, soybean aphids (Aphis glycines), cotton a
- Leaf phylloxera (Phylloxera notabilis), Southern pecan leaf phylloxera (Phylloxera russellae) and other aphids (Phylloxeridae); ; Scotinophara lurida, Malayan rice black bug (Scotinophara coarctata), Nezara antennata, Eysarcoris aeneus, Eysarcoris ysori village Eysarcoris annamita, Hailyomorpha halys, Southern stink bug (Nezara viridula), Brown stink bug (Euschistus heros), Red banded stink bug (Piezodorus guildinii), Oebalchel pugnax Pentatomidae); Burrower brown bug (Scaptocoris castanea) and other hornworms (Cydnidae); ); Coleus punctiger, Leptoglossus australis, etc.
- Lepidoptera Green moth (Chilo suppressalis), Darkheaded stem borer (Chilo polychrysus), White stem borer (Scirpophaga innotata), Itteno eel moth (Scirpophaga incertulas), Rupela albina medina, Hacasino maiga (Marasmia exigua), cotton moth (Notarcha derogata), yellow corn borer (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), yellow moth (Hellula undalis), monk black moth terrel Rice case worms (Nymphula depunctalis), Sugarcane borer (Diatraea saccharalis), etc.
- Carposinidae Coffee Leaf miner (Leucoptera coffeella), peach leaf moth (Lyonetia clerkella), winged leaf moth (Lyonetia prunifoliella), etc. Lymantriidae such as Euproctis spp.
- Eumantis genus (Lymantria spp.), Euproctis pseudoconspersa; Plutellidae such as Plutella xylostella; Plumellidae; Helicopteraceae (Gelchiidae) such as Helcystogramma triannulella, Pectinophora gossypiella, potato moth (Phthorimaea operculella); Castnii family (Castnii) dae); Arcticidae (Cossus insularis), etc. (Cossidae); Ascotis selenaria, etc. Staphmopodidae, etc .; Sphingidae, such as Acherontia lachesis; Ssiidae, such as Nokona feralis;
- Thysanoptera Citrus thrips (Frankliniella occidentalis), Thrips palmiet (Sriptos etbisiton) ), Thripidae such as Echinothrips americanus; Phthaothripripae such as Haplothrips aculeatus.
- Diptera Drosophila (Delia platura), onion flies (Delia antiqua), etc., Anthomyiidae; Tomato leafhopper (Liriomyza sativae), bean leafworm (Liriomyza trifolii), leafhopper (Chromatomyia horticola) and other leafworms (Agromyzidae); ), Eggplant fly (Bactrocera latifrons), olive fruit fly (Bactrocera oleae), quinzland fruit fly (Bactrocera tryoni), CeratitisCcapitata, etc.
- Coleoptera Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cue Diabrotica balteata), Cucurbit tle Beetle (Diabrotica speciosa), Bean leaf beetle (Cerotoma trifurcata), Bark beetle (Oulema melanopus), potato beetle (Aulacophora femoralis), Phyllotreta bb Cabe black flea beetle (Phyllotreta pusilla), Cabbage stem flea beetle (Psylliodes chrysocephala), Colorado potato beetle (Leptinotarsa decemlineata), Inedro beetle (Oulema oryzae), Grape colaspi
- Carabidae Anomala albopilosa, Japanese beetle (Popillia japonica), Nagachakogane (Heptophylla picea), European Chafer (Rhizotrogus majalis), Black marsh (Tomarus gibbosus), Holotrichiall Haga crinita) and other genus Phyllophaga genus (Phyllophaga spp.), Diloboderus usabderus genus Diloboderus genus (Diloboderus spp.) and other scarab beetles (Scarabaeidae); Eusces Sphenophorus venatus), Southern Corn Billbug (Sphenophorus callosus), Soybean stalk weevil (Sternechus S subsignatus), Sugarcane weevil (Sphenophorus levis), Sabihyo weevil (Scepticus griseus) mis), Brazilian weevil (Zabrotes subfasciat
- Tribolium castaneum, Tribolium confusum, etc . Tribolium castaneum, Tribolium confusum, etc .; Tenebrionidae; Epilachna vigintioctopunctata, etc .; Bostrychidae; Leopardidae (Ptinidae); Anoplophora malasiaca, Migdolus fryanus, etc. , Melanotus legatus, Anchastus spp., Connoderus spp., Ctenicera spp., Limonius spp., Aeolus spp., Etc. Elateridae; Staphylinidae such as Paederus fuscipes.
- Orthoptera Tosama locust (Locusta migratoria),ixie flying grasshopper (Dociostaurus maroccanus), Australian flying grasshopper (Chortoicetes terminifera), Red-spotted grasshopper (Nomadacris septemfasciata), Brown Locust ina Italian Locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-Legged grasshopper (Melanoula femurrubrum) gregaria), Yellow-winged locust (Gastrimargus musicus), Spur-throated locust (Austracris guttulosa), Cobainago (Oxya yezoensis), Species (Oxya japonica), grasshopper (Patanga succincta), etc. rididae); Gryllotalpida
- Hymenoptera bee (Athalia rosae), Japanese bee (Athalia japonica) and other bees (Tenthredinidae); fire ant (Solenopsis spp.), Brown leaf-cutting ant (Atta capiguara) and other ants Department (Formicidae) etc.
- Cockroaches (Blattodea): German cockroaches (Blattellidae) such as the German cockroach (Blattella germanica); Family (Blattidae); Yamato termite (Reticulitermes speratus), Japanese termite (Coptotermes formosanus), American ant termite (Incisitermes orminor), Great white termite (Cryptotermes domesticus), Thai one termite (Odontotermes ⁇ ant hunter) (Glyptotermes satsumensis), Nakajima Termites (Glyptotermes nakajimai), Caterpillars (Glyptotermes fuscus), Termites (Hodotermopsis sjostedti), Coptotermes guangzhouen sis), Amite Termites (Reticulitermes amamianus), Miyatake Termites (Reticulitermes miyatakei), Camellia Termites (Reticuli
- Production Example 1-2 The compounds produced according to the method described in Production Example 1-1 and their physical properties are shown below.
- Compound 2 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.14 (2H, dt), 7.30 (2H, dt), 3.77 (4H, t), 3.68-3.62 (4H, m).
- Compound 3 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.13 (2H, dt), 7.30 (2H, dt), 3.69-3.64 (4H, m), 2.48 (4 H, t), 2.36 (3H, s).
- Production Example 1-3 The compounds produced according to the method described in Production Example 1-1 and their physical properties are shown below.
- Reference production example 1-1 7.25 g of trifluoroacetic anhydride was added dropwise to a mixture of 5.34 g of N ′, 4-dihydroxy-3-fluorobenzenecarboximidamide, 7.44 g of pyridine, and 48 mL of dimethylformamide, and the mixture was stirred at 80 ° C. for 5 hours.
- the reaction mixture was diluted with ethyl acetate and washed successively with 2N hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate solution and saturated brine.
- the organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 7.22 g of intermediate 2 shown below.
- Intermediate 2 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 7.87-7.84 (2H, m), 7.16-7.12 (1H, m), 5.75 (1H, br s).
- Reference production example 1-2 The compounds produced according to the method described in Reference Production Example 1-1 and their physical properties are shown below.
- Intermediate 5 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 7.99-7.95 (1H, m), 6.81-6.75 (2H, m), 6.32 (1H, br s).
- Production Example 2-2 The compounds produced according to the method described in Production Example 2-1 and their physical properties are shown below.
- Formula (a) [Wherein E Y represents a corresponding substituent shown in each of [Table 1] to [Table 4]. ] Wherein Y is any one of those listed in [Table 1] to [Table 4]. However, ⁇ in [Table 1] to [Table 4] represents a bonding position with a carbon atom.
- compound 5 is the following compound.
- Compound 5 of the present invention is the following compound.
- Production Example 4-2 The compounds produced according to the method described in Production Example 4-1, and their physical properties are shown below.
- Compound 32 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.15 (2H, d), 7.34-7.28 (2H, m), 4.27 (1H, s), 4.18 (1H, s), 3.92-3.74 (2H, m ), 2.59 (2H, t), 2.20-2.07 (2H, m).
- Compound 33 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.16 (2H, d), 7.38-7.31 (2H, m), 4.13-3.91 (4H, m), 2.79-2.68 (2H, m).
- Production Example 5-2 The compounds produced according to the method described in Production Example 5-1 and their physical properties are shown below.
- Compound 36 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.13 (2H, d), 7.29 (2H, d), 3.73-3.56 (4H, m), 3.24 (6H, s), 1.88-1.79 (4H, m ).
- Compound 37 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.12 (2H, d), 7.35-7.29 (2H, m), 3.72-3.67 (2H, m), 3.63-3.50 (6H, m), 2.20-2.11 (2H, m), 1.27-1.21 (6H, m).
- Production Example 6-2 The compounds produced according to the method described in Production Example 6-1 and their physical properties are shown below.
- Compound 43 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.17 (2H, d), 7.38 (2H, d), 5.12 (1H, s), 4.11 (2H, t), 3.60 (2H, t).
- Production Example 7-2 The compounds produced according to the method described in Production Example 7-1 and their physical properties are shown below.
- Compound 53 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.02 (2H, d), 7.52 (2H, d), 6.58 (1H, s), 3.94-3.99 (1H, m), 3.81-3.87 (1H, m ), 3.48-3.54 (1H, m), 3.23-3.30 (1H, m), 2.85-2.92 (1H, m), 1.86-1.99 (2H, m), 1.48-1.65 (2H, m)
- Compound 54 of the present invention 1 H-NMR (CDCl 3 , 25 ° C) ⁇ : 8.03 (2H, d), 7.51 (2H, d), 6.57 (1H, s), 3.37-3.74 (3H, m), 2.74-3.11 (3H, m ), 1.78-2.00 (3H, m)
- H represents a hydrogen atom
- O represents an oxygen atom
- S represents a sulfur atom
- N represents a nitrogen atom
- Cl represents a chlorine atom
- F represents a fluorine atom
- Me represents methyl Et represents an ethyl group
- Pr represents a propyl group
- Ph represents a phenyl group
- OMe represents a methoxy group
- CF3 represents a trifluoromethyl group
- CH2Ph represents a benzyl group
- CN represents Represents a cyano group
- NO2 represents a nitro group
- COOH represents a carboxy group
- OH represents a hydroxy group
- SH represents a sulfanyl group
- NH2 represents an amino group
- Formula (T1) In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T1), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZA1 to ZA3368, respectively, and the compounds of the present invention ZA1 to ZA3368 are collectively represented as compound of the present invention SX1) can be produced according to the above production method.
- E Z represents one of the following formulas (EZA1) to (EZA44).
- # represents a bonding position with a carbon atom.
- Substituent number ZA1 to substituent number ZA3368 are a compound represented by formula (T1), a compound represented by formula (T2), a compound represented by formula (T3), a compound represented by formula (T4), (T5) compound represented by a compound represented by the formula (T6), in the compound represented by formula (T7) compounds or formula represented by (T8), E Z, X and a, and corresponds to the structure of E Z Represents a combination of substituents R 400 , R 401 , R 402 and R 403 , and hereinafter, [substituent numbers; E Z , R 400 , R 401 , R 402 , R 403 , X, A] and I write.
- the substituent number ZA2 is that E Z is EZA1
- R 400 is a methyl group
- R 401 , R 402 and R 403 are hydrogen atoms
- X is an oxygen atom
- A is NH. Represents a combination.
- [ZA1301; EZA1, H, CH2NH2, H, H, O, S], [ZA1302; EZA1, H, NHC ( O) CH3, H, H, O, S], [ZA1303; EZA1, H, CH2Ph, H, H, O, S], [ZA1304; EZA1, H, 1-pyrrolidinyl, H, H, O, S], [ZA1305; EZA1, H, 1-piperidinyl, H, H, O, S], [ZA1306; EZA1, H, Me, Me, H, O, S], [ZA1307; EZA1, H, Et, Et, H, O, S], [ZA1308; EZA1, H, OMe, OMe, H, O, S], [ZA1309; EZA1, H, OEt, OEt, H, O, S], [ZA1310; EZA1, H, OPr, OPr, H, O, S], [ZA1311; EZA2, H, H, H, H, O, S], [
- [ZA2401; EZA27, H, CH2NH2, H, H, S, NMe], [ZA2402; EZA27, H, NHC ( O) CH3, H, H, S, NMe], [ZA2403; EZA27, H, CH2Ph, H, H, S, NMe], [ZA2404; EZA27, H, 1-pyrrolidinyl, H, H, S, NMe], [ZA2405; EZA27, H, 1-piperidinyl, H, H, S, NMe], [ZA2406; EZA28, H, H, H, S, NMe], [ZA2407; EZA28, Me, H, H, S, NMe], [ZA2408; EZA28, H, Me, H, H, S, NMe], [ZA2409; EZA29, H, H, H, S, NMe], [ZA2410; EZA29, Me, H, H, H, S, NMe], [ZA2410; EZA29,
- the compound ZA2 of the present invention means a compound having the substituent number ZA2 in the compound represented by the formula (T1), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T1).
- R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
- Formula (T2) In the compound represented by formula (T2), the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T2), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZB1 to ZB3368, respectively, and the compounds of the present invention ZB1 to ZB3368 are collectively represented as compound of the present invention SX2).
- the compound of the present invention ZB2 means a compound having the substituent number ZA2 in the compound represented by the formula (T2), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T2).
- R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
- Formula (T3) In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T3), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZC1 to ZC3368, and the compounds of the present invention ZC1 to ZC3368 are collectively represented as compound of the present invention SX3).
- the compound of the present invention ZC2 means a compound having the substituent number ZA2 in the compound represented by the formula (T3), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T3).
- R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
- Formula (T4) In which the combination of E Z , X and A is a combination described in any one of substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by formula (T4), the substituent number ZA1 To ZA3368 are represented by the present compounds ZD1 to ZD3368, and the present compounds ZD1 to ZD3368 are collectively represented by the present compound SX4).
- the compound of the present invention ZD2 means a compound having the substituent number ZA2 in the compound represented by the formula (T4).
- E Z is EZA1
- R 400 is methyl.
- R 401, R 402 and R 403 are hydrogen atoms
- X is an oxygen atom
- a compound represented by the following a is NH.
- Formula (T5) In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T5), the substituent number ZA1 To ZA3368 are represented by the present compounds ZE1 to ZE3368, respectively, and the present compounds ZE1 to ZE3368 are collectively represented by the present compound SX5), and can be produced according to the above production method.
- the compound ZE2 of the present invention means a compound having the substituent number ZA2 in the compound represented by the formula (T5), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T5).
- R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
- Formula (T6) In which the combination of E Z , X and A is a combination described in any one of substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by formula (T6), the substituent number ZA1 To ZA3368 are represented by the present compounds ZF1 to ZF3368, and the present compounds ZF1 to ZF3368 are collectively represented by the present compound SX6).
- the compound of the present invention ZF2 means a compound having the substituent number ZA2 in the compound represented by the formula (T6), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T6).
- R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
- Formula (T7) In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T7), the substituent number ZA1 To ZA3368 are represented by the compounds of the present invention ZG1 to ZG3368, respectively, and the compounds of the present invention ZG1 to ZG3368 are collectively represented by the present compound SX7).
- the compound of the present invention ZG2 means a compound having the substituent number ZA2 in the compound represented by the formula (T7).
- E Z is EZA1
- R 400 is methyl.
- R 401 , R 402 and R 403 are hydrogen atoms
- X is an oxygen atom
- A is NH.
- the compound of the present invention ZH2 means a compound having the substituent number ZA2 in the compound represented by the formula (T8), and E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T8).
- R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
- the compound of the present invention can be used in combination or in combination with plant disease control agents such as fungicides, insecticides, acaricides, nematocides, plant growth regulators or synergists (hereinafter referred to as “this component”). It can.
- this component plant disease control agents
- fungicides insecticides, acaricides, nematocides, plant growth regulators or synergists
- this component fungicides, insecticides, acaricides, nematocides, plant growth regulators or synergists
- this component fungicides, insecticides, acaricides, nematocides, plant growth regulators or synergists
- the ratio of the compound of the present invention to the active ingredient is not particularly limited, but the weight ratio (the compound of the present invention: the active ingredient) is, for example, 1000: 1 to 1: 1000, 500: 1 to 1: 500. 100: 1 to 1: 100, 50: 1 to 1:50, 20: 1 to 1:20, 10: 1 to 1:10, 3: 1 to 1: 3, 1: 1 to 1: 500, 1 1: 1 to 1: 100, 1: 1 to 1:50, 1: 1 to 1:20, and 1: 1 to 1:10.
- Formulation Example 1 A formulation is obtained by thoroughly pulverizing and mixing 50 parts of SX, 3 parts of calcium lignin sulfonate, 2 parts of magnesium lauryl sulfate and 45 parts of synthetic silicon hydroxide.
- Formulation Example 2 After 20 parts of SX and 1.5 parts of sorbitan trioleate are mixed with 28.5 parts of an aqueous solution containing 2 parts of polyvinyl alcohol and finely pulverized by a wet grinding method, 0.05 parts of xanthan gum and 40 parts of an aqueous solution containing 0.1 part of aluminum magnesium silicate is added, and further 10 parts of propylene glycol is added and mixed by stirring to obtain a preparation.
- Formulation Example 3 A formulation is obtained by thoroughly pulverizing and mixing 2 parts of SX, 88 parts of kaolin clay and 10 parts of talc.
- Formulation Example 4 A formulation is obtained by thoroughly mixing 5 parts of SX, 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzenesulfonate and 75 parts of xylene.
- Formulation Example 5 After thoroughly mixing 2 parts of SX, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 65 parts of kaolin clay, adding water and kneading and granulating and drying, A formulation is obtained.
- Formulation Example 6 SX 20 parts; 35 parts of a mixture of white carbon and polyoxyethylene alkyl ether sulfate ammonium salt (weight ratio 1: 1) and water were mixed to make a total amount of 100 parts, and processed using a pulverizer. A formulation is obtained.
- test examples are shown.
- the untreated section in Test Example 1 to Test Example 3 was performed under the same conditions as described in each test example, except that dimethyl sulfoxide was dispensed instead of the dimethyl sulfoxide diluted solution containing the compound of the present invention.
- the term “no treatment” in Test Example 4 to Test Example 19 indicates that the mixture of the preparation containing the compound of the present invention and water was not sprayed.
- the control effect is obtained by visually observing the area of the lesion on the test plant at the time of the survey, and comparing the area of the lesion on the plant treated with the compound of the present invention with the area of the lesion on the untreated plant. evaluated.
- Test Example 1 Control test against tomato leaf mold (Cladosporium fulvum) 1500 ppm of present compound 1, 4, 5, 8, 9, 16, 17, 20, 21, 25, 31, 35, 37, 38 or 42 After diluting with dimethyl sulfoxide and dispensing 1 ⁇ L into a titer plate (96-well), the 129th amino acid residue of cytochrome b was changed from phenylalanine to leucine in advance. 150 ⁇ L of a potato broth liquid medium (PDB medium) inoculated with spores of a QoI resistant strain whose base sequence was mutated so as to be replaced was dispensed. This plate was cultured at 18 ° C.
- PDB medium potato broth liquid medium
- the growth degree in the group treated with the compound 1, 4, 5, 8, 9, 16, 17, 20, 21, 25, 31, 35, 37, 38 or 42 of the present invention is all in the untreated group. It was 50% or less of the degree of growth.
- Test Example 2 Control Test against Wheat Leaf Blight Fungus (Septoria tritici) Compound 1, 2, 4, 5, 8, 9, 10, 11, 14, 15, 16, 17, 18, 19, 20, 21, 24 of the present invention , 25, 27, 28, 29, 31, 33, 35, 38 or 42, diluted with dimethyl sulfoxide so as to contain 1500 ppm, dispensed 1 ⁇ L into a titer plate (96 well), and then pre-spores of wheat leaf blight fungus 150 ⁇ L of the potato broth liquid medium (PDB medium) inoculated with the above was dispensed. This plate was cultured at 18 ° C. for 5 days to grow wheat leaf blight fungi.
- PDB medium potato broth liquid medium
- the absorbance at 550 nm of each well of the titer plate was measured, and the value was taken as the growth degree of wheat leaf blight fungi.
- the growth degree in the section treated with 33, 35, 38 or 42 was 50% or less of the growth degree in the untreated section.
- Test Example 3 Control test against soybean anthracnose fungus (Colletotrichum truncatum)
- the compound 1, 4, 5, 8, 9, 20, 21 or 35 of the present invention was diluted with dimethyl sulfoxide so as to contain 1500 ppm, and the titer plate (96 wells) was diluted. After 1 ⁇ L was dispensed, 150 ⁇ L of a potato broth liquid medium (PDB medium) inoculated with spores of soybean anthrax in advance was dispensed. This plate was cultured at 18 ° C.
- PDB medium potato broth liquid medium
- the growth degree in the group treated with the present compound 1, 4, 5, 8, 9, 20, 21 or 35 was 50% or less of the growth degree in the untreated group.
- Test Example 4 Control test against Pyrenophora teres A plastic pot was filled with soil, and barley (cultivar; Nishinohoshi) was seeded there and allowed to grow in a greenhouse for 7 days.
- the present compound 1, 8, 15, 16, 18, 25, 26, 27, 30, 34, 35, 45, 46, 49, 51 or 54 formulated according to the method described in Formulation Example 6, It mixed with water so that a density
- the barley was placed under high humidity in a greenhouse at 23 ° C. during the daytime and 20 ° C. during the night for 3 days and then cultivated in the greenhouse for 7 days. As a result, there was no lesion area in the barley treated with the compound 1, 8, 15, 16, 18, 25, 26, 27, 30, 34, 35, 45, 46, 49, 51 or 54 of the present invention. It was 30% or less of the lesion area in the treated barley.
- Test Example 5 Pyrenophora teres control test A plastic pot was filled with soil, and barley (variety: Nishinohoshi) was seeded there and allowed to grow in a greenhouse for 7 days.
- the compound of the present invention 7, 11, 17, 28, 31, 36, 39, 40, 46, 49, or 50 formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration becomes 200 ppm. Then, the mixture was sprayed on the foliage so that it sufficiently adhered to the leaf surface of the barley. After spraying, the barley was air-dried, and two days later, a water suspension of barley reticular fungus spores was spray-inoculated.
- the barley was placed under high humidity in a greenhouse at 23 ° C. during the daytime and 20 ° C. during the night for 3 days and then cultivated in the greenhouse for 7 days.
- the lesion area in the barley treated with the present compound 7, 11, 17, 28, 31, 36, 39, 40, 46, 49 or 50 is 30% of the lesion area in the untreated barley. It was the following.
- Test Example 6 Control test against rice blast (Magnaporthe grisea) A plastic pot was filled with soil, rice (cultivar: Hinohikari) was sown there, and allowed to grow in a greenhouse for 20 days. Thereafter, the present compound 2, 3, 4, 5, 9, 10, 14, 15, 18, 20, 24, 25, 26, 28, 45, 47 formulated according to the method described in Formulation Example 6. 49 or 50 was mixed with water to a concentration of 500 ppm, and the mixture was sprayed on the foliage so as to adhere well to the leaf surface of the rice.
- the rice After spraying, the rice is air-dried and left for 6 days in contact with a rice seedling (variety: Hinohikari) that has been treated with the rice blast fungus under a high humidity of 24 ° C in the daytime and 20 ° C in the nighttime.
- the lesion area was investigated. As a result, the lesion area in rice treated with the compound 2, 3, 4, 5, 9, 10, 14, 15, 18, 20, 24, 25, 26, 28, 45, 47, 49, or 50 of the present invention was All were 30% or less of the lesion area in untreated rice.
- Test Example 7 Control test against rice blast (Magnaporthe grisea) A plastic pot was filled with soil, rice (cultivar: Hinohikari) was sown therein, and allowed to grow in a greenhouse for 20 days. Thereafter, the compound of the present invention 17, 19, 27, 31, 38, 39 or 54 formulated according to the method described in Formulation Example 6 was mixed with water to a concentration of 200 ppm, and the mixture was The foliage was sprayed so as to adhere well to the leaf surface of rice. After spraying, the rice is air-dried and left for 6 days in contact with a rice seedling (variety: Hinohikari) that has been treated with the rice blast fungus under a high humidity of 24 ° C in the daytime and 20 ° C in the nighttime. The lesion area was investigated. As a result, the lesion area in the rice treated with the present compound 17, 19, 27, 31, 38, 39 or 54 was 30% or less of the lesion area in the untreated rice.
- Test Example 8 Control test against wheat leaf blight (Septoria tritici) A plastic pot was filled with soil, and wheat (cultivar; Apoge) was seeded there and allowed to grow in a greenhouse for 10 days.
- the compound of the present invention 12, 26, 32, 45, 46, 47, 48, 51, or 54 formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 500 ppm, and the mixture is mixed. Then, the stems and leaves were sprayed so as to adhere well to the leaves of the wheat. After spraying, the wheat was air-dried, and after 4 days, an aqueous suspension of wheat leaf blight spores was spray-inoculated.
- the wheat was placed under high humidity at 18 ° C. for 3 days, then placed under illumination for 14 to 18 days, and then the lesion area was examined.
- the lesion area in the wheat treated with the present compound 12, 26, 32, 45, 46, 47, 48, 51 or 54 was 30% or less of the lesion area in the untreated wheat. .
- Test Example 9 Control Trial for Wheat Leaf Blight (Septoria tritici) A plastic pot was filled with soil, and wheat (cultivar; Apoge) was seeded there, and allowed to grow in a greenhouse for 10 days.
- Compound 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 13, 14, 16, 17, 18, 19, 20 formulated according to the method described in Formulation Example 6 21, 22, 24, 27, 28, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 42, 44, 45, 46, 48, 49, 50, 53 or 54 was mixed with water so as to have a concentration of 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the leaf surface of the wheat.
- the wheat After spraying, the wheat was air-dried, and after 4 days, an aqueous suspension of wheat leaf blight spores was spray-inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, then placed under illumination for 14 to 18 days, and then the lesion area was examined. As a result, the compounds 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 13, 14, 16, 17, 18, 19, 20, 21, 22, 24, 27, 28, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 42, 44, 45, 46, 48, 49, 50, 53 or 54 The lesion area in untreated wheat was 30% or less.
- Test Example 10 Control test against wheat leaf blight (Septoria tritici) A plastic pot was filled with soil, and then wheat (cultivar; apogee) was seeded there, grown in a greenhouse for 10 days, and water suspension of wheat leaf blight fungus spores. The solution was spray inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, and then formulated according to the method described in Formulation Example 6, 1, 2, 3, 4, 5, 8, 9, 10, 14, 17, 19, 20, 24, 27, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 45 or 50 is mixed with water to a concentration of 200 ppm, and the mixture Was sprayed on the foliage so as to adhere well to the leaf surface of the wheat.
- the wheat was air-dried and placed under illumination for 14 to 18 days, and then the lesion area was examined.
- the lesion area in the wheat treated with 38, 40, 41, 45 or 50 was 30% or less of the lesion area in the untreated wheat.
- Test Example 11 Control test against wheat rust (Puccinia recondita) A plastic pot was filled with soil, and then wheat (cultivar: Shirogane) was sown therein and allowed to grow in a greenhouse for 9 days.
- the present compound 16, 20, 21, 22, 26, 28, 45, 49, 50, 51, or 52 formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration is 500 ppm. The mixture was sprayed on the foliage so as to adhere well to the leaf surface of the wheat. After spraying, the wheat was air-dried and cultivated under light at 20 ° C. for 5 days, and then sprinkled with spores of wheat rust fungus. After inoculation, the wheat was placed in a dark and humid environment at 23 ° C.
- the lesion area in the wheat treated with the present compound 16, 20, 21, 22, 26, 28, 45, 49, 50, 51 or 52 is 30% of the lesion area in the untreated wheat. It was the following.
- Test Example 12 Control test against wheat rust (Puccinia recondita) A plastic pot was stuffed with soil, seeded with wheat (cultivar: Shirogane), and grown in a greenhouse for 9 days. Compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18 formulated according to the method described in Formulation Example 6 19, 24, 25, 27, 29, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 49, 50, 51, 52 or 53 so that the concentration is 200 ppm. The mixture was sprayed on the foliage so that the mixture was well attached to the leaf surface of the wheat. After spraying, the wheat was air-dried and cultivated under light at 20 ° C.
- the wheat was placed in a dark and humid environment at 23 ° C. for 1 day, and then cultivated at 20 ° C. for 8 days under illumination.
- Test Example 13 Control test against soybean rust (Phakopsora pachyrhizi) A plastic pot was filled with soil, and soybean (cultivar; Kurosengoku) was sown therein and allowed to grow in a greenhouse for 13 days.
- the present compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 formulated according to the method described in Formulation Example 6 , 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42 , 43, 45, 46, 48, 49, 50, 51, 52, 53 or 54 are mixed with water so that the concentration is 200 ppm, and the mixture is sprayed on the foliage so that it adheres well to the leaves of the soybean. did.
- soybeans After spraying, the soybeans were air-dried, and 4 days later, a water suspension of soybean rust fungus (Phakopsora pachyrhizi) was spray-inoculated. After inoculation, soybeans were placed in a humid room at 23 ° C. in the daytime and at 20 ° C. for one day under high humidity, then cultivated in the greenhouse for 14 days, and then the lesion area was examined.
- a water suspension of soybean rust fungus Phakopsora pachyrhizi
- Test Example 14 Control Test against Soybean Rust (Phakopsora pachyrhizi) A plastic pot was filled with soil, soybean (variety: Kurosengoku) was sown there, grown in a greenhouse for 10 days, and an aqueous suspension of soybean rust fungus spores. Was spray-inoculated. After inoculation, the present compound 1 was formulated according to the method described in Formulation Example 6 after placing soybeans in a humid room at 23 ° C. in the daytime and 20 ° C. for 1 day in a humid room and then cultivating in the greenhouse for 2 days.
- the lesion area in the treated soybean was 30% or less of the lesion area in the untreated soybean.
- Test Example 15 Control test against cucumber anthracnose (Colletotrichum lagenarium) A plastic pot was filled with soil, and cucumber (variety; Sagamihanjiro) was sown there and allowed to grow in a greenhouse for 19 days.
- the present compound 1, 2, 10, 14, 17, 19, 20, 24, 27, 28, 31, 33, 37, 38, 40 or 41 formulated according to the method described in Formulation Example 6
- the mixture was mixed with water so as to be 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the cucumber leaf surface. After spraying, the cucumber was air-dried, and one day later, an aqueous suspension of cucumber anthracnose fungus spores was spray-inoculated. After inoculation, it was first placed at 23 ° C.
- Test Example 16 Control test against barley cloud disease (Rhynchosporium secalis) A plastic pot was stuffed with soil, seeded with barley (variety: Nishinohoshi), and grown in a greenhouse for 7 days.
- the compound 26, 28, 35, 39 or 46 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 200 ppm, and the mixture is sufficiently applied to the leaves of the barley. The foliage was sprayed to adhere. After spraying, the barley was air-dried, and one day later, an aqueous suspension of barley cloud fungus spores was spray-inoculated. After inoculation, the barley was placed under humid conditions at 15 ° C. for 3 days, and then cultivated in a greenhouse for 14 days. As a result, the lesion area in the barley treated with the compound 26, 28, 35, 39 or 46 of the present invention was 30% or less of the lesion area in the untreated barley.
- Test Example 17 Control test against cucumber downy mildew (Pseudoperonospora cubensis) A plastic pot was filled with soil, and cucumber (variety; Sagamihanjiro) was sown there and allowed to grow in a greenhouse for 19 days.
- the compound 14 of the present invention formulated according to the method described in Formulation Example 6 was mixed with water so as to have a concentration of 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the cucumber leaf surface. After spraying, the cucumber was air-dried, and one day later, a water suspension of cucumber downy mildew spores was spray-inoculated. After inoculation, it was first placed at 23 ° C.
- the lesion area in the cucumber treated with the compound 14 of the present invention was 30% or less of the lesion area in the untreated cucumber.
- Test Example 18 Control Test against Sclerotinia sclerotiorum
- a plastic pot was filled with soil, and green beans (variety; Nagatake peas) were sown there and allowed to grow in a greenhouse for 8 days.
- the compound 8 of the present invention formulated in accordance with the method described in Formulation Example 6 was mixed with water to a concentration of 500 ppm, and the mixture was sprayed on the foliage so that the mixture was sufficiently attached to the kidney leaf surface. After spraying, the kidney beans were air-dried and a mycelia-containing PDA medium of kidney bean sclerotia was placed on the leaf surface of kidney beans.
- the lesion area in the kidney beans treated with Compound 8 of the present invention was 30% or less of the lesion area in the untreated kidney beans.
- Test Example 19 Control test against cucumber powdery mildew (Sphaerotheca fuliginea) A plastic pot was filled with soil, and cucumber (cultivar; Sagamihanjiro) was sown therein and allowed to grow in a greenhouse for 12 days. Thereafter, the compound 25 or 46 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration becomes 500 ppm, and the mixture is sufficiently adhered to the leaf surface of the cucumber. The foliage was sprayed. After spraying, the cucumber was air-dried, placed in a greenhouse at 24 ° C. in the daytime and 20 ° C.
- the lesion area in the cucumber treated with the compound 25 or 46 of the present invention was 30% or less of the lesion area in the untreated cucumber.
- Reference test example 2 10% Color Coat Red aqueous solution (V / V) (Becker Underwood, Inc .: colorant) and 10% CF-Clear aqueous solution (V / V) (Becker Underwood, Inc .: binder) were mixed. A slurry solution was prepared. The compound 51 of the present invention formulated according to the method described in Formulation Example 6 is added to the resulting slurry solution, and the seed is coated on the corn so that 500 ⁇ g of the compound 51 of the present invention adheres per gram of corn seed. Treated. The treated corn was sown on a paper towel and cultivated at 27 ° C. for 3 days. Cultivated corn was wrapped in ice for 5 days (low temperature stress applied).
- plant diseases can be controlled.
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Abstract
Provided is a plant disease control agent that contains a compound indicated by formula (I). [In the formula, G represents a benzene ring, a thiophene ring, a furan ring, a pyrazole ring, an imidazole ring, an oxazole ring, an isoxazole ring, a thiazole ring, an oxadiazole ring, a thiadiazole ring, a pyridine ring, a pyrazine ring, a pyrimidine ring, a pyridazine ring, or the like, A represents NR12, an oxygen atom, or a sulfur atom, R12 represents a C1-C6 chain hydrocarbon group or the like that may have one or more substituent selected from group M, X represents an oxygen atom or a sulfur atom, E represents NR300R301, and, with the nitrogen atom bonded thereto, R300 and R301 form a 3-8-membered non-aromatic heterocyclic group or the like.]
Description
本発明は植物病害防除剤に関する。
The present invention relates to a plant disease control agent.
従来より、植物病害を防除する為に種々の化合物が開発されている(特許文献1、2参照)。
Conventionally, various compounds have been developed to control plant diseases (see Patent Documents 1 and 2).
本発明は、優れた防除効力を有する植物病害防除剤を提供することを課題とする。
An object of the present invention is to provide a plant disease control agent having an excellent control effect.
本発明者らは、優れた防除効力を有する植物病害防除剤を見出すべく検討した結果、下記式(I)で示される化合物を含有する剤が植物病害に対して優れた防除効力を有することを見出した。
すなわち、本発明は以下のとおりである。
〔1〕 式(I)
〔式中、
Gは、ベンゼン環、チオフェン環、フラン環、ピラゾール環、イミダゾール環、オキサゾール環、イソオキサゾール環、チアゾール環、オキサジアゾール環、チアジアゾール環、ピリジン環、ピラジン環、ピリミジン環又はピリダジン環(該ベンゼン環、該チオフェン環、該フラン環、該ピラゾール環、該イミダゾール環、該オキサゾール環、該イソオキサゾール環、該チアゾール環、該ピリジン環、該ピラジン環、該ピリミジン環及び該ピリダジン環は群Lより選ばれる1以上の置換基を有していてもよい)を表し、
AはNR12、酸素原子又は硫黄原子を表し、
R12は、群Mより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Mより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Mより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表し、
Xは酸素原子又は硫黄原子を表し、
Eは、NR300R301を表し、
R300及びR301はそれらが結合する窒素原子と一緒になって、3-8員非芳香族複素環基{該3-8員非芳香族複素環基は、群Dより選ばれる1以上の置換基を有していてもよく、群Dより選ばれる複数の置換基は、同一でも異なっていてもよい。}を形成する。
群D:ハロゲン原子、群Aより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Aより選ばれる1以上の置換基を有していてもよい3-8員複素環基、群Aより選ばれる1以上の置換基を有していてもよいC6-C10アリール基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、OR23、S(=Y46)tR24、C(=Y1)R25、C(=Y2)OR26、OC(=Y3)R27、C(=Y4)NHR28、C(=Y5)NR29R30、S(=Y47)tNHR31、S(=Y48)tNR32R33、SC(=O)R34、NHR35、NR36R37、NHC(=Y6)R38、NR39C(=Y7)R40、NHS(=Y49)tR41、NR42S(=Y50)tR43、NHC(=Y8)OR44、NR45C(=Y9)OR46、OC(=Y10)NHR47、OC(=Y11)NR48R49、NHC(=Y12)NHR50、NR51C(=Y13)NHR52、NHC(=Y14)NR53R54、NR55C(=Y15)NR56R57、C(=Y61)NH2、OC(=Y62)NH2、NHC(=Y63)NH2、OC(=Y64)OR131、SC(=Y65)OR132、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシイミノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラジノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラゾノ基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基、(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R23、R24、R25、R26、R27、R28、R29、R30、R31、R32、R33、R34、R35、R36、R37、R38、R39、R40、R41、R42、R43、R44、R45、R46、R47、R48、R49、R50、R51、R52、R53、R54、R55、R56、R57、R131及びR132は、各々独立して、群Aより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Aより選ばれる1以上の置換基を有していてもよい3-8員複素環基、又は群Aより選ばれる1以上の置換基を有していてもよいC6-C10アリール基を表し、
tは0、1又は2を表し、
Y1、Y2、Y3、Y4、Y5、Y6、Y7、Y8、Y9、Y10、Y11、Y12、Y13、Y14、Y15、Y61、Y62、Y63、Y64及びY65は、各々独立して、酸素原子または硫黄原子を表し、
Y46、Y47、Y48、Y49及びY50は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R58又はN-C(=O)OR58(但し、tが2の場合、Y46、Y47、Y48、Y49及びY50は同一又は異なっていてもよい)を表す。
群L:ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基、シアノ基及びニトロ基からなる群。
群M:ハロゲン原子、ヒドロキシ基、スルファニル基、1以上のハロゲン原子を有していてもよいC1-C6アルコキシ基、1以上のハロゲン原子を有していてもよいC1-C6アルキルチオ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルアミノ基、1以上のハロゲン原子を有していてもよいジ(C1-C3アルキル)アミノ基、ニトロ基、及びシアノ基からなる群。
群A:ハロゲン原子、OR59、S(=Y51)zR60、C(=Y16)R61、C(=Y17)OR62、OC(=Y18)R63、C(=Y19)NHR64、C(=Y20)NR65R66、S(=Y52)zNHR67、S(=Y53)zNR68R69、SC(=O)R70、NHR71、NR72R73、NHC(=Y21)R74、NR75C(=Y22)R76、NHS(=Y54)zR77、NR78S(=Y55)zR79、NHC(=Y23)OR80、NR81C(=Y24)OR82、OC(=Y25)NHR83、OC(=Y26)NR84R85、NHC(=Y27)NHR86、NR87C(=Y28)NHR88、NHC(=Y29)NR89R90、NR91C(=Y30)NR92R93、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシイミノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラジノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラゾノ基、群Bより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキル)カルボニルイミノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、群Bより選ばれる1以上の置換基を有していてもよい5-6員非芳香族複素環基、及び群Bより選ばれる1以上の置換基を有していてもよいフェニル基からなる群。
群B:ハロゲン原子、OR95、S(=Y56)aR96、C(=Y31)R97、C(=Y32)OR98、OC(=Y33)R99、C(=Y34)NHR100、C(=Y35)NR101R102、S(=Y57)aNHR103、S(=Y58)aNR104R105、SC(=O)R106、NHR107、NR108R109、NHC(=Y36)R110、NR111C(=Y37)R112、NHS(=Y59)aR113、NR114S(=Y60)aR115、NHC(=Y38)OR116、NR117C(=Y39)OR118、OC(=Y40)NHR119、OC(=Y41)NR120R121、NHC(=Y42)NHR122、NR123C(=Y43)NHR124、NHC(=Y44)NR125R126、NR127C(=Y45)NR128R129、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R59、R60、R61、R62、R63、R64、R65、R66、R67、R68、R69、R70、R71、R72、R73、R74、R75、R76、R77、R78、R79、R80、R81、R82、R83、R84、R85、R86、R87、R88、R89、R90、R91、R92及びR93は、各々独立して、群Bより選ばれる1以上の置換基を有していてもよいC1-C3鎖式炭化水素基、群Bより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Cより選ばれる1以上の置換基を有していてもよい5-6員複素環基、又は群Cより選ばれる1以上の置換基を有していてもよいフェニル基を表し、
R95、R96、R97、R98、R99、R100、R101、R102、R103、R104、R105、R106、R107、R108、R109、R110、R111、R112、R113、R114、R115、R116、R117、R118、R119、R120、R121、R122、R123、R124、R125、R126、R127、R128及びR129は、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、1以上のハロゲン原子を有していてもよい5-6員複素環基、又は1以上のハロゲン原子を有していてもよいフェニル基を表し、
z及びaは、各々独立して、0、1又は2を表し、
Y16、Y17、Y18、Y19、Y20、Y21、Y22、Y23、Y24、Y25、Y26、Y27、Y28、Y29、Y30、Y31、Y32、Y33、Y34、Y35、Y36、Y37、Y38、Y39、Y40、Y41、Y42、Y43、Y44及びY45は、各々独立して、酸素原子または硫黄原子を表し、
Y51、Y52、Y53、Y54及びY55は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R94又はN-C(=O)OR94(但し、zが2の場合、Y51、Y52、Y53、Y54及びY55は同一又は異なっていてもよい)を表し、
Y56、Y57、Y58、Y59及びY60は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R130又はN-C(=O)OR130(但し、aが2の場合、Y56、Y57、Y58、Y59及びY60は同一又は異なっていてもよい)を表し、
R58、R94及びR130は、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基又は水素原子を表す。
群C:ハロゲン原子、OR95、S(=Y56)aR96、C(=Y31)R97、C(=Y32)OR98、OC(=Y33)R99、C(=Y34)NHR100、C(=Y35)NR101R102、S(=Y57)aNHR103、S(=Y58)aNR104R105、SC(=O)R106、NHR107、NR108R109、NHC(=Y36)R110、NR111C(=Y37)R112、NHS(=Y59)aR113、NR114S(=Y60)aR115、NHC(=Y38)OR116、NR117C(=Y39)OR118、OC(=Y40)NHR119、OC(=Y41)NR120R121、NHC(=Y42)NHR122、NR123C(=Y43)NHR124、NHC(=Y44)NR125R126、NR127C(=Y45)NR128R129、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、及び1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基からなる群を表す。〕
で示される化合物を含有する植物病害防除剤(以下、本発明防除剤とも記す)。
〔2〕 式(II)
〔式中、
Gxは、ベンゼン環、チオフェン環、フラン環、ピラゾール環、イミダゾール環、オキサゾール環、イソオキサゾール環、チアゾール環、オキサジアゾール環、チアジアゾール環、ピリジン環、ピラジン環、ピリミジン環又はピリダジン環(該ベンゼン環、該チオフェン環、該フラン環、該ピラゾール環、該イミダゾール環、該オキサゾール環、該イソオキサゾール環、該チアゾール環、該ピリジン環、該ピラジン環、該ピリミジン環及び該ピリダジン環は群Lxより選ばれる1以上の置換基を有していてもよい)を表し、
AxはNR12x、酸素原子又は硫黄原子を表し、
R12xは、群Mxより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Mxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Mxより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表し、
Xxは酸素原子又は硫黄原子を表し、
Exは、NR200xR201xを表し、
R200x及びR201xはそれらが結合する窒素原子と一緒になって、3-8員非芳香族複素環基{該3-8員非芳香族複素環基は、群Exより選ばれるいずれか1つの置換基を有していてもよく、群Dxより選ばれる1以上の置換基を有していてもよく、群Dxより選ばれる複数の置換基は、同一でも異なっていてもよい。}を形成する。
群Dx:ハロゲン原子、群Axより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、OR23x、S(=Y46x)txR24x、C(=Y1x)R25x、C(=Y2x)OR26x、OC(=Y3x)R27x、C(=Y4x)NHR28x、C(=Y5x)NR29xR30x、S(=Y47x)txNHR31x、S(=Y48x)txNR32xR33x、SC(=O)R34x、NHR35x、NR36xR37x、NHC(=Y6x)R38x、NR39xC(=Y7x)R40x、NHS(=Y49x)txR41x、NR42xS(=Y50x)txR43x、NHC(=Y8x)OR44x、NR45xC(=Y9x)OR46x、OC(=Y10x)NHR47x、OC(=Y11x)NR48xR49x、NHC(=Y12x)NHR50x、NR51xC(=Y13x)NHR52x、NHC(=Y14x)NR53xR54x、NR55xC(=Y15x)NR56xR57x、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシイミノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラジノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラゾノ基、群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基、(群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
群Ex:群Axより選ばれる1以上の置換基を有していてもよい3-8員複素環基、群Axより選ばれる1以上の置換基を有していてもよいC6-C10アリール基、及び群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基からなる群。
R23x、R24x、R25x、R26x、R27x、R28x、R29x、R30x、R31x、R32x、R33x、R34x、R35x、R36x、R37x、R38x、R39x、R40x、R41x、R42x、R43x、R44x、R45x、R46x、R47x、R48x、R49x、R50x、R51x、R52x、R53x、R54x、R55x、R56x及びR57xは、各々独立して、群Axより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Axより選ばれる1以上の置換基を有していてもよい3-8員複素環基、又は群Axより選ばれる1以上の置換基を有していてもよいC6-C10アリール基を表し、
txは0、1又は2を表し、
Y1x、Y2x、Y3x、Y4x、Y5x、Y6x、Y7x、Y8x、Y9x、Y10x、Y11x、Y12x、Y13x、Y14x、及びY15xは、各々独立して、酸素原子または硫黄原子を表し、
Y46x、Y47x、Y48x、Y49x及びY50xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R58x又はN-C(=O)OR58x(但し、txが2の場合、Y46x、Y47x、Y48x、Y49x及びY50xは同一又は異なっていてもよい)を表す。
群Lx:ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基、シアノ基及びニトロ基からなる群。
群Mx:ハロゲン原子、ヒドロキシ基、スルファニル基、1以上のハロゲン原子を有していてもよいC1-C6アルコキシ基、1以上のハロゲン原子を有していてもよいC1-C6アルキルチオ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルアミノ基、1以上のハロゲン原子を有していてもよいジ(C1-C3アルキル)アミノ基、ニトロ基、及びシアノ基からなる群。
群Ax:ハロゲン原子、OR59x、S(=Y51x)zxR60x、C(=Y16x)R61x、C(=Y17x)OR62x、OC(=Y18x)R63x、C(=Y19x)NHR64x、C(=Y20x)NR65xR66x、S(=Y52x)zxNHR67x、S(=Y53x)zxNR68xR69x、SC(=O)R70x、NHR71x、NR72xR73x、NHC(=Y21x)R74x、NR75xC(=Y22x)R76x、NHS(=Y54x)zxR77x、NR78xS(=Y55x)zxR79x、NHC(=Y23x)OR80x、NR81xC(=Y24x)OR82x、OC(=Y25x)NHR83x、OC(=Y26x)NR84xR85x、NHC(=Y27x)NHR86x、NR87xC(=Y28x)NHR88x、NHC(=Y29x)NR89xR90x、NR91xC(=Y30x)NR92xR93x、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシイミノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラジノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラゾノ基、群Bxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキル)カルボニルイミノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、群Bxより選ばれる1以上の置換基を有していてもよい5-6員非芳香族複素環基、及び群Bxより選ばれる1以上の置換基を有していてもよいフェニル基からなる群。
群Bx:ハロゲン原子、OR95x、S(=Y56x)axR96x、C(=Y31x)R97x、C(=Y32x)OR98x、OC(=Y33x)R99x、C(=Y34x)NHR100x、C(=Y35x)NR101xR102x、S(=Y57x)axNHR103x、S(=Y58x)axNR104xR105x、SC(=O)R106x、NHR107x、NR108xR109x、NHC(=Y36x)R110x、NR111xC(=Y37x)R112x、NHS(=Y59x)axR113x、NR114xS(=Y60x)axR115x、NHC(=Y38x)OR116x、NR117xC(=Y39x)OR118x、OC(=Y40x)NHR119x、OC(=Y41x)NR120xR121x、NHC(=Y42x)NHR122x、NR123xC(=Y43x)NHR124x、NHC(=Y44x)NR125xR126x、NR127xC(=Y45x)NR128xR129x、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R59x、R60x、R61x、R62x、R63x、R64x、R65x、R66x、R67x、R68x、R69x、R70x、R71x、R72x、R73x、R74x、R75x、R76x、R77x、R78x、R79x、R80x、R81x、R82x、R83x、R84x、R85x、R86x、R87x、R88x、R89x、R90x、R91x、R92x及びR93xは、各々独立して、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3鎖式炭化水素基、群Bxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Cxより選ばれる1以上の置換基を有していてもよい5-6員複素環基、又は群Cxより選ばれる1以上の置換基を有していてもよいフェニル基を表し、
R95x、R96x、R97x、R98x、R99x、R100x、R101x、R102x、R103x、R104x、R105x、R106x、R107x、R108x、R109x、R110x、R111x、R112x、R113x、R114x、R115x、R116x、R117x、R118x、R119x、R120x、R121x、R122x、R123x、R124x、R125x、R126x、R127x、R128x及びR129xは、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、1以上のハロゲン原子を有していてもよい5-6員複素環基、又は1以上のハロゲン原子を有していてもよいフェニル基を表し、
zx及びaxは、各々独立して、0、1又は2を表し、
Y16x、Y17x、Y18x、Y19x、Y20x、Y21x、Y22x、Y23x、Y24x、Y25x、Y26x、Y27x、Y28x、Y29x、Y30x、Y31x、Y32x、Y33x、Y34x、Y35x、Y36x、Y37x、Y38x、Y39x、Y40x、Y41x、Y42x、Y43x、Y44x及びY45xは、各々独立して、酸素原子または硫黄原子を表し、
Y51x、Y52x、Y53x、Y54x及びY55xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R94x又はN-C(=O)OR94x(但し、zxが2の場合、Y51x、Y52x、Y53x、Y54x及びY55xは同一又は異なっていてもよい)を表し、
Y56x、Y57x、Y58x、Y59x及びY60xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R130x又はN-C(=O)OR130x(但し、axが2の場合、Y56x、Y57x、Y58x、Y59x及びY60xは同一又は異なっていてもよい)を表し、
R58x、R94x及びR130xは、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基又は水素原子を表す。
群Cx:ハロゲン原子、OR95x、S(=Y56x)axR96x、C(=Y31x)R97x、C(=Y32x)OR98x、OC(=Y33x)R99x、C(=Y34x)NHR100x、C(=Y35x)NR101xR102x、S(=Y57x)axNHR103x、S(=Y58x)axNR104xR105x、SC(=O)R106x、NHR107x、NR108xR109x、NHC(=Y36x)R110x、NR111xC(=Y37x)R112x、NHS(=Y59x)axR113x、NR114xS(=Y60x)axR115x、NHC(=Y38x)OR116x、NR117xC(=Y39x)OR118x、OC(=Y40x)NHR119x、OC(=Y41x)NR120xR121x、NHC(=Y42x)NHR122x、NR123xC(=Y43x)NHR124x、NHC(=Y44x)NR125xR126x、NR127xC(=Y45x)NR128xR129x、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、及び1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基からなる群を表す。〕
で示される化合物(以下、本発明化合物と記す)。
〔3〕 R200x及びR201xが、それらが結合する窒素原子と一緒になって4-7員非芳香族複素環基を形成し、該4-7員非芳香族複素環基が、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい、〔2〕に記載の化合物。
〔4〕 4-7員非芳香族複素環基が、群Dxより選ばれる1又は2の置換基を有していてもよい4-7員非芳香族複素環基である、〔3〕に記載の化合物。
〔5〕 NR200xR201xが、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい。}である、〔2〕に記載の化合物。
〔6〕 群Dxより選ばれる1又は2の置換基を有していてもよい4-7員非芳香族複素環基が、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基(該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は群Dxより選ばれる1又は2の置換基を有していてもよい)である、〔4〕に記載の化合物。
〔7〕 Gxが群Lxより選ばれる1以上の置換基を有していてもよいベンゼン環であり、Axが酸素原子であり、Xxが酸素原子である、〔2〕~〔6〕いずれかに記載の化合物。
〔8〕 NR200xR201xが、式(E1)-式(E27)
{式中、♯は炭素原子との結合位置を表し、
R1、R2、R3、R4、R5、R6、R7、R8、R9、及びR10は各々独立して、水素原子、ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基又はシアノ基を表し、
R11は、水素原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニル基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルオキシ基又は(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルチオ基を表す。}からなる群より選ばれる1つの基である、〔2〕に記載の化合物。
〔9〕 Axが酸素原子又は硫黄原子である、〔8〕に記載の化合物。
〔10〕 式(E1)-(E27)からなる群より選ばれる1つの基が式(E14)-式(E26)からなる群より選ばれる1つの基であり、Axが酸素原子であり、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の置換基を有していてもよいベンゼン環である、〔8〕に記載の化合物。
〔11〕Gxがピリジン環、又はフッ素原子及びメチル基からなる群より選ばれる1以上の置換基を有していてもよいベンゼン環であり、AxC(Xx)Exがオキサジアゾール環に対してパラ位に結合し、Axが酸素原子又はNHであり、Xxが酸素原子であり、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は、1以上のハロゲン原子又はフェニル基を有していてもよいC1-C6アルキル基、オキソ基、(C1-C6アルコキシ)カルボニル基、ヒドロキシ基、C1-C6アルコキシ基、C1-C3アルキルアミノ基、ジ(C1-C3アルキル)アミノ基、シアノ基及びC1-C6アルコキシイミノ基からなる群より選ばれる1以上の置換基を有していてもよく、フェニル基を1つ有していてもよい。}である、〔2〕に記載の化合物。
〔12〕 R300及びR301が、それらが結合する窒素原子と一緒になって4-7員非芳香族複素環基を形成し、該4-7員非芳香族複素環基が、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい、〔1〕に記載の植物病害防除剤。
〔13〕 NR300R301が、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい。}である、〔1〕に記載の植物病害防除剤。
〔14〕 Gが群Lxより選ばれる1以上の置換基を有していてもよいベンゼン環であり、Aが酸素原子であり、Xが酸素原子である〔1〕、〔12〕又は〔13〕に記載の植物病害防除剤。
〔15〕 〔2〕~〔11〕いずれかに記載の化合物の有効量を植物又は土壌に処理することによる、植物病害の防除方法。
〔16〕 植物病害を防除するための、〔2〕~〔11〕いずれかに記載の化合物の使用。
〔17〕 〔2〕~〔11〕いずれかに記載の化合物、及び1つ以上の他の殺菌活性成分、殺虫活性成分、殺ダニ活性成分、殺センチュウ活性成分、植物成長調節成分又は共力剤をさらに含む有害生物防除組成物。
As a result of studies to find a plant disease control agent having an excellent control effect, the present inventors have found that an agent containing a compound represented by the following formula (I) has an excellent control effect against plant diseases. I found it.
That is, the present invention is as follows.
[1] Formula (I)
[Where,
G is a benzene ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, oxadiazole ring, thiadiazole ring, pyridine ring, pyrazine ring, pyrimidine ring or pyridazine ring (the benzene Ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, pyridine ring, pyrazine ring, pyrimidine ring and pyridazine ring from group L Which may have one or more selected substituents),
A is NR 12 Represents an oxygen atom or a sulfur atom,
R 12 Is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group M, C3-C6 cycloalkyl optionally having one or more substituents selected from group M A group, a C1-C6 alkoxy group which may have one or more substituents selected from group M, or a (C1-C6 alkyl) carbonyl group;
X represents an oxygen atom or a sulfur atom,
E is NR 300 R 301 Represents
R 300 And R 301 Together with the nitrogen atom to which they are attached, a 3-8 membered non-aromatic heterocyclic group {wherein the 3-8 membered non-aromatic heterocyclic group has one or more substituents selected from group D The plurality of substituents selected from group D may be the same or different. } Is formed.
Group D: halogen atom, C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group A, optionally having one or more substituents selected from group A 3 -8-membered heterocyclic group, C6-C10 aryl group optionally having one or more substituents selected from group A, C3-C6 optionally having one or more substituents selected from group A Cycloalkyl group, OR twenty three , S (= Y 46 ) t R twenty four , C (= Y 1 ) R twenty five , C (= Y 2 ) OR 26 , OC (= Y Three ) R 27 , C (= Y Four NHR 28 , C (= Y Five ) NR 29 R 30 , S (= Y 47 ) t NHR 31 , S (= Y 48 ) t NR 32 R 33 , SC (= O) R 34 , NHR 35 , NR 36 R 37 , NHC (= Y 6 ) R 38 , NR 39 C (= Y 7 ) R 40 , NHS (= Y 49 ) t R 41 , NR 42 S (= Y 50 ) t R 43 , NHC (= Y 8 ) OR 44 , NR 45 C (= Y 9 ) OR 46 , OC (= Y Ten NHR 47 , OC (= Y 11 ) NR 48 R 49 , NHC (= Y 12 NHR 50 , NR 51 C (= Y 13 NHR 52 , NHC (= Y 14 ) NR 53 R 54 , NR 55 C (= Y 15 ) NR 56 R 57 , C (= Y 61 ) NH 2 , OC (= Y 62 ) NH 2 , NHC (= Y 63 ) NH 2 , OC (= Y 64 ) OR 131 , SC (= Y 65 ) OR 132 A C1-C6 alkoxyimino group optionally having one or more substituents selected from group A, a C1-C6 alkylhydrazino group optionally having one or more substituents selected from group A, A C1-C6 alkylhydrazono group optionally having one or more substituents selected from group A, a C3-C6 cycloalkyl group optionally having one or more substituents selected from group A, cyanoimino Group, nitroimino group, (C1-C6 alkoxy optionally having one or more substituents selected from group A) carbonylimino group, (optionally having one or more substituents selected from group A) C1-C6 alkyl) carbonylimino group, C1-C6 alkylimino group optionally having one or more substituents selected from group A, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfo group Aniru group, the group consisting of a carboxy group and an amino group.
R twenty three , R twenty four , R twenty five , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 , R 48 , R 49 , R 50 , R 51 , R 52 , R 53 , R 54 , R 55 , R 56 , R 57 , R 131 And R 132 Each independently has a C1-C6 chain hydrocarbon group which may have one or more substituents selected from group A, and may have one or more substituents selected from group A. A C3-C6 cycloalkyl group, a 3-8 membered heterocyclic group optionally having one or more substituents selected from group A, or one or more substituents selected from group A Represents a C6-C10 aryl group,
t represents 0, 1 or 2;
Y 1 , Y 2 , Y Three , Y Four , Y Five , Y 6 , Y 7 , Y 8 , Y 9 , Y Ten , Y 11 , Y 12 , Y 13 , Y 14 , Y 15 , Y 61 , Y 62 , Y 63 , Y 64 And Y 65 Each independently represents an oxygen atom or a sulfur atom,
Y 46 , Y 47 , Y 48 , Y 49 And Y 50 Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 58 Or NC (= O) OR 58 (However, if t is 2, Y 46 , Y 47 , Y 48 , Y 49 And Y 50 May be the same or different.
Group L: a group consisting of a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group .
Group M: halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, 1 or more A group consisting of a C1-C3 alkylamino group optionally having one halogen atom, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
Group A: halogen atom, OR 59 , S (= Y 51 ) z R 60 , C (= Y 16 ) R 61 , C (= Y 17 ) OR 62 , OC (= Y 18 ) R 63 , C (= Y 19 NHR 64 , C (= Y 20 ) NR 65 R 66 , S (= Y 52 ) z NHR 67 , S (= Y 53 ) z NR 68 R 69 , SC (= O) R 70 , NHR 71 , NR 72 R 73 , NHC (= Y twenty one ) R 74 , NR 75 C (= Y twenty two ) R 76 , NHS (= Y 54 ) z R 77 , NR 78 S (= Y 55 ) z R 79 , NHC (= Y twenty three ) OR 80 , NR 81 C (= Y twenty four ) OR 82 , OC (= Y twenty five NHR 83 , OC (= Y 26 ) NR 84 R 85 , NHC (= Y 27 NHR 86 , NR 87 C (= Y 28 NHR 88 , NHC (= Y 29 ) NR 89 R 90 , NR 91 C (= Y 30 ) NR 92 R 93 C1-C3 alkoxyimino group optionally having one or more substituents selected from group B, C1-C3 alkyl hydrazino group optionally having one or more substituents selected from group B, A C1-C3 alkylhydrazono group optionally having one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally having one or more substituents selected from group B, cyanoimino Group, nitroimino group, (C1-C3 alkoxy optionally having one or more substituents selected from group B) carbonylimino group, (optionally having one or more substituents selected from group B) C1-C3 alkyl) carbonylimino group, C1-C3 alkylimino group optionally having one or more substituents selected from group B, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfo group An aryl group, a carboxy group, an amino group, an optionally substituted 5-6 membered non-aromatic heterocyclic group selected from Group B, and one or more substituents selected from Group B. A group consisting of optionally substituted phenyl groups.
Group B: halogen atom, OR 95 , S (= Y 56 ) a R 96 , C (= Y 31 ) R 97 , C (= Y 32 ) OR 98 , OC (= Y 33 ) R 99 , C (= Y 34 NHR 100 , C (= Y 35 ) NR 101 R 102 , S (= Y 57 ) a NHR 103 , S (= Y 58 ) a NR 104 R 105 , SC (= O) R 106 , NHR 107 , NR 108 R 109 , NHC (= Y 36 ) R 110 , NR 111 C (= Y 37 ) R 112 , NHS (= Y 59 ) a R 113 , NR 114 S (= Y 60 ) a R 115 , NHC (= Y 38 ) OR 116 , NR 117 C (= Y 39 ) OR 118 , OC (= Y 40 NHR 119 , OC (= Y 41 ) NR 120 R 121 , NHC (= Y 42 NHR 122 , NR one two Three C (= Y 43 NHR 124 , NHC (= Y 44 ) NR 125 R 126 , NR 127 C (= Y 45 ) NR 128 R 129 A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group , A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, and an amino group.
R 59 , R 60 , R 61 , R 62 , R 63 , R 64 , R 65 , R 66 , R 67 , R 68 , R 69 , R 70 , R 71 , R 72 , R 73 , R 74 , R 75 , R 76 , R 77 , R 78 , R 79 , R 80 , R 81 , R 82 , R 83 , R 84 , R 85 , R 86 , R 87 , R 88 , R 89 , R 90 , R 91 , R 92 And R 93 Each independently has a C1-C3 chain hydrocarbon group which may have one or more substituents selected from group B, and may have one or more substituents selected from group B. A C6-C6 cycloalkyl group, a 5-6 membered heterocyclic group optionally having one or more substituents selected from group C, or one or more substituents selected from group C Represents a phenyl group,
R 95 , R 96 , R 97 , R 98 , R 99 , R 100 , R 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 , R 108 , R 109 , R 110 , R 111 , R 112 , R 113 , R 114 , R 115 , R 116 , R 117 , R 118 , R 119 , R 120 , R 121 , R 122 , R one two Three , R 124 , R 125 , R 126 , R 127 , R 128 And R 129 Each independently represents a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, Represents a 5-6 membered heterocyclic group optionally having a halogen atom, or a phenyl group optionally having one or more halogen atoms,
z and a each independently represent 0, 1 or 2,
Y 16 , Y 17 , Y 18 , Y 19 , Y 20 , Y twenty one , Y twenty two , Y twenty three , Y twenty four , Y twenty five , Y 26 , Y 27 , Y 28 , Y 29 , Y 30 , Y 31 , Y 32 , Y 33 , Y 34 , Y 35 , Y 36 , Y 37 , Y 38 , Y 39 , Y 40 , Y 41 , Y 42 , Y 43 , Y 44 And Y 45 Each independently represents an oxygen atom or a sulfur atom,
Y 51 , Y 52 , Y 53 , Y 54 And Y 55 Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 94 Or NC (= O) OR 94 (However, if z is 2, Y 51 , Y 52 , Y 53 , Y 54 And Y 55 May be the same or different)
Y 56 , Y 57 , Y 58 , Y 59 And Y 60 Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 130 Or NC (= O) OR 130 (However, if a is 2, Y 56 , Y 57 , Y 58 , Y 59 And Y 60 May be the same or different)
R 58 , R 94 And R 130 Each independently represents a C1-C3 chain hydrocarbon group or hydrogen atom optionally having one or more halogen atoms.
Group C: halogen atom, OR 95 , S (= Y 56 ) a R 96 , C (= Y 31 ) R 97 , C (= Y 32 ) OR 98 , OC (= Y 33 ) R 99 , C (= Y 34 NHR 100 , C (= Y 35 ) NR 101 R 102 , S (= Y 57 ) a NHR 103 , S (= Y 58 ) a NR 104 R 105 , SC (= O) R 106 , NHR 107 , NR 108 R 109 , NHC (= Y 36 ) R 110 , NR 111 C (= Y 37 ) R 112 , NHS (= Y 59 ) a R 113 , NR 114 S (= Y 60 ) a R 115 , NHC (= Y 38 ) OR 116 , NR 117 C (= Y 39 ) OR 118 , OC (= Y 40 NHR 119 , OC (= Y 41 ) NR 120 R 121 , NHC (= Y 42 NHR 122 , NR one two Three C (= Y 43 NHR 124 , NHC (= Y 44 ) NR 125 R 126 , NR 127 C (= Y 45 ) NR 128 R 129 A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, or a C1-C3 alkyl group which has one or more halogen atoms. C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, an amino group, or one or more halogen atoms Represents a have C1-C3 chain hydrocarbon group, and one or more of the group consisting or C3-C6 cycloalkyl group which may have a halogen atom. ]
A plant disease control agent containing a compound represented by (hereinafter also referred to as the present invention control agent).
[2] Formula (II)
[Where,
G x Benzene ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, oxadiazole ring, thiadiazole ring, pyridine ring, pyrazine ring, pyrimidine ring or pyridazine ring (the benzene ring) The thiophene ring, the furan ring, the pyrazole ring, the imidazole ring, the oxazole ring, the isoxazole ring, the thiazole ring, the pyridine ring, the pyrazine ring, the pyrimidine ring, and the pyridazine ring. x Which may have one or more substituents selected from
A x Is NR 12x Represents an oxygen atom or a sulfur atom,
R 12x Is the group M x A C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group M x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group M x A C1-C6 alkoxy group optionally having one or more substituents selected from (C1-C6 alkyl) carbonyl group,
X x Represents an oxygen atom or a sulfur atom,
E x Is NR 200x R 201x Represents
R 200x And R 201x Together with the nitrogen atom to which they are attached, a 3-8 membered non-aromatic heterocyclic group {the 3-8 membered non-aromatic heterocyclic group is group E x Any one substituent selected from the group D x May have one or more substituents selected from Group D x The plurality of substituents selected may be the same or different. } Is formed.
Group D x : Halogen atom, group A x A C1-C6 chain hydrocarbon group which may have one or more substituents selected from OR, OR 23x , S (= Y 46x ) tx R 24x , C (= Y 1x ) R 25x , C (= Y 2x ) OR 26x , OC (= Y 3x ) R 27x , C (= Y 4x NHR 28x , C (= Y 5x ) NR 29x R 30x , S (= Y 47x ) tx NHR 31x , S (= Y 48x ) tx NR 32x R 33x , SC (= O) R 34x , NHR 35x , NR 36x R 37x , NHC (= Y 6x ) R 38x , NR 39x C (= Y 7x ) R 40x , NHS (= Y 49x ) tx R 41x , NR 42x S (= Y 50x ) tx R 43x , NHC (= Y 8x ) OR 44x , NR 45x C (= Y 9x ) OR 46x , OC (= Y 10x NHR 47x , OC (= Y 11x ) NR 48x R 49x , NHC (= Y 12x NHR 50x , NR 51x C (= Y 13x NHR 52x , NHC (= Y 14x ) NR 53x R 54x , NR 55x C (= Y 15x ) NR 56x R 57x , Group A x A C1-C6 alkoxyimino group optionally having one or more substituents selected from Group A x A C1-C6 alkylhydrazino group optionally having one or more substituents selected from Group A x A C1-C6 alkylhydrazono group optionally having one or more substituents selected from Group A x A C3-C6 cycloalkyl group, a cyanoimino group, a nitroimino group, which may have one or more substituents selected from (Group A) x A C1-C6 alkoxy) carbonylimino group optionally having one or more substituents selected from (Group A) x A C1-C6 alkyl) carbonylimino group optionally having one or more substituents selected from Group A x A group consisting of a C1-C6 alkylimino group, an oxo group, a thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, and an amino group, which may have one or more substituents selected from the above.
Group E x : Group A x A 3- to 8-membered heterocyclic group optionally having one or more substituents selected from Group A x A C6-C10 aryl group optionally having one or more substituents selected from the group A x A group consisting of a C3-C6 cycloalkyl group optionally having one or more substituents selected from.
R 23x , R 24x , R 25x , R 26x , R 27x , R 28x , R 29x , R 30x , R 31x , R 32x , R 33x , R 34x , R 35x , R 36x , R 37x , R 38x , R 39x , R 40x , R 41x , R 42x , R 43x , R 44x , R 45x , R 46x , R 47x , R 48x , R 49x , R 50x , R 51x , R 52x , R 53x , R 54x , R 55x , R 56x And R 57x Are each independently group A x A C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group A x A 3-8-membered heterocyclic group optionally having one or more substituents selected from the group A x Represents a C6-C10 aryl group optionally having one or more substituents selected from:
tx represents 0, 1 or 2,
Y 1x , Y 2x , Y 3x , Y 4x , Y 5x , Y 6x , Y 7x , Y 8x , Y 9x , Y 10x , Y 11x , Y 12x , Y 13x , Y 14x And Y 15x Each independently represents an oxygen atom or a sulfur atom,
Y 46x , Y 47x , Y 48x , Y 49x And Y 50x Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 58x Or NC (= O) OR 58x (However, if tx is 2, Y 46x , Y 47x , Y 48x , Y 49x And Y 50x May be the same or different.
Group L x : A group consisting of a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group.
Group M x : Halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, one or more halogens A group consisting of a C1-C3 alkylamino group optionally having atoms, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
Group A x : Halogen atom, OR 59x , S (= Y 51x ) zx R 60x , C (= Y 16x ) R 61x , C (= Y 17x ) OR 62x , OC (= Y 18x ) R 63x , C (= Y 19x NHR 64x , C (= Y 20x ) NR 65x R 66x , S (= Y 52x ) zx NHR 67x , S (= Y 53x ) zx NR 68x R 69x , SC (= O) R 70x , NHR 71x , NR 72x R 73x , NHC (= Y 21x ) R 74x , NR 75x C (= Y 22x ) R 76x , NHS (= Y 54x ) zx R 77x , NR 78x S (= Y 55x ) zx R 79x , NHC (= Y 23x ) OR 80x , NR 81x C (= Y 24x ) OR 82x , OC (= Y 25x NHR 83x , OC (= Y 26x ) NR 84x R 85x , NHC (= Y 27x NHR 86x , NR 87x C (= Y 28x NHR 88x , NHC (= Y 29x ) NR 89x R 90x , NR 91x C (= Y 30x ) NR 92x R 93x , Group B x A C1-C3 alkoxyimino group optionally having one or more substituents selected from Group B x A C1-C3 alkylhydrazino group optionally having one or more substituents selected from Group B x A C1-C3 alkylhydrazono group optionally having one or more substituents selected from Group B x A C3-C6 cycloalkyl group, a cyanoimino group, a nitroimino group, which may have one or more substituents selected from (Group B) x A C1-C3 alkoxy) carbonylimino group optionally having one or more substituents selected from (Group B) x A C1-C3 alkyl) carbonylimino group optionally having one or more substituents selected from Group B x C1-C3 alkylimino group, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfanyl group, carboxy group, amino group, group B which may have one or more substituents selected from x 5-6 membered non-aromatic heterocyclic group optionally having one or more substituents selected from Group B x The group which consists of the phenyl group which may have 1 or more substituents chosen more.
Group B x : Halogen atom, OR 95x , S (= Y 56x ) ax R 96x , C (= Y 31x ) R 97x , C (= Y 32x ) OR 98x , OC (= Y 33x ) R 99x , C (= Y 34x NHR 100x , C (= Y 35x ) NR 101x R 102x , S (= Y 57x ) ax NHR 103x , S (= Y 58x ) ax NR 104x R 105x , SC (= O) R 106x , NHR 107x , NR 108x R 109x , NHC (= Y 36x ) R 110x , NR 111x C (= Y 37x ) R 112x , NHS (= Y 59x ) ax R 113x , NR 114x S (= Y 60x ) ax R 115x , NHC (= Y 38x ) OR 116x , NR 117x C (= Y 39x ) OR 118x , OC (= Y 40x NHR 119x , OC (= Y 41x ) NR 120x R 121x , NHC (= Y 42x NHR 122x , NR 123x C (= Y 43x NHR 124x , NHC (= Y 44x ) NR 125x R 126x , NR 127x C (= Y 45x ) NR 128x R 129x A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group , A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, and an amino group.
R 59x , R 60x , R 61x , R 62x , R 63x , R 64x , R 65x , R 66x , R 67x , R 68x , R 69x , R 70x , R 71x , R 72x , R 73x , R 74x , R 75x , R 76x , R 77x , R 78x , R 79x , R 80x , R 81x , R 82x , R 83x , R 84x , R 85x , R 86x , R 87x , R 88x , R 89x , R 90x , R 91x , R 92x And R 93x Are each independently group B x A C1-C3 chain hydrocarbon group optionally having one or more substituents selected from Group B x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group C x A 5-6 membered heterocyclic group optionally having one or more substituents selected from the group C x Represents a phenyl group optionally having one or more substituents selected from:
R 95x , R 96x , R 97x , R 98x , R 99x , R 100x , R 101x , R 102x , R 103x , R 104x , R 105x , R 106x , R 107x , R 108x , R 109x , R 110x , R 111x , R 112x , R 113x , R 114x , R 115x , R 116x , R 117x , R 118x , R 119x , R 120x , R 121x , R 122x , R 123x , R 124x , R 125x , R 126x , R 127x , R 128x And R 129x Each independently represents a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, Represents a 5-6 membered heterocyclic group optionally having a halogen atom, or a phenyl group optionally having one or more halogen atoms,
zx and ax each independently represent 0, 1 or 2;
Y 16x , Y 17x , Y 18x , Y 19x , Y 20x , Y 21x , Y 22x , Y 23x , Y 24x , Y 25x , Y 26x , Y 27x , Y 28x , Y 29x , Y 30x , Y 31x , Y 32x , Y 33x , Y 34x , Y 35x , Y 36x , Y 37x , Y 38x , Y 39x , Y 40x , Y 41x , Y 42x , Y 43x , Y 44x And Y 45x Each independently represents an oxygen atom or a sulfur atom,
Y 51x , Y 52x , Y 53x , Y 54x And Y 55x Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 94x Or NC (= O) OR 94x (However, if zx is 2, Y 51x , Y 52x , Y 53x , Y 54x And Y 55x May be the same or different)
Y 56x , Y 57x , Y 58x , Y 59x And Y 60x Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 130x Or NC (= O) OR 130x (However, if ax is 2, Y 56x , Y 57x , Y 58x , Y 59x And Y 60x May be the same or different)
R 58x , R 94x And R 130x Each independently represents a C1-C3 chain hydrocarbon group or hydrogen atom optionally having one or more halogen atoms.
Group C x : Halogen atom, OR 95x , S (= Y 56x ) ax R 96x , C (= Y 31x ) R 97x , C (= Y 32x ) OR 98x , OC (= Y 33x ) R 99x , C (= Y 34x NHR 100x , C (= Y 35x ) NR 101x R 102x , S (= Y 57x ) ax NHR 103x , S (= Y 58x ) ax NR 104x R 105x , SC (= O) R 106x , NHR 107x , NR 108x R 109x , NHC (= Y 36x ) R 110x , NR 111x C (= Y 37x ) R 112x , NHS (= Y 59x ) ax R 113x , NR 114x S (= Y 60x ) ax R 115x , NHC (= Y 38x ) OR 116x , NR 117x C (= Y 39x ) OR 118x , OC (= Y 40x NHR 119x , OC (= Y 41x ) NR 120x R 121x , NHC (= Y 42x NHR 122x , NR 123x C (= Y 43x NHR 124x , NHC (= Y 44x ) NR 125x R 126x , NR 127x C (= Y 45x ) NR 128x R 129x A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, or a C1-C3 alkyl group which has one or more halogen atoms. C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, an amino group, or one or more halogen atoms Represents a have C1-C3 chain hydrocarbon group, and one or more of the group consisting or C3-C6 cycloalkyl group which may have a halogen atom. ]
(Hereinafter referred to as the present compound).
[3] R 200x And R 201x Together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group comprising a group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The substituent selected from [2] may be the same or different.
[4] 4-7 membered non-aromatic heterocyclic group is group D x The compound according to [3], which is a 4-7-membered non-aromatic heterocyclic group which may have 1 or 2 substituents selected from
[5] NR 200x R 201x Azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, and hexahydropyridazini Group is group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The substituents selected may be the same or different. }, The compound according to [2].
[6] Group D x A 4-7-membered non-aromatic heterocyclic group optionally having 1 or 2 substituents selected from azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl Group (the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2- Oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group Piperazinyl group, and hexa hydro-pyridazinyl group group D x The compound according to [4], which may have 1 or 2 substituents selected from.
[7] G x Is group L x A benzene ring optionally having one or more substituents selected from A, x Is an oxygen atom and X x The compound according to any one of [2] to [6], wherein is an oxygen atom.
[8] NR 200x R 201x Is represented by formula (E1) -formula (E27)
{Wherein # represents the bonding position with the carbon atom,
R 1 , R 2 , R Three , R Four , R Five , R 6 , R 7 , R 8 , R 9 And R Ten Each independently represents a hydrogen atom, a halogen atom, a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, and a C1-C3 alkoxy group optionally having one or more halogen atoms. Or a cyano group,
R 11 Is a hydrogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a (C1-C3 alkyl optionally having one or more halogen atoms) carbonyl group, or (one or more halogen atoms). A C1-C3 alkyl) carbonyloxy group which may have a (C1-C3 alkyl optionally having one or more halogen atoms) carbonylthio group. } The compound according to [2], which is one group selected from the group consisting of:
[9] A x [8] The compound according to [8], wherein is an oxygen atom or a sulfur atom.
[10] One group selected from the group consisting of formulas (E1) to (E27) is one group selected from the group consisting of formula (E14) to formula (E26), and A x Is an oxygen atom and X x Is an oxygen atom and G x Is group L x The compound according to [8], which is a benzene ring which may have one or more substituents selected from:
[11] G x Is a benzene ring, or a benzene ring optionally having one or more substituents selected from the group consisting of a fluorine atom and a methyl group, and A x C (X x ) E x Is bonded to the para position relative to the oxadiazole ring, and A x Is an oxygen atom or NH, X x Is an oxygen atom and E x Are azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group The dinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group, and hexahydropyridazinyl group have one or more halogen atoms or phenyl groups. C1-C6 Alky Group, oxo group, (C1-C6 alkoxy) carbonyl group, hydroxy group, C1-C6 alkoxy group, C1-C3 alkylamino group, di (C1-C3 alkyl) amino group, cyano group and C1-C6 alkoxyimino group It may have one or more substituents selected from the group consisting of, and may have one phenyl group. }, The compound according to [2].
[12] R 300 And R 301 Together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group comprising the group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The plant disease control agent according to [1], wherein the substituents selected may be the same or different.
[13] NR 300 R 301 Azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, and hexahydropyridazini Group is group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The substituents selected may be the same or different. } The plant disease control agent according to [1].
[14] G is group L x The plant disease control according to [1], [12] or [13], which is a benzene ring optionally having one or more substituents selected from A, an A is an oxygen atom, and X is an oxygen atom Agent.
[15] A method for controlling plant diseases by treating a plant or soil with an effective amount of the compound according to any one of [2] to [11].
[16] Use of the compound according to any one of [2] to [11] for controlling plant diseases.
[17] The compound according to any one of [2] to [11] and one or more other fungicidal active ingredients, insecticidal active ingredients, acaricidal active ingredients, nematicidal active ingredients, plant growth regulating ingredients or synergists A pest control composition further comprising:
すなわち、本発明は以下のとおりである。
〔1〕 式(I)
〔式中、
Gは、ベンゼン環、チオフェン環、フラン環、ピラゾール環、イミダゾール環、オキサゾール環、イソオキサゾール環、チアゾール環、オキサジアゾール環、チアジアゾール環、ピリジン環、ピラジン環、ピリミジン環又はピリダジン環(該ベンゼン環、該チオフェン環、該フラン環、該ピラゾール環、該イミダゾール環、該オキサゾール環、該イソオキサゾール環、該チアゾール環、該ピリジン環、該ピラジン環、該ピリミジン環及び該ピリダジン環は群Lより選ばれる1以上の置換基を有していてもよい)を表し、
AはNR12、酸素原子又は硫黄原子を表し、
R12は、群Mより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Mより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Mより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表し、
Xは酸素原子又は硫黄原子を表し、
Eは、NR300R301を表し、
R300及びR301はそれらが結合する窒素原子と一緒になって、3-8員非芳香族複素環基{該3-8員非芳香族複素環基は、群Dより選ばれる1以上の置換基を有していてもよく、群Dより選ばれる複数の置換基は、同一でも異なっていてもよい。}を形成する。
群D:ハロゲン原子、群Aより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Aより選ばれる1以上の置換基を有していてもよい3-8員複素環基、群Aより選ばれる1以上の置換基を有していてもよいC6-C10アリール基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、OR23、S(=Y46)tR24、C(=Y1)R25、C(=Y2)OR26、OC(=Y3)R27、C(=Y4)NHR28、C(=Y5)NR29R30、S(=Y47)tNHR31、S(=Y48)tNR32R33、SC(=O)R34、NHR35、NR36R37、NHC(=Y6)R38、NR39C(=Y7)R40、NHS(=Y49)tR41、NR42S(=Y50)tR43、NHC(=Y8)OR44、NR45C(=Y9)OR46、OC(=Y10)NHR47、OC(=Y11)NR48R49、NHC(=Y12)NHR50、NR51C(=Y13)NHR52、NHC(=Y14)NR53R54、NR55C(=Y15)NR56R57、C(=Y61)NH2、OC(=Y62)NH2、NHC(=Y63)NH2、OC(=Y64)OR131、SC(=Y65)OR132、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシイミノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラジノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラゾノ基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基、(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R23、R24、R25、R26、R27、R28、R29、R30、R31、R32、R33、R34、R35、R36、R37、R38、R39、R40、R41、R42、R43、R44、R45、R46、R47、R48、R49、R50、R51、R52、R53、R54、R55、R56、R57、R131及びR132は、各々独立して、群Aより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Aより選ばれる1以上の置換基を有していてもよい3-8員複素環基、又は群Aより選ばれる1以上の置換基を有していてもよいC6-C10アリール基を表し、
tは0、1又は2を表し、
Y1、Y2、Y3、Y4、Y5、Y6、Y7、Y8、Y9、Y10、Y11、Y12、Y13、Y14、Y15、Y61、Y62、Y63、Y64及びY65は、各々独立して、酸素原子または硫黄原子を表し、
Y46、Y47、Y48、Y49及びY50は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R58又はN-C(=O)OR58(但し、tが2の場合、Y46、Y47、Y48、Y49及びY50は同一又は異なっていてもよい)を表す。
群L:ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基、シアノ基及びニトロ基からなる群。
群M:ハロゲン原子、ヒドロキシ基、スルファニル基、1以上のハロゲン原子を有していてもよいC1-C6アルコキシ基、1以上のハロゲン原子を有していてもよいC1-C6アルキルチオ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルアミノ基、1以上のハロゲン原子を有していてもよいジ(C1-C3アルキル)アミノ基、ニトロ基、及びシアノ基からなる群。
群A:ハロゲン原子、OR59、S(=Y51)zR60、C(=Y16)R61、C(=Y17)OR62、OC(=Y18)R63、C(=Y19)NHR64、C(=Y20)NR65R66、S(=Y52)zNHR67、S(=Y53)zNR68R69、SC(=O)R70、NHR71、NR72R73、NHC(=Y21)R74、NR75C(=Y22)R76、NHS(=Y54)zR77、NR78S(=Y55)zR79、NHC(=Y23)OR80、NR81C(=Y24)OR82、OC(=Y25)NHR83、OC(=Y26)NR84R85、NHC(=Y27)NHR86、NR87C(=Y28)NHR88、NHC(=Y29)NR89R90、NR91C(=Y30)NR92R93、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシイミノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラジノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラゾノ基、群Bより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキル)カルボニルイミノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、群Bより選ばれる1以上の置換基を有していてもよい5-6員非芳香族複素環基、及び群Bより選ばれる1以上の置換基を有していてもよいフェニル基からなる群。
群B:ハロゲン原子、OR95、S(=Y56)aR96、C(=Y31)R97、C(=Y32)OR98、OC(=Y33)R99、C(=Y34)NHR100、C(=Y35)NR101R102、S(=Y57)aNHR103、S(=Y58)aNR104R105、SC(=O)R106、NHR107、NR108R109、NHC(=Y36)R110、NR111C(=Y37)R112、NHS(=Y59)aR113、NR114S(=Y60)aR115、NHC(=Y38)OR116、NR117C(=Y39)OR118、OC(=Y40)NHR119、OC(=Y41)NR120R121、NHC(=Y42)NHR122、NR123C(=Y43)NHR124、NHC(=Y44)NR125R126、NR127C(=Y45)NR128R129、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R59、R60、R61、R62、R63、R64、R65、R66、R67、R68、R69、R70、R71、R72、R73、R74、R75、R76、R77、R78、R79、R80、R81、R82、R83、R84、R85、R86、R87、R88、R89、R90、R91、R92及びR93は、各々独立して、群Bより選ばれる1以上の置換基を有していてもよいC1-C3鎖式炭化水素基、群Bより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Cより選ばれる1以上の置換基を有していてもよい5-6員複素環基、又は群Cより選ばれる1以上の置換基を有していてもよいフェニル基を表し、
R95、R96、R97、R98、R99、R100、R101、R102、R103、R104、R105、R106、R107、R108、R109、R110、R111、R112、R113、R114、R115、R116、R117、R118、R119、R120、R121、R122、R123、R124、R125、R126、R127、R128及びR129は、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、1以上のハロゲン原子を有していてもよい5-6員複素環基、又は1以上のハロゲン原子を有していてもよいフェニル基を表し、
z及びaは、各々独立して、0、1又は2を表し、
Y16、Y17、Y18、Y19、Y20、Y21、Y22、Y23、Y24、Y25、Y26、Y27、Y28、Y29、Y30、Y31、Y32、Y33、Y34、Y35、Y36、Y37、Y38、Y39、Y40、Y41、Y42、Y43、Y44及びY45は、各々独立して、酸素原子または硫黄原子を表し、
Y51、Y52、Y53、Y54及びY55は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R94又はN-C(=O)OR94(但し、zが2の場合、Y51、Y52、Y53、Y54及びY55は同一又は異なっていてもよい)を表し、
Y56、Y57、Y58、Y59及びY60は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R130又はN-C(=O)OR130(但し、aが2の場合、Y56、Y57、Y58、Y59及びY60は同一又は異なっていてもよい)を表し、
R58、R94及びR130は、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基又は水素原子を表す。
群C:ハロゲン原子、OR95、S(=Y56)aR96、C(=Y31)R97、C(=Y32)OR98、OC(=Y33)R99、C(=Y34)NHR100、C(=Y35)NR101R102、S(=Y57)aNHR103、S(=Y58)aNR104R105、SC(=O)R106、NHR107、NR108R109、NHC(=Y36)R110、NR111C(=Y37)R112、NHS(=Y59)aR113、NR114S(=Y60)aR115、NHC(=Y38)OR116、NR117C(=Y39)OR118、OC(=Y40)NHR119、OC(=Y41)NR120R121、NHC(=Y42)NHR122、NR123C(=Y43)NHR124、NHC(=Y44)NR125R126、NR127C(=Y45)NR128R129、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、及び1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基からなる群を表す。〕
で示される化合物を含有する植物病害防除剤(以下、本発明防除剤とも記す)。
〔2〕 式(II)
〔式中、
Gxは、ベンゼン環、チオフェン環、フラン環、ピラゾール環、イミダゾール環、オキサゾール環、イソオキサゾール環、チアゾール環、オキサジアゾール環、チアジアゾール環、ピリジン環、ピラジン環、ピリミジン環又はピリダジン環(該ベンゼン環、該チオフェン環、該フラン環、該ピラゾール環、該イミダゾール環、該オキサゾール環、該イソオキサゾール環、該チアゾール環、該ピリジン環、該ピラジン環、該ピリミジン環及び該ピリダジン環は群Lxより選ばれる1以上の置換基を有していてもよい)を表し、
AxはNR12x、酸素原子又は硫黄原子を表し、
R12xは、群Mxより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Mxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Mxより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表し、
Xxは酸素原子又は硫黄原子を表し、
Exは、NR200xR201xを表し、
R200x及びR201xはそれらが結合する窒素原子と一緒になって、3-8員非芳香族複素環基{該3-8員非芳香族複素環基は、群Exより選ばれるいずれか1つの置換基を有していてもよく、群Dxより選ばれる1以上の置換基を有していてもよく、群Dxより選ばれる複数の置換基は、同一でも異なっていてもよい。}を形成する。
群Dx:ハロゲン原子、群Axより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、OR23x、S(=Y46x)txR24x、C(=Y1x)R25x、C(=Y2x)OR26x、OC(=Y3x)R27x、C(=Y4x)NHR28x、C(=Y5x)NR29xR30x、S(=Y47x)txNHR31x、S(=Y48x)txNR32xR33x、SC(=O)R34x、NHR35x、NR36xR37x、NHC(=Y6x)R38x、NR39xC(=Y7x)R40x、NHS(=Y49x)txR41x、NR42xS(=Y50x)txR43x、NHC(=Y8x)OR44x、NR45xC(=Y9x)OR46x、OC(=Y10x)NHR47x、OC(=Y11x)NR48xR49x、NHC(=Y12x)NHR50x、NR51xC(=Y13x)NHR52x、NHC(=Y14x)NR53xR54x、NR55xC(=Y15x)NR56xR57x、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシイミノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラジノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラゾノ基、群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基、(群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
群Ex:群Axより選ばれる1以上の置換基を有していてもよい3-8員複素環基、群Axより選ばれる1以上の置換基を有していてもよいC6-C10アリール基、及び群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基からなる群。
R23x、R24x、R25x、R26x、R27x、R28x、R29x、R30x、R31x、R32x、R33x、R34x、R35x、R36x、R37x、R38x、R39x、R40x、R41x、R42x、R43x、R44x、R45x、R46x、R47x、R48x、R49x、R50x、R51x、R52x、R53x、R54x、R55x、R56x及びR57xは、各々独立して、群Axより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Axより選ばれる1以上の置換基を有していてもよい3-8員複素環基、又は群Axより選ばれる1以上の置換基を有していてもよいC6-C10アリール基を表し、
txは0、1又は2を表し、
Y1x、Y2x、Y3x、Y4x、Y5x、Y6x、Y7x、Y8x、Y9x、Y10x、Y11x、Y12x、Y13x、Y14x、及びY15xは、各々独立して、酸素原子または硫黄原子を表し、
Y46x、Y47x、Y48x、Y49x及びY50xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R58x又はN-C(=O)OR58x(但し、txが2の場合、Y46x、Y47x、Y48x、Y49x及びY50xは同一又は異なっていてもよい)を表す。
群Lx:ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基、シアノ基及びニトロ基からなる群。
群Mx:ハロゲン原子、ヒドロキシ基、スルファニル基、1以上のハロゲン原子を有していてもよいC1-C6アルコキシ基、1以上のハロゲン原子を有していてもよいC1-C6アルキルチオ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルアミノ基、1以上のハロゲン原子を有していてもよいジ(C1-C3アルキル)アミノ基、ニトロ基、及びシアノ基からなる群。
群Ax:ハロゲン原子、OR59x、S(=Y51x)zxR60x、C(=Y16x)R61x、C(=Y17x)OR62x、OC(=Y18x)R63x、C(=Y19x)NHR64x、C(=Y20x)NR65xR66x、S(=Y52x)zxNHR67x、S(=Y53x)zxNR68xR69x、SC(=O)R70x、NHR71x、NR72xR73x、NHC(=Y21x)R74x、NR75xC(=Y22x)R76x、NHS(=Y54x)zxR77x、NR78xS(=Y55x)zxR79x、NHC(=Y23x)OR80x、NR81xC(=Y24x)OR82x、OC(=Y25x)NHR83x、OC(=Y26x)NR84xR85x、NHC(=Y27x)NHR86x、NR87xC(=Y28x)NHR88x、NHC(=Y29x)NR89xR90x、NR91xC(=Y30x)NR92xR93x、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシイミノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラジノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラゾノ基、群Bxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキル)カルボニルイミノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、群Bxより選ばれる1以上の置換基を有していてもよい5-6員非芳香族複素環基、及び群Bxより選ばれる1以上の置換基を有していてもよいフェニル基からなる群。
群Bx:ハロゲン原子、OR95x、S(=Y56x)axR96x、C(=Y31x)R97x、C(=Y32x)OR98x、OC(=Y33x)R99x、C(=Y34x)NHR100x、C(=Y35x)NR101xR102x、S(=Y57x)axNHR103x、S(=Y58x)axNR104xR105x、SC(=O)R106x、NHR107x、NR108xR109x、NHC(=Y36x)R110x、NR111xC(=Y37x)R112x、NHS(=Y59x)axR113x、NR114xS(=Y60x)axR115x、NHC(=Y38x)OR116x、NR117xC(=Y39x)OR118x、OC(=Y40x)NHR119x、OC(=Y41x)NR120xR121x、NHC(=Y42x)NHR122x、NR123xC(=Y43x)NHR124x、NHC(=Y44x)NR125xR126x、NR127xC(=Y45x)NR128xR129x、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R59x、R60x、R61x、R62x、R63x、R64x、R65x、R66x、R67x、R68x、R69x、R70x、R71x、R72x、R73x、R74x、R75x、R76x、R77x、R78x、R79x、R80x、R81x、R82x、R83x、R84x、R85x、R86x、R87x、R88x、R89x、R90x、R91x、R92x及びR93xは、各々独立して、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3鎖式炭化水素基、群Bxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Cxより選ばれる1以上の置換基を有していてもよい5-6員複素環基、又は群Cxより選ばれる1以上の置換基を有していてもよいフェニル基を表し、
R95x、R96x、R97x、R98x、R99x、R100x、R101x、R102x、R103x、R104x、R105x、R106x、R107x、R108x、R109x、R110x、R111x、R112x、R113x、R114x、R115x、R116x、R117x、R118x、R119x、R120x、R121x、R122x、R123x、R124x、R125x、R126x、R127x、R128x及びR129xは、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、1以上のハロゲン原子を有していてもよい5-6員複素環基、又は1以上のハロゲン原子を有していてもよいフェニル基を表し、
zx及びaxは、各々独立して、0、1又は2を表し、
Y16x、Y17x、Y18x、Y19x、Y20x、Y21x、Y22x、Y23x、Y24x、Y25x、Y26x、Y27x、Y28x、Y29x、Y30x、Y31x、Y32x、Y33x、Y34x、Y35x、Y36x、Y37x、Y38x、Y39x、Y40x、Y41x、Y42x、Y43x、Y44x及びY45xは、各々独立して、酸素原子または硫黄原子を表し、
Y51x、Y52x、Y53x、Y54x及びY55xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R94x又はN-C(=O)OR94x(但し、zxが2の場合、Y51x、Y52x、Y53x、Y54x及びY55xは同一又は異なっていてもよい)を表し、
Y56x、Y57x、Y58x、Y59x及びY60xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R130x又はN-C(=O)OR130x(但し、axが2の場合、Y56x、Y57x、Y58x、Y59x及びY60xは同一又は異なっていてもよい)を表し、
R58x、R94x及びR130xは、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基又は水素原子を表す。
群Cx:ハロゲン原子、OR95x、S(=Y56x)axR96x、C(=Y31x)R97x、C(=Y32x)OR98x、OC(=Y33x)R99x、C(=Y34x)NHR100x、C(=Y35x)NR101xR102x、S(=Y57x)axNHR103x、S(=Y58x)axNR104xR105x、SC(=O)R106x、NHR107x、NR108xR109x、NHC(=Y36x)R110x、NR111xC(=Y37x)R112x、NHS(=Y59x)axR113x、NR114xS(=Y60x)axR115x、NHC(=Y38x)OR116x、NR117xC(=Y39x)OR118x、OC(=Y40x)NHR119x、OC(=Y41x)NR120xR121x、NHC(=Y42x)NHR122x、NR123xC(=Y43x)NHR124x、NHC(=Y44x)NR125xR126x、NR127xC(=Y45x)NR128xR129x、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、及び1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基からなる群を表す。〕
で示される化合物(以下、本発明化合物と記す)。
〔3〕 R200x及びR201xが、それらが結合する窒素原子と一緒になって4-7員非芳香族複素環基を形成し、該4-7員非芳香族複素環基が、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい、〔2〕に記載の化合物。
〔4〕 4-7員非芳香族複素環基が、群Dxより選ばれる1又は2の置換基を有していてもよい4-7員非芳香族複素環基である、〔3〕に記載の化合物。
〔5〕 NR200xR201xが、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい。}である、〔2〕に記載の化合物。
〔6〕 群Dxより選ばれる1又は2の置換基を有していてもよい4-7員非芳香族複素環基が、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基(該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は群Dxより選ばれる1又は2の置換基を有していてもよい)である、〔4〕に記載の化合物。
〔7〕 Gxが群Lxより選ばれる1以上の置換基を有していてもよいベンゼン環であり、Axが酸素原子であり、Xxが酸素原子である、〔2〕~〔6〕いずれかに記載の化合物。
〔8〕 NR200xR201xが、式(E1)-式(E27)
{式中、♯は炭素原子との結合位置を表し、
R1、R2、R3、R4、R5、R6、R7、R8、R9、及びR10は各々独立して、水素原子、ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基又はシアノ基を表し、
R11は、水素原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニル基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルオキシ基又は(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルチオ基を表す。}からなる群より選ばれる1つの基である、〔2〕に記載の化合物。
〔9〕 Axが酸素原子又は硫黄原子である、〔8〕に記載の化合物。
〔10〕 式(E1)-(E27)からなる群より選ばれる1つの基が式(E14)-式(E26)からなる群より選ばれる1つの基であり、Axが酸素原子であり、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の置換基を有していてもよいベンゼン環である、〔8〕に記載の化合物。
〔11〕Gxがピリジン環、又はフッ素原子及びメチル基からなる群より選ばれる1以上の置換基を有していてもよいベンゼン環であり、AxC(Xx)Exがオキサジアゾール環に対してパラ位に結合し、Axが酸素原子又はNHであり、Xxが酸素原子であり、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は、1以上のハロゲン原子又はフェニル基を有していてもよいC1-C6アルキル基、オキソ基、(C1-C6アルコキシ)カルボニル基、ヒドロキシ基、C1-C6アルコキシ基、C1-C3アルキルアミノ基、ジ(C1-C3アルキル)アミノ基、シアノ基及びC1-C6アルコキシイミノ基からなる群より選ばれる1以上の置換基を有していてもよく、フェニル基を1つ有していてもよい。}である、〔2〕に記載の化合物。
〔12〕 R300及びR301が、それらが結合する窒素原子と一緒になって4-7員非芳香族複素環基を形成し、該4-7員非芳香族複素環基が、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい、〔1〕に記載の植物病害防除剤。
〔13〕 NR300R301が、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい。}である、〔1〕に記載の植物病害防除剤。
〔14〕 Gが群Lxより選ばれる1以上の置換基を有していてもよいベンゼン環であり、Aが酸素原子であり、Xが酸素原子である〔1〕、〔12〕又は〔13〕に記載の植物病害防除剤。
〔15〕 〔2〕~〔11〕いずれかに記載の化合物の有効量を植物又は土壌に処理することによる、植物病害の防除方法。
〔16〕 植物病害を防除するための、〔2〕~〔11〕いずれかに記載の化合物の使用。
〔17〕 〔2〕~〔11〕いずれかに記載の化合物、及び1つ以上の他の殺菌活性成分、殺虫活性成分、殺ダニ活性成分、殺センチュウ活性成分、植物成長調節成分又は共力剤をさらに含む有害生物防除組成物。
As a result of studies to find a plant disease control agent having an excellent control effect, the present inventors have found that an agent containing a compound represented by the following formula (I) has an excellent control effect against plant diseases. I found it.
That is, the present invention is as follows.
[1] Formula (I)
[Where,
G is a benzene ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, oxadiazole ring, thiadiazole ring, pyridine ring, pyrazine ring, pyrimidine ring or pyridazine ring (the benzene Ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, pyridine ring, pyrazine ring, pyrimidine ring and pyridazine ring from group L Which may have one or more selected substituents),
A is NR 12 Represents an oxygen atom or a sulfur atom,
R 12 Is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group M, C3-C6 cycloalkyl optionally having one or more substituents selected from group M A group, a C1-C6 alkoxy group which may have one or more substituents selected from group M, or a (C1-C6 alkyl) carbonyl group;
X represents an oxygen atom or a sulfur atom,
E is NR 300 R 301 Represents
R 300 And R 301 Together with the nitrogen atom to which they are attached, a 3-8 membered non-aromatic heterocyclic group {wherein the 3-8 membered non-aromatic heterocyclic group has one or more substituents selected from group D The plurality of substituents selected from group D may be the same or different. } Is formed.
Group D: halogen atom, C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group A, optionally having one or more substituents selected from group A 3 -8-membered heterocyclic group, C6-C10 aryl group optionally having one or more substituents selected from group A, C3-C6 optionally having one or more substituents selected from group A Cycloalkyl group, OR twenty three , S (= Y 46 ) t R twenty four , C (= Y 1 ) R twenty five , C (= Y 2 ) OR 26 , OC (= Y Three ) R 27 , C (= Y Four NHR 28 , C (= Y Five ) NR 29 R 30 , S (= Y 47 ) t NHR 31 , S (= Y 48 ) t NR 32 R 33 , SC (= O) R 34 , NHR 35 , NR 36 R 37 , NHC (= Y 6 ) R 38 , NR 39 C (= Y 7 ) R 40 , NHS (= Y 49 ) t R 41 , NR 42 S (= Y 50 ) t R 43 , NHC (= Y 8 ) OR 44 , NR 45 C (= Y 9 ) OR 46 , OC (= Y Ten NHR 47 , OC (= Y 11 ) NR 48 R 49 , NHC (= Y 12 NHR 50 , NR 51 C (= Y 13 NHR 52 , NHC (= Y 14 ) NR 53 R 54 , NR 55 C (= Y 15 ) NR 56 R 57 , C (= Y 61 ) NH 2 , OC (= Y 62 ) NH 2 , NHC (= Y 63 ) NH 2 , OC (= Y 64 ) OR 131 , SC (= Y 65 ) OR 132 A C1-C6 alkoxyimino group optionally having one or more substituents selected from group A, a C1-C6 alkylhydrazino group optionally having one or more substituents selected from group A, A C1-C6 alkylhydrazono group optionally having one or more substituents selected from group A, a C3-C6 cycloalkyl group optionally having one or more substituents selected from group A, cyanoimino Group, nitroimino group, (C1-C6 alkoxy optionally having one or more substituents selected from group A) carbonylimino group, (optionally having one or more substituents selected from group A) C1-C6 alkyl) carbonylimino group, C1-C6 alkylimino group optionally having one or more substituents selected from group A, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfo group Aniru group, the group consisting of a carboxy group and an amino group.
R twenty three , R twenty four , R twenty five , R 26 , R 27 , R 28 , R 29 , R 30 , R 31 , R 32 , R 33 , R 34 , R 35 , R 36 , R 37 , R 38 , R 39 , R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 , R 48 , R 49 , R 50 , R 51 , R 52 , R 53 , R 54 , R 55 , R 56 , R 57 , R 131 And R 132 Each independently has a C1-C6 chain hydrocarbon group which may have one or more substituents selected from group A, and may have one or more substituents selected from group A. A C3-C6 cycloalkyl group, a 3-8 membered heterocyclic group optionally having one or more substituents selected from group A, or one or more substituents selected from group A Represents a C6-C10 aryl group,
t represents 0, 1 or 2;
Y 1 , Y 2 , Y Three , Y Four , Y Five , Y 6 , Y 7 , Y 8 , Y 9 , Y Ten , Y 11 , Y 12 , Y 13 , Y 14 , Y 15 , Y 61 , Y 62 , Y 63 , Y 64 And Y 65 Each independently represents an oxygen atom or a sulfur atom,
Y 46 , Y 47 , Y 48 , Y 49 And Y 50 Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 58 Or NC (= O) OR 58 (However, if t is 2, Y 46 , Y 47 , Y 48 , Y 49 And Y 50 May be the same or different.
Group L: a group consisting of a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group .
Group M: halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, 1 or more A group consisting of a C1-C3 alkylamino group optionally having one halogen atom, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
Group A: halogen atom, OR 59 , S (= Y 51 ) z R 60 , C (= Y 16 ) R 61 , C (= Y 17 ) OR 62 , OC (= Y 18 ) R 63 , C (= Y 19 NHR 64 , C (= Y 20 ) NR 65 R 66 , S (= Y 52 ) z NHR 67 , S (= Y 53 ) z NR 68 R 69 , SC (= O) R 70 , NHR 71 , NR 72 R 73 , NHC (= Y twenty one ) R 74 , NR 75 C (= Y twenty two ) R 76 , NHS (= Y 54 ) z R 77 , NR 78 S (= Y 55 ) z R 79 , NHC (= Y twenty three ) OR 80 , NR 81 C (= Y twenty four ) OR 82 , OC (= Y twenty five NHR 83 , OC (= Y 26 ) NR 84 R 85 , NHC (= Y 27 NHR 86 , NR 87 C (= Y 28 NHR 88 , NHC (= Y 29 ) NR 89 R 90 , NR 91 C (= Y 30 ) NR 92 R 93 C1-C3 alkoxyimino group optionally having one or more substituents selected from group B, C1-C3 alkyl hydrazino group optionally having one or more substituents selected from group B, A C1-C3 alkylhydrazono group optionally having one or more substituents selected from group B, a C3-C6 cycloalkyl group optionally having one or more substituents selected from group B, cyanoimino Group, nitroimino group, (C1-C3 alkoxy optionally having one or more substituents selected from group B) carbonylimino group, (optionally having one or more substituents selected from group B) C1-C3 alkyl) carbonylimino group, C1-C3 alkylimino group optionally having one or more substituents selected from group B, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfo group An aryl group, a carboxy group, an amino group, an optionally substituted 5-6 membered non-aromatic heterocyclic group selected from Group B, and one or more substituents selected from Group B. A group consisting of optionally substituted phenyl groups.
Group B: halogen atom, OR 95 , S (= Y 56 ) a R 96 , C (= Y 31 ) R 97 , C (= Y 32 ) OR 98 , OC (= Y 33 ) R 99 , C (= Y 34 NHR 100 , C (= Y 35 ) NR 101 R 102 , S (= Y 57 ) a NHR 103 , S (= Y 58 ) a NR 104 R 105 , SC (= O) R 106 , NHR 107 , NR 108 R 109 , NHC (= Y 36 ) R 110 , NR 111 C (= Y 37 ) R 112 , NHS (= Y 59 ) a R 113 , NR 114 S (= Y 60 ) a R 115 , NHC (= Y 38 ) OR 116 , NR 117 C (= Y 39 ) OR 118 , OC (= Y 40 NHR 119 , OC (= Y 41 ) NR 120 R 121 , NHC (= Y 42 NHR 122 , NR one two Three C (= Y 43 NHR 124 , NHC (= Y 44 ) NR 125 R 126 , NR 127 C (= Y 45 ) NR 128 R 129 A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group , A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, and an amino group.
R 59 , R 60 , R 61 , R 62 , R 63 , R 64 , R 65 , R 66 , R 67 , R 68 , R 69 , R 70 , R 71 , R 72 , R 73 , R 74 , R 75 , R 76 , R 77 , R 78 , R 79 , R 80 , R 81 , R 82 , R 83 , R 84 , R 85 , R 86 , R 87 , R 88 , R 89 , R 90 , R 91 , R 92 And R 93 Each independently has a C1-C3 chain hydrocarbon group which may have one or more substituents selected from group B, and may have one or more substituents selected from group B. A C6-C6 cycloalkyl group, a 5-6 membered heterocyclic group optionally having one or more substituents selected from group C, or one or more substituents selected from group C Represents a phenyl group,
R 95 , R 96 , R 97 , R 98 , R 99 , R 100 , R 101 , R 102 , R 103 , R 104 , R 105 , R 106 , R 107 , R 108 , R 109 , R 110 , R 111 , R 112 , R 113 , R 114 , R 115 , R 116 , R 117 , R 118 , R 119 , R 120 , R 121 , R 122 , R one two Three , R 124 , R 125 , R 126 , R 127 , R 128 And R 129 Each independently represents a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, Represents a 5-6 membered heterocyclic group optionally having a halogen atom, or a phenyl group optionally having one or more halogen atoms,
z and a each independently represent 0, 1 or 2,
Y 16 , Y 17 , Y 18 , Y 19 , Y 20 , Y twenty one , Y twenty two , Y twenty three , Y twenty four , Y twenty five , Y 26 , Y 27 , Y 28 , Y 29 , Y 30 , Y 31 , Y 32 , Y 33 , Y 34 , Y 35 , Y 36 , Y 37 , Y 38 , Y 39 , Y 40 , Y 41 , Y 42 , Y 43 , Y 44 And Y 45 Each independently represents an oxygen atom or a sulfur atom,
Y 51 , Y 52 , Y 53 , Y 54 And Y 55 Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 94 Or NC (= O) OR 94 (However, if z is 2, Y 51 , Y 52 , Y 53 , Y 54 And Y 55 May be the same or different)
Y 56 , Y 57 , Y 58 , Y 59 And Y 60 Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 130 Or NC (= O) OR 130 (However, if a is 2, Y 56 , Y 57 , Y 58 , Y 59 And Y 60 May be the same or different)
R 58 , R 94 And R 130 Each independently represents a C1-C3 chain hydrocarbon group or hydrogen atom optionally having one or more halogen atoms.
Group C: halogen atom, OR 95 , S (= Y 56 ) a R 96 , C (= Y 31 ) R 97 , C (= Y 32 ) OR 98 , OC (= Y 33 ) R 99 , C (= Y 34 NHR 100 , C (= Y 35 ) NR 101 R 102 , S (= Y 57 ) a NHR 103 , S (= Y 58 ) a NR 104 R 105 , SC (= O) R 106 , NHR 107 , NR 108 R 109 , NHC (= Y 36 ) R 110 , NR 111 C (= Y 37 ) R 112 , NHS (= Y 59 ) a R 113 , NR 114 S (= Y 60 ) a R 115 , NHC (= Y 38 ) OR 116 , NR 117 C (= Y 39 ) OR 118 , OC (= Y 40 NHR 119 , OC (= Y 41 ) NR 120 R 121 , NHC (= Y 42 NHR 122 , NR one two Three C (= Y 43 NHR 124 , NHC (= Y 44 ) NR 125 R 126 , NR 127 C (= Y 45 ) NR 128 R 129 A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, or a C1-C3 alkyl group which has one or more halogen atoms. C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, an amino group, or one or more halogen atoms Represents a have C1-C3 chain hydrocarbon group, and one or more of the group consisting or C3-C6 cycloalkyl group which may have a halogen atom. ]
A plant disease control agent containing a compound represented by (hereinafter also referred to as the present invention control agent).
[2] Formula (II)
[Where,
G x Benzene ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, oxadiazole ring, thiadiazole ring, pyridine ring, pyrazine ring, pyrimidine ring or pyridazine ring (the benzene ring) The thiophene ring, the furan ring, the pyrazole ring, the imidazole ring, the oxazole ring, the isoxazole ring, the thiazole ring, the pyridine ring, the pyrazine ring, the pyrimidine ring, and the pyridazine ring. x Which may have one or more substituents selected from
A x Is NR 12x Represents an oxygen atom or a sulfur atom,
R 12x Is the group M x A C1-C6 chain hydrocarbon group optionally having one or more substituents selected from the group M x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group M x A C1-C6 alkoxy group optionally having one or more substituents selected from (C1-C6 alkyl) carbonyl group,
X x Represents an oxygen atom or a sulfur atom,
E x Is NR 200x R 201x Represents
R 200x And R 201x Together with the nitrogen atom to which they are attached, a 3-8 membered non-aromatic heterocyclic group {the 3-8 membered non-aromatic heterocyclic group is group E x Any one substituent selected from the group D x May have one or more substituents selected from Group D x The plurality of substituents selected may be the same or different. } Is formed.
Group D x : Halogen atom, group A x A C1-C6 chain hydrocarbon group which may have one or more substituents selected from OR, OR 23x , S (= Y 46x ) tx R 24x , C (= Y 1x ) R 25x , C (= Y 2x ) OR 26x , OC (= Y 3x ) R 27x , C (= Y 4x NHR 28x , C (= Y 5x ) NR 29x R 30x , S (= Y 47x ) tx NHR 31x , S (= Y 48x ) tx NR 32x R 33x , SC (= O) R 34x , NHR 35x , NR 36x R 37x , NHC (= Y 6x ) R 38x , NR 39x C (= Y 7x ) R 40x , NHS (= Y 49x ) tx R 41x , NR 42x S (= Y 50x ) tx R 43x , NHC (= Y 8x ) OR 44x , NR 45x C (= Y 9x ) OR 46x , OC (= Y 10x NHR 47x , OC (= Y 11x ) NR 48x R 49x , NHC (= Y 12x NHR 50x , NR 51x C (= Y 13x NHR 52x , NHC (= Y 14x ) NR 53x R 54x , NR 55x C (= Y 15x ) NR 56x R 57x , Group A x A C1-C6 alkoxyimino group optionally having one or more substituents selected from Group A x A C1-C6 alkylhydrazino group optionally having one or more substituents selected from Group A x A C1-C6 alkylhydrazono group optionally having one or more substituents selected from Group A x A C3-C6 cycloalkyl group, a cyanoimino group, a nitroimino group, which may have one or more substituents selected from (Group A) x A C1-C6 alkoxy) carbonylimino group optionally having one or more substituents selected from (Group A) x A C1-C6 alkyl) carbonylimino group optionally having one or more substituents selected from Group A x A group consisting of a C1-C6 alkylimino group, an oxo group, a thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, and an amino group, which may have one or more substituents selected from the above.
Group E x : Group A x A 3- to 8-membered heterocyclic group optionally having one or more substituents selected from Group A x A C6-C10 aryl group optionally having one or more substituents selected from the group A x A group consisting of a C3-C6 cycloalkyl group optionally having one or more substituents selected from.
R 23x , R 24x , R 25x , R 26x , R 27x , R 28x , R 29x , R 30x , R 31x , R 32x , R 33x , R 34x , R 35x , R 36x , R 37x , R 38x , R 39x , R 40x , R 41x , R 42x , R 43x , R 44x , R 45x , R 46x , R 47x , R 48x , R 49x , R 50x , R 51x , R 52x , R 53x , R 54x , R 55x , R 56x And R 57x Are each independently group A x A C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group A x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group A x A 3-8-membered heterocyclic group optionally having one or more substituents selected from the group A x Represents a C6-C10 aryl group optionally having one or more substituents selected from:
tx represents 0, 1 or 2,
Y 1x , Y 2x , Y 3x , Y 4x , Y 5x , Y 6x , Y 7x , Y 8x , Y 9x , Y 10x , Y 11x , Y 12x , Y 13x , Y 14x And Y 15x Each independently represents an oxygen atom or a sulfur atom,
Y 46x , Y 47x , Y 48x , Y 49x And Y 50x Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 58x Or NC (= O) OR 58x (However, if tx is 2, Y 46x , Y 47x , Y 48x , Y 49x And Y 50x May be the same or different.
Group L x : A group consisting of a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group.
Group M x : Halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, one or more halogens A group consisting of a C1-C3 alkylamino group optionally having atoms, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
Group A x : Halogen atom, OR 59x , S (= Y 51x ) zx R 60x , C (= Y 16x ) R 61x , C (= Y 17x ) OR 62x , OC (= Y 18x ) R 63x , C (= Y 19x NHR 64x , C (= Y 20x ) NR 65x R 66x , S (= Y 52x ) zx NHR 67x , S (= Y 53x ) zx NR 68x R 69x , SC (= O) R 70x , NHR 71x , NR 72x R 73x , NHC (= Y 21x ) R 74x , NR 75x C (= Y 22x ) R 76x , NHS (= Y 54x ) zx R 77x , NR 78x S (= Y 55x ) zx R 79x , NHC (= Y 23x ) OR 80x , NR 81x C (= Y 24x ) OR 82x , OC (= Y 25x NHR 83x , OC (= Y 26x ) NR 84x R 85x , NHC (= Y 27x NHR 86x , NR 87x C (= Y 28x NHR 88x , NHC (= Y 29x ) NR 89x R 90x , NR 91x C (= Y 30x ) NR 92x R 93x , Group B x A C1-C3 alkoxyimino group optionally having one or more substituents selected from Group B x A C1-C3 alkylhydrazino group optionally having one or more substituents selected from Group B x A C1-C3 alkylhydrazono group optionally having one or more substituents selected from Group B x A C3-C6 cycloalkyl group, a cyanoimino group, a nitroimino group, which may have one or more substituents selected from (Group B) x A C1-C3 alkoxy) carbonylimino group optionally having one or more substituents selected from (Group B) x A C1-C3 alkyl) carbonylimino group optionally having one or more substituents selected from Group B x C1-C3 alkylimino group, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfanyl group, carboxy group, amino group, group B which may have one or more substituents selected from x 5-6 membered non-aromatic heterocyclic group optionally having one or more substituents selected from Group B x The group which consists of the phenyl group which may have 1 or more substituents chosen more.
Group B x : Halogen atom, OR 95x , S (= Y 56x ) ax R 96x , C (= Y 31x ) R 97x , C (= Y 32x ) OR 98x , OC (= Y 33x ) R 99x , C (= Y 34x NHR 100x , C (= Y 35x ) NR 101x R 102x , S (= Y 57x ) ax NHR 103x , S (= Y 58x ) ax NR 104x R 105x , SC (= O) R 106x , NHR 107x , NR 108x R 109x , NHC (= Y 36x ) R 110x , NR 111x C (= Y 37x ) R 112x , NHS (= Y 59x ) ax R 113x , NR 114x S (= Y 60x ) ax R 115x , NHC (= Y 38x ) OR 116x , NR 117x C (= Y 39x ) OR 118x , OC (= Y 40x NHR 119x , OC (= Y 41x ) NR 120x R 121x , NHC (= Y 42x NHR 122x , NR 123x C (= Y 43x NHR 124x , NHC (= Y 44x ) NR 125x R 126x , NR 127x C (= Y 45x ) NR 128x R 129x A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group , A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, and an amino group.
R 59x , R 60x , R 61x , R 62x , R 63x , R 64x , R 65x , R 66x , R 67x , R 68x , R 69x , R 70x , R 71x , R 72x , R 73x , R 74x , R 75x , R 76x , R 77x , R 78x , R 79x , R 80x , R 81x , R 82x , R 83x , R 84x , R 85x , R 86x , R 87x , R 88x , R 89x , R 90x , R 91x , R 92x And R 93x Are each independently group B x A C1-C3 chain hydrocarbon group optionally having one or more substituents selected from Group B x A C3-C6 cycloalkyl group optionally having one or more substituents selected from Group C x A 5-6 membered heterocyclic group optionally having one or more substituents selected from the group C x Represents a phenyl group optionally having one or more substituents selected from:
R 95x , R 96x , R 97x , R 98x , R 99x , R 100x , R 101x , R 102x , R 103x , R 104x , R 105x , R 106x , R 107x , R 108x , R 109x , R 110x , R 111x , R 112x , R 113x , R 114x , R 115x , R 116x , R 117x , R 118x , R 119x , R 120x , R 121x , R 122x , R 123x , R 124x , R 125x , R 126x , R 127x , R 128x And R 129x Each independently represents a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, Represents a 5-6 membered heterocyclic group optionally having a halogen atom, or a phenyl group optionally having one or more halogen atoms,
zx and ax each independently represent 0, 1 or 2;
Y 16x , Y 17x , Y 18x , Y 19x , Y 20x , Y 21x , Y 22x , Y 23x , Y 24x , Y 25x , Y 26x , Y 27x , Y 28x , Y 29x , Y 30x , Y 31x , Y 32x , Y 33x , Y 34x , Y 35x , Y 36x , Y 37x , Y 38x , Y 39x , Y 40x , Y 41x , Y 42x , Y 43x , Y 44x And Y 45x Each independently represents an oxygen atom or a sulfur atom,
Y 51x , Y 52x , Y 53x , Y 54x And Y 55x Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 94x Or NC (= O) OR 94x (However, if zx is 2, Y 51x , Y 52x , Y 53x , Y 54x And Y 55x May be the same or different)
Y 56x , Y 57x , Y 58x , Y 59x And Y 60x Each independently represents an oxygen atom, N-CN, N-NO 2 , NC (= O) R 130x Or NC (= O) OR 130x (However, if ax is 2, Y 56x , Y 57x , Y 58x , Y 59x And Y 60x May be the same or different)
R 58x , R 94x And R 130x Each independently represents a C1-C3 chain hydrocarbon group or hydrogen atom optionally having one or more halogen atoms.
Group C x : Halogen atom, OR 95x , S (= Y 56x ) ax R 96x , C (= Y 31x ) R 97x , C (= Y 32x ) OR 98x , OC (= Y 33x ) R 99x , C (= Y 34x NHR 100x , C (= Y 35x ) NR 101x R 102x , S (= Y 57x ) ax NHR 103x , S (= Y 58x ) ax NR 104x R 105x , SC (= O) R 106x , NHR 107x , NR 108x R 109x , NHC (= Y 36x ) R 110x , NR 111x C (= Y 37x ) R 112x , NHS (= Y 59x ) ax R 113x , NR 114x S (= Y 60x ) ax R 115x , NHC (= Y 38x ) OR 116x , NR 117x C (= Y 39x ) OR 118x , OC (= Y 40x NHR 119x , OC (= Y 41x ) NR 120x R 121x , NHC (= Y 42x NHR 122x , NR 123x C (= Y 43x NHR 124x , NHC (= Y 44x ) NR 125x R 126x , NR 127x C (= Y 45x ) NR 128x R 129x A C1-C3 alkoxyimino group which may have one or more halogen atoms, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and one or more halogen atoms A C1-C3 alkyl hydrazono group which may have one or more halogen atoms, a C3-C6 cycloalkyl group which may have one or more halogen atoms, a cyanoimino group, a nitroimino group, or a C1-C3 alkyl group which has one or more halogen atoms. C3 alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group A thioxo group, a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, an amino group, or one or more halogen atoms Represents a have C1-C3 chain hydrocarbon group, and one or more of the group consisting or C3-C6 cycloalkyl group which may have a halogen atom. ]
(Hereinafter referred to as the present compound).
[3] R 200x And R 201x Together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group comprising a group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The substituent selected from [2] may be the same or different.
[4] 4-7 membered non-aromatic heterocyclic group is group D x The compound according to [3], which is a 4-7-membered non-aromatic heterocyclic group which may have 1 or 2 substituents selected from
[5] NR 200x R 201x Azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, and hexahydropyridazini Group is group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The substituents selected may be the same or different. }, The compound according to [2].
[6] Group D x A 4-7-membered non-aromatic heterocyclic group optionally having 1 or 2 substituents selected from azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl Group (the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2- Oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group Piperazinyl group, and hexa hydro-pyridazinyl group group D x The compound according to [4], which may have 1 or 2 substituents selected from.
[7] G x Is group L x A benzene ring optionally having one or more substituents selected from A, x Is an oxygen atom and X x The compound according to any one of [2] to [6], wherein is an oxygen atom.
[8] NR 200x R 201x Is represented by formula (E1) -formula (E27)
{Wherein # represents the bonding position with the carbon atom,
R 1 , R 2 , R Three , R Four , R Five , R 6 , R 7 , R 8 , R 9 And R Ten Each independently represents a hydrogen atom, a halogen atom, a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, and a C1-C3 alkoxy group optionally having one or more halogen atoms. Or a cyano group,
R 11 Is a hydrogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a (C1-C3 alkyl optionally having one or more halogen atoms) carbonyl group, or (one or more halogen atoms). A C1-C3 alkyl) carbonyloxy group which may have a (C1-C3 alkyl optionally having one or more halogen atoms) carbonylthio group. } The compound according to [2], which is one group selected from the group consisting of:
[9] A x [8] The compound according to [8], wherein is an oxygen atom or a sulfur atom.
[10] One group selected from the group consisting of formulas (E1) to (E27) is one group selected from the group consisting of formula (E14) to formula (E26), and A x Is an oxygen atom and X x Is an oxygen atom and G x Is group L x The compound according to [8], which is a benzene ring which may have one or more substituents selected from:
[11] G x Is a benzene ring, or a benzene ring optionally having one or more substituents selected from the group consisting of a fluorine atom and a methyl group, and A x C (X x ) E x Is bonded to the para position relative to the oxadiazole ring, and A x Is an oxygen atom or NH, X x Is an oxygen atom and E x Are azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group The dinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group, and hexahydropyridazinyl group have one or more halogen atoms or phenyl groups. C1-C6 Alky Group, oxo group, (C1-C6 alkoxy) carbonyl group, hydroxy group, C1-C6 alkoxy group, C1-C3 alkylamino group, di (C1-C3 alkyl) amino group, cyano group and C1-C6 alkoxyimino group It may have one or more substituents selected from the group consisting of, and may have one phenyl group. }, The compound according to [2].
[12] R 300 And R 301 Together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group comprising the group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The plant disease control agent according to [1], wherein the substituents selected may be the same or different.
[13] NR 300 R 301 Azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, and hexahydropyridazini Group is group D x May have one or more substituents selected from the group E. x A plurality of groups D which may have one substituent selected from x The substituents selected may be the same or different. } The plant disease control agent according to [1].
[14] G is group L x The plant disease control according to [1], [12] or [13], which is a benzene ring optionally having one or more substituents selected from A, an A is an oxygen atom, and X is an oxygen atom Agent.
[15] A method for controlling plant diseases by treating a plant or soil with an effective amount of the compound according to any one of [2] to [11].
[16] Use of the compound according to any one of [2] to [11] for controlling plant diseases.
[17] The compound according to any one of [2] to [11] and one or more other fungicidal active ingredients, insecticidal active ingredients, acaricidal active ingredients, nematicidal active ingredients, plant growth regulating ingredients or synergists A pest control composition further comprising:
本発明により、植物病害を防除することができる。
According to the present invention, plant diseases can be controlled.
本明細書における置換基について説明する。
本明細書において、「1以上のハロゲン原子を有していてもよい」とは、2以上のハロゲン原子を有する場合、それらのハロゲン原子は互いに同一でも異なっていてもよいことを意味する。
本明細書における「CX-CY」との表記は、炭素原子数がX乃至Yであることを意味する。例えば「C1-C6」の表記は、炭素原子数が1乃至6であることを意味する。 The substituents in this specification will be described.
In the present specification, “may have one or more halogen atoms” means that when two or more halogen atoms are present, these halogen atoms may be the same or different from each other.
In this specification, the expression “CX-CY” means that the number of carbon atoms is X to Y. For example, the notation “C1-C6” means 1 to 6 carbon atoms.
本明細書において、「1以上のハロゲン原子を有していてもよい」とは、2以上のハロゲン原子を有する場合、それらのハロゲン原子は互いに同一でも異なっていてもよいことを意味する。
本明細書における「CX-CY」との表記は、炭素原子数がX乃至Yであることを意味する。例えば「C1-C6」の表記は、炭素原子数が1乃至6であることを意味する。 The substituents in this specification will be described.
In the present specification, “may have one or more halogen atoms” means that when two or more halogen atoms are present, these halogen atoms may be the same or different from each other.
In this specification, the expression “CX-CY” means that the number of carbon atoms is X to Y. For example, the notation “C1-C6” means 1 to 6 carbon atoms.
ハロゲン原子とは、フッ素原子、塩素原子、臭素原子又はヨウ素原子を表す。
「鎖式炭化水素基」とは、アルキル基、アルケニル基及びアルキニル基を表す。
「アルキル基」としては、例えばメチル基、エチル基、プロピル基、イソプロピル基、1,1-ジメチルプロピル基、1,2-ジメチルプロピル基、1-エチルプロピル基、ブチル基、tert-ブチル基、ペンチル基及びヘキシル基が挙げられる。
「アルケニル基」としては、例えばビニル基、1-プロペニル基、2-プロペニル基、1-メチル-1-プロペニル基、1-メチル-2-プロペニル基、1,2-ジメチル-1-プロペニル基、1,1-ジメチル-2-プロペニル基、1-エチル-1-プロペニル基、1-エチル-2-プロペニル基、3-ブテニル基、4-ペンテニル基及び5-ヘキセニル基が挙げられる。
「アルキニル基」としては、例えばエチニル基、1-プロピニル基、2-プロピニル基、1-メチル-2-プロピニル基、1,1-ジメチル-2-プロピニル基、1-エチル-2-プロピニル基、2-ブチニル基、4-ペンチニル基及び5-ヘキシニル基が挙げられる。 The halogen atom represents a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.
The “chain hydrocarbon group” represents an alkyl group, an alkenyl group, and an alkynyl group.
Examples of the “alkyl group” include methyl group, ethyl group, propyl group, isopropyl group, 1,1-dimethylpropyl group, 1,2-dimethylpropyl group, 1-ethylpropyl group, butyl group, tert-butyl group, A pentyl group and a hexyl group are mentioned.
Examples of the “alkenyl group” include a vinyl group, 1-propenyl group, 2-propenyl group, 1-methyl-1-propenyl group, 1-methyl-2-propenyl group, 1,2-dimethyl-1-propenyl group, Examples include 1,1-dimethyl-2-propenyl group, 1-ethyl-1-propenyl group, 1-ethyl-2-propenyl group, 3-butenyl group, 4-pentenyl group and 5-hexenyl group.
Examples of the “alkynyl group” include ethynyl group, 1-propynyl group, 2-propynyl group, 1-methyl-2-propynyl group, 1,1-dimethyl-2-propynyl group, 1-ethyl-2-propynyl group, Examples thereof include 2-butynyl group, 4-pentynyl group and 5-hexynyl group.
「鎖式炭化水素基」とは、アルキル基、アルケニル基及びアルキニル基を表す。
「アルキル基」としては、例えばメチル基、エチル基、プロピル基、イソプロピル基、1,1-ジメチルプロピル基、1,2-ジメチルプロピル基、1-エチルプロピル基、ブチル基、tert-ブチル基、ペンチル基及びヘキシル基が挙げられる。
「アルケニル基」としては、例えばビニル基、1-プロペニル基、2-プロペニル基、1-メチル-1-プロペニル基、1-メチル-2-プロペニル基、1,2-ジメチル-1-プロペニル基、1,1-ジメチル-2-プロペニル基、1-エチル-1-プロペニル基、1-エチル-2-プロペニル基、3-ブテニル基、4-ペンテニル基及び5-ヘキセニル基が挙げられる。
「アルキニル基」としては、例えばエチニル基、1-プロピニル基、2-プロピニル基、1-メチル-2-プロピニル基、1,1-ジメチル-2-プロピニル基、1-エチル-2-プロピニル基、2-ブチニル基、4-ペンチニル基及び5-ヘキシニル基が挙げられる。 The halogen atom represents a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.
The “chain hydrocarbon group” represents an alkyl group, an alkenyl group, and an alkynyl group.
Examples of the “alkyl group” include methyl group, ethyl group, propyl group, isopropyl group, 1,1-dimethylpropyl group, 1,2-dimethylpropyl group, 1-ethylpropyl group, butyl group, tert-butyl group, A pentyl group and a hexyl group are mentioned.
Examples of the “alkenyl group” include a vinyl group, 1-propenyl group, 2-propenyl group, 1-methyl-1-propenyl group, 1-methyl-2-propenyl group, 1,2-dimethyl-1-propenyl group, Examples include 1,1-dimethyl-2-propenyl group, 1-ethyl-1-propenyl group, 1-ethyl-2-propenyl group, 3-butenyl group, 4-pentenyl group and 5-hexenyl group.
Examples of the “alkynyl group” include ethynyl group, 1-propynyl group, 2-propynyl group, 1-methyl-2-propynyl group, 1,1-dimethyl-2-propynyl group, 1-ethyl-2-propynyl group, Examples thereof include 2-butynyl group, 4-pentynyl group and 5-hexynyl group.
「1以上のハロゲン原子を有していてもよいジ(C1-C3アルキル)アミノ基」としては、例えばジメチルアミノ基、メチル(3,3,3-トリフルオロプロピル)アミノ基、及び2,2-ジフルオロエチル(3-クロロ-3,3-ジフルオロプロピル)アミノ基が挙げられる。
Examples of the “di (C1-C3 alkyl) amino group optionally having one or more halogen atoms” include a dimethylamino group, a methyl (3,3,3-trifluoropropyl) amino group, and 2,2 -Difluoroethyl (3-chloro-3,3-difluoropropyl) amino group.
「(C1-C6アルキル)カルボニル基」とは、C1-C6アルキル基が結合したカルボニル基を意味し、例えばアセチル基及びヘキシルカルボニル基が挙げられる。
「(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基」とは、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシが結合したカルボニル基を意味し、例えばベンジルオキシカルボニルイミノ基、エトキシカルボニルイミノ基が挙げられる。
「(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基」とは、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルが結合したカルボニル基を意味し、例えばベンジルカルボニルイミノ基、エチルカルボニルイミノ基が挙げられる。 “(C1-C6 alkyl) carbonyl group” means a carbonyl group to which a C1-C6 alkyl group is bonded, and examples thereof include an acetyl group and a hexylcarbonyl group.
“(C1-C6 alkoxy) carbonylimino group optionally having one or more substituents selected from group A” means C1-C1 optionally having one or more substituents selected from group A. It means a carbonyl group to which C6 alkoxy is bonded, and examples thereof include benzyloxycarbonylimino group and ethoxycarbonylimino group.
“(C1-C6 alkyl optionally having one or more substituents selected from group A) carbonylimino group” means C1-C1 optionally having one or more substituents selected from group A. This means a carbonyl group to which C6 alkyl is bonded, and examples thereof include a benzylcarbonylimino group and an ethylcarbonylimino group.
「(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基」とは、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシが結合したカルボニル基を意味し、例えばベンジルオキシカルボニルイミノ基、エトキシカルボニルイミノ基が挙げられる。
「(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基」とは、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルが結合したカルボニル基を意味し、例えばベンジルカルボニルイミノ基、エチルカルボニルイミノ基が挙げられる。 “(C1-C6 alkyl) carbonyl group” means a carbonyl group to which a C1-C6 alkyl group is bonded, and examples thereof include an acetyl group and a hexylcarbonyl group.
“(C1-C6 alkoxy) carbonylimino group optionally having one or more substituents selected from group A” means C1-C1 optionally having one or more substituents selected from group A. It means a carbonyl group to which C6 alkoxy is bonded, and examples thereof include benzyloxycarbonylimino group and ethoxycarbonylimino group.
“(C1-C6 alkyl optionally having one or more substituents selected from group A) carbonylimino group” means C1-C1 optionally having one or more substituents selected from group A. This means a carbonyl group to which C6 alkyl is bonded, and examples thereof include a benzylcarbonylimino group and an ethylcarbonylimino group.
「3-8員複素環基」とは、3-8員非芳香族複素環基又は5-6員芳香族複素環基を表す。
3-8員非芳香族複素環基としては、例えばアジリジニル基、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、アザシクロオクチル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、テトラヒドロピリダジニル基、ヘキサヒドロピリダジニル基、テトラヒドロピリミジニル基、ヘキサヒドロピリミジニル基、1,4-チアゼパニル基及びイソチアゾリジニル基が挙げられる。
5-6員芳香族複素環基としては、例えばピロリル基、フリル基、チエニル基、ピラゾリル基、イミダゾリル基、トリアゾリル基、テトラゾリル基、オキサゾリル基、イソオキサゾリル基、チアゾリル基、イソチアゾリル基、オキサジアゾリル基、チアジアゾリル基、ピリジル基、ピリダジニル基、ピリミジニル基及びピラジニル基が挙げられる。
群Dより選ばれる1以上の置換基を有していてもよい3-8員非芳香族複素環基としては、例えば下記に示す基(●は、炭素原子との結合位置を表す。)が挙げられる。
The “3-8 membered heterocyclic group” represents a 3-8 membered non-aromatic heterocyclic group or a 5-6 membered aromatic heterocyclic group.
Examples of the 3-8 membered non-aromatic heterocyclic group include aziridinyl group, azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, azacyclooctyl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, Isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, tetrahydropyridazinyl group, hexahydropyridazini Group, tetrahydropyrimidinyl group, hexahydropyrimidinyl group, 1,4-thiazepanyl group and isothiazolidinyl group.
Examples of the 5-6-membered aromatic heterocyclic group include pyrrolyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl Group, pyridyl group, pyridazinyl group, pyrimidinyl group and pyrazinyl group.
Examples of the 3-8-membered non-aromatic heterocyclic group optionally having one or more substituents selected from group D include the groups shown below (● represents the bonding position with a carbon atom). Can be mentioned.
3-8員非芳香族複素環基としては、例えばアジリジニル基、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、アザシクロオクチル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、テトラヒドロピリダジニル基、ヘキサヒドロピリダジニル基、テトラヒドロピリミジニル基、ヘキサヒドロピリミジニル基、1,4-チアゼパニル基及びイソチアゾリジニル基が挙げられる。
5-6員芳香族複素環基としては、例えばピロリル基、フリル基、チエニル基、ピラゾリル基、イミダゾリル基、トリアゾリル基、テトラゾリル基、オキサゾリル基、イソオキサゾリル基、チアゾリル基、イソチアゾリル基、オキサジアゾリル基、チアジアゾリル基、ピリジル基、ピリダジニル基、ピリミジニル基及びピラジニル基が挙げられる。
群Dより選ばれる1以上の置換基を有していてもよい3-8員非芳香族複素環基としては、例えば下記に示す基(●は、炭素原子との結合位置を表す。)が挙げられる。
The “3-8 membered heterocyclic group” represents a 3-8 membered non-aromatic heterocyclic group or a 5-6 membered aromatic heterocyclic group.
Examples of the 3-8 membered non-aromatic heterocyclic group include aziridinyl group, azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, azacyclooctyl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, Isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, tetrahydropyridazinyl group, hexahydropyridazini Group, tetrahydropyrimidinyl group, hexahydropyrimidinyl group, 1,4-thiazepanyl group and isothiazolidinyl group.
Examples of the 5-6-membered aromatic heterocyclic group include pyrrolyl, furyl, thienyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, thiadiazolyl Group, pyridyl group, pyridazinyl group, pyrimidinyl group and pyrazinyl group.
Examples of the 3-8-membered non-aromatic heterocyclic group optionally having one or more substituents selected from group D include the groups shown below (● represents the bonding position with a carbon atom). Can be mentioned.
「C6-C10アリール基」とは、フェニル基又はナフチル基を表す。
The “C6-C10 aryl group” represents a phenyl group or a naphthyl group.
1個又は複数個の不斉中心を含む本発明化合物には、各々の光学異性体及びそれらが任意の割合で含まれる混合物が含まれる。また、炭素-炭素二重結合、炭素-窒素二重結合、硫黄-酸素結合、硫黄-窒素結合、環状構造等に由来する2種以上の幾何異性体を含む本発明化合物には、各々の幾何異性体及びそれらが任意の割合で含まれる混合物が含まれる。
The compound of the present invention containing one or more asymmetric centers includes each optical isomer and a mixture containing them in an arbitrary ratio. The compounds of the present invention containing two or more geometric isomers derived from carbon-carbon double bonds, carbon-nitrogen double bonds, sulfur-oxygen bonds, sulfur-nitrogen bonds, cyclic structures, etc. Isomers and mixtures containing them in any proportions are included.
本発明化合物は、塩酸、硫酸、硝酸、リン酸、酢酸又は安息香酸等の酸と混合することにより、塩酸塩、硫酸塩、硝酸塩、リン酸塩、酢酸塩及び安息香酸塩等の酸付加塩を形成することがある。
The compound of the present invention is mixed with an acid such as hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, acetic acid or benzoic acid, thereby acid addition salts such as hydrochloride, sulfate, nitrate, phosphate, acetate and benzoate. May form.
本発明化合物の態様としては、以下の化合物が挙げられる。
Examples of the compound of the present invention include the following compounds.
本発明化合物において、ExがE14、E18又はE26である化合物。
本発明化合物において、ExがE14-E26のいずれかである化合物。
本発明化合物において、Axが酸素原子である化合物。
本発明化合物において、Xxが酸素原子である化合物。
本発明化合物において、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、Gxがフェニル基である化合物。 In the present invention compounds, E x is E14, E18 or E26, compound.
A compound of the present invention, wherein E x is any one of E14-E26.
The compound of the present invention, wherein A x is an oxygen atom.
The compound of the present invention, wherein X x is an oxygen atom.
The compound of the present invention, wherein G x is a phenyl group optionally having one or more atoms or groups selected from group L x .
The compound of the present invention, wherein G x is a phenyl group.
本発明化合物において、ExがE14-E26のいずれかである化合物。
本発明化合物において、Axが酸素原子である化合物。
本発明化合物において、Xxが酸素原子である化合物。
本発明化合物において、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、Gxがフェニル基である化合物。 In the present invention compounds, E x is E14, E18 or E26, compound.
A compound of the present invention, wherein E x is any one of E14-E26.
The compound of the present invention, wherein A x is an oxygen atom.
The compound of the present invention, wherein X x is an oxygen atom.
The compound of the present invention, wherein G x is a phenyl group optionally having one or more atoms or groups selected from group L x .
The compound of the present invention, wherein G x is a phenyl group.
本発明化合物において、Axが酸素原子であり、Xxが酸素原子である化合物。
本発明化合物において、ExがE14、E18又はE26であり、Axが酸素原子であり、Xxが酸素原子である化合物。
本発明化合物において、ExがE14、E18又はE26であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、ExがE14、E18又はE26であり、Gxがフェニル基である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Axが酸素原子であり、Xxが酸素原子である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Gxがフェニル基である化合物。 The compound of the present invention, wherein A x is an oxygen atom and X x is an oxygen atom.
The compound of the present invention, wherein E x is E14, E18 or E26, A x is an oxygen atom, and X x is an oxygen atom.
In the compounds of the present invention, E x is E14, E18 or E26, and G x is a phenyl group which may have one or more atoms or groups selected from group L x .
In the compound of the present invention, E x is E14, E18 or E26, and G x is a phenyl group.
The compound of the present invention, wherein E x is any one of E14 to E26, A x is an oxygen atom, and X x is an oxygen atom.
The compound of the present invention, wherein E x is any one of E14 to E26 and G x is a phenyl group optionally having one or more atoms or groups selected from group L x .
The compound of the present invention, wherein E x is any one of E14-E26 and G x is a phenyl group.
本発明化合物において、ExがE14、E18又はE26であり、Axが酸素原子であり、Xxが酸素原子である化合物。
本発明化合物において、ExがE14、E18又はE26であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、ExがE14、E18又はE26であり、Gxがフェニル基である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Axが酸素原子であり、Xxが酸素原子である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Gxがフェニル基である化合物。 The compound of the present invention, wherein A x is an oxygen atom and X x is an oxygen atom.
The compound of the present invention, wherein E x is E14, E18 or E26, A x is an oxygen atom, and X x is an oxygen atom.
In the compounds of the present invention, E x is E14, E18 or E26, and G x is a phenyl group which may have one or more atoms or groups selected from group L x .
In the compound of the present invention, E x is E14, E18 or E26, and G x is a phenyl group.
The compound of the present invention, wherein E x is any one of E14 to E26, A x is an oxygen atom, and X x is an oxygen atom.
The compound of the present invention, wherein E x is any one of E14 to E26 and G x is a phenyl group optionally having one or more atoms or groups selected from group L x .
The compound of the present invention, wherein E x is any one of E14-E26 and G x is a phenyl group.
本発明化合物において、Axが酸素原子であり、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、Axが酸素原子であり、Xxが酸素原子であり、Gxがフェニル基である化合物。 The compound of the present invention, wherein A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group optionally having one or more atoms or groups selected from the group L x .
The compound of the present invention, wherein A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group.
本発明化合物において、Axが酸素原子であり、Xxが酸素原子であり、Gxがフェニル基である化合物。 The compound of the present invention, wherein A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group optionally having one or more atoms or groups selected from the group L x .
The compound of the present invention, wherein A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group.
本発明化合物において、ExがE14、E18又はE26であり、Axが酸素原子であり、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Axが酸素原子であり、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、ExがE14、E18又はE26であり、Axが酸素原子であり、Xxが酸素原子であり、Gxがフェニル基である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Axが酸素原子であり、Xxが酸素原子であり、Gxがフェニル基である化合物。 In the compound of the present invention, E x is E14, E18 or E26, A x is an oxygen atom, X x is an oxygen atom, and G x has one or more atoms or groups selected from the group L x A compound that is an optionally substituted phenyl group.
In the compound of the present invention, E x is any one of E14 to E26, A x is an oxygen atom, X x is an oxygen atom, and G x has one or more atoms or groups selected from the group L x. The compound which is the phenyl group which may be carried out.
In the compound of the present invention, E x is E14, E18 or E26, A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group.
In the compound of the present invention, E x is any one of E14 to E26, A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group.
本発明化合物において、ExがE14-E26のいずれかであり、Axが酸素原子であり、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基である化合物。
本発明化合物において、ExがE14、E18又はE26であり、Axが酸素原子であり、Xxが酸素原子であり、Gxがフェニル基である化合物。
本発明化合物において、ExがE14-E26のいずれかであり、Axが酸素原子であり、Xxが酸素原子であり、Gxがフェニル基である化合物。 In the compound of the present invention, E x is E14, E18 or E26, A x is an oxygen atom, X x is an oxygen atom, and G x has one or more atoms or groups selected from the group L x A compound that is an optionally substituted phenyl group.
In the compound of the present invention, E x is any one of E14 to E26, A x is an oxygen atom, X x is an oxygen atom, and G x has one or more atoms or groups selected from the group L x. The compound which is the phenyl group which may be carried out.
In the compound of the present invention, E x is E14, E18 or E26, A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group.
In the compound of the present invention, E x is any one of E14 to E26, A x is an oxygen atom, X x is an oxygen atom, and G x is a phenyl group.
[態様1]本発明化合物において、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様2]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様3]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様4]本発明化合物において、Exがピロリジニル基{該ピロリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様5]本発明化合物において、Exがピペリジニル基{該ピペリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様6]本発明化合物において、Exがモルホリノ基{該モルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様7]本発明化合物において、Exがチオモルホリノ基{該チオモルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様8]本発明化合物において、Exがピペラジニル基{該ピペラジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様9]本発明化合物において、Exがオキサゾリジニル基{該オキサゾリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様10]本発明化合物において、Exがチアゾリジニル基{該チアゾリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。 In [embodiment 1] The present invention compounds, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are group D x Has one or more substituents selected from It may also be, may further have one substituent selected from the group E x. } The compound which is.
[Aspect 2] In the compound of the present invention, E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group {the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x And may further have one substituent selected from the group E x . } The compound which is.
[Aspect 3] In the compound of the present invention, E x is a pyrrolidinyl group or piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one or more substituents selected from group D x, and are selected from group E x It may further have one substituent. } The compound which is.
[Aspect 4] In the compound of the present invention, E x is a pyrrolidinyl group (the pyrrolidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added). You may have. } The compound which is.
[Aspect 5] In the compound of the present invention, E x is a piperidinyl group (the piperidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added). You may have. } The compound which is.
[Aspect 6] In the compound of the present invention, E x is a morpholino group (the morpholino group may have one or more substituents selected from group D x, and further includes one substituent selected from group E x You may have. } The compound which is.
[Aspect 7] In the compound of the present invention, E x is a thiomorpholino group (the thiomorpholino group may have one or more substituents selected from group D x , and one substituent selected from group E x May further be included. } The compound which is.
[Aspect 8] In the compound of the present invention, E x is a piperazinyl group (the piperazinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added. You may have. } The compound which is.
[Embodiment 9] In the compound of the present invention, E x is an oxazolidinyl group (the oxazolidinyl group may have one or more substituents selected from group D x, and further includes one substituent selected from group E x You may have. } The compound which is.
[Aspect 10] In the compound of the present invention, E x is a thiazolidinyl group (the thiazolidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added. You may have. } The compound which is.
[態様2]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様3]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様4]本発明化合物において、Exがピロリジニル基{該ピロリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様5]本発明化合物において、Exがピペリジニル基{該ピペリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様6]本発明化合物において、Exがモルホリノ基{該モルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様7]本発明化合物において、Exがチオモルホリノ基{該チオモルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様8]本発明化合物において、Exがピペラジニル基{該ピペラジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様9]本発明化合物において、Exがオキサゾリジニル基{該オキサゾリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。
[態様10]本発明化合物において、Exがチアゾリジニル基{該チアゾリジニル基は群Dxより選ばれる1以上の置換基を有していてもよく、群Exより選ばれる1つの置換基をさらに有していてもよい。}である化合物。 In [embodiment 1] The present invention compounds, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are group D x Has one or more substituents selected from It may also be, may further have one substituent selected from the group E x. } The compound which is.
[Aspect 2] In the compound of the present invention, E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group {the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x And may further have one substituent selected from the group E x . } The compound which is.
[Aspect 3] In the compound of the present invention, E x is a pyrrolidinyl group or piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one or more substituents selected from group D x, and are selected from group E x It may further have one substituent. } The compound which is.
[Aspect 4] In the compound of the present invention, E x is a pyrrolidinyl group (the pyrrolidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added). You may have. } The compound which is.
[Aspect 5] In the compound of the present invention, E x is a piperidinyl group (the piperidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added). You may have. } The compound which is.
[Aspect 6] In the compound of the present invention, E x is a morpholino group (the morpholino group may have one or more substituents selected from group D x, and further includes one substituent selected from group E x You may have. } The compound which is.
[Aspect 7] In the compound of the present invention, E x is a thiomorpholino group (the thiomorpholino group may have one or more substituents selected from group D x , and one substituent selected from group E x May further be included. } The compound which is.
[Aspect 8] In the compound of the present invention, E x is a piperazinyl group (the piperazinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added. You may have. } The compound which is.
[Embodiment 9] In the compound of the present invention, E x is an oxazolidinyl group (the oxazolidinyl group may have one or more substituents selected from group D x, and further includes one substituent selected from group E x You may have. } The compound which is.
[Aspect 10] In the compound of the present invention, E x is a thiazolidinyl group (the thiazolidinyl group may have one or more substituents selected from group D x, and one substituent selected from group E x is further added. You may have. } The compound which is.
[態様11]本発明化合物において、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は群Dxより選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様12]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様13]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は群Dxより選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様14]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいピロリジニル基である化合物。
[態様15]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいピペリジニル基である化合物。
[態様16]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいモルホリノ基である化合物。
[態様17]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいチオモルホリノ基である化合物。
[態様18]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいピペラジニル基である化合物。
[態様19]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様20]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいチアゾリジニル基である化合物。 In Aspect 11] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are group D x One or more substituents selected from You may have. } The compound which is.
[Aspect 12] In the compound of the present invention, E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group {the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x It may have one or more substituents. } The compound which is.
[Aspect 13] In the compound of the present invention, E x may have a pyrrolidinyl group or a piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one or more substituents selected from the group D x . } The compound which is.
[Aspect 14] A compound in which E x is a pyrrolidinyl group optionally having one or more substituents selected from group D x in the compound of the present invention.
[Aspect 15] A compound in which E x is a piperidinyl group optionally having one or more substituents selected from group D x in the compound of the present invention.
[Aspect 16] A compound of the present invention, wherein E x is a morpholino group optionally having one or more substituents selected from group D x .
[Aspect 17] A compound in which E x is a thiomorpholino group optionally having one or more substituents selected from group D x in the compound of the present invention.
[Aspect 18] A compound according to the present invention, wherein E x is a piperazinyl group optionally having one or more substituents selected from group D x .
[Aspect 19] A compound according to the present invention, wherein E x is an oxazolidinyl group optionally having one or more substituents selected from group D x .
[Aspect 20] A compound of the present invention, wherein E x is a thiazolidinyl group optionally having one or more substituents selected from group D x .
[態様12]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は群Dxより選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様13]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は群Dxより選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様14]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいピロリジニル基である化合物。
[態様15]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいピペリジニル基である化合物。
[態様16]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいモルホリノ基である化合物。
[態様17]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいチオモルホリノ基である化合物。
[態様18]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいピペラジニル基である化合物。
[態様19]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様20]本発明化合物において、Exが群Dxより選ばれる1以上の置換基を有していてもよいチアゾリジニル基である化合物。 In Aspect 11] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are group D x One or more substituents selected from You may have. } The compound which is.
[Aspect 12] In the compound of the present invention, E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group {the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x It may have one or more substituents. } The compound which is.
[Aspect 13] In the compound of the present invention, E x may have a pyrrolidinyl group or a piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one or more substituents selected from the group D x . } The compound which is.
[Aspect 14] A compound in which E x is a pyrrolidinyl group optionally having one or more substituents selected from group D x in the compound of the present invention.
[Aspect 15] A compound in which E x is a piperidinyl group optionally having one or more substituents selected from group D x in the compound of the present invention.
[Aspect 16] A compound of the present invention, wherein E x is a morpholino group optionally having one or more substituents selected from group D x .
[Aspect 17] A compound in which E x is a thiomorpholino group optionally having one or more substituents selected from group D x in the compound of the present invention.
[Aspect 18] A compound according to the present invention, wherein E x is a piperazinyl group optionally having one or more substituents selected from group D x .
[Aspect 19] A compound according to the present invention, wherein E x is an oxazolidinyl group optionally having one or more substituents selected from group D x .
[Aspect 20] A compound of the present invention, wherein E x is a thiazolidinyl group optionally having one or more substituents selected from group D x .
[態様21]本発明化合物において、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は群Dxより選ばれる1の置換基を有していてもよい。}である化合物。
[態様22]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は群Dxより選ばれる1の置換基を有していてもよい。}である化合物。
[態様23]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は群Dxより選ばれる1の置換基を有していてもよい。}である化合物。
[態様24]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいピロリジニル基である化合物。
[態様25]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいピペリジニル基である化合物。
[態様26]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいモルホリノ基である化合物。
[態様27]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいチオモルホリノ基である化合物。
[態様28]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいピペラジニル基である化合物。
[態様29]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様30]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいチアゾリジニル基である化合物。 In Aspect 21] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are group D x Having one substituent selected from It may be. } The compound which is.
[Aspect 22] In the compound of the present invention, E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group {the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x It may have one substituent. } The compound which is.
[Aspect 23] In the compound of the present invention, E x may have a pyrrolidinyl group or a piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one substituent selected from the group D x . } The compound which is.
[Aspect 24] A compound of the present invention, wherein E x is a pyrrolidinyl group optionally having one substituent selected from group D x .
[Aspect 25] A compound of the present invention, wherein E x is a piperidinyl group optionally having one substituent selected from group D x .
[Aspect 26] A compound according to the present invention, wherein E x is a morpholino group optionally having one substituent selected from group D x .
[Aspect 27] A compound of the present invention, wherein E x is a thiomorpholino group optionally having one substituent selected from group D x .
[Aspect 28] A compound of the present invention, wherein E x is a piperazinyl group optionally having one substituent selected from group D x .
[Aspect 29] A compound according to the present invention, wherein E x is an oxazolidinyl group optionally having one substituent selected from group D x .
[Aspect 30] A compound according to the present invention, wherein E x is a thiazolidinyl group optionally having one substituent selected from group D x .
[態様22]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は群Dxより選ばれる1の置換基を有していてもよい。}である化合物。
[態様23]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は群Dxより選ばれる1の置換基を有していてもよい。}である化合物。
[態様24]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいピロリジニル基である化合物。
[態様25]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいピペリジニル基である化合物。
[態様26]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいモルホリノ基である化合物。
[態様27]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいチオモルホリノ基である化合物。
[態様28]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいピペラジニル基である化合物。
[態様29]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様30]本発明化合物において、Exが群Dxより選ばれる1の置換基を有していてもよいチアゾリジニル基である化合物。 In Aspect 21] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are group D x Having one substituent selected from It may be. } The compound which is.
[Aspect 22] In the compound of the present invention, E x is a pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group or thiomorpholino group {the pyrrolidinyl group, piperidinyl group, piperazinyl group, morpholino group and thiomorpholino group are selected from group D x It may have one substituent. } The compound which is.
[Aspect 23] In the compound of the present invention, E x may have a pyrrolidinyl group or a piperidinyl group (the pyrrolidinyl group and piperidinyl group may have one substituent selected from the group D x . } The compound which is.
[Aspect 24] A compound of the present invention, wherein E x is a pyrrolidinyl group optionally having one substituent selected from group D x .
[Aspect 25] A compound of the present invention, wherein E x is a piperidinyl group optionally having one substituent selected from group D x .
[Aspect 26] A compound according to the present invention, wherein E x is a morpholino group optionally having one substituent selected from group D x .
[Aspect 27] A compound of the present invention, wherein E x is a thiomorpholino group optionally having one substituent selected from group D x .
[Aspect 28] A compound of the present invention, wherein E x is a piperazinyl group optionally having one substituent selected from group D x .
[Aspect 29] A compound according to the present invention, wherein E x is an oxazolidinyl group optionally having one substituent selected from group D x .
[Aspect 30] A compound according to the present invention, wherein E x is a thiazolidinyl group optionally having one substituent selected from group D x .
[態様31]本発明化合物において、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様32]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様33]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様34]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいピロリジニル基である化合物。
[態様35]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいピペリジニル基である化合物。
[態様36]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいモルホリノ基である化合物。
[態様37]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいチオモルホリノ基である化合物。
[態様38]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいピペラジニル基である化合物。
[態様39]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様40]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいチアゾリジニル基である化合物。 In [Embodiment 31] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are phenyl groups Have a phenyl group It may have one or more substituent selected from the group consisting of or C1-C3 alkyl group and the group B x with. } The compound which is.
In Aspect 32] The compound of the present invention, E x is a pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group or a thiomorpholino group {said pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group and a thiomorpholino group, a phenyl group, a phenyl it may have one or more substituents selected from the group consisting of optionally C1-C3 may be alkyl groups and the group B x has a group. } The compound which is.
[Aspect 33] In the compound of the present invention, E x is a pyrrolidinyl group or piperidinyl group (the pyrrolidinyl group and piperidinyl group are a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and a group consisting of group B x It may have one or more substituents selected. } The compound which is.
[Aspect 34] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good pyrrolidinyl group.
[Aspect 35] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good piperidinyl group.
[Aspect 36] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good morpholino group.
[Aspect 37] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good thiomorpholino group.
[Aspect 38] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good piperazinyl group.
[Aspect 39] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good oxazolidinyl group.
[Aspect 40] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good thiazolidinyl group.
[態様32]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様33]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよい。}である化合物。
[態様34]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいピロリジニル基である化合物。
[態様35]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいピペリジニル基である化合物。
[態様36]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいモルホリノ基である化合物。
[態様37]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいチオモルホリノ基である化合物。
[態様38]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいピペラジニル基である化合物。
[態様39]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様40]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1以上の置換基を有していてもよいチアゾリジニル基である化合物。 In [Embodiment 31] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are phenyl groups Have a phenyl group It may have one or more substituent selected from the group consisting of or C1-C3 alkyl group and the group B x with. } The compound which is.
In Aspect 32] The compound of the present invention, E x is a pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group or a thiomorpholino group {said pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group and a thiomorpholino group, a phenyl group, a phenyl it may have one or more substituents selected from the group consisting of optionally C1-C3 may be alkyl groups and the group B x has a group. } The compound which is.
[Aspect 33] In the compound of the present invention, E x is a pyrrolidinyl group or piperidinyl group (the pyrrolidinyl group and piperidinyl group are a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and a group consisting of group B x It may have one or more substituents selected. } The compound which is.
[Aspect 34] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good pyrrolidinyl group.
[Aspect 35] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good piperidinyl group.
[Aspect 36] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good morpholino group.
[Aspect 37] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good thiomorpholino group.
[Aspect 38] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good piperazinyl group.
[Aspect 39] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good oxazolidinyl group.
[Aspect 40] In the compound of the present invention, E x has a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one or more substituents selected from the group consisting of group B x. A compound that is a good thiazolidinyl group.
[態様41]本発明化合物において、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよい。}である化合物。
[態様42]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよい。}である化合物。
[態様43]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよい。}である化合物。
[態様44]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいピロリジニル基である化合物。
[態様45]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいピペリジニル基である化合物。
[態様46]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいモルホリノ基である化合物。
[態様47]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいチオモルホリノ基である化合物。
[態様48]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいピペラジニル基である化合物。
[態様49]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様50]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいチアゾリジニル基である化合物。 In Aspect 41] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are phenyl groups Have a phenyl group It may have one substituent group selected from the group consisting of or C1-C3 alkyl group and the group B x with. } The compound which is.
In Aspect 42] The compound of the present invention, E x is a pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group or a thiomorpholino group {said pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group and a thiomorpholino group, a phenyl group, a phenyl it may have one substituent chosen from the group consisting of may also be C1-C3 alkyl group and the group B x have group. } The compound which is.
[Aspect 43] In the compound of the present invention, E x is a pyrrolidinyl group or a piperidinyl group {the pyrrolidinyl group and piperidinyl group are a phenyl group, a C1-C3 alkyl group optionally having a phenyl group, and a group consisting of group B x You may have 1 substituent chosen from more. } The compound which is.
[Aspect 44] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good pyrrolidinyl group.
[Aspect 45] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good piperidinyl group.
[Aspect 46] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good morpholino group.
[Aspect 47] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good thiomorpholino group.
[Aspect 48] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good piperazinyl group.
[Aspect 49] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good oxazolidinyl group.
[Aspect 50] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good thiazolidinyl group.
[態様42]本発明化合物において、Exがピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基又はチオモルホリノ基{該ピロリジニル基、ピペリジニル基、ピペラジニル基、モルホリノ基及びチオモルホリノ基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよい。}である化合物。
[態様43]本発明化合物において、Exがピロリジニル基又はピペリジニル基{該ピロリジニル基及びピペリジニル基は、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよい。}である化合物。
[態様44]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいピロリジニル基である化合物。
[態様45]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいピペリジニル基である化合物。
[態様46]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいモルホリノ基である化合物。
[態様47]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいチオモルホリノ基である化合物。
[態様48]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいピペラジニル基である化合物。
[態様49]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいオキサゾリジニル基である化合物。
[態様50]本発明化合物において、Exが、フェニル基、フェニル基を有していてもよいC1-C3アルキル基及び群Bxからなる群より選ばれる1の置換基を有していてもよいチアゾリジニル基である化合物。 In Aspect 41] The compound of the present invention, E x is azetidinyl, pyrrolidinyl, piperidinyl, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, a morpholino group, Thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group and hexahydropyridazinyl group are phenyl groups Have a phenyl group It may have one substituent group selected from the group consisting of or C1-C3 alkyl group and the group B x with. } The compound which is.
In Aspect 42] The compound of the present invention, E x is a pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group or a thiomorpholino group {said pyrrolidinyl group, a piperidinyl group, a piperazinyl group, a morpholino group and a thiomorpholino group, a phenyl group, a phenyl it may have one substituent chosen from the group consisting of may also be C1-C3 alkyl group and the group B x have group. } The compound which is.
[Aspect 43] In the compound of the present invention, E x is a pyrrolidinyl group or a piperidinyl group {the pyrrolidinyl group and piperidinyl group are a phenyl group, a C1-C3 alkyl group optionally having a phenyl group, and a group consisting of group B x You may have 1 substituent chosen from more. } The compound which is.
[Aspect 44] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good pyrrolidinyl group.
[Aspect 45] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good piperidinyl group.
[Aspect 46] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good morpholino group.
[Aspect 47] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good thiomorpholino group.
[Aspect 48] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good piperazinyl group.
[Aspect 49] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group optionally having phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good oxazolidinyl group.
[Aspect 50] In the compound of the present invention, E x may have a phenyl group, a C1-C3 alkyl group which may have a phenyl group, and one substituent selected from the group consisting of group B x. A compound that is a good thiazolidinyl group.
[態様51]態様1~50いずれかにおいて、AxがNR12x又は酸素原子である化合物。
[態様52]態様1~50いずれかにおいて、Axが酸素原子である化合物。
[態様53]態様1~50いずれかにおいて、Xxが酸素原子である化合物。
[態様54]態様1~50いずれかにおいて、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様55]態様1~50いずれかにおいて、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様56]態様1~50いずれかにおいて、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様57]態様1~50いずれかにおいて、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 51] A compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom.
[Aspect 52] The compound according to any one of Aspects 1 to 50, wherein A x is an oxygen atom.
[Aspect 53] The compound according to any one of Aspects 1 to 50, wherein X x is an oxygen atom.
[Aspect 54] In any one of aspects 1 to 50, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is a para group with respect to the oxadiazole ring. A compound that binds to the meta or meta position.
[Aspect 55] In any one of aspects 1 to 50, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is a para group with respect to the oxadiazole ring. A compound that binds to a position.
[Aspect 56] The compound according to any one of aspects 1 to 50, wherein G x is a phenyl group, and A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
[Aspect 57] The compound according to any one of aspects 1 to 50, wherein G x is a phenyl group and A x is bonded to the para-position relative to the oxadiazole ring.
[態様52]態様1~50いずれかにおいて、Axが酸素原子である化合物。
[態様53]態様1~50いずれかにおいて、Xxが酸素原子である化合物。
[態様54]態様1~50いずれかにおいて、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様55]態様1~50いずれかにおいて、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様56]態様1~50いずれかにおいて、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様57]態様1~50いずれかにおいて、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 51] A compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom.
[Aspect 52] The compound according to any one of Aspects 1 to 50, wherein A x is an oxygen atom.
[Aspect 53] The compound according to any one of Aspects 1 to 50, wherein X x is an oxygen atom.
[Aspect 54] In any one of aspects 1 to 50, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is a para group with respect to the oxadiazole ring. A compound that binds to the meta or meta position.
[Aspect 55] In any one of aspects 1 to 50, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is a para group with respect to the oxadiazole ring. A compound that binds to a position.
[Aspect 56] The compound according to any one of aspects 1 to 50, wherein G x is a phenyl group, and A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
[Aspect 57] The compound according to any one of aspects 1 to 50, wherein G x is a phenyl group and A x is bonded to the para-position relative to the oxadiazole ring.
[態様58]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Xxが酸素原子である化合物。
[態様59]態様1~50いずれかにおいて、Axが酸素原子であり、Xxが酸素原子である化合物。 [Aspect 58] The compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, and X x is an oxygen atom.
In one Aspect 59] Embodiment 1 ~ 50, A x is an oxygen atom, and X x is an oxygen atom.
[態様59]態様1~50いずれかにおいて、Axが酸素原子であり、Xxが酸素原子である化合物。 [Aspect 58] The compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, and X x is an oxygen atom.
In one Aspect 59] Embodiment 1 ~ 50, A x is an oxygen atom, and X x is an oxygen atom.
[態様60]態様1~50いずれかにおいて、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様61]態様1~50いずれかにおいて、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様62]態様1~50いずれかにおいて、Xxが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様63]態様1~50いずれかにおいて、Xxが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 60] In any one of aspects 1 to 50, X x is an oxygen atom, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is A compound bonded to the para-position or meta-position with respect to the oxadiazole ring.
[Aspect 61] In any one of Aspects 1 to 50, X x is an oxygen atom, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is A compound bonded to the para position relative to the oxadiazole ring.
[Aspect 62] The compound according to any one of aspects 1 to 50, wherein X x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
[Aspect 63] The compound according to any one of Aspects 1 to 50, wherein X x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[態様61]態様1~50いずれかにおいて、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様62]態様1~50いずれかにおいて、Xxが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様63]態様1~50いずれかにおいて、Xxが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 60] In any one of aspects 1 to 50, X x is an oxygen atom, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is A compound bonded to the para-position or meta-position with respect to the oxadiazole ring.
[Aspect 61] In any one of Aspects 1 to 50, X x is an oxygen atom, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is A compound bonded to the para position relative to the oxadiazole ring.
[Aspect 62] The compound according to any one of aspects 1 to 50, wherein X x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
[Aspect 63] The compound according to any one of Aspects 1 to 50, wherein X x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[態様64]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様65]態様1~50いずれかにおいて、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様66]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様67]態様1~50いずれかにおいて、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様68]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様69]態様1~50いずれかにおいて、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様70]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様71]態様1~50いずれかにおいて、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 64] In any one of Aspects 1 to 50, A x is NR 12x or an oxygen atom, and G x is a phenyl group optionally having one or more atoms or groups selected from group L x , A compound in which A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
[Aspect 65] In any one of Aspects 1 to 50, A x is an oxygen atom, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is A compound bonded to the para-position or meta-position with respect to the oxadiazole ring.
[Aspect 66] In any one of Aspects 1 to 50, A x is NR 12x or an oxygen atom, and G x is a phenyl group optionally having one or more atoms or groups selected from group L x , A compound in which A x is bonded to the para-position relative to the oxadiazole ring.
[Aspect 67] In any one of aspects 1 to 50, A x is an oxygen atom, G x is a phenyl group which may have one or more atoms or groups selected from group L x , and A x is A compound bonded to the para position relative to the oxadiazole ring.
[Aspect 68] A compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is bonded to the para position or the meta position with respect to the oxadiazole ring. .
[Embodiment 69] The compound according to any one of Embodiments 1 to 50, wherein A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position or the meta position with respect to the oxadiazole ring.
[Aspect 70] The compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[Aspect 71] The compound according to any one of Aspects 1 to 50, wherein A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[態様65]態様1~50いずれかにおいて、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様66]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様67]態様1~50いずれかにおいて、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様68]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様69]態様1~50いずれかにおいて、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様70]態様1~50いずれかにおいて、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様71]態様1~50いずれかにおいて、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 64] In any one of Aspects 1 to 50, A x is NR 12x or an oxygen atom, and G x is a phenyl group optionally having one or more atoms or groups selected from group L x , A compound in which A x is bonded to the para-position or the meta-position with respect to the oxadiazole ring.
[Aspect 65] In any one of Aspects 1 to 50, A x is an oxygen atom, G x is a phenyl group optionally having one or more atoms or groups selected from group L x , and A x is A compound bonded to the para-position or meta-position with respect to the oxadiazole ring.
[Aspect 66] In any one of Aspects 1 to 50, A x is NR 12x or an oxygen atom, and G x is a phenyl group optionally having one or more atoms or groups selected from group L x , A compound in which A x is bonded to the para-position relative to the oxadiazole ring.
[Aspect 67] In any one of aspects 1 to 50, A x is an oxygen atom, G x is a phenyl group which may have one or more atoms or groups selected from group L x , and A x is A compound bonded to the para position relative to the oxadiazole ring.
[Aspect 68] A compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is bonded to the para position or the meta position with respect to the oxadiazole ring. .
[Embodiment 69] The compound according to any one of Embodiments 1 to 50, wherein A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position or the meta position with respect to the oxadiazole ring.
[Aspect 70] The compound according to any one of Aspects 1 to 50, wherein A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[Aspect 71] The compound according to any one of Aspects 1 to 50, wherein A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[態様72]態様1~50いずれかにおいて、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様73]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様74]態様1~50いずれかにおいて、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様75]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様76]態様1~50いずれかにおいて、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様77]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様78]態様1~50いずれかにおいて、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様79]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 72] In any one of Aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, and G x has one or more atoms or groups selected from group L x. A compound in which A x is bonded to the para or meta position relative to the oxadiazole ring.
[Aspect 73] In any one of Aspects 1 to 50, X x may be an oxygen atom, A x may be an oxygen atom, and G x may have one or more atoms or groups selected from group L x. A compound which is a phenyl group and in which A x is bonded to a para position or a meta position with respect to an oxadiazole ring.
[Aspect 74] In any one of aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, and G x has one or more atoms or groups selected from group L x. A compound in which A x is bonded to the para position relative to the oxadiazole ring.
[Aspect 75] In any one of aspects 1 to 50, X x may be an oxygen atom, A x may be an oxygen atom, and G x may have one or more atoms or groups selected from the group L x. A compound which is a phenyl group and A x is bonded to the para position with respect to the oxadiazole ring.
[Aspect 76] In any one of Aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is a para group relative to the oxadiazole ring. A compound that binds to the meta or meta position.
In one Aspect 77] Embodiment 1 ~ 50, X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, para or meta A x is relative to the oxadiazole ring A compound that binds to a position.
[Aspect 78] In any one of Aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is para to the oxadiazole ring. A compound that binds to a position.
[Aspect 79] In any one of aspects 1 to 50, X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring. Compound.
[態様73]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様74]態様1~50いずれかにおいて、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様75]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxが群Lxから選ばれる1以上の原子又は基を有していてもよいフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様76]態様1~50いずれかにおいて、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様77]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様78]態様1~50いずれかにおいて、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様79]態様1~50いずれかにおいて、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 72] In any one of Aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, and G x has one or more atoms or groups selected from group L x. A compound in which A x is bonded to the para or meta position relative to the oxadiazole ring.
[Aspect 73] In any one of Aspects 1 to 50, X x may be an oxygen atom, A x may be an oxygen atom, and G x may have one or more atoms or groups selected from group L x. A compound which is a phenyl group and in which A x is bonded to a para position or a meta position with respect to an oxadiazole ring.
[Aspect 74] In any one of aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, and G x has one or more atoms or groups selected from group L x. A compound in which A x is bonded to the para position relative to the oxadiazole ring.
[Aspect 75] In any one of aspects 1 to 50, X x may be an oxygen atom, A x may be an oxygen atom, and G x may have one or more atoms or groups selected from the group L x. A compound which is a phenyl group and A x is bonded to the para position with respect to the oxadiazole ring.
[Aspect 76] In any one of Aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is a para group relative to the oxadiazole ring. A compound that binds to the meta or meta position.
In one Aspect 77] Embodiment 1 ~ 50, X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, para or meta A x is relative to the oxadiazole ring A compound that binds to a position.
[Aspect 78] In any one of Aspects 1 to 50, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is para to the oxadiazole ring. A compound that binds to a position.
[Aspect 79] In any one of aspects 1 to 50, X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring. Compound.
[態様80]本発明化合物において、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様81]本発明化合物において、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様82]本発明化合物において、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様83]本発明化合物において、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 80] In the compound of the present invention, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is in a para-position or meta to the oxadiazole ring. A compound that binds to a position.
[Aspect 81] In the compound of the present invention, X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position or the meta position with respect to the oxadiazole ring. Compound.
[Aspect 82] In the compound of the present invention, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring. Compound.
[Aspect 83] A compound of the present invention, wherein X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[態様81]本発明化合物において、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位又はメタ位に結合する化合物。
[態様82]本発明化合物において、Xxが酸素原子であり、AxがNR12x又は酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。
[態様83]本発明化合物において、Xxが酸素原子であり、Axが酸素原子であり、Gxがフェニル基であり、Axがオキサジアゾール環に対してパラ位に結合する化合物。 [Aspect 80] In the compound of the present invention, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is in a para-position or meta to the oxadiazole ring. A compound that binds to a position.
[Aspect 81] In the compound of the present invention, X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position or the meta position with respect to the oxadiazole ring. Compound.
[Aspect 82] In the compound of the present invention, X x is an oxygen atom, A x is NR 12x or an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring. Compound.
[Aspect 83] A compound of the present invention, wherein X x is an oxygen atom, A x is an oxygen atom, G x is a phenyl group, and A x is bonded to the para position with respect to the oxadiazole ring.
[態様84]本発明化合物において、Gxがベンゼン環であり、Axが酸素原子であり、Xxが酸素原子であり、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は、1以上のハロゲン原子又はフェニル基を有していてもよいC1-C6アルキル基、オキソ基、(C1-C6アルコキシ)カルボニル基、ヒドロキシ基、C1-C6アルコキシ基、C1-C3アルキルアミノ基、ジ(C1-C3アルキル)アミノ基、シアノ基及びC1-C6アルコキシイミノ基からなる群より選ばれる1以上の置換基を有していてもよく、フェニル基を1つ有していてもよい。}である化合物。
[Aspect 84] In the compound of the present invention, G x is a benzene ring, A x is an oxygen atom, X x is an oxygen atom, E x is an azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl Group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group Group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2- Oxazinyl group, 1,3-oxazinyl group, piperazinyl And a hexahydropyridazinyl group may have one or more halogen atoms or a phenyl group, a C1-C6 alkyl group, an oxo group, a (C1-C6 alkoxy) carbonyl group, a hydroxy group, a C1-C6 alkoxy group And may have one or more substituents selected from the group consisting of a group, a C1-C3 alkylamino group, a di (C1-C3 alkyl) amino group, a cyano group, and a C1-C6 alkoxyimino group. You may have one. } The compound which is.
[態様85] 本発明防除剤において、式(I)で示される化合物が本発明化合物である防除剤。
[態様86] 本発明防除剤において、式(I)で示される化合物が、[態様1]~[態様84]いずれかに記載の化合物である防除剤。 [Aspect 85] The control agent according to the present invention, wherein the compound represented by the formula (I) is the compound of the present invention.
[Aspect 86] The control agent according to the aspect of the present invention, wherein the compound represented by the formula (I) is the compound according to any one of [Aspect 1] to [Aspect 84].
[態様86] 本発明防除剤において、式(I)で示される化合物が、[態様1]~[態様84]いずれかに記載の化合物である防除剤。 [Aspect 85] The control agent according to the present invention, wherein the compound represented by the formula (I) is the compound of the present invention.
[Aspect 86] The control agent according to the aspect of the present invention, wherein the compound represented by the formula (I) is the compound according to any one of [Aspect 1] to [Aspect 84].
次に、本発明化合物の製造法について説明する。
Next, a method for producing the compound of the present invention will be described.
式(I)で示される化合物は、例えば以下の製造法により製造することができる。
The compound represented by the formula (I) can be produced, for example, by the following production method.
製造法A
式(I)で示される化合物は、式(A1)で示される化合物(以下、化合物(A1)と記す。)と式(A2)で示される化合物(以下、化合物(A2)と記す。)又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
反応は、通常溶媒中で行われる。
反応に用いられる溶媒としては、例えば、ヘキサン、シクロヘキサン、トルエン、キシレン等の炭化水素類(以下、炭化水素類と記す。)、ジエチルエーテル、テトラヒドロフラン、1,4-ジオキサン、エチレングリコ-ルジメチルエ-テル、メチルtert-ブチルエーテル、ジイソプロピルエーテル等のエーテル類(以下、エーテル類と記す。)、クロロホルム、ジクロロメタン、クロロベンゼン等のハロゲン化炭化水素類(以下、ハロゲン化炭化水素類と記す。)、ジメチルホルムアミド、1,3-ジメチル-2-イミダゾリジノン、N-メチルピロリドン等の酸アミド類(以下、酸アミド類と記す。)、酢酸エチル、酢酸メチル等のエステル類(以下、エステル類と記す。)、ジメチルスルホキシド等のスルホキシド類(以下、スルホキシド類と記す。)、アセトニトリル、プロピオニトリル等のニトリル類(以下、ニトリル類と記す。)及びこれらの混合物等が挙げられる。
反応に用いられる塩基としては例えば、トリエチルアミン、ピリジン、2,2’-ビピリジン、ジアザビシクロウンデセン等の有機塩基類(以下、有機塩基類と記す。)、炭酸ナトリウム、炭酸カリウム等の炭酸塩、炭酸水素ナトリウムなどの炭酸水素塩、及びその混合物が挙げられる。
化合物(A2)の塩としては例えば、塩酸塩又は硫酸塩が挙げられる。
反応は通常化合物(A1)1モルに対して、化合物(A2)が1~10モルの割合で、塩基が1~10モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、混合物を有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより、式(I)で示される化合物を単離することができる。
化合物(A1)及び化合物(A2)又はその塩は、公知であるか、公知の方法に準じて製造することができる。 Manufacturing method A
The compound represented by formula (I) is a compound represented by formula (A1) (hereinafter referred to as compound (A1)) and a compound represented by formula (A2) (hereinafter referred to as compound (A2)) or It can be produced by reacting the salt in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
The reaction is usually performed in a solvent.
Examples of the solvent used in the reaction include hydrocarbons such as hexane, cyclohexane, toluene and xylene (hereinafter referred to as hydrocarbons), diethyl ether, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether. , Ethers such as methyl tert-butyl ether and diisopropyl ether (hereinafter referred to as ethers), halogenated hydrocarbons such as chloroform, dichloromethane and chlorobenzene (hereinafter referred to as halogenated hydrocarbons), dimethylformamide, Acid amides such as 1,3-dimethyl-2-imidazolidinone and N-methylpyrrolidone (hereinafter referred to as acid amides), esters such as ethyl acetate and methyl acetate (hereinafter referred to as esters) , Sulfoxides such as dimethyl sulfoxide (hereinafter referred to as "su Referred to as sulfoxide compound.), Nitriles such as acetonitrile and propionitrile (hereinafter, referred to as nitriles.) And mixtures thereof.
Examples of the base used in the reaction include organic bases such as triethylamine, pyridine, 2,2′-bipyridine, diazabicycloundecene (hereinafter referred to as organic bases), carbonates such as sodium carbonate and potassium carbonate. , Bicarbonates such as sodium bicarbonate, and mixtures thereof.
Examples of the salt of compound (A2) include hydrochloride or sulfate.
In the reaction, the compound (A2) is usually used in a proportion of 1 to 10 mol and the base is used in a proportion of 1 to 10 mol with respect to 1 mol of the compound (A1).
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound represented by the formula (I) can be isolated by performing post-treatment operations such as extraction of the mixture with an organic solvent, and drying and concentration of the organic layer.
Compound (A1) and compound (A2) or a salt thereof are known or can be produced according to known methods.
式(I)で示される化合物は、式(A1)で示される化合物(以下、化合物(A1)と記す。)と式(A2)で示される化合物(以下、化合物(A2)と記す。)又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
反応は、通常溶媒中で行われる。
反応に用いられる溶媒としては、例えば、ヘキサン、シクロヘキサン、トルエン、キシレン等の炭化水素類(以下、炭化水素類と記す。)、ジエチルエーテル、テトラヒドロフラン、1,4-ジオキサン、エチレングリコ-ルジメチルエ-テル、メチルtert-ブチルエーテル、ジイソプロピルエーテル等のエーテル類(以下、エーテル類と記す。)、クロロホルム、ジクロロメタン、クロロベンゼン等のハロゲン化炭化水素類(以下、ハロゲン化炭化水素類と記す。)、ジメチルホルムアミド、1,3-ジメチル-2-イミダゾリジノン、N-メチルピロリドン等の酸アミド類(以下、酸アミド類と記す。)、酢酸エチル、酢酸メチル等のエステル類(以下、エステル類と記す。)、ジメチルスルホキシド等のスルホキシド類(以下、スルホキシド類と記す。)、アセトニトリル、プロピオニトリル等のニトリル類(以下、ニトリル類と記す。)及びこれらの混合物等が挙げられる。
反応に用いられる塩基としては例えば、トリエチルアミン、ピリジン、2,2’-ビピリジン、ジアザビシクロウンデセン等の有機塩基類(以下、有機塩基類と記す。)、炭酸ナトリウム、炭酸カリウム等の炭酸塩、炭酸水素ナトリウムなどの炭酸水素塩、及びその混合物が挙げられる。
化合物(A2)の塩としては例えば、塩酸塩又は硫酸塩が挙げられる。
反応は通常化合物(A1)1モルに対して、化合物(A2)が1~10モルの割合で、塩基が1~10モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、混合物を有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより、式(I)で示される化合物を単離することができる。
化合物(A1)及び化合物(A2)又はその塩は、公知であるか、公知の方法に準じて製造することができる。 Manufacturing method A
The compound represented by formula (I) is a compound represented by formula (A1) (hereinafter referred to as compound (A1)) and a compound represented by formula (A2) (hereinafter referred to as compound (A2)) or It can be produced by reacting the salt in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
The reaction is usually performed in a solvent.
Examples of the solvent used in the reaction include hydrocarbons such as hexane, cyclohexane, toluene and xylene (hereinafter referred to as hydrocarbons), diethyl ether, tetrahydrofuran, 1,4-dioxane, ethylene glycol dimethyl ether. , Ethers such as methyl tert-butyl ether and diisopropyl ether (hereinafter referred to as ethers), halogenated hydrocarbons such as chloroform, dichloromethane and chlorobenzene (hereinafter referred to as halogenated hydrocarbons), dimethylformamide, Acid amides such as 1,3-dimethyl-2-imidazolidinone and N-methylpyrrolidone (hereinafter referred to as acid amides), esters such as ethyl acetate and methyl acetate (hereinafter referred to as esters) , Sulfoxides such as dimethyl sulfoxide (hereinafter referred to as "su Referred to as sulfoxide compound.), Nitriles such as acetonitrile and propionitrile (hereinafter, referred to as nitriles.) And mixtures thereof.
Examples of the base used in the reaction include organic bases such as triethylamine, pyridine, 2,2′-bipyridine, diazabicycloundecene (hereinafter referred to as organic bases), carbonates such as sodium carbonate and potassium carbonate. , Bicarbonates such as sodium bicarbonate, and mixtures thereof.
Examples of the salt of compound (A2) include hydrochloride or sulfate.
In the reaction, the compound (A2) is usually used in a proportion of 1 to 10 mol and the base is used in a proportion of 1 to 10 mol with respect to 1 mol of the compound (A1).
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound represented by the formula (I) can be isolated by performing post-treatment operations such as extraction of the mixture with an organic solvent, and drying and concentration of the organic layer.
Compound (A1) and compound (A2) or a salt thereof are known or can be produced according to known methods.
製造法Ax
本発明化合物は、式(Ax1)で示される化合物と式(Ax2)で示される化合物又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
該反応は製造法Aに記載の方法に準じて実施することができる。 Manufacturing method A x
The compound of the present invention can be produced by reacting the compound represented by the formula (A x 1) with the compound represented by the formula (A x 2) or a salt thereof in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
The reaction can be carried out according to the method described in Production Method A.
本発明化合物は、式(Ax1)で示される化合物と式(Ax2)で示される化合物又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
該反応は製造法Aに記載の方法に準じて実施することができる。 Manufacturing method A x
The compound of the present invention can be produced by reacting the compound represented by the formula (A x 1) with the compound represented by the formula (A x 2) or a salt thereof in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
The reaction can be carried out according to the method described in Production Method A.
製造法B
式(I)で示される化合物は、式(A3)で示される化合物(以下、化合物(A3)と記す。)と式(A4)で示される化合物(以下、化合物(A4)と記す。)又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
化合物(A4)の塩としては例えば、塩酸塩又は硫酸塩などが挙げられる。
反応は、Org.,Lett.,2002,4(11),1859-1862に記載の方法に準じて製造することができる。
化合物(A3)及び化合物(A4)又はその塩は、公知であるか、公知の方法に準じて製造することができる。 Manufacturing method B
The compound represented by formula (I) is a compound represented by formula (A3) (hereinafter referred to as compound (A3)) and a compound represented by formula (A4) (hereinafter referred to as compound (A4)) or It can be produced by reacting the salt in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
Examples of the salt of compound (A4) include hydrochloride or sulfate.
The reaction was carried out in Org. Lett. , 2002, 4 (11), 1859-1862.
Compound (A3) and compound (A4) or a salt thereof are known or can be produced according to a known method.
式(I)で示される化合物は、式(A3)で示される化合物(以下、化合物(A3)と記す。)と式(A4)で示される化合物(以下、化合物(A4)と記す。)又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
化合物(A4)の塩としては例えば、塩酸塩又は硫酸塩などが挙げられる。
反応は、Org.,Lett.,2002,4(11),1859-1862に記載の方法に準じて製造することができる。
化合物(A3)及び化合物(A4)又はその塩は、公知であるか、公知の方法に準じて製造することができる。 Manufacturing method B
The compound represented by formula (I) is a compound represented by formula (A3) (hereinafter referred to as compound (A3)) and a compound represented by formula (A4) (hereinafter referred to as compound (A4)) or It can be produced by reacting the salt in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
Examples of the salt of compound (A4) include hydrochloride or sulfate.
The reaction was carried out in Org. Lett. , 2002, 4 (11), 1859-1862.
Compound (A3) and compound (A4) or a salt thereof are known or can be produced according to a known method.
製造法Bx
本発明化合物は、式(Ax3)で示される化合物と式(Ax4)で示される化合物又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
該反応は製造法Bに記載の方法に準じて実施することができる。 Manufacturing method B x
The compound of the present invention can be produced by reacting a compound represented by the formula (A x 3) with a compound represented by the formula (A x 4) or a salt thereof in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
The reaction can be carried out according to the method described in Production Method B.
本発明化合物は、式(Ax3)で示される化合物と式(Ax4)で示される化合物又はその塩とを塩基の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
該反応は製造法Bに記載の方法に準じて実施することができる。 Manufacturing method B x
The compound of the present invention can be produced by reacting a compound represented by the formula (A x 3) with a compound represented by the formula (A x 4) or a salt thereof in the presence of a base.
[Wherein the symbols have the same meaning as described above. ]
The reaction can be carried out according to the method described in Production Method B.
製造法C
本発明化合物のうち、式(A6)で示される化合物(以下、化合物(A6)と記す。)は、式(A5)で示される化合物(以下、化合物(A5)と記す。)と酸化剤とを反応させることにより製造することができる。
〔式中、pは1、2又は3を表し、qは0、1又は2を表し、その他の記号は前記と同じ意味を表し、AはNR12XX又は酸素原子を表し、R12XXは、C1-C6鎖式炭化水素基、C3-C6シクロアルキル基、C1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表す。〕
反応は、通常溶媒中で行われる。反応に用いられる溶媒としては、炭化水素類、エーテル類、ハロゲン化炭化水素類、酸アミド類、エステル類、スルホキシド類、ニトリル類、及びこれらの混合物等が挙げられる。
反応に用いられる酸化剤としては、デス-マーチンペルヨージナン、ピリジニウムクロロクロメート等が挙げられる。
反応は、化合物(A5)1モルに対して、通常酸化剤が1~10モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、反応混合物を水と混合した後、有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより化合物(A6)を単離することができる。 Manufacturing method C
Among the compounds of the present invention, a compound represented by formula (A6) (hereinafter referred to as compound (A6)) is a compound represented by formula (A5) (hereinafter referred to as compound (A5)), an oxidizing agent, and the like. Can be made to react.
[In the formula, p represents 1, 2 or 3, q represents 0, 1 or 2, the other symbols have the same meaning as described above, A represents NR 12XX or an oxygen atom, R 12XX represents C1 —C6 chain hydrocarbon group, C3-C6 cycloalkyl group, C1-C6 alkoxy group, or (C1-C6 alkyl) carbonyl group. ]
The reaction is usually performed in a solvent. Examples of the solvent used for the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, and mixtures thereof.
Examples of the oxidizing agent used in the reaction include Dess-Martin periodinane and pyridinium chlorochromate.
In the reaction, with respect to 1 mole of the compound (A5), the oxidizing agent is usually used at a ratio of 1 to 10 moles.
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound (A6) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
本発明化合物のうち、式(A6)で示される化合物(以下、化合物(A6)と記す。)は、式(A5)で示される化合物(以下、化合物(A5)と記す。)と酸化剤とを反応させることにより製造することができる。
〔式中、pは1、2又は3を表し、qは0、1又は2を表し、その他の記号は前記と同じ意味を表し、AはNR12XX又は酸素原子を表し、R12XXは、C1-C6鎖式炭化水素基、C3-C6シクロアルキル基、C1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表す。〕
反応は、通常溶媒中で行われる。反応に用いられる溶媒としては、炭化水素類、エーテル類、ハロゲン化炭化水素類、酸アミド類、エステル類、スルホキシド類、ニトリル類、及びこれらの混合物等が挙げられる。
反応に用いられる酸化剤としては、デス-マーチンペルヨージナン、ピリジニウムクロロクロメート等が挙げられる。
反応は、化合物(A5)1モルに対して、通常酸化剤が1~10モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、反応混合物を水と混合した後、有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより化合物(A6)を単離することができる。 Manufacturing method C
Among the compounds of the present invention, a compound represented by formula (A6) (hereinafter referred to as compound (A6)) is a compound represented by formula (A5) (hereinafter referred to as compound (A5)), an oxidizing agent, and the like. Can be made to react.
[In the formula, p represents 1, 2 or 3, q represents 0, 1 or 2, the other symbols have the same meaning as described above, A represents NR 12XX or an oxygen atom, R 12XX represents C1 —C6 chain hydrocarbon group, C3-C6 cycloalkyl group, C1-C6 alkoxy group, or (C1-C6 alkyl) carbonyl group. ]
The reaction is usually performed in a solvent. Examples of the solvent used for the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, and mixtures thereof.
Examples of the oxidizing agent used in the reaction include Dess-Martin periodinane and pyridinium chlorochromate.
In the reaction, with respect to 1 mole of the compound (A5), the oxidizing agent is usually used at a ratio of 1 to 10 moles.
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound (A6) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
製造法D
本発明化合物のうち、式(A8)で示される化合物(以下、化合物(A8)と記す。)は、化合物(A6)と式(A7)で示される化合物(以下、化合物(A7)と記す。)とを反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
反応は、通常溶媒中で行われる。反応に用いられる溶媒としては、炭化水素類、エーテル類、ハロゲン化炭化水素類、酸アミド類、エステル類、スルホキシド類、ニトリル類、メタノール、エタノール等のアルコール類(以下、アルコール類と記す。)、水及びこれらの混合物等が挙げられる。
化合物(A7)は塩の形態であってもよい。化合物(A7)の塩としては例えば、塩酸塩又は硫酸塩が挙げられる。
反応は、化合物(A6)1モルに対して、通常化合物(A7)が1~10モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、反応混合物を水と混合した後、有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより化合物(A8)を単離することができる。 Manufacturing method D
Among the compounds of the present invention, a compound represented by formula (A8) (hereinafter referred to as compound (A8)) is represented by compound (A6) and a compound represented by formula (A7) (hereinafter referred to as compound (A7)). ).
[Wherein the symbols have the same meaning as described above. ]
The reaction is usually performed in a solvent. Solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, methanol, ethanol and other alcohols (hereinafter referred to as alcohols). , Water and mixtures thereof.
Compound (A7) may be in the form of a salt. Examples of the salt of compound (A7) include hydrochloride or sulfate.
In the reaction, compound (A7) is usually used at a ratio of 1 to 10 mol with respect to 1 mol of compound (A6).
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound (A8) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
本発明化合物のうち、式(A8)で示される化合物(以下、化合物(A8)と記す。)は、化合物(A6)と式(A7)で示される化合物(以下、化合物(A7)と記す。)とを反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
反応は、通常溶媒中で行われる。反応に用いられる溶媒としては、炭化水素類、エーテル類、ハロゲン化炭化水素類、酸アミド類、エステル類、スルホキシド類、ニトリル類、メタノール、エタノール等のアルコール類(以下、アルコール類と記す。)、水及びこれらの混合物等が挙げられる。
化合物(A7)は塩の形態であってもよい。化合物(A7)の塩としては例えば、塩酸塩又は硫酸塩が挙げられる。
反応は、化合物(A6)1モルに対して、通常化合物(A7)が1~10モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、反応混合物を水と混合した後、有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより化合物(A8)を単離することができる。 Manufacturing method D
Among the compounds of the present invention, a compound represented by formula (A8) (hereinafter referred to as compound (A8)) is represented by compound (A6) and a compound represented by formula (A7) (hereinafter referred to as compound (A7)). ).
[Wherein the symbols have the same meaning as described above. ]
The reaction is usually performed in a solvent. Solvents used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, methanol, ethanol and other alcohols (hereinafter referred to as alcohols). , Water and mixtures thereof.
Compound (A7) may be in the form of a salt. Examples of the salt of compound (A7) include hydrochloride or sulfate.
In the reaction, compound (A7) is usually used at a ratio of 1 to 10 mol with respect to 1 mol of compound (A6).
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound (A8) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
製造法E
本発明化合物のうち、式(A10)で示される化合物(以下、化合物(A10)と記す。)は、化合物(A6)と式(A9)で示される化合物(以下、化合物(A9)と記す。)を酸又は酸性塩の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
反応は、通常溶媒中で行われる。反応に用いられる溶媒としては、炭化水素類、エーテル類、ハロゲン化炭化水素類、酸アミド類、エステル類、スルホキシド類、ニトリル類、アルコール類、水及びこれらの混合物等が挙げられる。
反応に用いられる酸としては、パラトルエンスルホン酸、塩酸、トリフルオロ酢酸等が挙げられる。
反応に用いられる酸性塩としては、O-メチルヒドロキシルアミン塩酸塩、及びO-エチルヒドロキシルアミン塩酸塩等が挙げられる。
反応は化合物(A6)1モルに対して、通常化合物(A9)が10~1000モルの割合、酸が0.01~10モルの割合、酸性塩が0.01~2モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、反応混合物を水と混合した後、有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより化合物(A10)を単離することができる。 Manufacturing method E
Among the compounds of the present invention, a compound represented by formula (A10) (hereinafter referred to as compound (A10)) is represented by compound (A6) and a compound represented by formula (A9) (hereinafter referred to as compound (A9)). ) In the presence of an acid or an acid salt.
[Wherein the symbols have the same meaning as described above. ]
The reaction is usually performed in a solvent. Examples of the solvent used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, alcohols, water, and mixtures thereof.
Examples of the acid used for the reaction include p-toluenesulfonic acid, hydrochloric acid, trifluoroacetic acid and the like.
Examples of the acid salt used in the reaction include O-methylhydroxylamine hydrochloride and O-ethylhydroxylamine hydrochloride.
In the reaction, with respect to 1 mol of the compound (A6), the compound (A9) is usually used in a proportion of 10 to 1000 mol, an acid of 0.01 to 10 mol, and an acid salt of 0.01 to 2 mol. .
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound (A10) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
本発明化合物のうち、式(A10)で示される化合物(以下、化合物(A10)と記す。)は、化合物(A6)と式(A9)で示される化合物(以下、化合物(A9)と記す。)を酸又は酸性塩の存在下で反応させることにより製造することができる。
〔式中、記号は前記と同じ意味を表す。〕
反応は、通常溶媒中で行われる。反応に用いられる溶媒としては、炭化水素類、エーテル類、ハロゲン化炭化水素類、酸アミド類、エステル類、スルホキシド類、ニトリル類、アルコール類、水及びこれらの混合物等が挙げられる。
反応に用いられる酸としては、パラトルエンスルホン酸、塩酸、トリフルオロ酢酸等が挙げられる。
反応に用いられる酸性塩としては、O-メチルヒドロキシルアミン塩酸塩、及びO-エチルヒドロキシルアミン塩酸塩等が挙げられる。
反応は化合物(A6)1モルに対して、通常化合物(A9)が10~1000モルの割合、酸が0.01~10モルの割合、酸性塩が0.01~2モルの割合で用いられる。
反応温度は通常-20~150℃の範囲である。反応時間は通常0.1~120時間の範囲である。
反応終了後は、反応混合物を水と混合した後、有機溶媒で抽出し、有機層を乾燥、濃縮する等の後処理操作を行うことにより化合物(A10)を単離することができる。 Manufacturing method E
Among the compounds of the present invention, a compound represented by formula (A10) (hereinafter referred to as compound (A10)) is represented by compound (A6) and a compound represented by formula (A9) (hereinafter referred to as compound (A9)). ) In the presence of an acid or an acid salt.
[Wherein the symbols have the same meaning as described above. ]
The reaction is usually performed in a solvent. Examples of the solvent used in the reaction include hydrocarbons, ethers, halogenated hydrocarbons, acid amides, esters, sulfoxides, nitriles, alcohols, water, and mixtures thereof.
Examples of the acid used for the reaction include p-toluenesulfonic acid, hydrochloric acid, trifluoroacetic acid and the like.
Examples of the acid salt used in the reaction include O-methylhydroxylamine hydrochloride and O-ethylhydroxylamine hydrochloride.
In the reaction, with respect to 1 mol of the compound (A6), the compound (A9) is usually used in a proportion of 10 to 1000 mol, an acid of 0.01 to 10 mol, and an acid salt of 0.01 to 2 mol. .
The reaction temperature is usually in the range of −20 to 150 ° C. The reaction time is usually in the range of 0.1 to 120 hours.
After completion of the reaction, the compound (A10) can be isolated by performing post-treatment operations such as extraction of the reaction mixture with water and extraction with an organic solvent, and drying and concentration of the organic layer.
上記の製造法及び参考製造法により製造される各化合物は、その他の公知の手段、例えば濃縮、減圧濃縮、抽出、転溶、結晶化、再結晶化、クロマトグラフィー等の方法によっても、単離・精製することができる。
Each compound produced by the above production method and reference production method can also be isolated by other known means such as concentration, concentration under reduced pressure, extraction, phase transfer, crystallization, recrystallization, chromatography, etc. -It can be purified.
本発明化合物が使用される形態としては、本発明化合物単独であってもよいが、通常は本発明化合物を、固体担体、液体担体、及び/又は界面活性剤等と混合し、必要により固着剤、分散剤、安定剤等の製剤用補助剤を添加して、水和剤、顆粒水和剤、フロアブル剤、粒剤、ドライフロアブル剤、乳剤、水性液剤、油剤、くん煙剤、エアゾ-ル剤、マイクロカプセル剤等に製剤化して用いる。これらの製剤には本発明化合物が重量比で通常0.1~99%、好ましくは0.2~90%含有される。
As a form in which the compound of the present invention is used, the compound of the present invention may be used alone. Usually, the compound of the present invention is mixed with a solid carrier, a liquid carrier, and / or a surfactant, and if necessary, a fixing agent. , Dispersants, stabilizers and other formulation aids added, wettable powder, wettable powder, flowable powder, granule, dry flowable powder, emulsion, aqueous liquid, oil, smoke, aerosol It is used in the form of pharmaceutical preparations and microcapsules. These preparations contain the compound of the present invention in a weight ratio of usually 0.1 to 99%, preferably 0.2 to 90%.
固体担体としては、例えば、粘土類(例えば、カオリン、珪藻土、フバサミクレー、ベントナイト、酸性白土)、タルク類、その他の無機鉱物(例えば、セリサイト、石英粉末、硫黄粉末、活性炭、炭酸カルシウム、水和シリカ)等の微粉末あるいは粒状物が挙げられる。
液体担体としては、例えば、水、アルコール類、ケトン類(例えば、アセトン、メチルエチルケトン、シクロヘキサノン)、芳香族炭化水素類(例えば、ベンゼン、トルエン、キシレン、エチルベンゼン、メチルナフタレン)、脂肪族炭化水素類(例えば、n-ヘキサン、灯油)、エステル類、ニトリル類、エーテル類、酸アミド類、ハロゲン化炭化水素類が挙げられる。 Examples of the solid support include clays (for example, kaolin, diatomaceous earth, fusami clay, bentonite, acidic clay), talc, and other inorganic minerals (for example, sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, hydration) And fine particles such as silica) or granular materials.
Examples of the liquid carrier include water, alcohols, ketones (eg, acetone, methyl ethyl ketone, cyclohexanone), aromatic hydrocarbons (eg, benzene, toluene, xylene, ethylbenzene, methylnaphthalene), aliphatic hydrocarbons ( Examples thereof include n-hexane, kerosene), esters, nitriles, ethers, acid amides, and halogenated hydrocarbons.
液体担体としては、例えば、水、アルコール類、ケトン類(例えば、アセトン、メチルエチルケトン、シクロヘキサノン)、芳香族炭化水素類(例えば、ベンゼン、トルエン、キシレン、エチルベンゼン、メチルナフタレン)、脂肪族炭化水素類(例えば、n-ヘキサン、灯油)、エステル類、ニトリル類、エーテル類、酸アミド類、ハロゲン化炭化水素類が挙げられる。 Examples of the solid support include clays (for example, kaolin, diatomaceous earth, fusami clay, bentonite, acidic clay), talc, and other inorganic minerals (for example, sericite, quartz powder, sulfur powder, activated carbon, calcium carbonate, hydration) And fine particles such as silica) or granular materials.
Examples of the liquid carrier include water, alcohols, ketones (eg, acetone, methyl ethyl ketone, cyclohexanone), aromatic hydrocarbons (eg, benzene, toluene, xylene, ethylbenzene, methylnaphthalene), aliphatic hydrocarbons ( Examples thereof include n-hexane, kerosene), esters, nitriles, ethers, acid amides, and halogenated hydrocarbons.
界面活性剤としては、例えばアルキル硫酸エステル類、アルキルスルホン酸塩、アルキルアリールスルホン酸塩、アルキルアリールエーテル類及びそのポリオキシエチレン化物、ポリオキシエチレングリコールエーテル類、多価アルコールエステル類、糖アルコール誘導体が挙げられる。
Examples of the surfactant include alkyl sulfates, alkyl sulfonates, alkyl aryl sulfonates, alkyl aryl ethers and polyoxyethylene compounds thereof, polyoxyethylene glycol ethers, polyhydric alcohol esters, sugar alcohol derivatives. Is mentioned.
その他の製剤用補助剤としては、例えば固着剤、分散剤、安定剤があげられ、具体的にはカゼイン、ゼラチン、多糖類(例えば、デンプン、アラビヤガム、セルロース誘導体、アルギン酸)、リグニン誘導体、ベントナイト、糖類、合成水溶性高分子(例えば、ポリビニルアルコール、ポリビニルピロリドン、ポリアクリル酸類)、PAP(酸性リン酸イソプロピル)、BHT(2,6-ジ-tert-ブチル-4-メチルフェノール)、BHA(2-tert-ブチル-4-メトキシフェノールと3-tert-ブチル-4-メトキシフェノールとの混合物)、植物油、鉱物油、脂肪酸又はそのエステルが挙げられる。
Examples of other formulation adjuvants include, for example, fixing agents, dispersants, and stabilizers. Specifically, casein, gelatin, polysaccharides (eg, starch, arabic gum, cellulose derivatives, alginic acid), lignin derivatives, bentonite, Saccharides, synthetic water-soluble polymers (eg, polyvinyl alcohol, polyvinyl pyrrolidone, polyacrylic acids), PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), BHA (2 A mixture of -tert-butyl-4-methoxyphenol and 3-tert-butyl-4-methoxyphenol), vegetable oils, mineral oils, fatty acids or esters thereof.
また、本発明化合物は、鉱物油、植物油などの各種オイル、又は界面活性剤等と混合して用いてもよい。具体的に混合して用いることができるオイル、界面活性剤としてはNimbus(登録商標)、Assist(登録商標)、Aureo(登録商標)、Iharol(登録商標)、Silwet L-77(登録商標)、BreakThru(登録商標)、SundanceII(登録商標)、Induce(登録商標)、Penetrator(登録商標)、AgriDex(登録商標)、Lutensol A8(登録商標)、NP-7(登録商標)、Triton(登録商標)、Nufilm(登録商標)、Emulgator NP7(登録商標)、Emulad(登録商標)、TRITON X 45(登録商標)、AGRAL 90(登録商標)、AGROTIN(登録商標)、ARPON(登録商標)、EnSpray N(登録商標)、BANOLE(登録商標)などが挙げられる。
The compound of the present invention may be used by mixing with various oils such as mineral oil and vegetable oil, or surfactants. Oils that can be specifically mixed and used as surfactants are Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), Sundance II (registered trademark), Induce (registered trademark), Penetrator (registered trademark), AgriDex (registered trademark), Lutensol A8 (registered trademark), NP-7 (registered trademark), Triton (registered trademark) , Nufilm (registered trademark), Emulator NP7 (registered trademark), Emulad (registered trademark), TRITON X 45 (registered trademark), AGRAL 90 (registered trademark), AGROTIN (registered trademark), ARPON (registered trademark), EnSpray N ( Recorded trademark), BANOLE (registered trademark), and the like.
本発明化合物は本発明防除剤として施用される。本発明防除剤は、実質的に本発明防除剤が施用され得る形態であればその方法は特に限定されないが、例えば茎葉散布等の植物体への処理、土壌処理等の植物の栽培地への処理、種子消毒等の種子への処理、有害節足動物への処理等が挙げられる。
本発明の防除方法における、本発明化合物の処理量は、処理する植物の種類、防除対象である植物病害の種類や発生頻度、製剤形態、処理時期、処理方法、処理場所、気象条件等によっても異なるが、植物の茎葉に処理する場合又は植物を栽培する土壌に処理する場合は、本発明化合物は、1000m2あたり、通常1~500gである。
乳剤、水和剤、フロアブル剤等は通常水で希釈して散布することにより処理する。この場合、本発明化合物の濃度は、通常0.0005~2重量%である。粉剤、粒剤等は通常希釈することなくそのまま処理する。 The compound of the present invention is applied as the control agent of the present invention. The method of the present invention is not particularly limited as long as the control agent of the present invention can be practically applied, but for example, treatment to plants such as foliage spraying, soil treatment, etc. Treatment, seed treatment such as seed disinfection, treatment of harmful arthropods, and the like.
In the control method of the present invention, the treatment amount of the compound of the present invention depends on the type of plant to be treated, the type and occurrence frequency of plant diseases to be controlled, formulation form, treatment time, treatment method, treatment place, weather conditions, etc. The compound of the present invention is usually 1 to 500 g per 1000 m 2 when it is treated on the foliage of the plant or on the soil where the plant is grown.
Emulsions, wettable powders, flowables and the like are usually treated by diluting with water and spraying. In this case, the concentration of the compound of the present invention is usually 0.0005 to 2% by weight. Powders, granules, etc. are usually processed without dilution.
本発明の防除方法における、本発明化合物の処理量は、処理する植物の種類、防除対象である植物病害の種類や発生頻度、製剤形態、処理時期、処理方法、処理場所、気象条件等によっても異なるが、植物の茎葉に処理する場合又は植物を栽培する土壌に処理する場合は、本発明化合物は、1000m2あたり、通常1~500gである。
乳剤、水和剤、フロアブル剤等は通常水で希釈して散布することにより処理する。この場合、本発明化合物の濃度は、通常0.0005~2重量%である。粉剤、粒剤等は通常希釈することなくそのまま処理する。 The compound of the present invention is applied as the control agent of the present invention. The method of the present invention is not particularly limited as long as the control agent of the present invention can be practically applied, but for example, treatment to plants such as foliage spraying, soil treatment, etc. Treatment, seed treatment such as seed disinfection, treatment of harmful arthropods, and the like.
In the control method of the present invention, the treatment amount of the compound of the present invention depends on the type of plant to be treated, the type and occurrence frequency of plant diseases to be controlled, formulation form, treatment time, treatment method, treatment place, weather conditions, etc. The compound of the present invention is usually 1 to 500 g per 1000 m 2 when it is treated on the foliage of the plant or on the soil where the plant is grown.
Emulsions, wettable powders, flowables and the like are usually treated by diluting with water and spraying. In this case, the concentration of the compound of the present invention is usually 0.0005 to 2% by weight. Powders, granules, etc. are usually processed without dilution.
本発明化合物は、畑、水田、芝生、果樹園等の農耕地における植物病害の防除剤として使用することができる。本発明化合物は、以下に挙げられる「植物」等を栽培する農耕地等において、当該農耕地の病害を防除することができる。また、本発明化合物は、当該農耕地の有害節足動物を防除することができる。
The compound of the present invention can be used as a plant disease control agent in agricultural land such as fields, paddy fields, lawns, orchards. The compound of the present invention can control diseases of the cultivated land in the cultivated lands where the “plants” and the like listed below are cultivated. Moreover, this invention compound can control the harmful arthropod of the said agricultural field.
農作物;トウモロコシ、イネ、コムギ、オオムギ、ライムギ、エンバク、ソルガム、ワタ、ダイズ、ピーナッツ、ソバ、テンサイ、ナタネ、ヒマワリ、サトウキビ、タバコ等、野菜;ナス科野菜(ナス、トマト、ピーマン、トウガラシ、ジャガイモ等)、ウリ科野菜(キュウリ、カボチャ、ズッキーニ、スイカ、メロン等)、アブラナ科野菜(ダイコン、カブ、セイヨウワサビ、コールラビ、ハクサイ、キャベツ、カラシナ、ブロッコリー、カリフラワー等)、キク科野菜(ゴボウ、シュンギク、アーティチョーク、レタス等)、ユリ科野菜(ネギ、タマネギ、ニンニク、アスパラガス)、セリ科野菜(ニンジン、パセリ、セロリ、アメリカボウフウ等)、アカザ科野菜(ホウレンソウ、フダンソウ等)、シソ科野菜(シソ、ミント、バジル等)、イチゴ、サツマイモ、ヤマノイモ、サトイモ等、花卉、観葉植物、
果樹;仁果類(リンゴ、セイヨウナシ、ニホンナシ、カリン、マルメロ等)、核果類(モモ、スモモ、ネクタリン、ウメ、オウトウ、アンズ、プルーン等)、カンキツ類(ウンシュウミカン、オレンジ、レモン、ライム、グレープフルーツ等)、堅果類(クリ、クルミ、ハシバミ、アーモンド、ピスタチオ、カシューナッツ、マカダミアナッツ等)、液果類(ブルーベリー、クランベリー、ブラックベリー、ラズベリー等)、ブドウ、カキ、オリーブ、ビワ、バナナ、コーヒー、ナツメヤシ、ココヤシ等、
果樹以外の樹;チャ、クワ、花木、街路樹(トネリコ、カバノキ、ハナミズキ、ユーカリ、イチョウ、ライラック、カエデ、カシ、ポプラ、ハナズオウ、フウ、プラタナス、ケヤキ、クロベ、モミノキ、ツガ、ネズ、マツ、トウヒ、イチイ)等。 Agricultural crops: corn, rice, wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, sugar beet, rapeseed, sunflower, sugarcane, tobacco, vegetables, solanaceous vegetables (eggplant, tomato, pepper, pepper, potato Cucumber, pumpkin, zucchini, watermelon, melon, etc., cruciferous vegetables (radish, turnip, horseradish, kohlrabi, cabbage, cabbage, mustard, broccoli, cauliflower, etc.), asteraceae (burdock, Shungiku, artichokes, lettuce, etc.), liliaceae vegetables (leek, onion, garlic, asparagus), celery vegetables (carrots, parsley, celery, red pepper, etc.), red crustacean vegetables (spinach, chard, etc.) (Perilla, mint, basil ), Strawberry, sweet potato, yam, taro, etc., flowers, foliage plants,
Fruit trees; pears (apples, pears, Japanese pears, quince, quince, etc.), nuclear fruits (peaches, plums, nectarines, ume, sweet cherry, apricots, prunes, etc.), citrus (satsuma mandarin, orange, lemon, lime, grapefruit) ), Nuts (chestnut, walnut, hazel, almond, pistachio, cashew nut, macadamia nut, etc.), berries (blueberry, cranberry, blackberry, raspberry, etc.), grape, oyster, olive, loquat, banana, coffee, Date palm, coconut palm, etc.
Trees other than fruit trees: Cha, mulberry, flowering trees, street trees (ash, birch, dogwood, eucalyptus, ginkgo, lilac, maple, oak, poplar, redwood, fu, sycamore, zelkova, black bean, peach tree, Tsuga, rat, pine, Spruce, yew) etc.
果樹;仁果類(リンゴ、セイヨウナシ、ニホンナシ、カリン、マルメロ等)、核果類(モモ、スモモ、ネクタリン、ウメ、オウトウ、アンズ、プルーン等)、カンキツ類(ウンシュウミカン、オレンジ、レモン、ライム、グレープフルーツ等)、堅果類(クリ、クルミ、ハシバミ、アーモンド、ピスタチオ、カシューナッツ、マカダミアナッツ等)、液果類(ブルーベリー、クランベリー、ブラックベリー、ラズベリー等)、ブドウ、カキ、オリーブ、ビワ、バナナ、コーヒー、ナツメヤシ、ココヤシ等、
果樹以外の樹;チャ、クワ、花木、街路樹(トネリコ、カバノキ、ハナミズキ、ユーカリ、イチョウ、ライラック、カエデ、カシ、ポプラ、ハナズオウ、フウ、プラタナス、ケヤキ、クロベ、モミノキ、ツガ、ネズ、マツ、トウヒ、イチイ)等。 Agricultural crops: corn, rice, wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, sugar beet, rapeseed, sunflower, sugarcane, tobacco, vegetables, solanaceous vegetables (eggplant, tomato, pepper, pepper, potato Cucumber, pumpkin, zucchini, watermelon, melon, etc., cruciferous vegetables (radish, turnip, horseradish, kohlrabi, cabbage, cabbage, mustard, broccoli, cauliflower, etc.), asteraceae (burdock, Shungiku, artichokes, lettuce, etc.), liliaceae vegetables (leek, onion, garlic, asparagus), celery vegetables (carrots, parsley, celery, red pepper, etc.), red crustacean vegetables (spinach, chard, etc.) (Perilla, mint, basil ), Strawberry, sweet potato, yam, taro, etc., flowers, foliage plants,
Fruit trees; pears (apples, pears, Japanese pears, quince, quince, etc.), nuclear fruits (peaches, plums, nectarines, ume, sweet cherry, apricots, prunes, etc.), citrus (satsuma mandarin, orange, lemon, lime, grapefruit) ), Nuts (chestnut, walnut, hazel, almond, pistachio, cashew nut, macadamia nut, etc.), berries (blueberry, cranberry, blackberry, raspberry, etc.), grape, oyster, olive, loquat, banana, coffee, Date palm, coconut palm, etc.
Trees other than fruit trees: Cha, mulberry, flowering trees, street trees (ash, birch, dogwood, eucalyptus, ginkgo, lilac, maple, oak, poplar, redwood, fu, sycamore, zelkova, black bean, peach tree, Tsuga, rat, pine, Spruce, yew) etc.
上記「植物」には遺伝子組換え作物も含まれる。
The above “plants” include genetically modified crops.
本発明化合物により防除することができる植物病害としては、例えば糸状菌、細菌等の植物病原菌が挙げられ、具体的には例えば、以下のものが挙げられるが、これらに限定されるものではない。
Examples of plant diseases that can be controlled by the compound of the present invention include plant pathogens such as filamentous fungi and bacteria, and specific examples include, but are not limited to, the following.
イネのいもち病(Magnaporthe grisea)、ごま葉枯病(Cochliobolus miyabeanus)、紋枯病(Rhizoctonia solani)、馬鹿苗病(Gibberella fujikuroi)、黄化萎縮病(Sclerophthora macrospora);コムギのうどんこ病(Blumeria graminis)、赤かび病(Fusarium graminearum、Fusarium avenaceum、Fusarium culmorum、Microdochium nivale)、黄さび病(Puccinia striiformis)、黒さび病(Puccinia graminis)、赤さび病(Puccinia recondita)、紅色雪腐病(Microdochium nivale、Microdochium majus)、雪腐小粒菌核病(Typhula incarnata、Typhula ishikariensis)、裸黒穂病(Ustilago tritici)、なまぐさ黒穂病(Tilletia caries、Tilletia controversa)、眼紋病(Pseudocercosporella herpotrichoides)、葉枯病(Septoria tritici)、ふ枯病(Stagonospora nodorum)、黄斑病(Pyrenophora tritici-repentis)、リゾクトニア属菌による苗立枯れ病(Rhizoctonia solani)、立枯病(Gaeumannomyces graminis);オオムギのうどんこ病(Blumeria graminis)、赤かび病(Fusarium graminearum、Fusarium avenaceum、Fusarium culmorum、Microdochium nivale)、黄さび病(Puccinia striiformis)、黒さび病(Puccinia graminis)、赤さび病(Puccinia hordei)、小さび病(Puccinia hordei)、裸黒穂病(Ustilago nuda)、雲形病(Rhynchosporium secalis)、網斑病(Pyrenophora teres)、斑点病(Cochliobolus sativus)、斑葉病(Pyrenophora graminea)、ラムラリアリーフスポット病(Ramularia collo-cygni)、リゾクトニア属菌による苗立枯れ病(Rhizoctonia solani);トウモロコシのさび病(Puccinia sorghi)、南方さび病(Puccinia polysora)、すす紋病(Setosphaeria turcica)、熱帯性さび病(Physopella zeae)、ごま葉枯病(Cochliobolus heterostrophus)、炭そ病(Colletotrichum graminicola)、グレーリーフスポット病(Cercospora zeae-maydis)、褐斑病(Kabatiella zeae)、ファエオスファエリアリーフスポット病(Phaeosphaeria maydis)、Stenocarpella maydis、Stenocarpella macrospora、ストークロット病(Fusarium graminearum、Fusarium verticilioides、Colletotrichum graminicola)、黒穂病(Ustilago maydis);ワタの炭そ病(Colletotrichum gossypii)、白かび病(Ramularia areola)、黒斑病(Alternaria macrospora、Alternaria gossypii)、Thielaviopsis属菌によるBlack root rot病 (Thielaviopsis basicola);コーヒーのさび病(Hemileia vastatrix)、リーフスポット病(Cercospora coffeicola);ナタネの菌核病(Sclerotinia sclerotiorum)、黒斑病(Alternaria brassicae)、根朽病(Phoma lingam);サトウキビのさび病 (Puccinia melanocephela、Puccinia kuehnii)、黒穂病 (Ustilago scitaminea);ヒマワリのさび病 (Puccinia helianthi)、べと病(Plasmopara halstedii);カンキツ類の黒点病(Diaporthe citri)、そうか病(Elsinoe fawcetti)、果実腐敗病(Penicillium digitatum、Penicillium italicum)、疫病 (Phytophthora parasitica、Phytophthora citrophthora);リンゴのモニリア病(Monilinia mali)、腐らん病(Valsa ceratosperma)、うどんこ病(Podosphaera leucotricha)、斑点落葉病(Alternaria alternata apple pathotype)、黒星病(Venturia inaequalis)、炭そ病(Glomerella cingulata)、褐斑病(Diplocarpon mali)、輪紋病(Botryosphaeria berengeriana)、疫病 (Phytophtora cactorum);ナシの黒星病(Venturia nashicola、Venturia pirina)、黒斑病(Alternaria alternata Japanese pear pathotype)、赤星病(Gymnosporangium haraeanum);モモの灰星病(Monilinia fructicola)、黒星病(Cladosporium carpophilum)、フォモプシス腐敗病(Phomopsis sp.);ブドウの黒とう病(Elsinoe ampelina)、晩腐病(Glomerella cingulata)、うどんこ病(Uncinula necator)、さび病(Phakopsora ampelopsidis)、ブラックロット病(Guignardia bidwellii)、べと病(Plasmopara viticola);カキの炭そ病(Gloeosporium kaki)、落葉病(Cercospora kaki、Mycosphaerella nawae);ウリ類の炭そ病(Colletotrichum lagenarium)、うどんこ病(Sphaerotheca fuliginea)、つる枯病(Didymella bryoniae)、褐斑病(Corynespora cassiicola)、つる割病(Fusarium oxysporum)、べと病(Pseudoperonospora cubensis)、疫病(Phytophthora sp.)、苗立枯病(Pythium sp.);トマトの輪紋病(Alternaria solani)、葉かび病(Cladosporium fulvum)、すすかび病(Pseudocercospora fuligena)、疫病(Phytophthora infestans)、うどんこ病(Leveillula taurica);ナスの褐紋病(Phomopsis vexans)、うどんこ病(Erysiphe cichoracearum);アブラナ科野菜の黒斑病(Alternaria japonica)、白斑病(Cercosporella brassicae)、根こぶ病(Plasmodiophora brassicae)、べと病(Peronospora parasitica);ネギのさび病(Puccinia allii);ダイズの紫斑病(Cercospora kikuchii)、黒とう病(Elsinoe glycines)、黒点病(Diaporthe phaseolorum var. sojae)、さび病(Phakopsora pachyrhizi)、褐色輪紋病(Corynespora cassiicola)、炭疽病(Colletotrichum glycines、Colletotrichum truncatum)、葉腐病(Rhizoctonia solani)、褐紋病(Septoria glycines)、斑点病(Cercospora sojina)、菌核病(Sclerotinia sclerotiorum)、うどんこ病(Microsphaera diffusa)、茎疫病 (Phytophthora sojae)、べと病(Peronospora manshurica)、突然死病(Fusarium virguliforme);インゲンの菌核病(Sclerotinia sclerotiorum)、さび病(Uromyces appendiculatus)、角斑病(Phaeoisariopsis griseola)、炭そ病(Colletotrichum lindemuthianum);ラッカセイの黒渋病(Cercospora personata)、褐斑病(Cercospora arachidicola)、白絹病(Sclerotium rolfsii);エンドウのうどんこ病(Erysiphe pisi);ジャガイモの夏疫病(Alternaria solani)、疫病(Phytophthora infestans)、緋色腐敗病 (Phytophthora erythroseptica)、粉状そうか病 (Spongospora subterranea f. sp. subterranea)、半身萎凋病(Verticillium albo-atrum、Verticillium dahliae、Verticillium nigrescens);イチゴのうどんこ病(Sphaerotheca humuli);チャの網もち病(Exobasidium reticulatum)、白星病(Elsinoe leucospila)、輪斑病(Pestalotiopsis sp.)、炭そ病(Colletotrichum theae-sinensis);タバコの赤星病(Alternaria longipes)、炭そ病(Colletotrichum tabacum)、べと病(Peronospora tabacina)、疫病(Phytophthora nicotianae);テンサイの褐斑病(Cercospora beticola)、葉腐病(Thanatephorus cucumeris)、根腐病(Thanatephorus cucumeris)、黒根病(Aphanomyces cochlioides)、さび病(Uromyces betae);バラの黒星病(Diplocarpon rosae)、うどんこ病(Sphaerotheca pannosa);キクの褐斑病(Septoria chrysanthemi-indici)、白さび病(Puccinia horiana);タマネギの白斑葉枯病(Botrytis cinerea、Botrytis byssoidea、Botrytis squamosa)、灰色腐敗病(Botrytis allii)、小菌核性腐敗病(Botrytis squamosa);種々の作物の灰色かび病(Botrytis cinerea)、菌核病(Sclerotinia sclerotiorum);ダイコン黒斑病(Alternaria brassicicola);シバのダラースポット病(Sclerotinia homoeocarpa)、シバのブラウンパッチ病及びラージパッチ病(Rhizoctonia solani);並びにバナナのシガトカ病(Mycosphaerella fijiensis、Mycosphaerella musicola)。
Aspergillus属、Penicillium属、Fusarium属、Gibberella属、Tricoderma属、Thielaviopsis属、Rhizopus属、Mucor属、Corticium属、Phoma属、Rhizoctonia属、及びDiplodia属菌等によって引き起こされる、各種作物の種子病害又は生育初期の病害。Polymyxa属又はOlpidium属等によって媒介される各種作物のウイルス病。
イネの苗立枯細菌病(Burkholderia plantarii);キュウリの斑点細菌病(Pseudomonas syringae pv. Lachrymans);ナスの青枯病(Ralstonia solanacearum)、カンキツのかいよう病(Xanthomonas citri);ハクサイの軟腐病(Erwinia carotovora)等。 Rice blast (Magnaporthe grisea), sesame leaf blight (Cochliobolus miyabeanus), blight (Rhizoctonia solani), idiot seedling (Gibberella fujikuroi), yellow dwarf (Sclerophthora macrospora); wheat powdery mildew (Blumeria) graminis), red mold (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), yellow rust (Puccinia striiformis), black rust (Puccinia graminis), red rust (Puccinia recondita), red snow rot (Microdochium nivale) , Microdochium majus), Snow rot microbe nuclei (Typhula incarnata, Typhula ishikariensis), Bare smut (Ustilago tritici), pine scab (Tilletia caries, Tilletia controversa), Eye disease (Pseudocercosporella herpotrichoides), Leaf Septoria tritici), blight disease (Stagonospora nodorum), macular disease (Pyrenophora tritici-repentis), Rhizoctonia solani, blight disease (Gaeuman) nomyces graminis); barley powdery mildew (Blumeria graminis), red mold (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), yellow rust (Puccinia striiformis), black rust (Puccinia graminis), red rust Puccinia hordei), scab disease (Puccinia hordei), naked scab disease (Ustilago nuda), cloud disease (Rhynchosporium secalis), reticular disease (Pyrenophora teres), spot disease (Cochliobolus sativus), leafy disease (Pyrenophora graminea), Ramallaria leaf spot disease (Ramularia collo-cygni), Rhizoctonia solani (Rhizoctonia solani); Corn rust (Puccinia sorghi), Southern rust (Puccinia polysora), Soot disease (Setosphaeria turcica), Tropical Sexual rust (Physopella zeae), sesame leaf blight (Cochliobolus heterostrophus), anthracnose (Colletotrichum graminicola), gray leaf spot disease (Cercospora zeae-maydis), Spot disease (Kabatiella zeae), Faeosphaeria reef spot disease (Phaeosphaeria maydis), Stenocarpella maydis, Stenocarpella macrospora, Stokelot disease (Fusarium graminearum, Fusarium verticilioides, Colletotrichum graminicola), smut (Ustilago maydis); Diseases (Colletotrichum gossypii), mildew (Ramularia areola), black spot (Alternaria macrospora, Alternaria gossypii), Black root rot disease (Thielaviopsis basicola) caused by Thielaviopsis spp .; coffee rust (Hemileia vastatrix), leaf spot disease (Cercospora coffeicola); Sclerotinia sclerotiorum, black spot disease (Alternaria brassicae), root rot disease (Phoma lingam); sugarcane rust disease (Puccinia melanocephela, Puccinia kuehnii), smut disease (Ustilago scitaminea) Sunflower rust (Puccinia helianthi), downy mildew (Plasmopara halstedii); Citrus sunspot (Diaporthe citri) , Common scab (Elsinoe fawcetti), fruit rot (Penicillium digitatum, Penicillium italicum), plague (Phytophthora parasitica, Phytophthora citrophthora); apple monilia (Monilinia mali), rot (Valsa ceratosperma), powdery mildew (Podosera) leucotricha), spotted leaf disease (Alternaria alternata apple pathotype), black spot disease (Venturia inaequalis), anthracnose (Glomerella cingulata), brown spot disease (Diplocarpon mali), ring rot (Botryosphaeria berengeriana), plague (Phytophtora cactorum); Pear black spot disease (Venturia nashicola, Venturia pirina), black spot disease (Alternaria alternata Japanese pear pathotype), red star disease (Gymnosporangium haraeanum); peach asteroid disease (Monilinia fructicola), black star disease (Cladosporium carpophilum), fomosis rot (Phomopsis sp.); Grapes black rot (Elsinoe ampelina), late rot (Glomerella cingulata), powdery mildew (Uncinula necator), rust (Phakopsora ampelopsidis), black lot disease (Guignardia bidwellii), downy mildew (Plasmopara viticola); oyster anthracnose (Gloeosporium kaki), deciduous leaf disease (Cercospora kaki, Mycosphaerella nawae); cucurbit anthracnose (Colletotrichum lagenarium) ), Powdery mildew (Sphaerotheca fuliginea), vine blight (Didymella bryoniae), brown spot (Corynespora cassiicola), vine split (Fusarium oxysporum), downy mildew (Pseudoperonospora cubensis), plague (Phytophthora sp.), Seedling Standing disease (Pythium sp.); Tomato ring-rot (Alternaria solani), leaf mold (Cladosporium fulvum), mold mold (Pseudocercospora fuligena), plague (Phytophthora infestans), powdery mildew (Leveillula taurica); eggplant Brown spot disease (Phomopsis vexans), powdery mildew (Erysiphe cichoracearum); cruciferous vegetable black spot disease (Alternaria japonica), white spot disease (Cercosporella brassicae), clubroot disease (Plasmodiophora brassicae), Downy mildew (Peronospora parasitica); green onion rust (Puccinia allii); soybean purpura (Cercospora kikuchii), black scab (Elsinoe glycines), black spot (Diaporthe phaseolorum var. Sojae), rust (Phakopsora pachyrhizi) , Brown ring disease (Corynespora cassiicola), anthrax (Colletotrichum glycines, Colletotrichum truncatum), leaf rot (Rhizoctonia solani), brown leaf disease (Septoria glycines), spot disease (Cercospora sojina), sclerotia (Sclerotinia sclerotiorum) , Powdery mildew (Microsphaera diffusa), stem blight (Phytophthora sojae), downy mildew (Peronospora manshurica), sudden death (Fusarium virguliforme); kidney bean sclerotia (Sclerotinia sclerotiorum), rust (Uromyces appendiculatus), horn Spot disease (Phaeoisariopsis griseola), anthracnose (Colletotrichum lindemuthianum); groundnut black rot (Cercospora personata), brown spot (Cercospora arachidicola), white silkworm (Sclerotium rolfsii); Powdery mildew (Erysiphe pisi); Potato summer plague (Alternaria solani), plague (Phytophthora infestans), scarlet rot (Phytophthora erythroseptica), powdery scab (Spongospora subterranea f. Sp. Subterranea), half-body wilt Diseases (Verticillium albo-atrum, Verticillium dahliae, Verticillium nigrescens); Strawberry powdery mildew (Sphaerotheca humuli); Chamochi rice rot (Exobasidium reticulatum), White spot disease (Elsinoe leucospila), Ring spot disease (Pestalotiopsis sp.) Anthracnose (Colletotrichum theae-sinensis); tobacco red star disease (Alternaria longipes), anthracnose (Colletotrichum tabacum), downy mildew (Peronospora tabacina), plague (Phytophthora nicotianae); brown spot of sugar beet (Cercospora beticola) Leaf rot (Thanatephorus cucumeris), root rot (Thanatephorus cucumeris), black root disease (Aphanomyces cochlioides), rust (Uromyces betae); rose scab (Diplocarpon rosae), Powdery mildew (Sphaerotheca pannosa); chrysanthemum leaf spot (Septoria chrysanthemi-indici), white rust (Puccinia horiana); allii), Bacterial rot (Botrytis squamosa); Gray rot of various crops (Botrytis cinerea), Mycorrhizal sclerosis (Sclerotinia sclerotiorum); Japanese radish black spot (Alternaria brassicicola); homoeocarpa), brown patch disease and Rhizoctonia solani of shiba; and sigatoka disease of banana (Mycosphaerella fijiensis, Mycosphaerella musicola).
Seed disease or early growth of various crops caused by Aspergillus, Penicillium, Fusarium, Gibberella, Tricoderma, Thielaviopsis, Rhizopus, Mucor, Corticium, Phoma, Rhizoctonia, and Diplodia Disease. Viral diseases of various crops mediated by Polymyxa genus or Olpidium genus.
Rice seed blight (Burkholderia plantarii); Cucumber spotted bacterial disease (Pseudomonas syringae pv. Lachrymans); Eggplant blight (Ralstonia solanacearum); Citrus scab (Xanthomonas citri); carotovora) etc.
Aspergillus属、Penicillium属、Fusarium属、Gibberella属、Tricoderma属、Thielaviopsis属、Rhizopus属、Mucor属、Corticium属、Phoma属、Rhizoctonia属、及びDiplodia属菌等によって引き起こされる、各種作物の種子病害又は生育初期の病害。Polymyxa属又はOlpidium属等によって媒介される各種作物のウイルス病。
イネの苗立枯細菌病(Burkholderia plantarii);キュウリの斑点細菌病(Pseudomonas syringae pv. Lachrymans);ナスの青枯病(Ralstonia solanacearum)、カンキツのかいよう病(Xanthomonas citri);ハクサイの軟腐病(Erwinia carotovora)等。 Rice blast (Magnaporthe grisea), sesame leaf blight (Cochliobolus miyabeanus), blight (Rhizoctonia solani), idiot seedling (Gibberella fujikuroi), yellow dwarf (Sclerophthora macrospora); wheat powdery mildew (Blumeria) graminis), red mold (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), yellow rust (Puccinia striiformis), black rust (Puccinia graminis), red rust (Puccinia recondita), red snow rot (Microdochium nivale) , Microdochium majus), Snow rot microbe nuclei (Typhula incarnata, Typhula ishikariensis), Bare smut (Ustilago tritici), pine scab (Tilletia caries, Tilletia controversa), Eye disease (Pseudocercosporella herpotrichoides), Leaf Septoria tritici), blight disease (Stagonospora nodorum), macular disease (Pyrenophora tritici-repentis), Rhizoctonia solani, blight disease (Gaeuman) nomyces graminis); barley powdery mildew (Blumeria graminis), red mold (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), yellow rust (Puccinia striiformis), black rust (Puccinia graminis), red rust Puccinia hordei), scab disease (Puccinia hordei), naked scab disease (Ustilago nuda), cloud disease (Rhynchosporium secalis), reticular disease (Pyrenophora teres), spot disease (Cochliobolus sativus), leafy disease (Pyrenophora graminea), Ramallaria leaf spot disease (Ramularia collo-cygni), Rhizoctonia solani (Rhizoctonia solani); Corn rust (Puccinia sorghi), Southern rust (Puccinia polysora), Soot disease (Setosphaeria turcica), Tropical Sexual rust (Physopella zeae), sesame leaf blight (Cochliobolus heterostrophus), anthracnose (Colletotrichum graminicola), gray leaf spot disease (Cercospora zeae-maydis), Spot disease (Kabatiella zeae), Faeosphaeria reef spot disease (Phaeosphaeria maydis), Stenocarpella maydis, Stenocarpella macrospora, Stokelot disease (Fusarium graminearum, Fusarium verticilioides, Colletotrichum graminicola), smut (Ustilago maydis); Diseases (Colletotrichum gossypii), mildew (Ramularia areola), black spot (Alternaria macrospora, Alternaria gossypii), Black root rot disease (Thielaviopsis basicola) caused by Thielaviopsis spp .; coffee rust (Hemileia vastatrix), leaf spot disease (Cercospora coffeicola); Sclerotinia sclerotiorum, black spot disease (Alternaria brassicae), root rot disease (Phoma lingam); sugarcane rust disease (Puccinia melanocephela, Puccinia kuehnii), smut disease (Ustilago scitaminea) Sunflower rust (Puccinia helianthi), downy mildew (Plasmopara halstedii); Citrus sunspot (Diaporthe citri) , Common scab (Elsinoe fawcetti), fruit rot (Penicillium digitatum, Penicillium italicum), plague (Phytophthora parasitica, Phytophthora citrophthora); apple monilia (Monilinia mali), rot (Valsa ceratosperma), powdery mildew (Podosera) leucotricha), spotted leaf disease (Alternaria alternata apple pathotype), black spot disease (Venturia inaequalis), anthracnose (Glomerella cingulata), brown spot disease (Diplocarpon mali), ring rot (Botryosphaeria berengeriana), plague (Phytophtora cactorum); Pear black spot disease (Venturia nashicola, Venturia pirina), black spot disease (Alternaria alternata Japanese pear pathotype), red star disease (Gymnosporangium haraeanum); peach asteroid disease (Monilinia fructicola), black star disease (Cladosporium carpophilum), fomosis rot (Phomopsis sp.); Grapes black rot (Elsinoe ampelina), late rot (Glomerella cingulata), powdery mildew (Uncinula necator), rust (Phakopsora ampelopsidis), black lot disease (Guignardia bidwellii), downy mildew (Plasmopara viticola); oyster anthracnose (Gloeosporium kaki), deciduous leaf disease (Cercospora kaki, Mycosphaerella nawae); cucurbit anthracnose (Colletotrichum lagenarium) ), Powdery mildew (Sphaerotheca fuliginea), vine blight (Didymella bryoniae), brown spot (Corynespora cassiicola), vine split (Fusarium oxysporum), downy mildew (Pseudoperonospora cubensis), plague (Phytophthora sp.), Seedling Standing disease (Pythium sp.); Tomato ring-rot (Alternaria solani), leaf mold (Cladosporium fulvum), mold mold (Pseudocercospora fuligena), plague (Phytophthora infestans), powdery mildew (Leveillula taurica); eggplant Brown spot disease (Phomopsis vexans), powdery mildew (Erysiphe cichoracearum); cruciferous vegetable black spot disease (Alternaria japonica), white spot disease (Cercosporella brassicae), clubroot disease (Plasmodiophora brassicae), Downy mildew (Peronospora parasitica); green onion rust (Puccinia allii); soybean purpura (Cercospora kikuchii), black scab (Elsinoe glycines), black spot (Diaporthe phaseolorum var. Sojae), rust (Phakopsora pachyrhizi) , Brown ring disease (Corynespora cassiicola), anthrax (Colletotrichum glycines, Colletotrichum truncatum), leaf rot (Rhizoctonia solani), brown leaf disease (Septoria glycines), spot disease (Cercospora sojina), sclerotia (Sclerotinia sclerotiorum) , Powdery mildew (Microsphaera diffusa), stem blight (Phytophthora sojae), downy mildew (Peronospora manshurica), sudden death (Fusarium virguliforme); kidney bean sclerotia (Sclerotinia sclerotiorum), rust (Uromyces appendiculatus), horn Spot disease (Phaeoisariopsis griseola), anthracnose (Colletotrichum lindemuthianum); groundnut black rot (Cercospora personata), brown spot (Cercospora arachidicola), white silkworm (Sclerotium rolfsii); Powdery mildew (Erysiphe pisi); Potato summer plague (Alternaria solani), plague (Phytophthora infestans), scarlet rot (Phytophthora erythroseptica), powdery scab (Spongospora subterranea f. Sp. Subterranea), half-body wilt Diseases (Verticillium albo-atrum, Verticillium dahliae, Verticillium nigrescens); Strawberry powdery mildew (Sphaerotheca humuli); Chamochi rice rot (Exobasidium reticulatum), White spot disease (Elsinoe leucospila), Ring spot disease (Pestalotiopsis sp.) Anthracnose (Colletotrichum theae-sinensis); tobacco red star disease (Alternaria longipes), anthracnose (Colletotrichum tabacum), downy mildew (Peronospora tabacina), plague (Phytophthora nicotianae); brown spot of sugar beet (Cercospora beticola) Leaf rot (Thanatephorus cucumeris), root rot (Thanatephorus cucumeris), black root disease (Aphanomyces cochlioides), rust (Uromyces betae); rose scab (Diplocarpon rosae), Powdery mildew (Sphaerotheca pannosa); chrysanthemum leaf spot (Septoria chrysanthemi-indici), white rust (Puccinia horiana); allii), Bacterial rot (Botrytis squamosa); Gray rot of various crops (Botrytis cinerea), Mycorrhizal sclerosis (Sclerotinia sclerotiorum); Japanese radish black spot (Alternaria brassicicola); homoeocarpa), brown patch disease and Rhizoctonia solani of shiba; and sigatoka disease of banana (Mycosphaerella fijiensis, Mycosphaerella musicola).
Seed disease or early growth of various crops caused by Aspergillus, Penicillium, Fusarium, Gibberella, Tricoderma, Thielaviopsis, Rhizopus, Mucor, Corticium, Phoma, Rhizoctonia, and Diplodia Disease. Viral diseases of various crops mediated by Polymyxa genus or Olpidium genus.
Rice seed blight (Burkholderia plantarii); Cucumber spotted bacterial disease (Pseudomonas syringae pv. Lachrymans); Eggplant blight (Ralstonia solanacearum); Citrus scab (Xanthomonas citri); carotovora) etc.
本発明化合物により防除することができる有害節足動物としては、以下が挙げられる。
半翅目害虫(Hemiptera):ヒメトビウンカ(Laodelphax striatellus)、トビイロウンカ(Nilaparvata lugens)、セジロウンカ(Sogatella furcifera)、トウモロコシウンカ(Peregrinus maidis)、キタウンカ(Javesella pellucida)、クロフツノウンカ(Perkinsiella saccharicida)、Tagosodes orizicolus等のウンカ科(Delphacidae);ツマグロヨコバイ(Nephotettix cincticeps)、タイワンツマグロヨコバイ(Nephotettix virescens)、クロスジツマグロヨコバイ(Nephotettix nigropictus)、イナズマヨコバイ(Recilia dorsalis)、チャノミドリヒメヨコバイ(Empoasca onukii)、ジャガイモヒメヨコバイ(Empoasca fabae)、コーンリーフホッパー(Dalbulus maidis)、シロオオヨコバイ(Cofana spectra)等のヨコバイ科(Cicadellidae);Mahanarva posticata、Mahanarva fimbriolata等のコガシラアワフキムシ科(Cercopidae);マメクロアブラムシ(Aphis fabae)、ダイズアブラムシ(Aphis glycines)、ワタアブラムシ(Aphis gossypii)、ヨーロッパリンゴアブラムシ(Aphis pomi)、ユキヤナギアブラムシ(Aphis spiraecola)、モモアカアブラムシ(Myzus persicae)、ムギワラギクオマルアブラムシ(Brachycaudus helichrysi)、ダイコンアブラムシ(Brevicoryne brassicae)、Rosy apple aphid(Dysaphis plantaginea)、ニセダイコンアブラムシ(Lipaphis erysimi)、チューリップヒゲナガアブラムシ(Macrosiphum euphorbiae)、ジャガイモヒゲナガアブラムシ(Aulacorthum solani)、レタスヒゲナガアブラムシ(Nasonovia ribisnigri)、ムギクビレアブラムシ(Rhopalosiphum padi)、トウモロコシアブラムシ(Rhopalosiphum maidis)、ミカンクロアブラムシ(Toxoptera citricida)、モモコフキアブラムシ(Hyalopterus pruni)、ヒエノアブラムシ(Melanaphis sacchari)、オカボノクロアブラムシ(Tetraneura nigriabdominalis)、カンシャワタアブラムシ(Ceratovacuna lanigera)、リンゴワタムシ(Eriosoma lanigerum)等のアブラムシ科(Aphididae);ブドウネアブラムシ(Daktulosphaira vitifoliae)、Pecan phylloxera(Phylloxera devastatrix)、Pecan leaf phylloxera(Phylloxera notabilis)、Southern pecan leaf phylloxera(Phylloxera russellae)等のネアブラムシ科(Phylloxeridae);ツガカサアブラムシ(Adelges tsugae)、Adelges piceae、ヒメカサアブラムシ(Aphrastasia pectinatae)等のカサアブラムシ科(Adelgidae);イネクロカメムシ(Scotinophara lurida)、Malayan rice black bug(Scotinophara coarctata)、アオクサカメムシ(Nezara antennata)、トゲシラホシカメムシ(Eysarcoris aeneus)、オオトゲシラホシカメムシ(Eysarcoris lewisi)、シラホシカメムシ(Eysarcoris ventralis)、ムラサキシラホシカメムシ(Eysarcoris annamita)、クサギカメムシ(Halyomorpha halys)、ミナミアオカメムシ(Nezara viridula)、Brown stink bug(Euschistus heros)、Red banded stink bug(Piezodorus guildinii)、Oebalus pugnax、Dichelops melacanthus等のカメムシ科(Pentatomidae);Burrower brown bug(Scaptocoris castanea)等のツチカメムシ科(Cydnidae);ホソヘリカメムシ(Riptortus pedestris)、クモヘリカメムシ(Leptocorisa chinensis)、ホソクモヘリカメムシ(Leptocorisa acuta)等のホソヘリカメムシ科(Alydidae);ホソハリカメムシ(Cletus punctiger)、アシビロヘリカメムシ(Leptoglossus australis)等のヘリカメムシ科(Coreidae);カンシャコバネナガカメムシ(Caverelius saccharivorus)、コバネヒョウタンナガカメムシ(Togo hemipterus)、アメリカコバネナガカメムシ(Blissus leucopterus)等のナガカメムシ科(Lygaeidae);アカヒゲホソミドリカスミカメ(Trigonotylus caelestialium)、アカスジカスミカメ(Stenotus rubrovittatus)、フタトゲムギカスミカメ(Stenodema calcarata)、サビイロカスミカメ(Lygus lineolaris)等のカスミカメムシ科(Miridae);オンシツコナジラミ(Trialeurodes vaporariorum)、タバココナジラミ(Bemisia tabaci)、ミカンコナジラミ(Dialeurodes citri)、ミカントゲコナジラミ(Aleurocanthus spiniferus)、チャトゲコナジラミ(Aleurocanthus camelliae)、ヒサカキワタフキコナジラミ(Pealius euryae)等のコナジラミ科(Aleyrodidae);シュロマルカイガラムシ(Abgrallaspis cyanophylli)、アカマルカイガラムシ(Aonidiella aurantii)、ナシマルカイガラムシ(Diaspidiotus perniciosus)、クワシロカイガラムシ(Pseudaulacaspis pentagona)、ヤノネカイガラムシ(Unaspis yanonensis)、ニセヤノネカイガラムシ(Unaspis citri)、等のマルカイガラムシ科(Diaspididae);ルビーロウムシ(Ceroplastes rubens)等のカタカイガラムシ科(Coccidae);イセリアカイガラムシ(Icerya purchasi)、キイロワタフキカイガラムシ(Icerya seychellarum)等のワタフキカイガラムシ科(Margarodidae);ナスコナガイガラムシ(Phenacoccus solani)、クロテンコナカイガラムシ(Phenacoccus solenopsis)、フジコナカイガラムシ(Planococcus kraunhiae)、クワコナカイガラムシ(Pseudococcus comstocki)、ミカンコナカイガラムシ(Planococcus citri)、ガハニコナカイガラムシ(Pseudococcus calceolariae)、ナガオコナカイガラムシ(Pseudococcus longispinus)、タトルミーリーバグ(Brevennia rehi)等のコナカイガラムシ科(Pseudococcidae);ミカンキジラミ(Diaphorina citri)、ミカントガリキジラミ(Trioza erytreae)、ナシキジラミ(Cacopsylla pyrisuga)、チュウゴクナシキジラミ(Cacopsylla chinensis)、ジャガイモトガリキジラミ(Bactericera cockerelli)、Pear psylla(Cacopsylla pyricola)等のキジラミ科(Psyllidae);プラタナスグンバイ(Corythucha ciliata)、アワダチソウグンバイ(Corythucha marmorata)、ナシグンバイ(Stephanitis nashi)、ツツジグンバイ(Stephanitis pyrioides)等のグンバイムシ科(Tingidae);トコジラミ(Cimex lectularius)等のトコジラミ科(Cimicidae)及びGiant Cicada(Quesada gigas)等のセミ科(Cicadidae)。
Examples of harmful arthropods that can be controlled by the compounds of the present invention include the following.
Hemiptera: Japanese brown planthopper (Laodelphax striatellus), Japanese brown planthopper (Nilaparvata lugens), white-tailed planthopper (Sogatella furcifera), corn planter (Peregrinus maidis), yellow-spotted plant (Javesella pellucida), black-tailed squid (Delphacidae); Nephotettix cincticeps, Nephotettix virescens, Nephotettix nigropictus, Recilia dorsalis, Eki ca ), Corn Leaf Hopper (Dalbulus maidis), Cofana spectra, etc., Cicadellidae; Mahanarva posticata, Mahanarva fimbriolata, etc., Cercopidae; Aphis fabae, soybean aphids (Aphis glycines), cotton aphids (Aphis gossypii), European apple aphids (Aphis pomi), snowy aphids (Aphis spiraecola), peach aphids (Myzus persicae), wheat arasi , Radish aphids (Brevicoryne brassicae), Rosy apple aphid (Dysaphis plantaginea), black radish aphids (Lipaphis erysimi), tulip beetle aphids (Macrosiphum euphorbiae), potato beetle aphids (Aulacorthum solani), aphids Aphids (Rhopalosiphum padi), corn aphids (Rhopalosiphum maidis), citrus aphids (Toxoptera citricida), peach beetle (Hyalopterus pruni), hyena aphids (Melanaphi) s sacchari), Tetraneura nigriabdominalis, Ceratovacuna lanigera, Eriosoma lanigerum, etc. (Aphididae); Leaf phylloxera (Phylloxera notabilis), Southern pecan leaf phylloxera (Phylloxera russellae) and other aphids (Phylloxeridae); ; Scotinophara lurida, Malayan rice black bug (Scotinophara coarctata), Nezara antennata, Eysarcoris aeneus, Eysarcoris ysori village Eysarcoris annamita, Hailyomorpha halys, Southern stink bug (Nezara viridula), Brown stink bug (Euschistus heros), Red banded stink bug (Piezodorus guildinii), Oebalchel pugnax Pentatomidae); Burrower brown bug (Scaptocoris castanea) and other hornworms (Cydnidae); ); Coleus punctiger, Leptoglossus australis, etc. (Coreidae); Blissus leucopterus) (Lygaeidae); Trigonotylus caelestialium, Stenotus rubrovittatus, Stenodema calcarata, ario des riode (Rygus) , Tobacco whitefly (Bemisia tabaci), Daleurodes citri, Aleurocanthus spiniferus, Aleurocanthus camelliae, Peleius eleyae, etc. (Abgrallaspis cyanophylli), Aonidiella aurantii, Nasimaru scale (Diaspidiotus perniciosus), Scarab scale (Pseudaulacaspis pentagona), Bamboo scale (Unaspis yanonensis), Diaspididae such as Unaspis citri; Coccidae such as Ceroplastes rubens; Icerya purchasi; Icerya purchasi; Icerya seychellarum Scales (Margarodidae); Phenacoccus solani, Phenacoccus solenopsis, Pteracoccus kraunhiae, Pseudococcus comstockicus, trichomec (Pseudococcus calceolariae), Pseudodococcus longispinus, Tattlemy Lee bug (Brevennia rehi), etc., Pseudococcidae; Diaphorina citri; ioza erytreae), Pepylthalidae (Cacopsylla pyrisuga), Pepylthiaceae (Psylliduch), Pear psylla (Cacopsylla pyricola) Corythucha marmorata, Stephanitis nashi, Stephanitis pyrioides, etc., Gingidae (Tingidae); .
半翅目害虫(Hemiptera):ヒメトビウンカ(Laodelphax striatellus)、トビイロウンカ(Nilaparvata lugens)、セジロウンカ(Sogatella furcifera)、トウモロコシウンカ(Peregrinus maidis)、キタウンカ(Javesella pellucida)、クロフツノウンカ(Perkinsiella saccharicida)、Tagosodes orizicolus等のウンカ科(Delphacidae);ツマグロヨコバイ(Nephotettix cincticeps)、タイワンツマグロヨコバイ(Nephotettix virescens)、クロスジツマグロヨコバイ(Nephotettix nigropictus)、イナズマヨコバイ(Recilia dorsalis)、チャノミドリヒメヨコバイ(Empoasca onukii)、ジャガイモヒメヨコバイ(Empoasca fabae)、コーンリーフホッパー(Dalbulus maidis)、シロオオヨコバイ(Cofana spectra)等のヨコバイ科(Cicadellidae);Mahanarva posticata、Mahanarva fimbriolata等のコガシラアワフキムシ科(Cercopidae);マメクロアブラムシ(Aphis fabae)、ダイズアブラムシ(Aphis glycines)、ワタアブラムシ(Aphis gossypii)、ヨーロッパリンゴアブラムシ(Aphis pomi)、ユキヤナギアブラムシ(Aphis spiraecola)、モモアカアブラムシ(Myzus persicae)、ムギワラギクオマルアブラムシ(Brachycaudus helichrysi)、ダイコンアブラムシ(Brevicoryne brassicae)、Rosy apple aphid(Dysaphis plantaginea)、ニセダイコンアブラムシ(Lipaphis erysimi)、チューリップヒゲナガアブラムシ(Macrosiphum euphorbiae)、ジャガイモヒゲナガアブラムシ(Aulacorthum solani)、レタスヒゲナガアブラムシ(Nasonovia ribisnigri)、ムギクビレアブラムシ(Rhopalosiphum padi)、トウモロコシアブラムシ(Rhopalosiphum maidis)、ミカンクロアブラムシ(Toxoptera citricida)、モモコフキアブラムシ(Hyalopterus pruni)、ヒエノアブラムシ(Melanaphis sacchari)、オカボノクロアブラムシ(Tetraneura nigriabdominalis)、カンシャワタアブラムシ(Ceratovacuna lanigera)、リンゴワタムシ(Eriosoma lanigerum)等のアブラムシ科(Aphididae);ブドウネアブラムシ(Daktulosphaira vitifoliae)、Pecan phylloxera(Phylloxera devastatrix)、Pecan leaf phylloxera(Phylloxera notabilis)、Southern pecan leaf phylloxera(Phylloxera russellae)等のネアブラムシ科(Phylloxeridae);ツガカサアブラムシ(Adelges tsugae)、Adelges piceae、ヒメカサアブラムシ(Aphrastasia pectinatae)等のカサアブラムシ科(Adelgidae);イネクロカメムシ(Scotinophara lurida)、Malayan rice black bug(Scotinophara coarctata)、アオクサカメムシ(Nezara antennata)、トゲシラホシカメムシ(Eysarcoris aeneus)、オオトゲシラホシカメムシ(Eysarcoris lewisi)、シラホシカメムシ(Eysarcoris ventralis)、ムラサキシラホシカメムシ(Eysarcoris annamita)、クサギカメムシ(Halyomorpha halys)、ミナミアオカメムシ(Nezara viridula)、Brown stink bug(Euschistus heros)、Red banded stink bug(Piezodorus guildinii)、Oebalus pugnax、Dichelops melacanthus等のカメムシ科(Pentatomidae);Burrower brown bug(Scaptocoris castanea)等のツチカメムシ科(Cydnidae);ホソヘリカメムシ(Riptortus pedestris)、クモヘリカメムシ(Leptocorisa chinensis)、ホソクモヘリカメムシ(Leptocorisa acuta)等のホソヘリカメムシ科(Alydidae);ホソハリカメムシ(Cletus punctiger)、アシビロヘリカメムシ(Leptoglossus australis)等のヘリカメムシ科(Coreidae);カンシャコバネナガカメムシ(Caverelius saccharivorus)、コバネヒョウタンナガカメムシ(Togo hemipterus)、アメリカコバネナガカメムシ(Blissus leucopterus)等のナガカメムシ科(Lygaeidae);アカヒゲホソミドリカスミカメ(Trigonotylus caelestialium)、アカスジカスミカメ(Stenotus rubrovittatus)、フタトゲムギカスミカメ(Stenodema calcarata)、サビイロカスミカメ(Lygus lineolaris)等のカスミカメムシ科(Miridae);オンシツコナジラミ(Trialeurodes vaporariorum)、タバココナジラミ(Bemisia tabaci)、ミカンコナジラミ(Dialeurodes citri)、ミカントゲコナジラミ(Aleurocanthus spiniferus)、チャトゲコナジラミ(Aleurocanthus camelliae)、ヒサカキワタフキコナジラミ(Pealius euryae)等のコナジラミ科(Aleyrodidae);シュロマルカイガラムシ(Abgrallaspis cyanophylli)、アカマルカイガラムシ(Aonidiella aurantii)、ナシマルカイガラムシ(Diaspidiotus perniciosus)、クワシロカイガラムシ(Pseudaulacaspis pentagona)、ヤノネカイガラムシ(Unaspis yanonensis)、ニセヤノネカイガラムシ(Unaspis citri)、等のマルカイガラムシ科(Diaspididae);ルビーロウムシ(Ceroplastes rubens)等のカタカイガラムシ科(Coccidae);イセリアカイガラムシ(Icerya purchasi)、キイロワタフキカイガラムシ(Icerya seychellarum)等のワタフキカイガラムシ科(Margarodidae);ナスコナガイガラムシ(Phenacoccus solani)、クロテンコナカイガラムシ(Phenacoccus solenopsis)、フジコナカイガラムシ(Planococcus kraunhiae)、クワコナカイガラムシ(Pseudococcus comstocki)、ミカンコナカイガラムシ(Planococcus citri)、ガハニコナカイガラムシ(Pseudococcus calceolariae)、ナガオコナカイガラムシ(Pseudococcus longispinus)、タトルミーリーバグ(Brevennia rehi)等のコナカイガラムシ科(Pseudococcidae);ミカンキジラミ(Diaphorina citri)、ミカントガリキジラミ(Trioza erytreae)、ナシキジラミ(Cacopsylla pyrisuga)、チュウゴクナシキジラミ(Cacopsylla chinensis)、ジャガイモトガリキジラミ(Bactericera cockerelli)、Pear psylla(Cacopsylla pyricola)等のキジラミ科(Psyllidae);プラタナスグンバイ(Corythucha ciliata)、アワダチソウグンバイ(Corythucha marmorata)、ナシグンバイ(Stephanitis nashi)、ツツジグンバイ(Stephanitis pyrioides)等のグンバイムシ科(Tingidae);トコジラミ(Cimex lectularius)等のトコジラミ科(Cimicidae)及びGiant Cicada(Quesada gigas)等のセミ科(Cicadidae)。
Examples of harmful arthropods that can be controlled by the compounds of the present invention include the following.
Hemiptera: Japanese brown planthopper (Laodelphax striatellus), Japanese brown planthopper (Nilaparvata lugens), white-tailed planthopper (Sogatella furcifera), corn planter (Peregrinus maidis), yellow-spotted plant (Javesella pellucida), black-tailed squid (Delphacidae); Nephotettix cincticeps, Nephotettix virescens, Nephotettix nigropictus, Recilia dorsalis, Eki ca ), Corn Leaf Hopper (Dalbulus maidis), Cofana spectra, etc., Cicadellidae; Mahanarva posticata, Mahanarva fimbriolata, etc., Cercopidae; Aphis fabae, soybean aphids (Aphis glycines), cotton aphids (Aphis gossypii), European apple aphids (Aphis pomi), snowy aphids (Aphis spiraecola), peach aphids (Myzus persicae), wheat arasi , Radish aphids (Brevicoryne brassicae), Rosy apple aphid (Dysaphis plantaginea), black radish aphids (Lipaphis erysimi), tulip beetle aphids (Macrosiphum euphorbiae), potato beetle aphids (Aulacorthum solani), aphids Aphids (Rhopalosiphum padi), corn aphids (Rhopalosiphum maidis), citrus aphids (Toxoptera citricida), peach beetle (Hyalopterus pruni), hyena aphids (Melanaphi) s sacchari), Tetraneura nigriabdominalis, Ceratovacuna lanigera, Eriosoma lanigerum, etc. (Aphididae); Leaf phylloxera (Phylloxera notabilis), Southern pecan leaf phylloxera (Phylloxera russellae) and other aphids (Phylloxeridae); ; Scotinophara lurida, Malayan rice black bug (Scotinophara coarctata), Nezara antennata, Eysarcoris aeneus, Eysarcoris ysori village Eysarcoris annamita, Hailyomorpha halys, Southern stink bug (Nezara viridula), Brown stink bug (Euschistus heros), Red banded stink bug (Piezodorus guildinii), Oebalchel pugnax Pentatomidae); Burrower brown bug (Scaptocoris castanea) and other hornworms (Cydnidae); ); Coleus punctiger, Leptoglossus australis, etc. (Coreidae); Blissus leucopterus) (Lygaeidae); Trigonotylus caelestialium, Stenotus rubrovittatus, Stenodema calcarata, ario des riode (Rygus) , Tobacco whitefly (Bemisia tabaci), Daleurodes citri, Aleurocanthus spiniferus, Aleurocanthus camelliae, Peleius eleyae, etc. (Abgrallaspis cyanophylli), Aonidiella aurantii, Nasimaru scale (Diaspidiotus perniciosus), Scarab scale (Pseudaulacaspis pentagona), Bamboo scale (Unaspis yanonensis), Diaspididae such as Unaspis citri; Coccidae such as Ceroplastes rubens; Icerya purchasi; Icerya purchasi; Icerya seychellarum Scales (Margarodidae); Phenacoccus solani, Phenacoccus solenopsis, Pteracoccus kraunhiae, Pseudococcus comstockicus, trichomec (Pseudococcus calceolariae), Pseudodococcus longispinus, Tattlemy Lee bug (Brevennia rehi), etc., Pseudococcidae; Diaphorina citri; ioza erytreae), Pepylthalidae (Cacopsylla pyrisuga), Pepylthiaceae (Psylliduch), Pear psylla (Cacopsylla pyricola) Corythucha marmorata, Stephanitis nashi, Stephanitis pyrioides, etc., Gingidae (Tingidae); .
鱗翅目害虫(Lepidoptera):ニカメイガ(Chilo suppressalis)、Darkheaded stem borer(Chilo polychrysus)、White stem borer(Scirpophaga innotata)、イッテンオオメイガ(Scirpophaga incertulas)、Rupela albina、コブノメイガ(Cnaphalocrocis medinalis)、Marasmia patnalis、イネハカジノメイガ(Marasmia exigua)、ワタノメイガ(Notarcha derogata)、アワノメイガ(Ostrinia furnacalis)、European corn borer(Ostrinia nubilalis)、ハイマダラノメイガ(Hellula undalis)、モンキクロノメイガ(Herpetogramma luctuosale)、シバツトガ(Pediasia teterrellus)、ライスケースワーム(Nymphula depunctalis)、Sugarcane borer(Diatraea saccharalis)等のツトガ科(Crambidae);モロコシマダラメイガ(Elasmopalpus lignosellus)、ノシメマダラメイガ(Plodia interpunctella)等のメイガ科(Pyralidae);ハスモンヨトウ(Spodoptera litura)、シロイチモジヨトウ(Spodoptera exigua)、アワヨトウ(Mythimna separata)、ヨトウガ(Mamestra brassicae)、イネヨトウ(Sesamia inferens)、シロナヨトウ(Spodoptera mauritia)、フタオビコヤガ(Naranga aenescens)、ツマジロクサヨトウ(Spodoptera frugiperda)、アフリカシロナヨトウ(Spodoptera exempta)、タマナヤガ(Agrotis ipsilon)、タマナギンウワバ(Autographa nigrisigna)、イネキンウワバ(Plusia festucae)、Soybean looper(Chrysodeixis includens)、トリコプルシア属(Trichoplusia spp.)、ニセアメリカタバコガ(Heliothis virescens)等ヘリオティス属(Heliothis spp.)、オオタバコガ(Helicoverpa armigera)、アメリカタバコガ(Helicoverpa zea)等のヘリコベルパ属(Helicoverpa spp.)、Velvetbean caterpillar(Anticarsia gemmatalis)、Cotton leafworm(Alabama argillacea)、Hop vine borer(Hydraecia immanis)等のヤガ科(Noctuidae);モンシロチョウ(Pieris rapae)等のシロチョウ科(Pieridae);ナシヒメシンクイ(Grapholita molesta)、スモモヒメシンクイ(Grapholita dimorpha)、マメシンクイガ(Leguminivora glycinivorella)、アズキサヤムシガ(Matsumuraeses azukivora)、リンゴコカクモンハマキ(Adoxophyes orana fasciata)、チャノコカクモンハマキ(Adoxophyes honmai)、チャハマキ(Homona magnanima)、ミダレカクモンハマキ(Archips fuscocupreanus)、コドリンガ(Cydia pomonella)、カンシャシンクイハマキ(Tetramoera schistaceana)、Bean Shoot Borer(Epinotia aporema)、Citrus fruit borer(Ecdytolopha aurantiana)等のハマキガ科(Tortricidae);チャノホソガ(Caloptilia theivora)、キンモンホソガ(Phyllonorycter ringoniella)等のホソガ科(Gracillariidae);モモシンクイガ(Carposina sasakii)等のシンクイガ科(Carposinidae);Coffee Leaf miner(Leucoptera coffeella)、モモハモグリガ(Lyonetia clerkella)、ギンモンハモグリガ(Lyonetia prunifoliella)等のハモグリガ科(Lyonetiidae);マイマイガ(Lymantria dispar)等のリマントリア属(Lymantria spp.)、チャドクガ(Euproctis pseudoconspersa)等のユープロクティス属(Euproctis spp.)等のドクガ科(Lymantriidae);コナガ(Plutella xylostella)等のコナガ科(Plutellidae);モモキバガ(Anarsia lineatella)、イモキバガ(Helcystogramma triannulella)、ワタアカミムシガ(Pectinophora gossypiella)、ジャガイモガ(Phthorimaea operculella)、Tuta absoluta等のキバガ科(Gelechiidae);アメリカシロヒトリ(Hyphantria cunea)等のヒトリガ科(Arctiidae);Giant Sugarcane borer(Telchin licus)等のカストニアガ科(Castniidae);ヒメボクトウ(Cossus insularis)等のボクトウガ科(Cossidae);ヨモギエダシャク(Ascotis selenaria)等のシャクガ科(Geometridae);ヒロヘリアオイラガ(Parasa lepida)等のイラガ科(Limacodidae);カキノヘタムシガ(Stathmopoda masinissa)等のニセマイコガ科(Stathmopodidae);クロメンガタスズメ(Acherontia lachesis)等のスズメガ科(Sphingidae);キクビスカシバ(Nokona feralis)等のスカシバガ科(Sesiidae);イネツトムシ(Parnara guttata)等のセセリチョウ科(Hesperiidae)。
Lepidoptera: Green moth (Chilo suppressalis), Darkheaded stem borer (Chilo polychrysus), White stem borer (Scirpophaga innotata), Itteno eel moth (Scirpophaga incertulas), Rupela albina medina, Hacasino maiga (Marasmia exigua), cotton moth (Notarcha derogata), yellow corn borer (Ostrinia furnacalis), European corn borer (Ostrinia nubilalis), yellow moth (Hellula undalis), monk black moth terrel Rice case worms (Nymphula depunctalis), Sugarcane borer (Diatraea saccharalis), etc. (Cambidae); tera litura, Spodoptera exigua, Mythimna separata, Mamestra brassicae, Sesamia inferens, Spodoptera mauritae, ranga pods Spodoptera exempta, Tamanayaga (Agrotis ipsilon), Tamanaginawaba (Autographa nigrisigna), Echinocera (Plusia festucae), Soybean looper (Chrysodeixis includens), Trichoplusia thisppa, Trichoplusia spp Genus (Heliothis spp.), Helicoverpa armigera, Helicoverpa zea and other Helicobelpa species (Helicoverpa spp.), Velvetbean caterpillar (Anticarsia gemmatalis), CottonHleafworm (Alabama argillav), Noctuidae such as ine borer (Hydraecia immanis); Pieridae such as Pieris rapae; Grapholita molesta, Grapholita dimorpha, glycine Matsumuraeses azukivora, Adoxophyes orana fasciata, Chanocok's leaflet (Adoxophyes honmai), Chamonaki (Homona magnanima), Midarekamon leaflet (Archips fuscocupreanus), Kodlinga ella, Mocha schistaceana), Bean Shoot Borer (Epinotia aporema), Citrus fruit borer (Ecdytolopha aurantiana) and other species of Tortricidae (Tortricidae); Carposin e (Carposina sasakii), etc. Carposinidae; Coffee Leaf miner (Leucoptera coffeella), peach leaf moth (Lyonetia clerkella), winged leaf moth (Lyonetia prunifoliella), etc. Lymantriidae such as Euproctis spp. Such as Eumantis genus (Lymantria spp.), Euproctis pseudoconspersa; Plutellidae such as Plutella xylostella; Plumellidae; Helicopteraceae (Gelchiidae) such as Helcystogramma triannulella, Pectinophora gossypiella, potato moth (Phthorimaea operculella); Castnii family (Castnii) dae); Arcticidae (Cossus insularis), etc. (Cossidae); Ascotis selenaria, etc. Staphmopodidae, etc .; Sphingidae, such as Acherontia lachesis; Ssiidae, such as Nokona feralis;
総翅目害虫(Thysanoptera):ミカンキイロアザミウマ(Frankliniella occidentalis)、ミナミキイロアザミウマ(Thrips palmi)、チャノキイロアザミウマ(Scirtothrips dorsalis)、ネギアザミウマ(Thrips tabaci)、ヒラズハナアザミウマ(Frankliniella intonsa)、イネアザミウマ(Stenchaetothrips biformis)、モトジロアザミウマ(Echinothrips americanus)等のアザミウマ科(Thripidae);イネクダアザミウマ(Haplothrips aculeatus)等のクダアザミウマ科(Phlaeothripidae)。
Thysanoptera: Citrus thrips (Frankliniella occidentalis), Thrips palmiet (Sriptos etbisiton) ), Thripidae such as Echinothrips americanus; Phthaothripripae such as Haplothrips aculeatus.
双翅目害虫(Diptera):タネバエ(Delia platura)、タマネギバエ(Delia antiqua)等のハナバエ科(Anthomyiidae);シュガービートルートマゴット(Tetanops myopaeformis)等のハネフリバエ科(Ulidiidae);イネハモグリバエ(Agromyza oryzae)、トマトハモグリバエ(Liriomyza sativae)、マメハモグリバエ(Liriomyza trifolii)、ナモグリバエ(Chromatomyia horticola)等のハモグリバエ科(Agromyzidae);イネキモグリバエ(Chlorops oryzae)等のキモグリバエ科(Chloropidae);ウリミバエ(Bactrocera cucurbitae)、ミカンコミバエ(Bactrocera dorsalis)、ナスミバエ(Bactrocera latifrons)、オリーブミバエ(Bactrocera oleae)、クインスランドミバエ(Bactrocera tryoni)、チチュウカイミバエ(Ceratitis capitata)等のミバエ科(Tephritidae);イネヒメハモグリバエ(Hydrellia griseola)、トウヨウイネクキミギワバエ(Hydrellia philippina)、イネクキミギワバエ(Hydrellia sasakii)等のミギワバエ科(Ephydridae);オウトウショウジョウバエ(Drosophila suzukii)等のショウジョウバエ科(Drosophilidae);オオキモンノミバエ(Megaselia spiracularis)等のノミバエ科(Phoridae);オオチョウバエ(Clogmia albipunctata)等のチョウバエ科(Psychodidae);チビクロバネキノコバエ(Bradysia difformis)等のクロバネキノコバエ科(Sciaridae);ヘシアンバエ(Mayetiola destructor)、イネノシントメタマバエ(Orseolia oryzae)等のタマバエ科(Cecidomyiidae);Diopsis macrophthalma等のシュモクバエ科(Diopsidae);キリウジガガンボ(Tipula aino)、Common cranefly(Tipula oleracea)、European cranefly(Tipula paludosa)等のガガンボ科(Tipulidae)。
Diptera: Drosophila (Delia platura), onion flies (Delia antiqua), etc., Anthomyiidae; Tomato leafhopper (Liriomyza sativae), bean leafworm (Liriomyza trifolii), leafhopper (Chromatomyia horticola) and other leafworms (Agromyzidae); ), Eggplant fly (Bactrocera latifrons), olive fruit fly (Bactrocera oleae), quinzland fruit fly (Bactrocera tryoni), CeratitisCcapitata, etc. (Tephritidae); Hydrellia philippina, Hydrellia sasakii, and other species (Ephydridae); Drosophila suzukii, etc .; Drosophilidae Phoridae; Psychodidae such as Clogmia albipunctata; Spharidae such as Bradysia difformis; Mayetiola destructor; Cecidomyiidae, etc .; Diops macrophthalma, etc .; Diopsidae; Gillidae (Tipula aino), Common cranefly (Tipula oleracea), European cranefly (Tipula paludosa), etc.
鞘翅目害虫(Coleoptera):ウエスタンコーンルートワーム(Diabrotica virgifera virgifera)、サザンコーンルートワーム(Diabrotica undecimpunctata howardi)、ノザンコーンルートワーム(Diabrotica barberi)、メキシカンコーンルートワーム(Diabrotica virgifera zeae)、バンデッドキューカンバービートル(Diabrotica balteata)、Cucurbit Beetle(Diabrotica speciosa)、ビーンリーフビートル(Cerotoma trifurcata)、クビアカクビホソハムシ(Oulema melanopus)、ウリハムシ(Aulacophora femoralis)、キスジノミハムシ(Phyllotreta striolata)、Cabbage flea beetle(Phyllotreta cruciferae)、Western black flea beetle(Phyllotreta pusilla)、Cabbage stem flea beetle(Psylliodes chrysocephala)、コロラドハムシ(Leptinotarsa decemlineata)、イネドロオイムシ(Oulema oryzae)、グレープ・コラスピス(Colaspis brunnea)、コーン・フレアビートル(Chaetocnema pulicaria)、サツマイモヒサゴトビハムシ(Chaetocnema confinis)、ポテト・フレアビートル(Epitrix cucumeris)、イネトゲハムシ(Dicladispa armigera)、southern corn leaf beetle(Myochrous denticollis)、ヨツモンカメノコハムシ(Laccoptera quadrimaculata)、タバコノミハムシ(Epitrix hirtipennis)等のハムシ科(Chrysomelidae);Seedcorn beetle(Stenolophus lecontei)、Slender seedcorn beetle(Clivina impressifrons)等のオサムシ科(Carabidae);ドウガネブイブイ(Anomala cuprea)、ヒメコガネ(Anomala rufocuprea)、アオドウガネ(Anomala albopilosa)、マメコガネ(Popillia japonica)、ナガチャコガネ(Heptophylla picea)、European Chafer(Rhizotrogus majalis)、クロマルコガネ(Tomarus gibbosus)、Holotrichia属(Holotrichia spp.)、ジューン・ビートル(Phyllophaga crinita)等のPhyllophaga属(Phyllophaga spp.)、Diloboderus abderus等のDiloboderus属(Diloboderus spp.)等のコガネムシ科(Scarabaeidae);ワタミヒゲナガゾウムシ(Araecerus coffeae)、アリモドキゾウムシ(Cylas formicarius)、イモゾウムシ(Euscepes postfasciatus)、アルファルファタコゾウムシ(Hypera postica)、コクゾウムシ(Sitophilus zeamais)、イネゾウムシ(Echinocnemus squameus)、イネミズゾウムシ(Lissorhoptrus oryzophilus)、シロスジオサゾウムシ(Rhabdoscelus lineatocollis)、ワタミハナゾウムシ(Anthonomus grandis)、シバオサゾウムシ(Sphenophorus venatus)、Southern Corn Billbug(Sphenophorus callosus)、Soybean stalk weevil(Sternechus subsignatus)、Sugarcane weevil(Sphenophorus levis)、サビヒョウタンゾウムシ(Scepticus griseus)、トビイロヒョウタンゾウムシ(Scepticus uniformis)、ブラジルマメゾウムシ(Zabrotes subfasciatus)、マツノキクイムシ(Tomicus piniperda)、Coffee Berry Borer(Hypothenemus hampei)、Aracanthus mourei等のAracanthus属(Aracanthus spp.)、cotton root borer(Eutinobothrus brasiliensis)等のゾウムシ科(Curculionidae);コクヌストモドキ(Tribolium castaneum)、ヒラタコクヌストモドキ(Tribolium confusum)等のゴミムシダマシ科(Tenebrionidae);ニジュウヤホシテントウ(Epilachna vigintioctopunctata)等のテントウムシ科(Coccinellidae);ヒラタキクイムシ(Lyctus brunneus)等のナガシンクイムシ科(Bostrychidae);ヒョウホンムシ科(Ptinidae);ゴマダラカミキリ(Anoplophora malasiaca)、Migdolus fryanus等のカミキリムシ科(Cerambycidae);オキナワカンシャクシコメツキ(Melanotus okinawensis)、トビイロムナボソコメツキ(Agriotes fuscicollis)、クシコメツキ(Melanotus legatus)、アシブトコメツキ属(Anchastus spp.)、コノデルス属(Conoderus spp.)、クテニセラ属(Ctenicera spp.)、リモニウス属(Limonius spp.)、Aeolus属(Aeolus spp.)等のコメツキムシ科(Elateridae);アオバアリガタハネカクシ(Paederus fuscipes)等のハネカクシ科(Staphylinidae)。
Coleoptera: Western corn rootworm (Diabrotica virgifera virgifera), Southern corn rootworm (Diabrotica undecimpunctata howardi), Northern corn rootworm (Diabrotica barberi), Mexican corn rootworm (Diabrotica virgifera zeae), Banded cue Diabrotica balteata), Cucurbit tle Beetle (Diabrotica speciosa), Bean leaf beetle (Cerotoma trifurcata), Bark beetle (Oulema melanopus), potato beetle (Aulacophora femoralis), Phyllotreta bb Cabe black flea beetle (Phyllotreta pusilla), Cabbage stem flea beetle (Psylliodes chrysocephala), Colorado potato beetle (Leptinotarsa decemlineata), Inedro beetle (Oulema oryzae), Grape colaspis (Colaspis brunnea) ), Corn flare beetle (Chaetocnema pulicaria), sweet potato beetle (Chaetocnema confinis), potato flare beetle (Epitrix cucumeris), rice beetle (Dicladispa armigera), southern corn leaf ), Chrysomelidae such as Epitrix hirtipennis; Seedcorn beetle (Stenolophus lecontei), Slender seedcorn beetle (Clivina impressifrons), etc. Carabidae; , Anomala albopilosa, Japanese beetle (Popillia japonica), Nagachakogane (Heptophylla picea), European Chafer (Rhizotrogus majalis), Black marsh (Tomarus gibbosus), Holotrichiall Haga crinita) and other genus Phyllophaga genus (Phyllophaga spp.), Diloboderus usabderus genus Diloboderus genus (Diloboderus spp.) and other scarab beetles (Scarabaeidae); Eusces Sphenophorus venatus), Southern Corn Billbug (Sphenophorus callosus), Soybean stalk weevil (Sternechus S subsignatus), Sugarcane weevil (Sphenophorus levis), Sabihyo weevil (Scepticus griseus) mis), Brazilian weevil (Zabrotes subfasciatus), pine beetle (Tomicus piniperda), Coffee Berry Borer (Hypothenemus hampei), Aracanthus mourei, etc. ); Tribolium castaneum, Tribolium confusum, etc .; Tenebrionidae; Epilachna vigintioctopunctata, etc .; Bostrychidae; Leopardidae (Ptinidae); Anoplophora malasiaca, Migdolus fryanus, etc. , Melanotus legatus, Anchastus spp., Connoderus spp., Ctenicera spp., Limonius spp., Aeolus spp., Etc. Elateridae; Staphylinidae such as Paederus fuscipes.
直翅目害虫(Orthoptera):トノサマバッタ(Locusta migratoria)、モロッコトビバッタ(Dociostaurus maroccanus)、オーストラリアトビバッタ(Chortoicetes terminifera)、アカトビバッタ(Nomadacris septemfasciata)、Brown Locust(Locustana pardalina)、Tree Locust(Anacridium melanorhodon)、Italian Locust(Calliptamus italicus)、Differential grasshopper(Melanoplus differentialis)、Two striped grasshopper(Melanoplus bivittatus)、Migratory grasshopper(Melanoplus sanguinipes)、Red-Legged grasshopper(Melanoplus femurrubrum)、Clearwinged grasshopper(Camnula pellucida)、サバクワタリバッタ(Schistocerca gregaria)、Yellow-winged locust(Gastrimargus musicus)、Spur-throated locust(Austracris guttulosa)、コバネイナゴ(Oxya yezoensis)、ハネナガイナゴ(Oxya japonica)、タイワンツチイナゴ(Patanga succincta)等のバッタ科(Acrididae);ケラ(Gryllotalpa orientalis)等のケラ科(Gryllotalpidae);ヨーロッパイエコオロギ(Acheta domestica)、エンマコオロギ(Teleogryllus emma)等のコオロギ科(Gryllidae);Mormon cricket(Anabrus simplex)等のキリギリス科(Tettigoniidae)。
Orthoptera: Tosama locust (Locusta migratoria), Moroccan flying grasshopper (Dociostaurus maroccanus), Australian flying grasshopper (Chortoicetes terminifera), Red-spotted grasshopper (Nomadacris septemfasciata), Brown Locust ina Italian Locust (Calliptamus italicus), Differential grasshopper (Melanoplus differentialis), Two striped grasshopper (Melanoplus bivittatus), Migratory grasshopper (Melanoplus sanguinipes), Red-Legged grasshopper (Melanoula femurrubrum) gregaria), Yellow-winged locust (Gastrimargus musicus), Spur-throated locust (Austracris guttulosa), Cobainago (Oxya yezoensis), Species (Oxya japonica), grasshopper (Patanga succincta), etc. rididae); Gryllotalpidae such as Gryllotalpa orientalis; Grylidae such as Acheta domestica; Gryllidae such as Teleogryllus emma;
膜翅目害虫(Hymenoptera):カブラハバチ(Athalia rosae)、ニホンカブラバチ(Athalia japonica)等のハバチ科(Tenthredinidae);ファイヤーアント(Solenopsis spp.)科、Brown leaf-cutting ant(Atta capiguara)等のアリ科(Formicidae)等。
Hymenoptera: bee (Athalia rosae), Japanese bee (Athalia japonica) and other bees (Tenthredinidae); fire ant (Solenopsis spp.), Brown leaf-cutting ant (Atta capiguara) and other ants Department (Formicidae) etc.
ゴキブリ目害虫(Blattodea):チャバネゴキブリ(Blattella germanica)等のチャバネゴキブリ科(Blattellidae);クロゴキブリ(Periplaneta fuliginosa)、ワモンゴキブリ(Periplaneta americana)、トビイロゴキブリ(Periplaneta brunnea)、トウヨウゴキブリ(Blatta orientalis)等のゴキブリ科(Blattidae);ヤマトシロアリ(Reticulitermes speratus)、イエシロアリ(Coptotermes formosanus)、アメリカカンザイシロアリ(Incisitermes minor)、ダイコクシロアリ(Cryptotermes domesticus)、タイワンシロアリ(Odontotermes formosanus)、コウシュンシロアリ(Neotermes koshunensis)、サツマシロアリ(Glyptotermes satsumensis)、ナカジマシロアリ(Glyptotermes nakajimai)、カタンシロアリ(Glyptotermes fuscus)、オオシロアリ(Hodotermopsis sjostedti)、コウシュウイエシロアリ(Coptotermes guangzhouensis)、アマミシロアリ(Reticulitermes amamianus)、ミヤタケシロアリ(Reticulitermes miyatakei)、カンモンシロアリ(Reticulitermes kanmonensis)、タカサゴシロアリ(Nasutitermes takasagoensis)、ニトベシロアリ(Pericapritermes nitobei)、ムシャシロアリ(Sinocapritermes mushae)、Cornitermes cumulans等のシロアリ科(Termitidae)等。
Cockroaches (Blattodea): German cockroaches (Blattellidae) such as the German cockroach (Blattella germanica); Family (Blattidae); Yamato termite (Reticulitermes speratus), Japanese termite (Coptotermes formosanus), American ant termite (Incisitermes orminor), Great white termite (Cryptotermes domesticus), Thai one termite (Odontotermes マ ant hunter) (Glyptotermes satsumensis), Nakajima Termites (Glyptotermes nakajimai), Caterpillars (Glyptotermes fuscus), Termites (Hodotermopsis sjostedti), Coptotermes guangzhouen sis), Amite Termites (Reticulitermes amamianus), Miyatake Termites (Reticulitermes miyatakei), Camellia Termites (Reticulitermes kanmonensis), Takashi Termites (Nasutitermes takasagoensis), Nitobe Termites (Pericapritermes sharimuestermitermes) Termitidae, etc.
以下に製造例、参考製造例、製剤例及び試験例を示して、本発明をより具体的に説明するが、本発明はこれらの例に限定されない。
Hereinafter, the present invention will be described more specifically with reference to production examples, reference production examples, formulation examples and test examples, but the present invention is not limited to these examples.
製造例1-1
3-(4-ヒドロキシフェニル)-5-(トリフルオロメチル)-1,2,4-オキサジアゾール(以下、中間体1と記す。)0.50g、炭酸カリウム0.39g、及びジメチルホルムアミド22mLの混合物にピペリジン-1-カルボニルクロリド0.35gを滴下し、室温下21時間撹拌した。反応液をメチルtert-ブチルエーテルで希釈し、水及び飽和食塩水で順次洗浄した。有機層を無水硫酸ナトリウムで乾燥した後、減圧下で濃縮し、下記で示される本発明化合物1を0.73g得た。
本発明化合物1
1H-NMR (CDCl3,25℃) δ: 8.12 (2H, dt), 7.29 (2H, dt), 3.63-3.53 (4H, m), 1.71-1.62 (6H, m). Production Example 1-1
3- (4-hydroxyphenyl) -5- (trifluoromethyl) -1,2,4-oxadiazole (hereinafter referred to as Intermediate 1) 0.50 g, potassium carbonate 0.39 g, and dimethylformamide 22 mL To this mixture, 0.35 g of piperidine-1-carbonyl chloride was added dropwise and stirred at room temperature for 21 hours. The reaction mixture was diluted with methyl tert-butyl ether and washed successively with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 0.73 g of the present compound 1 shown below.
Compound 1 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12 (2H, dt), 7.29 (2H, dt), 3.63-3.53 (4H, m), 1.71-1.62 (6H, m).
3-(4-ヒドロキシフェニル)-5-(トリフルオロメチル)-1,2,4-オキサジアゾール(以下、中間体1と記す。)0.50g、炭酸カリウム0.39g、及びジメチルホルムアミド22mLの混合物にピペリジン-1-カルボニルクロリド0.35gを滴下し、室温下21時間撹拌した。反応液をメチルtert-ブチルエーテルで希釈し、水及び飽和食塩水で順次洗浄した。有機層を無水硫酸ナトリウムで乾燥した後、減圧下で濃縮し、下記で示される本発明化合物1を0.73g得た。
本発明化合物1
1H-NMR (CDCl3,25℃) δ: 8.12 (2H, dt), 7.29 (2H, dt), 3.63-3.53 (4H, m), 1.71-1.62 (6H, m). Production Example 1-1
3- (4-hydroxyphenyl) -5- (trifluoromethyl) -1,2,4-oxadiazole (hereinafter referred to as Intermediate 1) 0.50 g, potassium carbonate 0.39 g, and dimethylformamide 22 mL To this mixture, 0.35 g of piperidine-1-carbonyl chloride was added dropwise and stirred at room temperature for 21 hours. The reaction mixture was diluted with methyl tert-butyl ether and washed successively with water and saturated brine. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 0.73 g of the present compound 1 shown below.
Compound 1 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12 (2H, dt), 7.29 (2H, dt), 3.63-3.53 (4H, m), 1.71-1.62 (6H, m).
製造例1-2
製造例1-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物2
1H-NMR (CDCl3,25℃) δ: 8.14 (2H, dt), 7.30 (2H, dt), 3.77 (4H, t), 3.68-3.62 (4H, m).
本発明化合物3
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, dt), 7.30 (2H, dt), 3.69-3.64 (4H, m), 2.48 (4
H, t), 2.36 (3H, s). Production Example 1-2
The compounds produced according to the method described in Production Example 1-1 and their physical properties are shown below.
Compound 2 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.14 (2H, dt), 7.30 (2H, dt), 3.77 (4H, t), 3.68-3.62 (4H, m).
Compound 3 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, dt), 7.30 (2H, dt), 3.69-3.64 (4H, m), 2.48 (4
H, t), 2.36 (3H, s).
製造例1-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物2
1H-NMR (CDCl3,25℃) δ: 8.14 (2H, dt), 7.30 (2H, dt), 3.77 (4H, t), 3.68-3.62 (4H, m).
本発明化合物3
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, dt), 7.30 (2H, dt), 3.69-3.64 (4H, m), 2.48 (4
H, t), 2.36 (3H, s). Production Example 1-2
The compounds produced according to the method described in Production Example 1-1 and their physical properties are shown below.
Compound 2 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.14 (2H, dt), 7.30 (2H, dt), 3.77 (4H, t), 3.68-3.62 (4H, m).
Compound 3 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, dt), 7.30 (2H, dt), 3.69-3.64 (4H, m), 2.48 (4
H, t), 2.36 (3H, s).
製造例1-3
製造例1-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物45
1H-NMR (CDCl3,25℃) δ: 7.99 (1H, s), 7.96 (1H, dd, J = 8.4, 2.0 Hz), 7.24 (1H, d, J = 8.4 Hz), 3.66-3.53 (4H, m), 2.30 (3H, s), 1.68-1.66 (6H, br m).
本発明化合物46
1H-NMR (CDCl3,25℃) δ: 8.01 (1H, d, J = 2.1 Hz), 7.97 (1H, dd, J = 8.5, 2.1 Hz), 7.25 (1H, d, J = 8.5 Hz), 3.79-3.60 (8H, m), 2.30 (3H, s).
本発明化合物47
1H-NMR (CDCl3,25℃) δ: 8.07 (1H, d, J = 8.4 Hz), 7.14-7.11 (2H, m), 3.62-3.53 (4H, m), 2.66 (3H, s), 1.66-1.61 (6H, m).
本発明化合物48
1H-NMR (CDCl3,25℃) δ: 8.09 (1H, d, J = 8.5 Hz), 7.16-7.12 (2H, m), 3.78-3.76 (4H, m), 3.69-3.59 (4H, m), 2.67 (3H, s).
本発明化合物49
1H-NMR (CDCl3,25℃) δ: 7.94 (2H, d, J = 8.8 Hz), 7.39 (1H, t, J = 7.9 Hz), 3.79-3.76 (4H, m), 3.73-3.59 (4H, m).
本発明化合物50
1H-NMR (CDCl3,25℃) δ: 8.12-8.08 (1H, m), 7.18-7.13 (2H, m), 3.77-3.76 (4H, m), 3.70-3.58 (4H, m).
本発明化合物51
1H-NMR (CDCl3,25℃) δ: 8.66 (1H, s), 8.24-8.21 (1H, m), 7.79-7.77 (1H, m), 3.80-3.79 (5H, m), 3.74-3.62 (3H, m).
参考製造例1-1
N’,4-ジヒドロキシ-3-フルオロベンゼンカルボキシイミドアミド5.34g、ピリジン7.44g、及びジメチルホルムアミド48mLの混合物にトリフルオロ酢酸無水物7.25gを滴下し、80℃で5時間撹拌した。反応液を酢酸エチルで希釈し、2規定塩酸、水、飽和炭酸水素ナトリウム水溶液及び飽和食塩水で順次洗浄した。有機層を無水硫酸ナトリウムで乾燥した後、減圧下濃縮し、下記で示される中間体2を7.22g得た。
中間体2
1H-NMR (CDCl3,25℃) δ: 7.87-7.84 (2H, m), 7.16-7.12 (1H, m), 5.75 (1H, br s). Production Example 1-3
The compounds produced according to the method described in Production Example 1-1 and their physical properties are shown below.
Compound 45 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.99 (1H, s), 7.96 (1H, dd, J = 8.4, 2.0 Hz), 7.24 (1H, d, J = 8.4 Hz), 3.66-3.53 ( 4H, m), 2.30 (3H, s), 1.68-1.66 (6H, br m).
Compound 46 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.01 (1H, d, J = 2.1 Hz), 7.97 (1H, dd, J = 8.5, 2.1 Hz), 7.25 (1H, d, J = 8.5 Hz) , 3.79-3.60 (8H, m), 2.30 (3H, s).
Compound 47 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.07 (1H, d, J = 8.4 Hz), 7.14-7.11 (2H, m), 3.62-3.53 (4H, m), 2.66 (3H, s), 1.66-1.61 (6H, m).
Compound 48 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.09 (1H, d, J = 8.5 Hz), 7.16-7.12 (2H, m), 3.78-3.76 (4H, m), 3.69-3.59 (4H, m ), 2.67 (3H, s).
Compound 49 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.94 (2H, d, J = 8.8 Hz), 7.39 (1H, t, J = 7.9 Hz), 3.79-3.76 (4H, m), 3.73-3.59 ( 4H, m).
Compound 50 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12-8.08 (1H, m), 7.18-7.13 (2H, m), 3.77-3.76 (4H, m), 3.70-3.58 (4H, m).
Compound 51 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.66 (1H, s), 8.24-8.21 (1H, m), 7.79-7.77 (1H, m), 3.80-3.79 (5H, m), 3.74-3.62 (3H, m).
Reference production example 1-1
7.25 g of trifluoroacetic anhydride was added dropwise to a mixture of 5.34 g of N ′, 4-dihydroxy-3-fluorobenzenecarboximidamide, 7.44 g of pyridine, and 48 mL of dimethylformamide, and the mixture was stirred at 80 ° C. for 5 hours. The reaction mixture was diluted with ethyl acetate and washed successively with 2N hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 7.22 g of intermediate 2 shown below.
Intermediate 2
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.87-7.84 (2H, m), 7.16-7.12 (1H, m), 5.75 (1H, br s).
製造例1-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物45
1H-NMR (CDCl3,25℃) δ: 7.99 (1H, s), 7.96 (1H, dd, J = 8.4, 2.0 Hz), 7.24 (1H, d, J = 8.4 Hz), 3.66-3.53 (4H, m), 2.30 (3H, s), 1.68-1.66 (6H, br m).
本発明化合物46
1H-NMR (CDCl3,25℃) δ: 8.01 (1H, d, J = 2.1 Hz), 7.97 (1H, dd, J = 8.5, 2.1 Hz), 7.25 (1H, d, J = 8.5 Hz), 3.79-3.60 (8H, m), 2.30 (3H, s).
本発明化合物47
1H-NMR (CDCl3,25℃) δ: 8.07 (1H, d, J = 8.4 Hz), 7.14-7.11 (2H, m), 3.62-3.53 (4H, m), 2.66 (3H, s), 1.66-1.61 (6H, m).
本発明化合物48
1H-NMR (CDCl3,25℃) δ: 8.09 (1H, d, J = 8.5 Hz), 7.16-7.12 (2H, m), 3.78-3.76 (4H, m), 3.69-3.59 (4H, m), 2.67 (3H, s).
本発明化合物49
1H-NMR (CDCl3,25℃) δ: 7.94 (2H, d, J = 8.8 Hz), 7.39 (1H, t, J = 7.9 Hz), 3.79-3.76 (4H, m), 3.73-3.59 (4H, m).
本発明化合物50
1H-NMR (CDCl3,25℃) δ: 8.12-8.08 (1H, m), 7.18-7.13 (2H, m), 3.77-3.76 (4H, m), 3.70-3.58 (4H, m).
本発明化合物51
1H-NMR (CDCl3,25℃) δ: 8.66 (1H, s), 8.24-8.21 (1H, m), 7.79-7.77 (1H, m), 3.80-3.79 (5H, m), 3.74-3.62 (3H, m).
参考製造例1-1
N’,4-ジヒドロキシ-3-フルオロベンゼンカルボキシイミドアミド5.34g、ピリジン7.44g、及びジメチルホルムアミド48mLの混合物にトリフルオロ酢酸無水物7.25gを滴下し、80℃で5時間撹拌した。反応液を酢酸エチルで希釈し、2規定塩酸、水、飽和炭酸水素ナトリウム水溶液及び飽和食塩水で順次洗浄した。有機層を無水硫酸ナトリウムで乾燥した後、減圧下濃縮し、下記で示される中間体2を7.22g得た。
中間体2
1H-NMR (CDCl3,25℃) δ: 7.87-7.84 (2H, m), 7.16-7.12 (1H, m), 5.75 (1H, br s). Production Example 1-3
The compounds produced according to the method described in Production Example 1-1 and their physical properties are shown below.
Compound 45 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.99 (1H, s), 7.96 (1H, dd, J = 8.4, 2.0 Hz), 7.24 (1H, d, J = 8.4 Hz), 3.66-3.53 ( 4H, m), 2.30 (3H, s), 1.68-1.66 (6H, br m).
Compound 46 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.01 (1H, d, J = 2.1 Hz), 7.97 (1H, dd, J = 8.5, 2.1 Hz), 7.25 (1H, d, J = 8.5 Hz) , 3.79-3.60 (8H, m), 2.30 (3H, s).
Compound 47 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.07 (1H, d, J = 8.4 Hz), 7.14-7.11 (2H, m), 3.62-3.53 (4H, m), 2.66 (3H, s), 1.66-1.61 (6H, m).
Compound 48 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.09 (1H, d, J = 8.5 Hz), 7.16-7.12 (2H, m), 3.78-3.76 (4H, m), 3.69-3.59 (4H, m ), 2.67 (3H, s).
Compound 49 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.94 (2H, d, J = 8.8 Hz), 7.39 (1H, t, J = 7.9 Hz), 3.79-3.76 (4H, m), 3.73-3.59 ( 4H, m).
Compound 50 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12-8.08 (1H, m), 7.18-7.13 (2H, m), 3.77-3.76 (4H, m), 3.70-3.58 (4H, m).
Compound 51 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.66 (1H, s), 8.24-8.21 (1H, m), 7.79-7.77 (1H, m), 3.80-3.79 (5H, m), 3.74-3.62 (3H, m).
Reference production example 1-1
7.25 g of trifluoroacetic anhydride was added dropwise to a mixture of 5.34 g of N ′, 4-dihydroxy-3-fluorobenzenecarboximidamide, 7.44 g of pyridine, and 48 mL of dimethylformamide, and the mixture was stirred at 80 ° C. for 5 hours. The reaction mixture was diluted with ethyl acetate and washed successively with 2N hydrochloric acid, water, saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure to obtain 7.22 g of intermediate 2 shown below.
Intermediate 2
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.87-7.84 (2H, m), 7.16-7.12 (1H, m), 5.75 (1H, br s).
参考製造例1-2
参考製造例1-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
中間体3
1H-NMR (CDCl3,25℃) δ: 7.91-7.90 (1H, m), 7.87-7.84 (1H, m), 6.88 (1H, d, J = 8.5 Hz), 5.19 (1H, s), 2.32 (3H, s).
中間体4
1H-NMR (CDCl3,25℃) δ: 7.98 (1H, dd, J = 8.3, 1.9 Hz), 6.82-6.79 (2H, m), 5.82 (1H, s), 2.62 (3H, s).
中間体5
1H-NMR (CDCl3,25℃) δ: 7.99-7.95 (1H, m), 6.81-6.75 (2H, m), 6.32 (1H, br s). Reference production example 1-2
The compounds produced according to the method described in Reference Production Example 1-1 and their physical properties are shown below.
Intermediate 3
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.91-7.90 (1H, m), 7.87-7.84 (1H, m), 6.88 (1H, d, J = 8.5 Hz), 5.19 (1H, s), 2.32 (3H, s).
Intermediate 4
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.98 (1H, dd, J = 8.3, 1.9 Hz), 6.82-6.79 (2H, m), 5.82 (1H, s), 2.62 (3H, s).
Intermediate 5
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.99-7.95 (1H, m), 6.81-6.75 (2H, m), 6.32 (1H, br s).
参考製造例1-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
中間体3
1H-NMR (CDCl3,25℃) δ: 7.91-7.90 (1H, m), 7.87-7.84 (1H, m), 6.88 (1H, d, J = 8.5 Hz), 5.19 (1H, s), 2.32 (3H, s).
中間体4
1H-NMR (CDCl3,25℃) δ: 7.98 (1H, dd, J = 8.3, 1.9 Hz), 6.82-6.79 (2H, m), 5.82 (1H, s), 2.62 (3H, s).
中間体5
1H-NMR (CDCl3,25℃) δ: 7.99-7.95 (1H, m), 6.81-6.75 (2H, m), 6.32 (1H, br s). Reference production example 1-2
The compounds produced according to the method described in Reference Production Example 1-1 and their physical properties are shown below.
Intermediate 3
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.91-7.90 (1H, m), 7.87-7.84 (1H, m), 6.88 (1H, d, J = 8.5 Hz), 5.19 (1H, s), 2.32 (3H, s).
Intermediate 4
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.98 (1H, dd, J = 8.3, 1.9 Hz), 6.82-6.79 (2H, m), 5.82 (1H, s), 2.62 (3H, s).
Intermediate 5
1 H-NMR (CDCl 3 , 25 ° C) δ: 7.99-7.95 (1H, m), 6.81-6.75 (2H, m), 6.32 (1H, br s).
製造例2-1
トリホスゲン0.13g、及びクロロホルム10mLの混合物に0.30gの中間体1、ジイソプロピルエチルアミン0.22mL、及びテトラヒドロフラン10mLの混合物を滴下し、室温で1時間攪拌した。得られた混合物に2-メチルピペリジン0.23mL、ジイソプロピルエチルアミン0.33mL、及びクロロホルム10mLの混合物を滴下し、室温で終夜攪拌した。反応液に飽和炭酸水素ナトリウム水溶液を加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(クロロホルム)に付し、下記で示される本発明化合物4を0.34g得た。
本発明化合物4
1H-NMR (CDCl3,25℃) δ: 8.12 (2H, d), 7.29 (2H, d), 4.63-4.51 (1H, m), 4.17-4.06 (1H, m), 3.14-2.97 (1H, m), 1.83-1.45 (6H, m), 1.32-1.24 (3H, m). Production Example 2-1
To a mixture of 0.13 g of triphosgene and 10 mL of chloroform was added dropwise a mixture of 0.30 g of Intermediate 1, 0.22 mL of diisopropylethylamine, and 10 mL of tetrahydrofuran, and the mixture was stirred at room temperature for 1 hour. A mixture of 0.23 mL of 2-methylpiperidine, 0.33 mL of diisopropylethylamine, and 10 mL of chloroform was added dropwise to the resulting mixture, and the mixture was stirred at room temperature overnight. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (chloroform) to obtain 0.34 g of the present compound 4 shown below.
Compound 4 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12 (2H, d), 7.29 (2H, d), 4.63-4.51 (1H, m), 4.17-4.06 (1H, m), 3.14-2.97 (1H , m), 1.83-1.45 (6H, m), 1.32-1.24 (3H, m).
トリホスゲン0.13g、及びクロロホルム10mLの混合物に0.30gの中間体1、ジイソプロピルエチルアミン0.22mL、及びテトラヒドロフラン10mLの混合物を滴下し、室温で1時間攪拌した。得られた混合物に2-メチルピペリジン0.23mL、ジイソプロピルエチルアミン0.33mL、及びクロロホルム10mLの混合物を滴下し、室温で終夜攪拌した。反応液に飽和炭酸水素ナトリウム水溶液を加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(クロロホルム)に付し、下記で示される本発明化合物4を0.34g得た。
本発明化合物4
1H-NMR (CDCl3,25℃) δ: 8.12 (2H, d), 7.29 (2H, d), 4.63-4.51 (1H, m), 4.17-4.06 (1H, m), 3.14-2.97 (1H, m), 1.83-1.45 (6H, m), 1.32-1.24 (3H, m). Production Example 2-1
To a mixture of 0.13 g of triphosgene and 10 mL of chloroform was added dropwise a mixture of 0.30 g of Intermediate 1, 0.22 mL of diisopropylethylamine, and 10 mL of tetrahydrofuran, and the mixture was stirred at room temperature for 1 hour. A mixture of 0.23 mL of 2-methylpiperidine, 0.33 mL of diisopropylethylamine, and 10 mL of chloroform was added dropwise to the resulting mixture, and the mixture was stirred at room temperature overnight. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (chloroform) to obtain 0.34 g of the present compound 4 shown below.
Compound 4 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12 (2H, d), 7.29 (2H, d), 4.63-4.51 (1H, m), 4.17-4.06 (1H, m), 3.14-2.97 (1H , m), 1.83-1.45 (6H, m), 1.32-1.24 (3H, m).
製造例2-2
製造例2-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
式(a)
〔式中、EYは、[表1]~[表4]に示す各々対応する置換基を表す。〕
で示される化合物において、EYが[表1]~[表4]に記載のいずれかである化合物。
ただし、[表1]~[表4]における●は、炭素原子との結合位置を表す。 Production Example 2-2
The compounds produced according to the method described in Production Example 2-1 and their physical properties are shown below.
Formula (a)
[Wherein E Y represents a corresponding substituent shown in each of [Table 1] to [Table 4]. ]
Wherein Y is any one of those listed in [Table 1] to [Table 4].
However, ● in [Table 1] to [Table 4] represents a bonding position with a carbon atom.
製造例2-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
式(a)
〔式中、EYは、[表1]~[表4]に示す各々対応する置換基を表す。〕
で示される化合物において、EYが[表1]~[表4]に記載のいずれかである化合物。
ただし、[表1]~[表4]における●は、炭素原子との結合位置を表す。 Production Example 2-2
The compounds produced according to the method described in Production Example 2-1 and their physical properties are shown below.
Formula (a)
[Wherein E Y represents a corresponding substituent shown in each of [Table 1] to [Table 4]. ]
Wherein Y is any one of those listed in [Table 1] to [Table 4].
However, ● in [Table 1] to [Table 4] represents a bonding position with a carbon atom.
例えば本発明化合物5は、下記の化合物である。
本発明化合物5
For example, this invention compound 5 is the following compound.
Compound 5 of the present invention
本発明化合物5
For example, this invention compound 5 is the following compound.
Compound 5 of the present invention
製造例3
0.10gの本発明化合物14及びクロロホルム5mLの混合物にメタクロロ過安息香酸70mgを0℃で加え、30分間攪拌した。得られた反応液に飽和炭酸水素ナトリウム水溶液及び飽和チオ硫酸ナトリウム水溶液を順次加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(クロロホルム)に付し、下記で示される本発明化合物30を0.10g得た。
本発明化合物30
1H-NMR (CDCl3,25℃) δ: 8.16 (2H, d), 7.30 (2H, d), 4.33-3.95 (4H, m), 2.98-2.75 (4H, m). Production Example 3
To a mixture of 0.10 g of the present compound 14 and 5 mL of chloroform, 70 mg of metachloroperbenzoic acid was added at 0 ° C. and stirred for 30 minutes. A saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium thiosulfate solution were sequentially added to the resulting reaction solution, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (chloroform) to obtain 0.10 g of the present compound 30 shown below.
Compound 30 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.16 (2H, d), 7.30 (2H, d), 4.33-3.95 (4H, m), 2.98-2.75 (4H, m).
0.10gの本発明化合物14及びクロロホルム5mLの混合物にメタクロロ過安息香酸70mgを0℃で加え、30分間攪拌した。得られた反応液に飽和炭酸水素ナトリウム水溶液及び飽和チオ硫酸ナトリウム水溶液を順次加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(クロロホルム)に付し、下記で示される本発明化合物30を0.10g得た。
本発明化合物30
1H-NMR (CDCl3,25℃) δ: 8.16 (2H, d), 7.30 (2H, d), 4.33-3.95 (4H, m), 2.98-2.75 (4H, m). Production Example 3
To a mixture of 0.10 g of the present compound 14 and 5 mL of chloroform, 70 mg of metachloroperbenzoic acid was added at 0 ° C. and stirred for 30 minutes. A saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium thiosulfate solution were sequentially added to the resulting reaction solution, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (chloroform) to obtain 0.10 g of the present compound 30 shown below.
Compound 30 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.16 (2H, d), 7.30 (2H, d), 4.33-3.95 (4H, m), 2.98-2.75 (4H, m).
製造例4-1
1.15gの本発明化合物10及びクロロホルム5mLの混合物にデス-マーチンペルヨージナン2.05gを0℃で加え、室温で終夜攪拌した。得られた反応液に飽和炭酸水素ナトリウム水溶液及び飽和チオ硫酸ナトリウム水溶液を加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(クロロホルム)に付し、下記で示される本発明化合物31を0.66g得た。
本発明化合物31
1H-NMR (CDCl3,25℃) δ: 8.16 (2H, d), 7.33 (2H, d), 4.05-3.87 (4H, m), 2.64-2.56 (4H, m). Production Example 4-1
To a mixture of 1.15 g of the compound 10 of the present invention and 5 mL of chloroform, 2.05 g of Dess-Martin periodinane was added at 0 ° C. and stirred at room temperature overnight. A saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium thiosulfate solution were added to the resulting reaction solution, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (chloroform) to obtain 0.66 g of the present compound 31 shown below.
Compound 31 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.16 (2H, d), 7.33 (2H, d), 4.05-3.87 (4H, m), 2.64-2.56 (4H, m).
1.15gの本発明化合物10及びクロロホルム5mLの混合物にデス-マーチンペルヨージナン2.05gを0℃で加え、室温で終夜攪拌した。得られた反応液に飽和炭酸水素ナトリウム水溶液及び飽和チオ硫酸ナトリウム水溶液を加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(クロロホルム)に付し、下記で示される本発明化合物31を0.66g得た。
本発明化合物31
1H-NMR (CDCl3,25℃) δ: 8.16 (2H, d), 7.33 (2H, d), 4.05-3.87 (4H, m), 2.64-2.56 (4H, m). Production Example 4-1
To a mixture of 1.15 g of the compound 10 of the present invention and 5 mL of chloroform, 2.05 g of Dess-Martin periodinane was added at 0 ° C. and stirred at room temperature overnight. A saturated aqueous sodium bicarbonate solution and a saturated aqueous sodium thiosulfate solution were added to the resulting reaction solution, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (chloroform) to obtain 0.66 g of the present compound 31 shown below.
Compound 31 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.16 (2H, d), 7.33 (2H, d), 4.05-3.87 (4H, m), 2.64-2.56 (4H, m).
製造例4-2
製造例4-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物32
1H-NMR (CDCl3,25℃) δ: 8.15 (2H, d), 7.34-7.28 (2H, m), 4.27 (1H, s), 4.18 (1H, s), 3.92-3.74 (2H, m), 2.59 (2H, t), 2.20-2.07 (2H, m).
本発明化合物33
1H-NMR (CDCl3,25℃) δ: 8.16 (2H, d), 7.38-7.31 (2H, m), 4.13-3.91 (4H, m), 2.79-2.68 (2H, m). Production Example 4-2
The compounds produced according to the method described in Production Example 4-1, and their physical properties are shown below.
Compound 32 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.15 (2H, d), 7.34-7.28 (2H, m), 4.27 (1H, s), 4.18 (1H, s), 3.92-3.74 (2H, m ), 2.59 (2H, t), 2.20-2.07 (2H, m).
Compound 33 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.16 (2H, d), 7.38-7.31 (2H, m), 4.13-3.91 (4H, m), 2.79-2.68 (2H, m).
製造例4-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物32
1H-NMR (CDCl3,25℃) δ: 8.15 (2H, d), 7.34-7.28 (2H, m), 4.27 (1H, s), 4.18 (1H, s), 3.92-3.74 (2H, m), 2.59 (2H, t), 2.20-2.07 (2H, m).
本発明化合物33
1H-NMR (CDCl3,25℃) δ: 8.16 (2H, d), 7.38-7.31 (2H, m), 4.13-3.91 (4H, m), 2.79-2.68 (2H, m). Production Example 4-2
The compounds produced according to the method described in Production Example 4-1, and their physical properties are shown below.
Compound 32 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.15 (2H, d), 7.34-7.28 (2H, m), 4.27 (1H, s), 4.18 (1H, s), 3.92-3.74 (2H, m ), 2.59 (2H, t), 2.20-2.07 (2H, m).
Compound 33 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.16 (2H, d), 7.38-7.31 (2H, m), 4.13-3.91 (4H, m), 2.79-2.68 (2H, m).
製造例5-1
本発明化合物31を0.20g及びエタノール5mLの混合物にO-メチルヒドロキシルアミン塩酸塩0.05gを室温で加え、5時間攪拌した。得られた反応液に飽和炭酸水素ナトリウム水溶液を加え、減圧下で濃縮した後、酢酸エチルで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(ヘキサン:酢酸エチル=4:1)に付し、下記で示される本発明化合物34を0.09g及び本発明化合物35を0.11g得た。
本発明化合物34
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.28 (2H, d), 3.73-3.56 (4H, m), 3.52 (4H, q), 1.89-1.82 (4H, m), 1.22 (6H, t).
本発明化合物35
1H-NMR (CDCl3,25℃) δ: 8.14 (2H, d), 7.31 (2H, d), 3.87 (3H, s), 3.85-3.63 (4H, m), 2.73-2.66 (2H, m), 2.53-2.43 (2H, m). Production Example 5-1
0.05 g of O-methylhydroxylamine hydrochloride was added to a mixture of 0.20 g of the present compound 31 and 5 mL of ethanol at room temperature, and the mixture was stirred for 5 hours. Saturated aqueous sodium hydrogen carbonate solution was added to the resulting reaction solution, and the mixture was concentrated under reduced pressure and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (hexane: ethyl acetate = 4: 1) to obtain 0.09 g of the present compound 34 and 0.11 g of the present compound 35 shown below.
Compound 34 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.28 (2H, d), 3.73-3.56 (4H, m), 3.52 (4H, q), 1.89-1.82 (4H, m ), 1.22 (6H, t).
Compound 35 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.14 (2H, d), 7.31 (2H, d), 3.87 (3H, s), 3.85-3.63 (4H, m), 2.73-2.66 (2H, m ), 2.53-2.43 (2H, m).
本発明化合物31を0.20g及びエタノール5mLの混合物にO-メチルヒドロキシルアミン塩酸塩0.05gを室温で加え、5時間攪拌した。得られた反応液に飽和炭酸水素ナトリウム水溶液を加え、減圧下で濃縮した後、酢酸エチルで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(ヘキサン:酢酸エチル=4:1)に付し、下記で示される本発明化合物34を0.09g及び本発明化合物35を0.11g得た。
本発明化合物34
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.28 (2H, d), 3.73-3.56 (4H, m), 3.52 (4H, q), 1.89-1.82 (4H, m), 1.22 (6H, t).
本発明化合物35
1H-NMR (CDCl3,25℃) δ: 8.14 (2H, d), 7.31 (2H, d), 3.87 (3H, s), 3.85-3.63 (4H, m), 2.73-2.66 (2H, m), 2.53-2.43 (2H, m). Production Example 5-1
0.05 g of O-methylhydroxylamine hydrochloride was added to a mixture of 0.20 g of the present compound 31 and 5 mL of ethanol at room temperature, and the mixture was stirred for 5 hours. Saturated aqueous sodium hydrogen carbonate solution was added to the resulting reaction solution, and the mixture was concentrated under reduced pressure and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (hexane: ethyl acetate = 4: 1) to obtain 0.09 g of the present compound 34 and 0.11 g of the present compound 35 shown below.
Compound 34 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.28 (2H, d), 3.73-3.56 (4H, m), 3.52 (4H, q), 1.89-1.82 (4H, m ), 1.22 (6H, t).
Compound 35 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.14 (2H, d), 7.31 (2H, d), 3.87 (3H, s), 3.85-3.63 (4H, m), 2.73-2.66 (2H, m ), 2.53-2.43 (2H, m).
製造例5-2
製造例5-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物36
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.29 (2H, d), 3.73-3.56 (4H, m), 3.24 (6H, s), 1.88-1.79 (4H, m).
本発明化合物37
1H-NMR (CDCl3,25℃) δ: 8.12 (2H, d), 7.35-7.29 (2H, m), 3.72-3.67 (2H, m), 3.63-3.50 (6H, m), 2.20-2.11 (2H, m), 1.27-1.21 (6H, m).
本発明化合物38
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.35-7.30 (2H, m), 3.73-3.67 (2H, m), 3.63-3.57 (2H, m), 3.32 (3H, s), 3.31 (3H, s), 2.20-2.10 (2H, m).
本発明化合物39
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.33-7.27 (2H, m), 4.27 (1.2H, s), 4.17 (0.8H, s), 3.88 (3H, s), 3.78-3.60 (2H, m), 2.64 (2H, t), 1.92-1.80 (2H, m).
本発明化合物40及び本発明化合物41は下記に示される化合物のC=N二重結合に由来する幾何異性体の各々である。
本発明化合物40:1H-NMR (CDCl3,25℃) δ: 8.14 (2H, d), 7.33 (2H, d), 4.32 (1H, s), 4.22 (1H, s), 3.92 (3H, s), 3.91-3.74 (2H, m), 2.92-2.80 (2H, m).
本発明化合物41:1H-NMR (CDCl3,25℃) δ: 8.14 (2H, d), 7.33 (2H, d), 4.35 (1.2H, s), 4.24 (0.8H, s), 3.91 (1.8H, s), 3.90 (1.2H, s), 3.89-3.73 (2H, m), 2.88-2.78 (2H, m). Production Example 5-2
The compounds produced according to the method described in Production Example 5-1 and their physical properties are shown below.
Compound 36 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.29 (2H, d), 3.73-3.56 (4H, m), 3.24 (6H, s), 1.88-1.79 (4H, m ).
Compound 37 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12 (2H, d), 7.35-7.29 (2H, m), 3.72-3.67 (2H, m), 3.63-3.50 (6H, m), 2.20-2.11 (2H, m), 1.27-1.21 (6H, m).
Compound 38 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.35-7.30 (2H, m), 3.73-3.67 (2H, m), 3.63-3.57 (2H, m), 3.32 (3H , s), 3.31 (3H, s), 2.20-2.10 (2H, m).
Compound 39 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.33-7.27 (2H, m), 4.27 (1.2H, s), 4.17 (0.8H, s), 3.88 (3H, s ), 3.78-3.60 (2H, m), 2.64 (2H, t), 1.92-1.80 (2H, m).
The compound 40 of the present invention and the compound 41 of the present invention are geometric isomers derived from C═N double bonds of the compounds shown below.
Compound 40 of the present invention: 1 H-NMR (CDCl 3 , 25 ° C.) δ: 8.14 (2H, d), 7.33 (2H, d), 4.32 (1H, s), 4.22 (1H, s), 3.92 (3H, s), 3.91-3.74 (2H, m), 2.92-2.80 (2H, m).
Compound 41 of the present invention: 1 H-NMR (CDCl 3 , 25 ° C.) δ: 8.14 (2H, d), 7.33 (2H, d), 4.35 (1.2H, s), 4.24 (0.8H, s), 3.91 ( 1.8H, s), 3.90 (1.2H, s), 3.89-3.73 (2H, m), 2.88-2.78 (2H, m).
製造例5-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物36
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.29 (2H, d), 3.73-3.56 (4H, m), 3.24 (6H, s), 1.88-1.79 (4H, m).
本発明化合物37
1H-NMR (CDCl3,25℃) δ: 8.12 (2H, d), 7.35-7.29 (2H, m), 3.72-3.67 (2H, m), 3.63-3.50 (6H, m), 2.20-2.11 (2H, m), 1.27-1.21 (6H, m).
本発明化合物38
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.35-7.30 (2H, m), 3.73-3.67 (2H, m), 3.63-3.57 (2H, m), 3.32 (3H, s), 3.31 (3H, s), 2.20-2.10 (2H, m).
本発明化合物39
1H-NMR (CDCl3,25℃) δ: 8.13 (2H, d), 7.33-7.27 (2H, m), 4.27 (1.2H, s), 4.17 (0.8H, s), 3.88 (3H, s), 3.78-3.60 (2H, m), 2.64 (2H, t), 1.92-1.80 (2H, m).
本発明化合物40及び本発明化合物41は下記に示される化合物のC=N二重結合に由来する幾何異性体の各々である。
本発明化合物40:1H-NMR (CDCl3,25℃) δ: 8.14 (2H, d), 7.33 (2H, d), 4.32 (1H, s), 4.22 (1H, s), 3.92 (3H, s), 3.91-3.74 (2H, m), 2.92-2.80 (2H, m).
本発明化合物41:1H-NMR (CDCl3,25℃) δ: 8.14 (2H, d), 7.33 (2H, d), 4.35 (1.2H, s), 4.24 (0.8H, s), 3.91 (1.8H, s), 3.90 (1.2H, s), 3.89-3.73 (2H, m), 2.88-2.78 (2H, m). Production Example 5-2
The compounds produced according to the method described in Production Example 5-1 and their physical properties are shown below.
Compound 36 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.29 (2H, d), 3.73-3.56 (4H, m), 3.24 (6H, s), 1.88-1.79 (4H, m ).
Compound 37 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.12 (2H, d), 7.35-7.29 (2H, m), 3.72-3.67 (2H, m), 3.63-3.50 (6H, m), 2.20-2.11 (2H, m), 1.27-1.21 (6H, m).
Compound 38 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.35-7.30 (2H, m), 3.73-3.67 (2H, m), 3.63-3.57 (2H, m), 3.32 (3H , s), 3.31 (3H, s), 2.20-2.10 (2H, m).
Compound 39 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.13 (2H, d), 7.33-7.27 (2H, m), 4.27 (1.2H, s), 4.17 (0.8H, s), 3.88 (3H, s ), 3.78-3.60 (2H, m), 2.64 (2H, t), 1.92-1.80 (2H, m).
The compound 40 of the present invention and the compound 41 of the present invention are geometric isomers derived from C═N double bonds of the compounds shown below.
Compound 40 of the present invention: 1 H-NMR (CDCl 3 , 25 ° C.) δ: 8.14 (2H, d), 7.33 (2H, d), 4.32 (1H, s), 4.22 (1H, s), 3.92 (3H, s), 3.91-3.74 (2H, m), 2.92-2.80 (2H, m).
Compound 41 of the present invention: 1 H-NMR (CDCl 3 , 25 ° C.) δ: 8.14 (2H, d), 7.33 (2H, d), 4.35 (1.2H, s), 4.24 (0.8H, s), 3.91 ( 1.8H, s), 3.90 (1.2H, s), 3.89-3.73 (2H, m), 2.88-2.78 (2H, m).
製造例6-1
0.40gの中間体1及びクロロホルム10mLの混合物に、N,N’-カルボニルジイミダゾール0.28gを加え、室温で2時間攪拌した。得られた混合物に2-アミノエタノール0.12mLを加え、室温で1時間攪拌した後、N,N’-カルボニルジイミダゾール0.28g及びジイソプロピルエチルアミン0.30mLを加え、室温で終夜攪拌した。反応液に飽和炭酸水素ナトリウム水溶液を加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(ヘキサン:酢酸エチル=1:1)に付し、下記で示される本発明化合物41を0.07g得た。
本発明化合物42
1H-NMR (CDCl3,25℃) δ: 8.19 (2H, d), 7.40 (2H, d), 4.51 (2H, t), 4.20 (2H, t). Production Example 6-1
To a mixture of 0.40 g of Intermediate 1 and 10 mL of chloroform, 0.28 g of N, N′-carbonyldiimidazole was added and stirred at room temperature for 2 hours. To the obtained mixture, 0.12 mL of 2-aminoethanol was added and stirred at room temperature for 1 hour. Then, 0.28 g of N, N′-carbonyldiimidazole and 0.30 mL of diisopropylethylamine were added, and the mixture was stirred overnight at room temperature. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (hexane: ethyl acetate = 1: 1) to obtain 0.07 g of the present compound 41 shown below.
Compound 42 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.19 (2H, d), 7.40 (2H, d), 4.51 (2H, t), 4.20 (2H, t).
0.40gの中間体1及びクロロホルム10mLの混合物に、N,N’-カルボニルジイミダゾール0.28gを加え、室温で2時間攪拌した。得られた混合物に2-アミノエタノール0.12mLを加え、室温で1時間攪拌した後、N,N’-カルボニルジイミダゾール0.28g及びジイソプロピルエチルアミン0.30mLを加え、室温で終夜攪拌した。反応液に飽和炭酸水素ナトリウム水溶液を加え、クロロホルムで抽出した。有機層を飽和食塩水で洗浄した後、無水硫酸マグネシウムで乾燥し、減圧下で濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(ヘキサン:酢酸エチル=1:1)に付し、下記で示される本発明化合物41を0.07g得た。
本発明化合物42
1H-NMR (CDCl3,25℃) δ: 8.19 (2H, d), 7.40 (2H, d), 4.51 (2H, t), 4.20 (2H, t). Production Example 6-1
To a mixture of 0.40 g of Intermediate 1 and 10 mL of chloroform, 0.28 g of N, N′-carbonyldiimidazole was added and stirred at room temperature for 2 hours. To the obtained mixture, 0.12 mL of 2-aminoethanol was added and stirred at room temperature for 1 hour. Then, 0.28 g of N, N′-carbonyldiimidazole and 0.30 mL of diisopropylethylamine were added, and the mixture was stirred overnight at room temperature. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction mixture, and the mixture was extracted with chloroform. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (hexane: ethyl acetate = 1: 1) to obtain 0.07 g of the present compound 41 shown below.
Compound 42 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.19 (2H, d), 7.40 (2H, d), 4.51 (2H, t), 4.20 (2H, t).
製造例6-2
製造例6-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物43
1H-NMR (CDCl3,25℃) δ: 8.17 (2H, d), 7.38 (2H, d), 5.12 (1H, s), 4.11 (2H, t), 3.60 (2H, t). Production Example 6-2
The compounds produced according to the method described in Production Example 6-1 and their physical properties are shown below.
Compound 43 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.17 (2H, d), 7.38 (2H, d), 5.12 (1H, s), 4.11 (2H, t), 3.60 (2H, t).
製造例6-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物43
1H-NMR (CDCl3,25℃) δ: 8.17 (2H, d), 7.38 (2H, d), 5.12 (1H, s), 4.11 (2H, t), 3.60 (2H, t). Production Example 6-2
The compounds produced according to the method described in Production Example 6-1 and their physical properties are shown below.
Compound 43 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.17 (2H, d), 7.38 (2H, d), 5.12 (1H, s), 4.11 (2H, t), 3.60 (2H, t).
製造例7-1
トリホスゲン0.22g、及びクロロホルム10mLの混合物に3-(4-アミノフェニル)-5-(トリフルオロメチル)-1,2,4-オキサジアゾール塩酸塩0.40g、トリエチルアミン0.42mL、及びクロロホルム15mLの混合物を滴下し、室温下1時間撹拌した。この反応液を減圧下濃縮し、得られた残渣とクロロホルム10mLとの混合物にモルホリン0.13mL、トリエチルアミン0.31mL、及びクロロホルム10mLの混合物を滴下し、室温下1時間撹拌した。この反応液をろ過した後、減圧下濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(ヘキサン:酢酸エチル=1:1)に付し、下記で示される本発明化合物52を0.63g得た。
本発明化合物52
1H-NMR (CDCl3,25℃) δ: 8.05 (2H, d), 7.55 (2H, d), 6.53 (1H, s), 3.76-3.78 (4H, m), 3.51-3.54 (4H, m) Production Example 7-1
To a mixture of 0.22 g of triphosgene and 10 mL of chloroform, 0.40 g of 3- (4-aminophenyl) -5- (trifluoromethyl) -1,2,4-oxadiazole hydrochloride, 0.42 mL of triethylamine, and chloroform 15 mL of the mixture was added dropwise and stirred at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure, and a mixture of morpholine 0.13 mL, triethylamine 0.31 mL, and chloroform 10 mL was added dropwise to a mixture of the resulting residue and chloroform 10 mL, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was filtered and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (hexane: ethyl acetate = 1: 1) to obtain 0.63 g of the present compound 52 shown below.
Compound 52 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.05 (2H, d), 7.55 (2H, d), 6.53 (1H, s), 3.76-3.78 (4H, m), 3.51-3.54 (4H, m )
トリホスゲン0.22g、及びクロロホルム10mLの混合物に3-(4-アミノフェニル)-5-(トリフルオロメチル)-1,2,4-オキサジアゾール塩酸塩0.40g、トリエチルアミン0.42mL、及びクロロホルム15mLの混合物を滴下し、室温下1時間撹拌した。この反応液を減圧下濃縮し、得られた残渣とクロロホルム10mLとの混合物にモルホリン0.13mL、トリエチルアミン0.31mL、及びクロロホルム10mLの混合物を滴下し、室温下1時間撹拌した。この反応液をろ過した後、減圧下濃縮した。得られた残渣をシリカゲルカラムクロマトグラフィー(ヘキサン:酢酸エチル=1:1)に付し、下記で示される本発明化合物52を0.63g得た。
本発明化合物52
1H-NMR (CDCl3,25℃) δ: 8.05 (2H, d), 7.55 (2H, d), 6.53 (1H, s), 3.76-3.78 (4H, m), 3.51-3.54 (4H, m) Production Example 7-1
To a mixture of 0.22 g of triphosgene and 10 mL of chloroform, 0.40 g of 3- (4-aminophenyl) -5- (trifluoromethyl) -1,2,4-oxadiazole hydrochloride, 0.42 mL of triethylamine, and chloroform 15 mL of the mixture was added dropwise and stirred at room temperature for 1 hour. The reaction solution was concentrated under reduced pressure, and a mixture of morpholine 0.13 mL, triethylamine 0.31 mL, and chloroform 10 mL was added dropwise to a mixture of the resulting residue and chloroform 10 mL, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was filtered and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (hexane: ethyl acetate = 1: 1) to obtain 0.63 g of the present compound 52 shown below.
Compound 52 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.05 (2H, d), 7.55 (2H, d), 6.53 (1H, s), 3.76-3.78 (4H, m), 3.51-3.54 (4H, m )
製造例7-2
製造例7-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物53
1H-NMR (CDCl3,25℃) δ: 8.02 (2H, d), 7.52 (2H, d), 6.58 (1H, s), 3.94-3.99 (1H, m), 3.81-3.87 (1H, m), 3.48-3.54 (1H, m), 3.23-3.30 (1H, m), 2.85-2.92 (1H, m), 1.86-1.99 (2H, m), 1.48-1.65 (2H, m)
本発明化合物54
1H-NMR (CDCl3,25℃) δ: 8.03 (2H, d), 7.51 (2H, d), 6.57 (1H, s), 3.37-3.74 (3H, m), 2.74-3.11 (3H, m), 1.78-2.00 (3H, m) Production Example 7-2
The compounds produced according to the method described in Production Example 7-1 and their physical properties are shown below.
Compound 53 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.02 (2H, d), 7.52 (2H, d), 6.58 (1H, s), 3.94-3.99 (1H, m), 3.81-3.87 (1H, m ), 3.48-3.54 (1H, m), 3.23-3.30 (1H, m), 2.85-2.92 (1H, m), 1.86-1.99 (2H, m), 1.48-1.65 (2H, m)
Compound 54 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.03 (2H, d), 7.51 (2H, d), 6.57 (1H, s), 3.37-3.74 (3H, m), 2.74-3.11 (3H, m ), 1.78-2.00 (3H, m)
製造例7-1に記載の方法に準じて製造した化合物と、その物性値を以下に示す。
本発明化合物53
1H-NMR (CDCl3,25℃) δ: 8.02 (2H, d), 7.52 (2H, d), 6.58 (1H, s), 3.94-3.99 (1H, m), 3.81-3.87 (1H, m), 3.48-3.54 (1H, m), 3.23-3.30 (1H, m), 2.85-2.92 (1H, m), 1.86-1.99 (2H, m), 1.48-1.65 (2H, m)
本発明化合物54
1H-NMR (CDCl3,25℃) δ: 8.03 (2H, d), 7.51 (2H, d), 6.57 (1H, s), 3.37-3.74 (3H, m), 2.74-3.11 (3H, m), 1.78-2.00 (3H, m) Production Example 7-2
The compounds produced according to the method described in Production Example 7-1 and their physical properties are shown below.
Compound 53 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.02 (2H, d), 7.52 (2H, d), 6.58 (1H, s), 3.94-3.99 (1H, m), 3.81-3.87 (1H, m ), 3.48-3.54 (1H, m), 3.23-3.30 (1H, m), 2.85-2.92 (1H, m), 1.86-1.99 (2H, m), 1.48-1.65 (2H, m)
Compound 54 of the present invention
1 H-NMR (CDCl 3 , 25 ° C) δ: 8.03 (2H, d), 7.51 (2H, d), 6.57 (1H, s), 3.37-3.74 (3H, m), 2.74-3.11 (3H, m ), 1.78-2.00 (3H, m)
上記に記載の製造法に準じて製造される本発明化合物は以下の通りである。
下記の化合物において、Hは水素原子を表し、Oは酸素原子を表し、Sは硫黄原子を表し、Nは窒素原子を表し、Clは塩素原子を表し、Fはフッ素原子を表し、Meはメチル基を表し、Etはエチル基を表し、Prはプロピル基を表し、Phはフェニル基を表し、OMeはメトキシ基を表し、CF3はトリフルオロメチル基を表し、CH2Phはベンジル基を表し、CNはシアノ基を表し、NO2はニトロ基を表し、COOHはカルボキシ基を表し、OHはヒドロキシ基を表し、SHはスルファニル基を表し、NH2はアミノ基を表し、C(=O)CH3はアセチル基を表し、C(=O)OCH3はメトキシカルボニル基を表し、C(=O)OC(CH3)3はターシャリーブトキシカルボニル基を表す。 This invention compound manufactured according to the manufacturing method as described above is as follows.
In the following compounds, H represents a hydrogen atom, O represents an oxygen atom, S represents a sulfur atom, N represents a nitrogen atom, Cl represents a chlorine atom, F represents a fluorine atom, Me represents methyl Et represents an ethyl group, Pr represents a propyl group, Ph represents a phenyl group, OMe represents a methoxy group, CF3 represents a trifluoromethyl group, CH2Ph represents a benzyl group, CN represents Represents a cyano group, NO2 represents a nitro group, COOH represents a carboxy group, OH represents a hydroxy group, SH represents a sulfanyl group, NH2 represents an amino group, and C (= O) CH3 represents an acetyl group. C (= O) OCH3 represents a methoxycarbonyl group, and C (= O) OC (CH3) 3 represents a tertiary butoxycarbonyl group.
下記の化合物において、Hは水素原子を表し、Oは酸素原子を表し、Sは硫黄原子を表し、Nは窒素原子を表し、Clは塩素原子を表し、Fはフッ素原子を表し、Meはメチル基を表し、Etはエチル基を表し、Prはプロピル基を表し、Phはフェニル基を表し、OMeはメトキシ基を表し、CF3はトリフルオロメチル基を表し、CH2Phはベンジル基を表し、CNはシアノ基を表し、NO2はニトロ基を表し、COOHはカルボキシ基を表し、OHはヒドロキシ基を表し、SHはスルファニル基を表し、NH2はアミノ基を表し、C(=O)CH3はアセチル基を表し、C(=O)OCH3はメトキシカルボニル基を表し、C(=O)OC(CH3)3はターシャリーブトキシカルボニル基を表す。 This invention compound manufactured according to the manufacturing method as described above is as follows.
In the following compounds, H represents a hydrogen atom, O represents an oxygen atom, S represents a sulfur atom, N represents a nitrogen atom, Cl represents a chlorine atom, F represents a fluorine atom, Me represents methyl Et represents an ethyl group, Pr represents a propyl group, Ph represents a phenyl group, OMe represents a methoxy group, CF3 represents a trifluoromethyl group, CH2Ph represents a benzyl group, CN represents Represents a cyano group, NO2 represents a nitro group, COOH represents a carboxy group, OH represents a hydroxy group, SH represents a sulfanyl group, NH2 represents an amino group, and C (= O) CH3 represents an acetyl group. C (= O) OCH3 represents a methoxycarbonyl group, and C (= O) OC (CH3) 3 represents a tertiary butoxycarbonyl group.
式(T1)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T1)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZA1~ZA3368と表し、本発明化合物ZA1~ZA3368をまとめて本発明化合物SX1と表す)は、上記の製造法に準じて製造することができる。 Formula (T1)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T1), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZA1 to ZA3368, respectively, and the compounds of the present invention ZA1 to ZA3368 are collectively represented as compound of the present invention SX1) can be produced according to the above production method.
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T1)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZA1~ZA3368と表し、本発明化合物ZA1~ZA3368をまとめて本発明化合物SX1と表す)は、上記の製造法に準じて製造することができる。 Formula (T1)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T1), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZA1 to ZA3368, respectively, and the compounds of the present invention ZA1 to ZA3368 are collectively represented as compound of the present invention SX1) can be produced according to the above production method.
ここで、EZとは、以下の式(EZA1)-式(EZA44)のいずれかを表す。
{式中、♯は炭素原子との結合位置を表す。} Here, E Z represents one of the following formulas (EZA1) to (EZA44).
{In the formula, # represents a bonding position with a carbon atom. }
{式中、♯は炭素原子との結合位置を表す。} Here, E Z represents one of the following formulas (EZA1) to (EZA44).
{In the formula, # represents a bonding position with a carbon atom. }
また、置換基番号ZA1~置換基番号ZA3368は、式(T1)で示される化合物、式(T2)で示される化合物、式(T3)で示される化合物、式(T4)で示される化合物、式(T5)で示される化合物、式(T6)で示される化合物、式(T7)で示される化合物又は式(T8)で示される化合物における、EZ、X及びA、並びにEZの構造に対応する置換基R400、R401、R402及びR403の組合わせを表すものであり、以下、[置換基番号;EZ,R400,R401,R402,R403,X,A]と記す。
例えば、置換基番号ZA2とは、EZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである組合せを表す。 Substituent number ZA1 to substituent number ZA3368 are a compound represented by formula (T1), a compound represented by formula (T2), a compound represented by formula (T3), a compound represented by formula (T4), (T5) compound represented by a compound represented by the formula (T6), in the compound represented by formula (T7) compounds or formula represented by (T8), E Z, X and a, and corresponds to the structure of E Z Represents a combination of substituents R 400 , R 401 , R 402 and R 403 , and hereinafter, [substituent numbers; E Z , R 400 , R 401 , R 402 , R 403 , X, A] and I write.
For example, the substituent number ZA2 is that E Z is EZA1, R 400 is a methyl group, R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH. Represents a combination.
例えば、置換基番号ZA2とは、EZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである組合せを表す。 Substituent number ZA1 to substituent number ZA3368 are a compound represented by formula (T1), a compound represented by formula (T2), a compound represented by formula (T3), a compound represented by formula (T4), (T5) compound represented by a compound represented by the formula (T6), in the compound represented by formula (T7) compounds or formula represented by (T8), E Z, X and a, and corresponds to the structure of E Z Represents a combination of substituents R 400 , R 401 , R 402 and R 403 , and hereinafter, [substituent numbers; E Z , R 400 , R 401 , R 402 , R 403 , X, A] and I write.
For example, the substituent number ZA2 is that E Z is EZA1, R 400 is a methyl group, R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH. Represents a combination.
[置換基番号;EZ,R400,R401,R402,R403,X,A]:
[ZA1;EZA1,H,H,H,H,O,NH]、[ZA2;EZA1,Me,H,H,H,O,NH]、[ZA3;EZA1,H,Me,H,H,O,NH]、[ZA4;EZA1,H,Me,Me,H,O,NH]、[ZA5;EZA1,H,Me,H,Me,O,NH]、[ZA6;EZA1,H,Et,H,H,O,NH]、[ZA7;EZA1,H,Pr,H,H,O,NH]、[ZA8;EZA1,H,Ph,H,H,O,NH]、[ZA9;EZA1,H,OMe,H,H,O,NH]、[ZA10;EZA1,H,OEt,H,H,O,NH]、[ZA11;EZA1,H,OPh,H,H,O,NH]、[ZA12;EZA1,H,OCH2Ph,H,H,O,NH]、[ZA13;EZA1,H,CF3,H,H,O,NH]、[ZA14;EZA1,H,OCF3,H,H,O,NH]、[ZA15;EZA1,H,CN,H,H,O,NH]、[ZA16;EZA1,H,OH,H,H,O,NH]、[ZA17;EZA1,H,SH,H,H,O,NH]、[ZA18;EZA1,H,NH2,H,H,O,NH]、[ZA19;EZA1,H,NHMe,H,H,O,NH]、[ZA20;EZA1,H,NHEt,H,H,O,NH]、[ZA21;EZA1,H,NMe2,H,H,O,NH]、[ZA22;EZA1,H,NO2,H,H,O,NH]、[ZA23;EZA1,H,COOH,H,H,O,NH]、[ZA24;EZA1,H,F,H,H,O,NH]、[ZA25;EZA1,H,Cl,H,H,O,NH]、[ZA26;EZA1,H,2-pyridyl,H,H,O,NH]、[ZA27;EZA1,H,3-pyridyl,H,H,O,NH]、[ZA28;EZA1,H,4-pyridyl,H,H,O,NH]、[ZA29;EZA1,H,NHC(=O)CH3,H,H,O,NH]、[ZA30;EZA1,H,NMeC(=O)CH3,H,H,O,NH]、[ZA31;EZA1,H,NEtC(=O)CH3,H,H,O,NH]、[ZA32;EZA1,H,NHC(=O)OC(CH3)3,H,H,O,NH]、[ZA33;EZA1,H,NMeC(=O)OC(CH3)3,H,H,O,NH]、[ZA34;EZA1,H,C(=O)OCH3,H,H,O,NH]、[ZA35;EZA1,H,C(=O)OCH2CH3,H,H,O,NH]、[ZA36;EZA1,H,C(=O)NH2,H,H,O,NH]、[ZA37;EZA1,H,CH2OH,H,H,O,NH]、[ZA38;EZA1,H,CH2NH2,H,H,O,NH]、[ZA39;EZA1,H,NHC(=O)CH3,H,H,O,NH]、[ZA40;EZA1,H,CH2Ph,H,H,O,NH]、[ZA41;EZA1,H,1-pyrrolidinyl,H,H,O,NH]、[ZA42;EZA1,H,1-piperidinyl,H,H,O,NH]、[ZA43;EZA1,H,Me,Me,H,O,NH]、[ZA44;EZA1,H,Et,Et,H,O,NH]、[ZA45;EZA1,H,OMe,OMe,H,O,NH]、[ZA46;EZA1,H,OEt,OEt,H,O,NH]、[ZA47;EZA1,H,OPr,OPr,H,O,NH]、[ZA48;EZA2,H,H,H,H,O,NH]、[ZA49;EZA2,Me,H,H,H,O,NH]、[ZA50;EZA2,H,Me,H,H,O,NH]、[ZA51;EZA2,H,H,H,Me,O,NH]、[ZA52;EZA2,H,Me,Me,H,O,NH]、[ZA53;EZA3,H,H,H,H,O,NH]、[ZA54;EZA3,Me,H,H,H,O,NH]、[ZA55;EZA3,H,Me,H,H,O,NH]、[ZA56;EZA3,H,H,Me,H,O,NH]、[ZA57;EZA4,H,H,H,H,O,NH]、[ZA58;EZA4,Me,H,H,H,O,NH]、[ZA59;EZA4,H,H,Me,H,O,NH]、[ZA60;EZA4,Me,Me,H,H,O,NH]、[ZA61;EZA5,H,H,H,H,O,NH]、[ZA62;EZA5,Me,H,H,H,O,NH]、[ZA63;EZA5,H,Me,H,H,O,NH]、[ZA64;EZA5,H,H,H,Me,O,NH]、[ZA65;EZA5,H,Me,Me,H,O,NH]、[ZA66;EZA6,H,H,H,H,O,NH]、[ZA67;EZA6,H,Me,H,H,O,NH]、[ZA68;EZA6,H,H,Me,H,O,NH]、[ZA69;EZA6,H,H,H,Me,O,NH]、[ZA70;EZA6,Me,H,H,H,O,NH]、[ZA71;EZA6,Me,Me,H,H,O,NH]、[ZA72;EZA6,Me,H,Me,H,O,NH]、[ZA73;EZA6,Me,H,H,Me,O,NH]、[ZA74;EZA7,H,H,H,H,O,NH]、[ZA75;EZA7,Me,H,H,H,O,NH]、[ZA76;EZA7,H,Me,H,H,O,NH]、[ZA77;EZA7,H,H,H,Me,O,NH]、[ZA78;EZA8,H,H,H,H,O,NH]、[ZA79;EZA8,H,Me,H,H,O,NH]、[ZA80;EZA8,H,H,H,Me,O,NH]、[ZA81;EZA8,H,Me,Me,H,O,NH]、[ZA82;EZA8,Me,H,H,H,O,NH]、[ZA83;EZA8,Me,Me,H,H,O,NH]、[ZA84;EZA8,Me,H,H,Me,O,NH]、[ZA85;EZA8,Me,Me,Me,H,O,NH]、[ZA86;EZA9,H,H,H,H,O,NH]、[ZA87;EZA9,Me,H,H,H,O,NH]、[ZA88;EZA9,H,Me,H,H,O,NH]、[ZA89;EZA9,H,H,H,Me,O,NH]、[ZA90;EZA9,Me,H,Me,H,O,NH]、[ZA91;EZA10,H,H,H,H,O,NH]、[ZA92;EZA10,Me,H,H,H,O,NH]、[ZA93;EZA10,H,Me,H,H,O,NH]、[ZA94;EZA10,H,H,H,Me,O,NH]、[ZA95;EZA10,Me,H,Me,H,O,NH]、[ZA96;EZA11,H,H,H,H,O,NH]、[ZA97;EZA11,H,Me,H,H,O,NH]、[ZA98;EZA11,H,H,Me,H,O,NH]、[ZA99;EZA11,H,H,H,Me,O,NH]、[ZA100;EZA11,Me,H,H,H,O,NH]、 [Substituent number: E Z , R 400 , R 401 , R 402 , R 403 , X, A]:
[ZA1; EZA1, H, H, H, H, O, NH], [ZA2; EZA1, Me, H, H, H, O, NH], [ZA3; EZA1, H, Me, H, H, O , NH], [ZA4; EZA1, H, Me, Me, H, O, NH], [ZA5; EZA1, H, Me, H, Me, O, NH], [ZA6; EZA1, H, Et, H , H, O, NH], [ZA7; EZA1, H, Pr, H, H, O, NH], [ZA8; EZA1, H, Ph, H, H, O, NH], [ZA9; EZA1, H , OMe, H, H, O, NH], [ZA10; EZA1, H, OEt, H, H, O, NH], [ZA11; EZA1, H, OPh, H, H, O, NH], [ZA12 ; EZA1, H, OCH2Ph, H, H, O, NH], [ZA13; EZA1, H, CF3, H, H, O, NH], [ZA14; EZA1, H, OCF3, H, H, O, NH ], [ZA15; EZA1, H, CN, H, H, O, NH], [ZA16; EZA1, H, OH, H, H, O, NH], [ZA17; EZA1, H, SH, H, H , O, NH], [ZA18; EZA1, H, NH2, H, H, O, NH], [ZA19; EZA1, H, NHMe, H, H, O, NH], [ZA20; EZA1, H, NHEt , H, H, O, NH], [ZA21; EZA1, H, NMe2, H, H, O, NH], [ZA22; EZA1, H, NO2, H, H, O, NH], [ZA23; EZA1 , H, COOH, H, H, O, NH], [ZA24; EZA1, H, F, H, H, O, NH], [ZA25; EZA1, H, Cl, H, H, O, NH], [ZA26; EZA1, H, 2-pyridyl, H, H, O, NH], [ZA27; EZA1, H, 3-pyridyl, H, H, O, NH], [ZA28; EZA1, H, 4-pyridyl , H, H, O, NH], [ZA29; EZA1, H, NHC (= O) CH3, H, H, O, NH], [ZA30; EZA1, H, NMeC (= O) CH3, H, H , O, NH], [ZA31; EZA1, H, NEtC (= O) CH3, H, H, O, NH], [ZA32; EZA1, H, NHC (= O) OC (CH3) 3, H, H , O, NH], [ZA33; EZA1, H, NMeC (= O) OC (CH3) 3, H, H , O, NH], [ZA34; EZA1, H, C (= O) OCH3, H, H, O, NH], [ZA35; EZA1, H, C (= O) OCH2CH3, H, H, O, NH ], [ZA36; EZA1, H, C (= O) NH2, H, H, O, NH], [ZA37; EZA1, H, CH2OH, H, H, O, NH], [ZA38; EZA1, H, CH2NH2, H, H, O, NH], [ZA39; EZA1, H, NHC (= O) CH3, H, H, O, NH], [ZA40; EZA1, H, CH2Ph, H, H, O, NH ], [ZA41; EZA1, H, 1-pyrrolidinyl, H, H, O, NH], [ZA42; EZA1, H, 1-piperidinyl, H, H, O, NH], [ZA43; EZA1, H, Me , Me, H, O, NH], [ZA44; EZA1, H, Et, Et, H, O, NH], [ZA45; EZA1, H, OMe, OMe, H, O, NH], [ZA46; EZA1 , H, OEt, OEt, H, O, NH], [ZA47; EZA1, H, OPr, OPr, H, O, NH], [ZA48; EZA2, HZA, H, H, H, O, NH], [ZA49; EZA2, Me, H, H, H, O, NH], [ZA50; EZA2, H, Me, H, H, O, NH], [ZA51; EZA2, H, H, H, Me, O , NH], [ZA52; EZA2, H, Me, Me, H, O, NH], [ZA53; EZA3, H, H, H, H, O, NH], [ZA54; EZA3, Me, H, H , H, O, NH], [ZA55; EZA3, H, Me, H, H, O, NH], [ZA56; EZA3, H, H, Me, H, O, NH], [ZA57; EZA4, H , H, H, H, O, NH], [ZA58; EZA4, Me, H, H, H, O, NH], [ZA59; EZA4, H, H, Me, H, O, NH], [ZA60 ; EZA4, Me, Me, H, H, O, NH], [ZA61; EZA5, H, H, H, H, O, NH], [ZA62; EZA5, Me, H, H, H, O, NH ], [ZA63; EZA5, H, Me, H, H, O, NH], [ZA64; EZA5, H, H, H, Me, O, NH], [ZA65; EZA5, H, Me, Me, H , O, NH], [ZA66; EZA6, H, H, H, H, O, NH], [ZA67; EZA6, H, Me, H, H, O, NH], [ZA68; EZA6, H, H, Me, H, O, NH], [ZA69; EZA6, H, H, H, Me, O, NH], [ZA70; EZA6, Me, H, H, H, O, NH], [ZA71; EZA6, Me, Me, H, H, O, NH], [ZA72; EZA6, Me, H, Me, H, O, NH], [ZA73; EZA6, Me, H, H, Me, O, NH], [ZA74; EZA7, H, H, H, H, O, NH], [ZA75; EZA7, Me, H, H, H, O, NH], [ZA76; EZA7, H, Me, H, H, O, NH], [ZA77; EZA7, EZA7, H, H, H, Me, O, NH] , [ZA78; EZA8, H, H, H, H, O, NH], [ZA79; EZA8, H, Me, H, H, O, NH], [ZA80; EZA8, H, H, H, Me, O, NH], [ZA81; EZA8, H, Me, Me, H, O, NH], [ZA82; EZA8, Me, H, H, H, O, NH], [ZA83; EZA8, Me, Me, H, H, O, NH], [ZA84; EZA8, Me, H, H, Me, O, NH], [ZA85; EZA8, Me, Me, Me, H, O, NH], [ZA86; EZA9, H, H, H, H, O, NH], [ZA87; EZA9, Me, H, H, H, O, NH], [ZA88; EZA9, H, Me, H, H, O, NH], [ ZA89; EZA9, H, H, H, Me, O, NH], [ZA90; EZA9, Me, H, Me, H, O, NH], [ZA91; EZA10, H, H, H, H, O, NH], [ZA92; EZA10, Me, H, H, H, O, NH], [ZA93; EZA10, H, Me, H, H, O, NH], [ZA94; EZA10, H, H, H, Me, O, NH], [ZA95; EZA10, Me, H, Me, H, O, NH], [ZA96; EZA11, H, H, H, H, O, NH], [ZA97; EZA11, H, Me, H, H, O, NH], [ZA98; EZA11, H, H, Me, H, O, NH], [ZA99; EZA11, H, H, H, Me, O, NH], [ZA100; EZA11, Me, H, H, H, O, NH],
[ZA1;EZA1,H,H,H,H,O,NH]、[ZA2;EZA1,Me,H,H,H,O,NH]、[ZA3;EZA1,H,Me,H,H,O,NH]、[ZA4;EZA1,H,Me,Me,H,O,NH]、[ZA5;EZA1,H,Me,H,Me,O,NH]、[ZA6;EZA1,H,Et,H,H,O,NH]、[ZA7;EZA1,H,Pr,H,H,O,NH]、[ZA8;EZA1,H,Ph,H,H,O,NH]、[ZA9;EZA1,H,OMe,H,H,O,NH]、[ZA10;EZA1,H,OEt,H,H,O,NH]、[ZA11;EZA1,H,OPh,H,H,O,NH]、[ZA12;EZA1,H,OCH2Ph,H,H,O,NH]、[ZA13;EZA1,H,CF3,H,H,O,NH]、[ZA14;EZA1,H,OCF3,H,H,O,NH]、[ZA15;EZA1,H,CN,H,H,O,NH]、[ZA16;EZA1,H,OH,H,H,O,NH]、[ZA17;EZA1,H,SH,H,H,O,NH]、[ZA18;EZA1,H,NH2,H,H,O,NH]、[ZA19;EZA1,H,NHMe,H,H,O,NH]、[ZA20;EZA1,H,NHEt,H,H,O,NH]、[ZA21;EZA1,H,NMe2,H,H,O,NH]、[ZA22;EZA1,H,NO2,H,H,O,NH]、[ZA23;EZA1,H,COOH,H,H,O,NH]、[ZA24;EZA1,H,F,H,H,O,NH]、[ZA25;EZA1,H,Cl,H,H,O,NH]、[ZA26;EZA1,H,2-pyridyl,H,H,O,NH]、[ZA27;EZA1,H,3-pyridyl,H,H,O,NH]、[ZA28;EZA1,H,4-pyridyl,H,H,O,NH]、[ZA29;EZA1,H,NHC(=O)CH3,H,H,O,NH]、[ZA30;EZA1,H,NMeC(=O)CH3,H,H,O,NH]、[ZA31;EZA1,H,NEtC(=O)CH3,H,H,O,NH]、[ZA32;EZA1,H,NHC(=O)OC(CH3)3,H,H,O,NH]、[ZA33;EZA1,H,NMeC(=O)OC(CH3)3,H,H,O,NH]、[ZA34;EZA1,H,C(=O)OCH3,H,H,O,NH]、[ZA35;EZA1,H,C(=O)OCH2CH3,H,H,O,NH]、[ZA36;EZA1,H,C(=O)NH2,H,H,O,NH]、[ZA37;EZA1,H,CH2OH,H,H,O,NH]、[ZA38;EZA1,H,CH2NH2,H,H,O,NH]、[ZA39;EZA1,H,NHC(=O)CH3,H,H,O,NH]、[ZA40;EZA1,H,CH2Ph,H,H,O,NH]、[ZA41;EZA1,H,1-pyrrolidinyl,H,H,O,NH]、[ZA42;EZA1,H,1-piperidinyl,H,H,O,NH]、[ZA43;EZA1,H,Me,Me,H,O,NH]、[ZA44;EZA1,H,Et,Et,H,O,NH]、[ZA45;EZA1,H,OMe,OMe,H,O,NH]、[ZA46;EZA1,H,OEt,OEt,H,O,NH]、[ZA47;EZA1,H,OPr,OPr,H,O,NH]、[ZA48;EZA2,H,H,H,H,O,NH]、[ZA49;EZA2,Me,H,H,H,O,NH]、[ZA50;EZA2,H,Me,H,H,O,NH]、[ZA51;EZA2,H,H,H,Me,O,NH]、[ZA52;EZA2,H,Me,Me,H,O,NH]、[ZA53;EZA3,H,H,H,H,O,NH]、[ZA54;EZA3,Me,H,H,H,O,NH]、[ZA55;EZA3,H,Me,H,H,O,NH]、[ZA56;EZA3,H,H,Me,H,O,NH]、[ZA57;EZA4,H,H,H,H,O,NH]、[ZA58;EZA4,Me,H,H,H,O,NH]、[ZA59;EZA4,H,H,Me,H,O,NH]、[ZA60;EZA4,Me,Me,H,H,O,NH]、[ZA61;EZA5,H,H,H,H,O,NH]、[ZA62;EZA5,Me,H,H,H,O,NH]、[ZA63;EZA5,H,Me,H,H,O,NH]、[ZA64;EZA5,H,H,H,Me,O,NH]、[ZA65;EZA5,H,Me,Me,H,O,NH]、[ZA66;EZA6,H,H,H,H,O,NH]、[ZA67;EZA6,H,Me,H,H,O,NH]、[ZA68;EZA6,H,H,Me,H,O,NH]、[ZA69;EZA6,H,H,H,Me,O,NH]、[ZA70;EZA6,Me,H,H,H,O,NH]、[ZA71;EZA6,Me,Me,H,H,O,NH]、[ZA72;EZA6,Me,H,Me,H,O,NH]、[ZA73;EZA6,Me,H,H,Me,O,NH]、[ZA74;EZA7,H,H,H,H,O,NH]、[ZA75;EZA7,Me,H,H,H,O,NH]、[ZA76;EZA7,H,Me,H,H,O,NH]、[ZA77;EZA7,H,H,H,Me,O,NH]、[ZA78;EZA8,H,H,H,H,O,NH]、[ZA79;EZA8,H,Me,H,H,O,NH]、[ZA80;EZA8,H,H,H,Me,O,NH]、[ZA81;EZA8,H,Me,Me,H,O,NH]、[ZA82;EZA8,Me,H,H,H,O,NH]、[ZA83;EZA8,Me,Me,H,H,O,NH]、[ZA84;EZA8,Me,H,H,Me,O,NH]、[ZA85;EZA8,Me,Me,Me,H,O,NH]、[ZA86;EZA9,H,H,H,H,O,NH]、[ZA87;EZA9,Me,H,H,H,O,NH]、[ZA88;EZA9,H,Me,H,H,O,NH]、[ZA89;EZA9,H,H,H,Me,O,NH]、[ZA90;EZA9,Me,H,Me,H,O,NH]、[ZA91;EZA10,H,H,H,H,O,NH]、[ZA92;EZA10,Me,H,H,H,O,NH]、[ZA93;EZA10,H,Me,H,H,O,NH]、[ZA94;EZA10,H,H,H,Me,O,NH]、[ZA95;EZA10,Me,H,Me,H,O,NH]、[ZA96;EZA11,H,H,H,H,O,NH]、[ZA97;EZA11,H,Me,H,H,O,NH]、[ZA98;EZA11,H,H,Me,H,O,NH]、[ZA99;EZA11,H,H,H,Me,O,NH]、[ZA100;EZA11,Me,H,H,H,O,NH]、 [Substituent number: E Z , R 400 , R 401 , R 402 , R 403 , X, A]:
[ZA1; EZA1, H, H, H, H, O, NH], [ZA2; EZA1, Me, H, H, H, O, NH], [ZA3; EZA1, H, Me, H, H, O , NH], [ZA4; EZA1, H, Me, Me, H, O, NH], [ZA5; EZA1, H, Me, H, Me, O, NH], [ZA6; EZA1, H, Et, H , H, O, NH], [ZA7; EZA1, H, Pr, H, H, O, NH], [ZA8; EZA1, H, Ph, H, H, O, NH], [ZA9; EZA1, H , OMe, H, H, O, NH], [ZA10; EZA1, H, OEt, H, H, O, NH], [ZA11; EZA1, H, OPh, H, H, O, NH], [ZA12 ; EZA1, H, OCH2Ph, H, H, O, NH], [ZA13; EZA1, H, CF3, H, H, O, NH], [ZA14; EZA1, H, OCF3, H, H, O, NH ], [ZA15; EZA1, H, CN, H, H, O, NH], [ZA16; EZA1, H, OH, H, H, O, NH], [ZA17; EZA1, H, SH, H, H , O, NH], [ZA18; EZA1, H, NH2, H, H, O, NH], [ZA19; EZA1, H, NHMe, H, H, O, NH], [ZA20; EZA1, H, NHEt , H, H, O, NH], [ZA21; EZA1, H, NMe2, H, H, O, NH], [ZA22; EZA1, H, NO2, H, H, O, NH], [ZA23; EZA1 , H, COOH, H, H, O, NH], [ZA24; EZA1, H, F, H, H, O, NH], [ZA25; EZA1, H, Cl, H, H, O, NH], [ZA26; EZA1, H, 2-pyridyl, H, H, O, NH], [ZA27; EZA1, H, 3-pyridyl, H, H, O, NH], [ZA28; EZA1, H, 4-pyridyl , H, H, O, NH], [ZA29; EZA1, H, NHC (= O) CH3, H, H, O, NH], [ZA30; EZA1, H, NMeC (= O) CH3, H, H , O, NH], [ZA31; EZA1, H, NEtC (= O) CH3, H, H, O, NH], [ZA32; EZA1, H, NHC (= O) OC (CH3) 3, H, H , O, NH], [ZA33; EZA1, H, NMeC (= O) OC (CH3) 3, H, H , O, NH], [ZA34; EZA1, H, C (= O) OCH3, H, H, O, NH], [ZA35; EZA1, H, C (= O) OCH2CH3, H, H, O, NH ], [ZA36; EZA1, H, C (= O) NH2, H, H, O, NH], [ZA37; EZA1, H, CH2OH, H, H, O, NH], [ZA38; EZA1, H, CH2NH2, H, H, O, NH], [ZA39; EZA1, H, NHC (= O) CH3, H, H, O, NH], [ZA40; EZA1, H, CH2Ph, H, H, O, NH ], [ZA41; EZA1, H, 1-pyrrolidinyl, H, H, O, NH], [ZA42; EZA1, H, 1-piperidinyl, H, H, O, NH], [ZA43; EZA1, H, Me , Me, H, O, NH], [ZA44; EZA1, H, Et, Et, H, O, NH], [ZA45; EZA1, H, OMe, OMe, H, O, NH], [ZA46; EZA1 , H, OEt, OEt, H, O, NH], [ZA47; EZA1, H, OPr, OPr, H, O, NH], [ZA48; EZA2, HZA, H, H, H, O, NH], [ZA49; EZA2, Me, H, H, H, O, NH], [ZA50; EZA2, H, Me, H, H, O, NH], [ZA51; EZA2, H, H, H, Me, O , NH], [ZA52; EZA2, H, Me, Me, H, O, NH], [ZA53; EZA3, H, H, H, H, O, NH], [ZA54; EZA3, Me, H, H , H, O, NH], [ZA55; EZA3, H, Me, H, H, O, NH], [ZA56; EZA3, H, H, Me, H, O, NH], [ZA57; EZA4, H , H, H, H, O, NH], [ZA58; EZA4, Me, H, H, H, O, NH], [ZA59; EZA4, H, H, Me, H, O, NH], [ZA60 ; EZA4, Me, Me, H, H, O, NH], [ZA61; EZA5, H, H, H, H, O, NH], [ZA62; EZA5, Me, H, H, H, O, NH ], [ZA63; EZA5, H, Me, H, H, O, NH], [ZA64; EZA5, H, H, H, Me, O, NH], [ZA65; EZA5, H, Me, Me, H , O, NH], [ZA66; EZA6, H, H, H, H, O, NH], [ZA67; EZA6, H, Me, H, H, O, NH], [ZA68; EZA6, H, H, Me, H, O, NH], [ZA69; EZA6, H, H, H, Me, O, NH], [ZA70; EZA6, Me, H, H, H, O, NH], [ZA71; EZA6, Me, Me, H, H, O, NH], [ZA72; EZA6, Me, H, Me, H, O, NH], [ZA73; EZA6, Me, H, H, Me, O, NH], [ZA74; EZA7, H, H, H, H, O, NH], [ZA75; EZA7, Me, H, H, H, O, NH], [ZA76; EZA7, H, Me, H, H, O, NH], [ZA77; EZA7, EZA7, H, H, H, Me, O, NH] , [ZA78; EZA8, H, H, H, H, O, NH], [ZA79; EZA8, H, Me, H, H, O, NH], [ZA80; EZA8, H, H, H, Me, O, NH], [ZA81; EZA8, H, Me, Me, H, O, NH], [ZA82; EZA8, Me, H, H, H, O, NH], [ZA83; EZA8, Me, Me, H, H, O, NH], [ZA84; EZA8, Me, H, H, Me, O, NH], [ZA85; EZA8, Me, Me, Me, H, O, NH], [ZA86; EZA9, H, H, H, H, O, NH], [ZA87; EZA9, Me, H, H, H, O, NH], [ZA88; EZA9, H, Me, H, H, O, NH], [ ZA89; EZA9, H, H, H, Me, O, NH], [ZA90; EZA9, Me, H, Me, H, O, NH], [ZA91; EZA10, H, H, H, H, O, NH], [ZA92; EZA10, Me, H, H, H, O, NH], [ZA93; EZA10, H, Me, H, H, O, NH], [ZA94; EZA10, H, H, H, Me, O, NH], [ZA95; EZA10, Me, H, Me, H, O, NH], [ZA96; EZA11, H, H, H, H, O, NH], [ZA97; EZA11, H, Me, H, H, O, NH], [ZA98; EZA11, H, H, Me, H, O, NH], [ZA99; EZA11, H, H, H, Me, O, NH], [ZA100; EZA11, Me, H, H, H, O, NH],
[ZA101;EZA11,Me,Me,H,H,O,NH]、[ZA102;EZA11,Me,H,Me,H,O,NH]、[ZA103;EZA11,Me,H,H,Me,O,NH]、[ZA104;EZA12,H,H,H,H,O,NH]、[ZA105;EZA12,H,Me,H,H,O,NH]、[ZA106;EZA12,H,H,H,Me,O,NH]、[ZA107;EZA12,Me,H,H,H,O,NH]、[ZA108;EZA12,Me,Me,H,H,O,NH]、[ZA109;EZA12,Me,H,H,Me,O,NH]、[ZA110;EZA13,H,H,H,H,O,NH]、[ZA111;EZA13,Me,H,H,H,O,NH]、[ZA112;EZA13,H,H,Me,H,O,NH]、[ZA113;EZA14,H,H,H,H,O,NH]、[ZA114;EZA14,Me,H,H,H,O,NH]、[ZA115;EZA14,H,Me,H,H,O,NH]、[ZA116;EZA14,H,Et,H,H,O,NH]、[ZA117;EZA14,H,Pr,H,H,O,NH]、[ZA118;EZA14,H,Ph,H,H,O,NH]、[ZA119;EZA14,H,OMe,H,H,O,NH]、[ZA120;EZA14,H,OEt,H,H,O,NH]、[ZA121;EZA14,H,OPh,H,H,O,NH]、[ZA122;EZA14,H,OCH2Ph,H,H,O,NH]、[ZA123;EZA14,H,CF3,H,H,O,NH]、[ZA124;EZA14,H,OCF3,H,H,O,NH]、[ZA125;EZA14,H,CN,H,H,O,NH]、[ZA126;EZA14,H,OH,H,H,O,NH]、[ZA127;EZA14,H,SH,H,H,O,NH]、[ZA128;EZA14,H,NH2,H,H,O,NH]、[ZA129;EZA14,H,NHMe,H,H,O,NH]、[ZA130;EZA14,H,NHEt,H,H,O,NH]、[ZA131;EZA14,H,NMe2,H,H,O,NH]、[ZA132;EZA14,H,NO2,H,H,O,NH]、[ZA133;EZA14,H,COOH,H,H,O,NH]、[ZA134;EZA14,H,F,H,H,O,NH]、[ZA135;EZA14,H,Cl,H,H,O,NH]、[ZA136;EZA14,H,2-pyridyl,H,H,O,NH]、[ZA137;EZA14,H,3-pyridyl,H,H,O,NH]、[ZA138;EZA14,H,4-pyridyl,H,H,O,NH]、[ZA139;EZA14,H,NHC(=O)CH3,H,H,O,NH]、[ZA140;EZA14,H,NMeC(=O)CH3,H,H,O,NH]、[ZA141;EZA14,H,NEtC(=O)CH3,H,H,O,NH]、[ZA142;EZA14,H,NHC(=O)OC(CH3)3,H,H,O,NH]、[ZA143;EZA14,H,NMeC(=O)OC(CH3)3,H,H,O,NH]、[ZA144;EZA14,H,C(=O)OCH3,H,H,O,NH]、[ZA145;EZA14,H,C(=O)OCH2CH3,H,H,O,NH]、[ZA146;EZA14,H,C(=O)NH2,H,H,O,NH]、[ZA147;EZA14,H,CH2OH,H,H,O,NH]、[ZA148;EZA14,H,CH2NH2,H,H,O,NH]、[ZA149;EZA14,H,NHC(=O)CH3,H,H,O,NH]、[ZA150;EZA14,H,CH2Ph,H,H,O,NH]、[ZA151;EZA14,H,1-pyrrolidinyl,H,H,O,NH]、[ZA152;EZA14,H,1-piperidinyl,H,H,O,NH]、[ZA153;EZA14,H,H,Me,H,O,NH]、[ZA154;EZA14,H,H,Et,H,O,NH]、[ZA155;EZA14,H,H,Pr,H,O,NH]、[ZA156;EZA14,H,H,Ph,H,O,NH]、[ZA157;EZA14,H,H,OMe,H,O,NH]、[ZA158;EZA14,H,H,OEt,H,O,NH]、[ZA159;EZA14,H,H,OPh,H,O,NH]、[ZA160;EZA14,H,H,OCH2Ph,H,O,NH]、[ZA161;EZA14,H,H,CF3,H,O,NH]、[ZA162;EZA14,H,H,OCF3,H,O,NH]、[ZA163;EZA14,H,H,CN,H,O,NH]、[ZA164;EZA14,H,H,OH,H,O,NH]、[ZA165;EZA14,H,H,SH,H,O,NH]、[ZA166;EZA14,H,H,NH2,H,O,NH]、[ZA167;EZA14,H,H,NHMe,H,O,NH]、[ZA168;EZA14,H,H,NHEt,H,O,NH]、[ZA169;EZA14,H,H,NMe2,H,O,NH]、[ZA170;EZA14,H,H,NO2,H,O,NH]、[ZA171;EZA14,H,H,COOH,H,O,NH]、[ZA172;EZA14,H,H,F,H,O,NH]、[ZA173;EZA14,H,H,Cl,H,O,NH]、[ZA174;EZA14,H,H,2-pyridyl,H,O,NH]、[ZA175;EZA14,H,H,3-pyridyl,H,O,NH]、[ZA176;EZA14,H,H,4-pyridyl,H,O,NH]、[ZA177;EZA14,H,H,NHC(=O)CH3,H,O,NH]、[ZA178;EZA14,H,H,NMeC(=O)CH3,H,O,NH]、[ZA179;EZA14,H,H,NEtC(=O)CH3,H,O,NH]、[ZA180;EZA14,H,H,NHC(=O)OC(CH3)3,H,O,NH]、[ZA181;EZA14,H,H,NMeC(=O)OC(CH3)3,H,O,NH]、[ZA182;EZA14,H,H,C(=O)OCH3,H,O,NH]、[ZA183;EZA14,H,H,C(=O)OCH2CH3,H,O,NH]、[ZA184;EZA14,H,H,C(=O)NH2,H,O,NH]、[ZA185;EZA14,H,H,CH2OH,H,O,NH]、[ZA186;EZA14,H,H,CH2NH2,H,O,NH]、[ZA187;EZA14,H,H,NHC(=O)CH3,H,O,NH]、[ZA188;EZA14,H,H,CH2Ph,H,O,NH]、[ZA189;EZA14,H,H,1-pyrrolidinyl,H,O,NH]、[ZA190;EZA14,H,H,1-piperidinyl,H,O,NH]、[ZA191;EZA14,H,H,Me,Me,O,NH]、[ZA192;EZA14,H,H,Et,Et,O,NH]、[ZA193;EZA14,H,H,OMe,OMe,O,NH]、[ZA194;EZA14,H,H,OEt,OEt,O,NH]、[ZA195;EZA14,H,H,OPr,OPr,O,NH]、[ZA196;EZA15,H,H,H,H,O,NH]、[ZA197;EZA15,Me,H,H,H,O,NH]、[ZA198;EZA15,H,Me,H,H,O,NH]、[ZA199;EZA15,H,H,Me,H,O,NH]、[ZA200;EZA15,H,H,H,Me,O,NH]、
[ZA101; EZA11, Me, Me, H, H, O, NH], [ZA102; EZA11, Me, H, Me, H, O, NH], [ZA103; EZA11, Me, H, H, Me, O , NH], [ZA104; EZA12, H, H, H, H, O, NH], [ZA105; EZA12, H, Me, H, H, O, NH], [ZA106; EZA12, H, H, H , Me, O, NH], [ZA107; EZA12, Me, H, H, H, O, NH], [ZA108; EZA12, Me, Me, H, H, O, NH], [ZA109; EZA12, Me , H, H, Me, O, NH], [ZA110; EZA13, H, H, H, H, O, NH], [ZA111; EZA13, Me, H, H, H, O, NH], [ZA112 ; EZA13, H, H, Me, H, O, NH], [ZA113; EZA14, H, H, H, H, O, NH], [ZA114; EZA14, Me, H, H, H, O, NH ], [ZA115; EZA14, H, Me, H, H, O, NH], [ZA116; EZA14, H, Et, H, H, O, NH], [ZA117; EZA14, H, Pr, H, H , O, NH], [ZA118; EZA14, H, Ph, H, H, O, NH], [ZA119; EZA14, H, OMe, H, H, O, NH], [ZA120; EZA14, H, OEt , H, H, O, NH], [ZA121; EZA14, H, OPh, H, H, O, NH], [ZA122; EZA14, H, OCH2Ph, H, H, O, NH], [ZA123; EZA14 , H, CF3, H, H, O, NH], [ZA124; EZA14, H, OCF3, H, H, O, NH], [ZA125; EZA14, H, CN, H, H, O, NH], [ZA126; EZA14, H, OH, H, H, O, NH], [ZA127; EZA14, H, SH, H, H, O, NH], [ZA128; EZA14, H, NH2, H, H, O , NH], [ZA129; EZA14, H, NHMe, H, H, O, NH], [ZA130; EZA14, H, NHEt, H, H, O, NH], [ZA131; EZA14, H, NMe2, H , H, O, NH], [ZA132; EZA14, H, NO2, H, H, O, NH], [ZA133; EZA14, H, COOH, H, H, O, NH], [ZA134; EZA14, H, F, H, H, O, NH], [ZA135; EZA14, H, Cl, H, H, O, NH], [ZA136; EZA14, H, 2-pyridyl, H, H, O, NH], [ZA137; EZA14, H, 3-pyridyl, H, H, O, NH], [ZA138; EZA14, H, 4-pyridyl, H, H, O, NH], [ZA139; EZA14, H, NHC (= O) CH3, H, H, O, NH], [ZA140; EZA14, H, NMeC (= O) CH3, H, H, O, NH] , [ZA141; EZA14, H, NEtC (= O) CH3, H, H, O, NH], [ZA142; EZA14, H, NHC (= O) OC (CH3) 3, H, H, O, NH] , [ZA143; EZA14, H, NMeC (= O) OC (CH3) 3, H, H, O, NH], [ZA144; EZA14, H, C (= O) OCH3, H, H, O, NH] , [ZA145; EZA14, H, C (= O) OCH2CH3, H, H, O, NH], [ZA146; EZA14, H, C (= O) NH2, H, H, O, NH], [ZA147; EZA14, H, CH2OH, H, H, O, NH], [ZA148; EZA14, H, CH2NH2, H, H, O, NH], [ZA149; EZA14, H, NHC (= O) CH3, H, H , O, NH], [ZA150; EZA14, H, CH2Ph, H, H, O, NH], [ZA151; EZA14, H, 1-pyrrolidinyl, H, H, O, NH], [ZA152; EZA14, H , 1-piperidinyl, H, H, O, NH], [ZA153; EZA14, H, H, Me, H, O, NH], [ZA154; EZA14, H, H, Et, H, O, NH], [ZA155; EZA14, H, H, Pr, H, O, NH], [ZA156; EZA14, H, H, Ph, H, O, NH], [ZA157; EZA14, H, H, OMe, H, O , NH], [ZA158; EZA14, H, H, OEt, H, O, NH], [ZA159; EZA14, H, H, OPh, H, O, NH], [ZA160; EZA14, H, H, OCH2Ph , H, O, NH], [ZA161; EZA14, H, H, CF3, H, O, NH], [ZA 162; EZA14, H, H, OCF3, H, O, NH], [ZA163; EZA14, H, H, CN, H, O, NH], [ZA164; EZA14, H, H, OH, H, O, NH], [ZA165; EZA14, H, H, SH, H, O, NH], [ZA166; EZA14, H, H, NH2, H, O, NH], [ZA167; EZA14, H, H, NHMe, H, O, NH], [ZA168; EZA14, H, H, NHEt, H, O, NH], [ZA169; EZA14, H, H, NMe2, H, O, NH], [ZA170; EZA14, H, H, NO2, H, O, NH], [ZA171; EZA14, H, H, COOH, H, O, NH], [ZA172; EZA14, H, H, F, H, O, NH], [ZA173; EZA14, H, H, Cl, H, O, NH], [ZA174; EZA14, H, H, 2-pyridyl, H, O, NH], [ZA175; EZA14, H, H, 3-pyridyl, H, O, NH], [ZA176; EZA14, H, H, 4-pyridyl, H, O, NH], [ZA177; EZA14, H, H, NHC (= O) CH3, H, O, NH], [ZA178 ; EZA14, H, H, NMeC (= O) CH3, H, O, NH], [ZA179; EZA14, H, H, NEtC (= O) CH3, H, O, NH], [ZA180; EZA14, H , H, NHC (= O) OC (CH3) 3, H, O, NH], [ZA181; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, O, NH], [ZA182 ; EZA14, H, H, C (= O) OCH3, H, O, NH], [ZA183; EZA14, H, H, C (= O) OCH2CH3, H, O, NH], [ZA184; EZA14, H , H, C (= O) NH2, H, O, NH], [ZA185; EZA14, H, H, CH2OH, H, O, NH], [ZA186; EZA14, H, H, CH2NH2, H, O, NH], [ZA187; EZA14, H, H, NHC (= O) CH3, H, O, NH], [ZA188; EZA14, H, H, CH2Ph, H, O, NH], [ZA189; EZA14, H , H, 1-pyrrolidinyl, H, O, NH], [ZA190; EZA14, H, H, 1-piperi dinyl, H, O, NH], [ZA191; EZA14, H, H, Me, Me, O, NH], [ZA192; EZA14, H, H, Et, Et, O, NH], [ZA193; EZA14, H, H, OMe, OMe, O, NH], [ZA194; EZA14, H, H, OEt, OEt, O, NH], [ZA195; EZA14, H, H, OPr, OPr, O, NH], [ ZA196; EZA15, H, H, H, H, O, NH], [ZA197; EZA15, Me, H, H, H, O, NH], [ZA198; EZA15, H, Me, H, H, O, NH], [ZA199; EZA15, H, H, Me, H, O, NH], [ZA200; EZA15, H, H, H, Me, O, NH],
[ZA201;EZA16,H,H,H,H,O,NH]、[ZA202;EZA16,Me,H,H,H,O,NH]、[ZA203;EZA16,H,Me,H,H,O,NH]、[ZA204;EZA16,H,H,Me,H,O,NH]、[ZA205;EZA16,H,H,H,Me,O,NH]、[ZA206;EZA17,H,H,H,H,O,NH]、[ZA207;EZA17,Me,H,H,H,O,NH]、[ZA208;EZA17,H,Me,H,H,O,NH]、[ZA209;EZA17,H,H,Me,H,O,NH]、[ZA210;EZA17,H,H,H,Me,O,NH]、[ZA211;EZA18,H,H,H,H,O,NH]、[ZA212;EZA18,Me,H,H,H,O,NH]、[ZA213;EZA18,H,Me,H,H,O,NH]、[ZA214;EZA19,H,H,H,H,O,NH]、[ZA215;EZA19,Me,H,H,H,O,NH]、[ZA216;EZA19,H,Me,H,H,O,NH]、[ZA217;EZA20,H,H,H,H,O,NH]、[ZA218;EZA20,Me,H,H,H,O,NH]、[ZA219;EZA20,H,Me,H,H,O,NH]、[ZA220;EZA21,H,H,H,H,O,NH]、[ZA221;EZA21,Me,H,H,H,O,NH]、[ZA222;EZA21,H,Me,H,H,O,NH]、[ZA223;EZA22,H,H,H,H,O,NH]、[ZA224;EZA22,Me,H,H,H,O,NH]、[ZA225;EZA22,H,Me,H,H,O,NH]、[ZA226;EZA22,H,H,Me,H,O,NH]、[ZA227;EZA22,H,H,H,Me,O,NH]、[ZA228;EZA23,H,H,H,H,O,NH]、[ZA229;EZA23,Me,H,H,H,O,NH]、[ZA230;EZA23,H,Me,H,H,O,NH]、[ZA231;EZA23,H,H,Me,H,O,NH]、[ZA232;EZA23,H,H,H,Me,O,NH]、[ZA233;EZA24,H,H,H,H,O,NH]、[ZA234;EZA24,H,Me,H,H,O,NH]、[ZA235;EZA24,H,H,Me,H,O,NH]、[ZA236;EZA24,H,H,H,Me,O,NH]、[ZA237;EZA24,Me,H,H,H,O,NH]、[ZA238;EZA24,Me,Me,H,H,O,NH]、[ZA239;EZA24,Me,H,Me,H,O,NH]、[ZA240;EZA24,Me,H,H,Me,O,NH]、[ZA241;EZA25,H,H,H,H,O,NH]、[ZA242;EZA25,H,Me,H,H,O,NH]、[ZA243;EZA25,H,H,Me,H,O,NH]、[ZA244;EZA25,H,H,H,Me,O,NH]、[ZA245;EZA25,Me,H,H,H,O,NH]、[ZA246;EZA25,Me,Me,H,H,O,NH]、[ZA247;EZA25,Me,H,Me,H,O,NH]、[ZA248;EZA25,Me,H,H,Me,O,NH]、[ZA249;EZA26,H,H,H,H,O,NH]、[ZA250;EZA26,H,Me,H,H,O,NH]、[ZA251;EZA26,H,H,Me,H,O,NH]、[ZA252;EZA26,Me,H,H,H,O,NH]、[ZA253;EZA26,Me,Me,H,H,O,NH]、[ZA254;EZA26,Me,H,Me,H,O,NH]、[ZA255;EZA26,C(=O)CH3,H,H,H,O,NH]、[ZA256;EZA26,C(=O)CH3,Me,H,H,O,NH]、[ZA257;EZA26,C(=O)CH3,H,Me,H,O,NH]、[ZA258;EZA26,C(=O)OC(CH3)3,H,H,H,O,NH]、[ZA259;EZA26,C(=O)OC(CH3)3,Me,H,H,O,NH]、[ZA260;EZA26,C(=O)OC(CH3)3,H,Me,H,O,NH]、[ZA261;EZA27,H,H,H,H,O,NH]、[ZA262;EZA27,Me,H,H,H,O,NH]、[ZA263;EZA27,H,Me,H,H,O,NH]、[ZA264;EZA27,H,Et,H,H,O,NH]、[ZA265;EZA27,H,Pr,H,H,O,NH]、[ZA266;EZA27,H,Ph,H,H,O,NH]、[ZA267;EZA27,H,OMe,H,H,O,NH]、[ZA268;EZA27,H,OEt,H,H,O,NH]、[ZA269;EZA27,H,OPh,H,H,O,NH]、[ZA270;EZA27,H,OCH2Ph,H,H,O,NH]、[ZA271;EZA27,H,CF3,H,H,O,NH]、[ZA272;EZA27,H,OCF3,H,H,O,NH]、[ZA273;EZA27,H,CN,H,H,O,NH]、[ZA274;EZA27,H,OH,H,H,O,NH]、[ZA275;EZA27,H,SH,H,H,O,NH]、[ZA276;EZA27,H,NH2,H,H,O,NH]、[ZA277;EZA27,H,NHMe,H,H,O,NH]、[ZA278;EZA27,H,NHEt,H,H,O,NH]、[ZA279;EZA27,H,NMe2,H,H,O,NH]、[ZA280;EZA27,H,NO2,H,H,O,NH]、[ZA281;EZA27,H,COOH,H,H,O,NH]、[ZA282;EZA27,H,F,H,H,O,NH]、[ZA283;EZA27,H,Cl,H,H,O,NH]、[ZA284;EZA27,H,2-pyridyl,H,H,O,NH]、[ZA285;EZA27,H,3-pyridyl,H,H,O,NH]、[ZA286;EZA27,H,4-pyridyl,H,H,O,NH]、[ZA287;EZA27,H,NHC(=O)CH3,H,H,O,NH]、[ZA288;EZA27,H,NMeC(=O)CH3,H,H,O,NH]、[ZA289;EZA27,H,NEtC(=O)CH3,H,H,O,NH]、[ZA290;EZA27,H,NHC(=O)OC(CH3)3,H,H,O,NH]、[ZA291;EZA27,H,NMeC(=O)OC(CH3)3,H,H,O,NH]、[ZA292;EZA27,H,C(=O)OCH3,H,H,O,NH]、[ZA293;EZA27,H,C(=O)OCH2CH3,H,H,O,NH]、[ZA294;EZA27,H,C(=O)NH2,H,H,O,NH]、[ZA295;EZA27,H,CH2OH,H,H,O,NH]、[ZA296;EZA27,H,CH2NH2,H,H,O,NH]、[ZA297;EZA27,H,NHC(=O)CH3,H,H,O,NH]、[ZA298;EZA27,H,CH2Ph,H,H,O,NH]、[ZA299;EZA27,H,1-pyrrolidinyl,H,H,O,NH]、[ZA300;EZA27,H,1-piperidinyl,H,H,O,NH]、
[ZA201; EZA16, H, H, H, H, O, NH], [ZA202; EZA16, Me, H, H, H, O, NH], [ZA203; EZA16, H, Me, H, H, O , NH], [ZA204; EZA16, H, H, Me, H, O, NH], [ZA205; EZA16, H, H, H, Me, O, NH], [ZA206; EZA17, H, H, H , H, O, NH], [ZA207; EZA17, Me, H, H, H, O, NH], [ZA208; EZA17, H, Me, H, H, O, NH], [ZA209; EZA17, H , H, Me, H, O, NH], [ZA210; EZA17, H, H, H, Me, O, NH], [ZA211; EZA18, H, H, H, H, O, NH], [ZA212 ; EZA18, Me, H, H, H, O, NH], [ZA213; EZA18, H, Me, H, H, O, NH], [ZA214; EZA19, H, H, H, H, O, NH ], [ZA215; EZA19, Me, H, H, H, O, NH], [ZA216; EZA19, H, Me, H, H, O, NH], [ZA217; EZA20, H, H, H, H , O, NH], [ZA218; EZA20, Me, H, H, H, O, NH], [ZA219; EZA20, H, Me, H, H, O, NH], [ZA220; EZA21, H, H , H, H, O, NH], [ZA221; EZA21, Me, H, H, H, O, NH], [ZA222; EZA21, H, Me, H, H, O, NH], [ZA223; EZA22 , H, H, H, H, O, NH], [ZA224; EZA22, Me, H, H, H, O, NH], [ZA225; EZA22, H, Me, H, H, O, NH], [ZA226; EZA22, H, H, Me, H, O, NH], [ZA227; EZA22, H, H, H, Me, O, NH], [ZA228; EZA23, H, H, H, H, O , NH], [ZA229; EZA23, Me, H, H, H, O, NH], [ZA230; EZA23, H, Me, H, H, O, NH], [ZA231; EZA23, H, H, Me , H, O, NH], [ZA232; EZA23, H, H, H, Me, O, NH], [ZA233; EZA24, H, H, H, H, O, NH], [ZA234; EZA24, H , Me, H , H, O, NH], [ZA235; EZA24, H, H, Me, H, O, NH], [ZA236; EZA24, H, H, H, Me, O, NH], [ZA237; EZA24, Me , H, H, H, O, NH], [ZA238; EZA24, Me, Me, H, H, O, NH], [ZA239; EZA24, Me, H, Me, H, O, NH], [ZA240 ; EZA24, Me, H, H, Me, O, NH], [ZA241; EZA25, H, H, H, H, O, NH], [ZA242; EZA25, H, Me, H, H, O, NH ], [ZA243; EZA25, H, H, Me, H, O, NH], [ZA244; EZA25, H, H, H, Me, O, NH], [ZA245; EZA25, Me, H, H, H , O, NH], [ZA246; EZA25, Me, Me, H, H, O, NH], [ZA247; EZA25, Me, H, Me, H, O, NH], [ZA248; EZA25, Me, H , H, Me, O, NH], [ZA249; EZA26, H, H, H, H, O, NH], [ZA250; EZA26, H, Me, H, H, O, NH], [ZA251; EZA26 , H, H, Me, H, O, NH], [ZA252; EZA26, Me, H, H, H, O, NH], [ZA253; EZA26, Me, Me, H, H, O, NH], [ZA254; EZA26, Me, H, Me, H, O, NH], [ZA255; EZA26, C (= O) CH3, H, H, H, O, NH], [ZA256; EZA26, C (= O ) CH3, Me, H, H, O, NH], [ZA257; EZA26, C (= O) CH3, H, Me, H, O, NH], [ZA258; EZA26, C (= O) OC (CH3 ) 3, H, H, H, O, NH], [ZA259; EZA26, C (= O) OC (CH3) 3, Me, H, H, O, NH], [ZA260; EZA26, C (= O ) OC (CH3) 3, H, Me, H, O, NH], [ZA261; EZA27, H, H, H, H, O, NH], [ZA262; EZA27, Me, H, H, H, O , NH], [ZA263; EZA27, H, Me, H, H, O, NH], [ZA264; EZA27, H, Et, H, H, O, NH], [ZA265; EZA27, H, Pr, H , H, O, NH] [ZA266; EZA27, H, Ph, H, H, O, NH], [ZA267; EZA27, H, OMe, H, H, O, NH], [ZA268; EZA27, H, OEt, H, H, O , NH], [ZA269; EZA27, H, OPh, H, H, O, NH], [ZA270; EZA27, H, OCH2Ph, H, H, O, NH], [ZA271; EZA27, H, CF3, H , H, O, NH], [ZA272; EZA27, H, OCF3, H, H, O, NH], [ZA273; EZA27, H, CN, H, H, O, NH], [ZA274; EZA27, H , OH, H, H, O, NH], [ZA275; EZA27, H, SH, H, H, O, NH], [ZA276; EZA27, H, NH2, H, H, O, NH], [ZA277 ; EZA27, H, NHMe, H, H, O, NH], [ZA278; EZA27, H, NHEt, H, H, O, NH], [ZA279; EZA27, H, NMe2, H, H, O, NH ], [ZA280; EZA27, H, NO2, H, H, O, NH], [ZA281; EZA27, H, COOH, H, H, O, NH], [ZA282; EZA27, H, F, H, H , O, NH], [ZA283; EZA27, H, Cl, H, H, O, NH], [ZA284; EZA27, H, 2-pyridyl, H, H, O, NH], [ZA285; EZA27, H , 3-pyridyl, H, H, O, NH], [ZA286; EZA27, H, 4-pyridyl, H, H, O, NH], [ZA287; EZA27, H, NHC (= O) CH3, H, H, O, NH], [ZA288; EZA27, H, NMeC (= O) CH3, H, H, O, NH], [ZA289; EZA27, H, NEtC (= O) CH3, H, H, O, NH], [ZA290; EZA27, H, NHC (= O) OC (CH3) 3, H, H, O, NH], [ZA291; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, O, NH], [ZA292; EZA27, H, C (= O) OCH3, H, H, O, NH], [ZA293; EZA27, H, C (= O) OCH2CH3, H, H, O, NH], [ZA294; EZA27, H, C (= O) NH2, H, H, O, NH], [ZA295; EZA27, H, CH2OH, H, H, O, NH], [ZA296; EZA27, H, CH2NH2, H, H, O, NH], [ZA297; EZA27, H, NHC (= O) CH3, H, H, O , NH], [ZA298; EZA27, H, CH2Ph, H, H, O, NH], [ZA299; EZA27, H, 1-pyrrolidinyl, H, H, O, NH], [ZA300; EZA27, H, 1 -piperidinyl, H, H, O, NH],
[ZA301;EZA28,H,H,H,H,O,NH]、[ZA302;EZA28,Me,H,H,H,O,NH]、[ZA303;EZA28,H,Me,H,H,O,NH]、[ZA304;EZA29,H,H,H,H,O,NH]、[ZA305;EZA29,Me,H,H,H,O,NH]、[ZA306;EZA29,H,Me,H,H,O,NH]、[ZA307;EZA30,H,H,H,H,O,NH]、[ZA308;EZA30,H,H,Me,H,O,NH]、[ZA309;EZA30,H,H,Et,H,O,NH]、[ZA310;EZA30,H,H,Pr,H,O,NH]、[ZA311;EZA30,H,H,CH2Ph,H,O,NH]、[ZA312;EZA30,Me,H,H,H,O,NH]、[ZA313;EZA30,Me,H,Me,H,O,NH]、[ZA314;EZA30,Me,H,Et,H,O,NH]、[ZA315;EZA30,Me,H,Pr,H,O,NH]、[ZA316;EZA30,Me,H,CH2Ph,H,O,NH]、[ZA317;EZA30,H,Me,H,H,O,NH]、[ZA318;EZA30,H,Me,Me,H,O,NH]、[ZA319;EZA30,H,Me,Et,H,O,NH]、[ZA320;EZA30,H,Me,Pr,H,O,NH]、[ZA321;EZA30,H,Me,CH2Ph,H,O,NH]、[ZA322;EZA31,H,H,H,H,O,NH]、[ZA323;EZA31,Me,H,H,H,O,NH]、[ZA324;EZA31,H,Me,H,H,O,NH]、[ZA325;EZA31,H,H,Me,H,O,NH]、[ZA326;EZA31,H,H,H,Me,O,NH]、[ZA327;EZA32,H,H,H,H,O,NH]、[ZA328;EZA32,Me,H,H,H,O,NH]、[ZA329;EZA32,H,Me,H,H,O,NH]、[ZA330;EZA32,H,H,Me,H,O,NH]、[ZA331;EZA32,H,H,H,Me,O,NH]、[ZA332;EZA33,H,H,H,H,O,NH]、[ZA333;EZA33,H,H,Me,H,O,NH]、[ZA334;EZA33,H,H,Et,H,O,NH]、[ZA335;EZA33,H,H,Pr,H,O,NH]、[ZA336;EZA33,H,H,CH2Ph,H,O,NH]、[ZA337;EZA33,Me,H,H,H,O,NH]、[ZA338;EZA33,Me,H,Me,H,O,NH]、[ZA339;EZA33,Me,H,Et,H,O,NH]、[ZA340;EZA33,Me,H,Pr,H,O,NH]、[ZA341;EZA33,Me,H,CH2Ph,H,O,NH]、[ZA342;EZA33,H,Me,H,H,O,NH]、[ZA343;EZA33,H,Me,Me,H,O,NH]、[ZA344;EZA33,H,Me,Et,H,O,NH]、[ZA345;EZA33,H,Me,Pr,H,O,NH]、[ZA346;EZA33,H,Me,CH2Ph,H,O,NH]、[ZA347;EZA33,H,H,H,Me,O,NH]、[ZA348;EZA33,H,H,Me,Me,O,NH]、[ZA349;EZA33,H,H,Et,Me,O,NH]、[ZA350;EZA33,H,H,Pr,Me,O,NH]、[ZA351;EZA33,H,H,CH2Ph,Me,O,NH]、[ZA352;EZA34,H,H,H,H,O,NH]、[ZA353;EZA34,Me,H,H,H,O,NH]、[ZA354;EZA34,H,Me,H,H,O,NH]、[ZA355;EZA34,H,H,H,Me,O,NH]、[ZA356;EZA35,H,H,H,H,O,NH]、[ZA357;EZA35,H,H,Me,H,O,NH]、[ZA358;EZA35,H,H,Et,H,O,NH]、[ZA359;EZA35,H,H,Pr,H,O,NH]、[ZA360;EZA35,H,H,CH2Ph,H,O,NH]、[ZA361;EZA35,Me,H,H,H,O,NH]、[ZA362;EZA35,Me,H,Me,H,O,NH]、[ZA363;EZA35,Me,H,Et,H,O,NH]、[ZA364;EZA35,Me,H,Pr,H,O,NH]、[ZA365;EZA35,Me,H,CH2Ph,H,O,NH]、[ZA366;EZA35,H,Me,H,H,O,NH]、[ZA367;EZA35,H,Me,Me,H,O,NH]、[ZA368;EZA35,H,Me,Et,H,O,NH]、[ZA369;EZA35,H,Me,Pr,H,O,NH]、[ZA370;EZA35,H,Me,CH2Ph,H,O,NH]、[ZA371;EZA35,H,H,H,Me,O,NH]、[ZA372;EZA35,H,H,Me,Me,O,NH]、[ZA373;EZA35,H,H,Et,Me,O,NH]、[ZA374;EZA35,H,H,Pr,Me,O,NH]、[ZA375;EZA35,H,H,CH2Ph,Me,O,NH]、[ZA376;EZA36,H,H,H,H,O,NH]、[ZA377;EZA36,Me,H,H,H,O,NH]、[ZA378;EZA36,H,Me,H,H,O,NH]、[ZA379;EZA36,H,H,Me,H,O,NH]、[ZA380;EZA37,H,H,H,H,O,NH]、[ZA381;EZA37,Me,H,H,H,O,NH]、[ZA382;EZA37,H,H,Me,H,O,NH]、[ZA383;EZA37,H,H,H,Me,O,NH]、[ZA384;EZA37,Me,Me,H,H,O,NH]、[ZA385;EZA38,H,H,H,H,O,NH]、[ZA386;EZA38,Me,H,H,H,O,NH]、[ZA387;EZA38,H,H,Me,H,O,NH]、[ZA388;EZA38,H,H,H,Me,O,NH]、[ZA389;EZA38,Me,Me,H,H,O,NH]、[ZA390;EZA39,H,H,H,H,O,NH]、[ZA391;EZA39,Me,H,H,H,O,NH]、[ZA392;EZA39,H,Me,H,H,O,NH]、[ZA393;EZA39,H,H,Me,H,O,NH]、[ZA394;EZA39,H,H,H,Me,O,NH]、[ZA395;EZA40,H,H,H,H,O,NH]、[ZA396;EZA40,Me,H,H,H,O,NH]、[ZA397;EZA40,H,Me,H,H,O,NH]、[ZA398;EZA40,H,H,Me,H,O,NH]、[ZA399;EZA40,H,H,H,Me,O,NH]、[ZA400;EZA41,H,H,H,H,O,NH]、
[ZA301; EZA28, H, H, H, H, O, NH], [ZA302; EZA28, Me, H, H, H, O, NH], [ZA303; EZA28, H, Me, H, H, O , NH], [ZA304; EZA29, H, H, H, H, O, NH], [ZA305; EZA29, Me, H, H, H, O, NH], [ZA306; EZA29, H, Me, H , H, O, NH], [ZA307; EZA30, H, H, H, H, O, NH], [ZA308; EZA30, H, H, Me, H, O, NH], [ZA309; EZA30, H , H, Et, H, O, NH], [ZA310; EZA30, H, H, Pr, H, O, NH], [ZA311; EZA30, H, H, CH2Ph, H, O, NH], [ZA312 ; EZA30, Me, H, H, H, O, NH], [ZA313; EZA30, Me, H, Me, H, O, NH], [ZA314; EZA30, Me, H, Et, H, O, NH ], [ZA315; EZA30, Me, H, Pr, H, O, NH], [ZA316; EZA30, Me, H, CH2Ph, H, O, NH], [ZA317; EZA30, H, Me, H, H , O, NH], [ZA318; EZA30, H, Me, Me, H, O, NH], [ZA319; EZA30, H, Me, Et, H, O, NH], [ZA320; EZA30, H, Me , Pr, H, O, NH], [ZA321; EZA30, H, Me, CH2Ph, H, O, NH], [ZA322; EZA31, H, H, H, H, O, NH], [ZA323; EZA31 , Me, H, H, H, O, NH], [ZA324; EZA31, H, Me, H, H, O, NH], [ZA325; EZA31, H, H, Me, H, O, NH], [ZA326; EZA31, H, H, H, Me, O, NH], [ZA327; EZA32, H, H, H, H, O, NH], [ZA328; EZA32, EZA32, Me, H, H, H, O , NH], [ZA329; EZA32, H, Me, H, H, O, NH], [ZA330; EZA32, H, H, Me, H, O, NH], [ZA331; EZA32, H, H, H , Me, O, NH], [ZA332; EZA33, H, H, H, H, O, NH], [ZA333; EZA33, H, H, Me, H, O, NH] [ZA334; EZA33, H, H, Et, H, O, NH], [ZA335; EZA33, H, H, Pr, H, O, NH], [ZA336; EZA33, H, H, CH2Ph, H, O , NH], [ZA337; EZA33, Me, H, H, H, O, NH], [ZA338; EZA33, Me, H, Me, H, O, NH], [ZA339; EZA33, Me, H, Et , H, O, NH], [ZA340; EZA33, Me, H, Pr, H, O, NH], [ZA341; EZA33, Me, H, CH2Ph, H, O, NH], [ZA342; EZA33, H , Me, H, H, O, NH], [ZA343; EZA33, H, Me, Me, H, O, NH], [ZA344; EZA33, H, Me, Et, H, O, NH], [ZA345 ; EZA33, H, Me, Pr, H, O, NH], [ZA346; EZA33, H, Me, CH2Ph, H, O, NH], [ZA347; EZA33, H, H, H, Me, O, NH ], [ZA348; EZA33, H, H, Me, Me, O, NH], [ZA349; EZA33, H, H, Et, Me, O, NH], [ZA350; EZA33, H, H, Pr, Me , O, NH], [ZA351; EZA33, H, H, CH2Ph, Me, O, NH], [ZA352; EZA34, H, H, H, H, O, NH], [ZA353; EZA34, Me, H , H, H, O, NH], [ZA354; EZA34, H, Me, H, H, O, NH], [ZA355; EZA34, H, H, H, Me, O, NH], [ZA356; EZA35 , H, H, H, H, O, NH], [ZA357; EZA35, H, H, Me, H, O, NH], [ZA358; EZA35, H, H, Et, H, O, NH], [ZA359; EZA35, H, H, Pr, H, O, NH], [ZA360; EZA35, H, H, CH2Ph, H, O, NH], [ZA361; EZA35, Me, H, H, H, O , NH], [ZA362; EZA35, Me, H, Me, H, O, NH], [ZA363; EZA35, Me, H, Et, H, O, NH], [ZA364; EZA35, Me, H, Pr , H, O, NH], [ZA365; EZA35, Me, H, CH2Ph, H, O, NH], [ZA366; EZA35, H, Me, H, H, O, NH], [ZA367; EZA35, H, Me, Me, H, O, NH], [ZA368; EZA35, EZA35, H, Me, Et, H, O, NH] , [ZA369; EZA35, H, Me, Pr, H, O, NH], [ZA370; EZA35, H, Me, CH2Ph, H, O, NH], [ZA371; EZA35, H, H, H, Me, O, NH], [ZA372; EZA35, H, H, Me, Me, O, NH], [ZA373; EZA35, H, H, Et, Me, O, NH], [ZA374; EZA35, H, H, Pr, Me, O, NH], [ZA375; EZA35, H, H, CH2Ph, Me, O, NH], [ZA376; EZA36, H, H, H, H, O, NH], [ZA377; EZA36, Me, H, H, H, O, NH], [ZA378; EZA36, H, Me, H, H, O, NH], [ZA379; EZA36, H, H, Me, H, O, NH], [ ZA380; EZA37, H, H, H, H, O, NH], [ZA381; EZA37, Me, H, H, H, O, NH], [ZA382; EZA37, H, H, Me, H, O, NH], [ZA383; EZA37, H, H, H, Me, O, NH], [ZA384; EZA37, Me, Me, H, H, O, NH], [ZA385; EZA38, H, H, H, H, O, NH], [ZA386; EZA38, Me, H, H, H, O, NH], [ZA387; EZA38, H, H, Me, H, O, NH], [ZA388; EZA38, H, H, H, Me, O, NH], [ZA389; EZA38, Me, Me, H, H, O, NH], [ZA390; EZA39, H, H, H, H, O, NH], [ZA391; EZA39, Me, H, H, H, O, NH], [ZA392; EZA39, H, Me, H, H, O, NH], [ZA393; EZA39; EZA39, H, H, Me, H, O, NH] , [ZA394; EZA39, H, H, H, Me, O, NH], [ZA395; EZA40, H, H, H, H, O, NH], [ZA396; EZA40, Me, H, H, H, O, NH], [ZA397; EZA40, H, Me, H, H, O, NH], [ZA398; EZA40, H, H, Me, H, O, NH], [ZA399 ; EZA40, H, H, H, Me, O, NH], [ZA400; EZA41, H, H, H, H, O, NH],
[ZA401;EZA41,Me,H,H,H,O,NH]、[ZA402;EZA41,H,Me,H,H,O,NH]、[ZA403;EZA41,H,H,H,Me,O,NH]、[ZA404;EZA42,H,H,H,H,O,NH]、[ZA405;EZA42,H,Me,H,H,O,NH]、[ZA406;EZA42,H,H,Me,H,O,NH]、[ZA407;EZA42,H,H,H,Me,O,NH]、[ZA408;EZA42,Me,H,H,H,O,NH]、[ZA409;EZA42,Me,Me,H,H,O,NH]、[ZA410;EZA42,Me,H,Me,H,O,NH]、[ZA411;EZA42,Me,H,H,Me,O,NH]、[ZA412;EZA43,H,H,H,H,O,NH]、[ZA413;EZA43,H,H,Me,H,O,NH]、[ZA414;EZA43,H,H,Et,H,O,NH]、[ZA415;EZA43,H,H,Pr,H,O,NH]、[ZA416;EZA43,H,H,CH2Ph,H,O,NH]、[ZA417;EZA44,H,H,H,H,O,NH]、[ZA418;EZA44,H,H,Me,H,O,NH]、[ZA419;EZA44,H,H,Et,H,O,NH]、[ZA420;EZA44,H,H,Pr,H,O,NH]、[ZA421;EZA44,H,H,CH2Ph,H,O,NH]、[ZA422;EZA1,H,H,H,H,O,NMe]、[ZA423;EZA1,Me,H,H,H,O,NMe]、[ZA424;EZA1,H,Me,H,H,O,NMe]、[ZA425;EZA1,H,Me,Me,H,O,NMe]、[ZA426;EZA1,H,Me,H,Me,O,NMe]、[ZA427;EZA1,H,Et,H,H,O,NMe]、[ZA428;EZA1,H,Pr,H,H,O,NMe]、[ZA429;EZA1,H,Ph,H,H,O,NMe]、[ZA430;EZA1,H,OMe,H,H,O,NMe]、[ZA431;EZA1,H,OEt,H,H,O,NMe]、[ZA432;EZA1,H,OPh,H,H,O,NMe]、[ZA433;EZA1,H,OCH2Ph,H,H,O,NMe]、[ZA434;EZA1,H,CF3,H,H,O,NMe]、[ZA435;EZA1,H,OCF3,H,H,O,NMe]、[ZA436;EZA1,H,CN,H,H,O,NMe]、[ZA437;EZA1,H,OH,H,H,O,NMe]、[ZA438;EZA1,H,SH,H,H,O,NMe]、[ZA439;EZA1,H,NH2,H,H,O,NMe]、[ZA440;EZA1,H,NHMe,H,H,O,NMe]、[ZA441;EZA1,H,NHEt,H,H,O,NMe]、[ZA442;EZA1,H,NMe2,H,H,O,NMe]、[ZA443;EZA1,H,NO2,H,H,O,NMe]、[ZA444;EZA1,H,COOH,H,H,O,NMe]、[ZA445;EZA1,H,F,H,H,O,NMe]、[ZA446;EZA1,H,Cl,H,H,O,NMe]、[ZA447;EZA1,H,2-pyridyl,H,H,O,NMe]、[ZA448;EZA1,H,3-pyridyl,H,H,O,NMe]、[ZA449;EZA1,H,4-pyridyl,H,H,O,NMe]、[ZA450;EZA1,H,NHC(=O)CH3,H,H,O,NMe]、[ZA451;EZA1,H,NMeC(=O)CH3,H,H,O,NMe]、[ZA452;EZA1,H,NEtC(=O)CH3,H,H,O,NMe]、[ZA453;EZA1,H,NHC(=O)OC(CH3)3,H,H,O,NMe]、[ZA454;EZA1,H,NMeC(=O)OC(CH3)3,H,H,O,NMe]、[ZA455;EZA1,H,C(=O)OCH3,H,H,O,NMe]、[ZA456;EZA1,H,C(=O)OCH2CH3,H,H,O,NMe]、[ZA457;EZA1,H,C(=O)NH2,H,H,O,NMe]、[ZA458;EZA1,H,CH2OH,H,H,O,NMe]、[ZA459;EZA1,H,CH2NH2,H,H,O,NMe]、[ZA460;EZA1,H,NHC(=O)CH3,H,H,O,NMe]、[ZA461;EZA1,H,CH2Ph,H,H,O,NMe]、[ZA462;EZA1,H,1-pyrrolidinyl,H,H,O,NMe]、[ZA463;EZA1,H,1-piperidinyl,H,H,O,NMe]、[ZA464;EZA1,H,Me,Me,H,O,NMe]、[ZA465;EZA1,H,Et,Et,H,O,NMe]、[ZA466;EZA1,H,OMe,OMe,H,O,NMe]、[ZA467;EZA1,H,OEt,OEt,H,O,NMe]、[ZA468;EZA1,H,OPr,OPr,H,O,NMe]、[ZA469;EZA2,H,H,H,H,O,NMe]、[ZA470;EZA2,Me,H,H,H,O,NMe]、[ZA471;EZA2,H,Me,H,H,O,NMe]、[ZA472;EZA2,H,H,H,Me,O,NMe]、[ZA473;EZA2,H,Me,Me,H,O,NMe]、[ZA474;EZA3,H,H,H,H,O,NMe]、[ZA475;EZA3,Me,H,H,H,O,NMe]、[ZA476;EZA3,H,Me,H,H,O,NMe]、[ZA477;EZA3,H,H,Me,H,O,NMe]、[ZA478;EZA4,H,H,H,H,O,NMe]、[ZA479;EZA4,Me,H,H,H,O,NMe]、[ZA480;EZA4,H,H,Me,H,O,NMe]、[ZA481;EZA4,Me,Me,H,H,O,NMe]、[ZA482;EZA5,H,H,H,H,O,NMe]、[ZA483;EZA5,Me,H,H,H,O,NMe]、[ZA484;EZA5,H,Me,H,H,O,NMe]、[ZA485;EZA5,H,H,H,Me,O,NMe]、[ZA486;EZA5,H,Me,Me,H,O,NMe]、[ZA487;EZA6,H,H,H,H,O,NMe]、[ZA488;EZA6,H,Me,H,H,O,NMe]、[ZA489;EZA6,H,H,Me,H,O,NMe]、[ZA490;EZA6,H,H,H,Me,O,NMe]、[ZA491;EZA6,Me,H,H,H,O,NMe]、[ZA492;EZA6,Me,Me,H,H,O,NMe]、[ZA493;EZA6,Me,H,Me,H,O,NMe]、[ZA494;EZA6,Me,H,H,Me,O,NMe]、[ZA495;EZA7,H,H,H,H,O,NMe]、[ZA496;EZA7,Me,H,H,H,O,NMe]、[ZA497;EZA7,H,Me,H,H,O,NMe]、[ZA498;EZA7,H,H,H,Me,O,NMe]、[ZA499;EZA8,H,H,H,H,O,NMe]、[ZA500;EZA8,H,Me,H,H,O,NMe]、
[ZA401; EZA41, Me, H, H, H, O, NH], [ZA402; EZA41, H, Me, H, H, O, NH], [ZA403; EZA41, H, H, H, Me, O , NH], [ZA404; EZA42, H, H, H, H, O, NH], [ZA405; EZA42, H, Me, H, H, O, NH], [ZA406; EZA42, H, H, Me , H, O, NH], [ZA407; EZA42, H, H, H, Me, O, NH], [ZA408; EZA42, Me, H, H, H, O, NH], [ZA409; EZA42, Me , Me, H, H, O, NH], [ZA410; EZA42, Me, H, Me, H, O, NH], [ZA411; EZA42, Me, H, H, Me, O, NH], [ZA412 ; EZA43, H, H, H, H, O, NH], [ZA413; EZA43, H, H, Me, H, O, NH], [ZA414; EZA43, H, H, Et, H, O, NH ], [ZA415; EZA43, H, H, Pr, H, O, NH], [ZA416; EZA43, H, H, CH2Ph, H, O, NH], [ZA417; EZA44, H, H, H, H , O, NH], [ZA418; EZA44, H, H, Me, H, O, NH], [ZA419; EZA44, H, H, Et, H, O, NH], [ZA420; EZA44, H, H , Pr, H, O, NH], [ZA421; EZA44, H, H, CH2Ph, H, O, NH], [ZA422; EZA1, H, H, H, H, O, NMe], [ZA423; EZA1 , Me, H, H, H, O, NMe], [ZA424; EZA1, H, Me, H, H, O, NMe], [ZA425; EZA1, H, Me, Me, H, O, NMe], [ZA426; EZA1, H, Me, H, Me, O, NMe], [ZA427; EZA1, H, Et, H, H, O, NMe], [ZA428; EZA1, H, Pr, H, H, O , NMe], [ZA429; EZA1, H, Ph, H, H, O, NMe], [ZA430; EZA1, H, OMe, H, H, O, NMe], [ZA431; EZA1, H, OEt, H , H, O, NMe], [ZA432; EZA1, H, OPh, H, H, O, NMe], [ZA433; EZA1, H, OCH2Ph, H, H, O, NMe ], [ZA434; EZA1, H, CF3, H, H, O, NMe], [ZA435; EZA1, H, OCF3, H, H, O, NMe], [ZA436; EZA1, H, CN, H, H , O, NMe], [ZA437; EZA1, H, OH, H, H, O, NMe], [ZA438; EZA1, H, SH, H, H, O, NMe], [ZA439; EZA1, H, NH2 , H, H, O, NMe], [ZA440; EZA1, H, NHMe, H, H, O, NMe], [ZA441; EZA1, H, NHEt, H, H, O, NMe], [ZA442; EZA1 , H, NMe2, H, H, O, NMe], [ZA443; EZA1, H, NO2, H, H, O, NMe], [ZA444; EZA1, H, COOH, H, H, O, NMe], [ZA445; EZA1, H, F, H, H, O, NMe], [ZA446; EZA1, H, Cl, H, H, O, NMe], [ZA447; EZA1, H, 2-pyridyl, H, H , O, NMe], [ZA448; EZA1, H, 3-pyridyl, H, H, O, NMe], [ZA449; EZA1, H, 4-pyridyl, H, H, O, NMe], [ZA450; EZA1 , H, NHC (= O) CH3, H, H, O, NMe], [ZA451; EZA1, H, NMeC (= O) CH3, H, H, O, NMe], [ZA452; EZA1, H, NEtC (= O) CH3, H, H, O, NMe], [ZA453; EZA1, H, NHC (= O) OC (CH3) 3, H, H, O, NMe], [ZA454; EZA1, H, NMeC (= O) OC (CH3) 3, H, H, O, NMe], [ZA455; EZA1, H, C (= O) OCH3, H, H, O, NMe], [ZA456; EZA1, H, C (= O) OCH2CH3, H, H, O, NMe], [ZA457; EZA1, H, C (= O) NH2, H, H, O, NMe], [ZA458; EZA1, H, CH2OH, H, H , O, NMe], [ZA459; EZA1, H, CH2NH2, H, H, O, NMe], [ZA460; EZA1, H, NHC (= O) CH3, H, H, O, NMe], [ZA461; EZA1, H, CH2Ph, H, H, O, NMe], [ZA462; EZA1, H, 1-pyrrolidinyl, H, H, O, NMe], [ZA463; EZA1, H, 1-piperidinyl, H, H, O, NMe], [ZA464; EZA1, H, Me, Me, H, O, NMe], [ZA465; EZA1, H, Et, Et, H, O, NMe], [ZA466; EZA1, H, OMe, OMe, H, O, NMe], [ZA467; EZA1, H, OEt, OEt, H, O, NMe] , [ZA468; EZA1, H, OPr, OPr, H, O, NMe], [ZA469; EZA2, H, H, H, H, O, NMe], [ZA470; EZA2, Me, H, H, H, O, NMe], [ZA471; EZA2, H, Me, H, H, O, NMe], [ZA472; EZA2, H, H, H, Me, O, NMe], [ZA473; EZA2, H, Me, Me, H, O, NMe], [ZA474; EZA3, H, H, H, H, O, NMe], [ZA475; EZA3, Me, H, H, H, O, NMe], [ZA476; EZA3, H, Me, H, H, O, NMe], [ZA477; EZA3, H, H, Me, H, O, NMe], [ZA478; EZA4, H, H, H, H, O, NMe], [ ZA479; EZA4, Me, H, H, H, O, NMe], [ZA480; EZA4, H, H, Me, H, O, NMe], [ZA481; EZA4, Me, Me, H, H, O, NMe], [ZA482; EZA5, H, H, H, H, O, NMe], [ZA483; EZA5, Me, H, H, H, O, NMe], [ZA484; EZA5, H, Me, H, H, O, NMe], [ZA485; EZA5, H, H, H, Me, O, NMe], [ZA486; EZA5, H, Me, Me, H, O, NMe], [ZA487; EZA6, H, H, H, H, O, NMe], [ZA488; EZA6, H, Me, H, H, O, NMe], [ZA489; EZA6, H, H, Me, H, O, NMe], [ZA490; EZA6, H, H, H, Me, O, NMe], [ZA491; EZA6, Me, H, H, H, O, NMe], [ZA492; EZA6, Me, Me, H, H, O, NMe] , [ZA493; EZA6, Me, H, Me, H, O, NMe], [ZA494; EZA6, Me, H, H, Me, O, NMe], [ZA4 95; EZA7, H, H, H, H, O, NMe], [ZA496; EZA7, Me, H, H, H, O, NMe], [ZA497; EZA7, H, Me, H, H, O, NMe], [ZA498; EZA7, H, H, H, Me, O, NMe], [ZA499; EZA8, H, H, H, H, O, NMe], [ZA500; EZA8, H, Me, H, H, O, NMe],
[ZA501;EZA8,H,H,H,Me,O,NMe]、[ZA502;EZA8,H,Me,Me,H,O,NMe]、[ZA503;EZA8,Me,H,H,H,O,NMe]、[ZA504;EZA8,Me,Me,H,H,O,NMe]、[ZA505;EZA8,Me,H,H,Me,O,NMe]、[ZA506;EZA8,Me,Me,Me,H,O,NMe]、[ZA507;EZA9,H,H,H,H,O,NMe]、[ZA508;EZA9,Me,H,H,H,O,NMe]、[ZA509;EZA9,H,Me,H,H,O,NMe]、[ZA510;EZA9,H,H,H,Me,O,NMe]、[ZA511;EZA9,Me,H,Me,H,O,NMe]、[ZA512;EZA10,H,H,H,H,O,NMe]、[ZA513;EZA10,Me,H,H,H,O,NMe]、[ZA514;EZA10,H,Me,H,H,O,NMe]、[ZA515;EZA10,H,H,H,Me,O,NMe]、[ZA516;EZA10,Me,H,Me,H,O,NMe]、[ZA517;EZA11,H,H,H,H,O,NMe]、[ZA518;EZA11,H,Me,H,H,O,NMe]、[ZA519;EZA11,H,H,Me,H,O,NMe]、[ZA520;EZA11,H,H,H,Me,O,NMe]、[ZA521;EZA11,Me,H,H,H,O,NMe]、[ZA522;EZA11,Me,Me,H,H,O,NMe]、[ZA523;EZA11,Me,H,Me,H,O,NMe]、[ZA524;EZA11,Me,H,H,Me,O,NMe]、[ZA525;EZA12,H,H,H,H,O,NMe]、[ZA526;EZA12,H,Me,H,H,O,NMe]、[ZA527;EZA12,H,H,H,Me,O,NMe]、[ZA528;EZA12,Me,H,H,H,O,NMe]、[ZA529;EZA12,Me,Me,H,H,O,NMe]、[ZA530;EZA12,Me,H,H,Me,O,NMe]、[ZA531;EZA13,H,H,H,H,O,NMe]、[ZA532;EZA13,Me,H,H,H,O,NMe]、[ZA533;EZA13,H,H,Me,H,O,NMe]、[ZA534;EZA14,H,H,H,H,O,NMe]、[ZA535;EZA14,Me,H,H,H,O,NMe]、[ZA536;EZA14,H,Me,H,H,O,NMe]、[ZA537;EZA14,H,Et,H,H,O,NMe]、[ZA538;EZA14,H,Pr,H,H,O,NMe]、[ZA539;EZA14,H,Ph,H,H,O,NMe]、[ZA540;EZA14,H,OMe,H,H,O,NMe]、[ZA541;EZA14,H,OEt,H,H,O,NMe]、[ZA542;EZA14,H,OPh,H,H,O,NMe]、[ZA543;EZA14,H,OCH2Ph,H,H,O,NMe]、[ZA544;EZA14,H,CF3,H,H,O,NMe]、[ZA545;EZA14,H,OCF3,H,H,O,NMe]、[ZA546;EZA14,H,CN,H,H,O,NMe]、[ZA547;EZA14,H,OH,H,H,O,NMe]、[ZA548;EZA14,H,SH,H,H,O,NMe]、[ZA549;EZA14,H,NH2,H,H,O,NMe]、[ZA550;EZA14,H,NHMe,H,H,O,NMe]、[ZA551;EZA14,H,NHEt,H,H,O,NMe]、[ZA552;EZA14,H,NMe2,H,H,O,NMe]、[ZA553;EZA14,H,NO2,H,H,O,NMe]、[ZA554;EZA14,H,COOH,H,H,O,NMe]、[ZA555;EZA14,H,F,H,H,O,NMe]、[ZA556;EZA14,H,Cl,H,H,O,NMe]、[ZA557;EZA14,H,2-pyridyl,H,H,O,NMe]、[ZA558;EZA14,H,3-pyridyl,H,H,O,NMe]、[ZA559;EZA14,H,4-pyridyl,H,H,O,NMe]、[ZA560;EZA14,H,NHC(=O)CH3,H,H,O,NMe]、[ZA561;EZA14,H,NMeC(=O)CH3,H,H,O,NMe]、[ZA562;EZA14,H,NEtC(=O)CH3,H,H,O,NMe]、[ZA563;EZA14,H,NHC(=O)OC(CH3)3,H,H,O,NMe]、[ZA564;EZA14,H,NMeC(=O)OC(CH3)3,H,H,O,NMe]、[ZA565;EZA14,H,C(=O)OCH3,H,H,O,NMe]、[ZA566;EZA14,H,C(=O)OCH2CH3,H,H,O,NMe]、[ZA567;EZA14,H,C(=O)NH2,H,H,O,NMe]、[ZA568;EZA14,H,CH2OH,H,H,O,NMe]、[ZA569;EZA14,H,CH2NH2,H,H,O,NMe]、[ZA570;EZA14,H,NHC(=O)CH3,H,H,O,NMe]、[ZA571;EZA14,H,CH2Ph,H,H,O,NMe]、[ZA572;EZA14,H,1-pyrrolidinyl,H,H,O,NMe]、[ZA573;EZA14,H,1-piperidinyl,H,H,O,NMe]、[ZA574;EZA14,H,H,Me,H,O,NMe]、[ZA575;EZA14,H,H,Et,H,O,NMe]、[ZA576;EZA14,H,H,Pr,H,O,NMe]、[ZA577;EZA14,H,H,Ph,H,O,NMe]、[ZA578;EZA14,H,H,OMe,H,O,NMe]、[ZA579;EZA14,H,H,OEt,H,O,NMe]、[ZA580;EZA14,H,H,OPh,H,O,NMe]、[ZA581;EZA14,H,H,OCH2Ph,H,O,NMe]、[ZA582;EZA14,H,H,CF3,H,O,NMe]、[ZA583;EZA14,H,H,OCF3,H,O,NMe]、[ZA584;EZA14,H,H,CN,H,O,NMe]、[ZA585;EZA14,H,H,OH,H,O,NMe]、[ZA586;EZA14,H,H,SH,H,O,NMe]、[ZA587;EZA14,H,H,NH2,H,O,NMe]、[ZA588;EZA14,H,H,NHMe,H,O,NMe]、[ZA589;EZA14,H,H,NHEt,H,O,NMe]、[ZA590;EZA14,H,H,NMe2,H,O,NMe]、[ZA591;EZA14,H,H,NO2,H,O,NMe]、[ZA592;EZA14,H,H,COOH,H,O,NMe]、[ZA593;EZA14,H,H,F,H,O,NMe]、[ZA594;EZA14,H,H,Cl,H,O,NMe]、[ZA595;EZA14,H,H,2-pyridyl,H,O,NMe]、[ZA596;EZA14,H,H,3-pyridyl,H,O,NMe]、[ZA597;EZA14,H,H,4-pyridyl,H,O,NMe]、[ZA598;EZA14,H,H,NHC(=O)CH3,H,O,NMe]、[ZA599;EZA14,H,H,NMeC(=O)CH3,H,O,NMe]、[ZA600;EZA14,H,H,NEtC(=O)CH3,H,O,NMe]、
[ZA501; EZA8, H, H, H, Me, O, NMe], [ZA502; EZA8, H, Me, Me, H, O, NMe], [ZA503; EZA8, Me, H, H, H, O , NMe], [ZA504; EZA8, Me, Me, H, H, O, NMe], [ZA505; EZA8, Me, H, H, Me, O, NMe], [ZA506; EZA8, Me, Me, Me , H, O, NMe], [ZA507; EZA9, H, H, H, H, O, NMe], [ZA508; EZA9, Me, H, H, H, O, NMe], [ZA509; EZA9, H , Me, H, H, O, NMe], [ZA510; EZA9, H, H, H, Me, O, NMe], [ZA511; EZA9, Me, H, Me, H, O, NMe], [ZA512 ; EZA10, H, H, H, H, O, NMe], [ZA513; EZA10, Me, H, H, H, O, NMe], [ZA514; EZA10, H, Me, H, H, O, NMe ], [ZA515; EZA10, H, H, H, Me, O, NMe], [ZA516; EZA10, Me, H, Me, H, O, NMe], [ZA517; EZA11, H, H, H, H , O, NMe], [ZA518; EZA11, H, Me, H, H, O, NMe], [ZA519; EZA11, H, H, Me, H, O, NMe], [ZA520; EZA11, H, H , H, Me, O, NMe], [ZA521; EZA11, Me, H, H, H, O, NMe], [ZA522; EZA11, Me, Me, H, H, O, NMe], [ZA523; EZA11 , Me, H, Me, H, O, NMe], [ZA524; EZA11, Me, H, H, Me, O, NMe], [ZA525; EZA12, H, H, H, H, O, NMe], [ZA526; EZA12, H, Me, H, H, O, NMe], [ZA527; EZA12, H, H, H, Me, O, NMe], [ZA528; EZA12, Me, H, H, H, O , NMe], [ZA529; EZA12, Me, Me, H, H, O, NMe], [ZA530; EZA12, Me, H, H, Me, O, NMe], [ZA531; EZA13, H, H, H , H, O, NMe], [ZA532; EZA13, Me, H, H, H, O, NMe], [ZA533; EZA13 , H, H, Me, H, O, NMe], [ZA534; EZA14, H, H, H, H, O, NMe], [ZA535; EZA14, Me, H, H, H, O, NMe], [ZA536; EZA14, H, Me, H, H, O, NMe], [ZA537; EZA14, H, Et, H, H, O, NMe], [ZA538; EZA14, H, Pr, H, H, O , NMe], [ZA539; EZA14, H, Ph, H, H, O, NMe], [ZA540; EZA14, H, OMe, H, H, O, NMe], [ZA541; EZA14, H, OEt, H , H, O, NMe], [ZA542; EZA14, H, OPh, H, H, O, NMe], [ZA543; EZA14, H, OCH2Ph, H, H, O, NMe], [ZA544; EZA14, H , CF3, H, H, O, NMe], [ZA545; EZA14, H, OCF3, H, H, O, NMe], [ZA546; EZA14, H, CN, H, H, O, NMe], [ZA547 ; EZA14, H, OH, H, H, O, NMe], [ZA548; EZA14, H, SH, H, H, O, NMe], [ZA549; EZA14, H, NH2, H, H, O, NMe ], [ZA550; EZA14, H, NHMe, H, H, O, NMe], [ZA551; EZA14, H, NHEt, H, H, O, NMe], [ZA552; EZA14, H, NMe2, H, H , O, NMe], [ZA553; EZA14, H, NO2, H, H, O, NMe], [ZA554; EZA14, H, COOH, H, H, O, NMe], [ZA555; EZA14, H, F , H, H, O, NMe], [ZA556; EZA14, H, Cl, H, H, O, NMe], [ZA557; EZA14, H, 2-pyridyl, H, H, O, NMe], [ZA558 ; EZA14, H, 3-pyridyl, H, H, O, NMe], [ZA559; EZA14, H, 4-pyridyl, H, H, O, NMe], [ZA560; EZA14, H, NHC (= O) CH3, H, H, O, NMe], [ZA561; EZA14, H, NMeC (= O) CH3, H, H, O, NMe], [ZA562; EZA14, H, NEtC (= O) CH3, H, H, O, NMe], [ZA563; EZA14, H, NH C (= O) OC (CH3) 3, H, H, O, NMe], [ZA564; EZA14, H, NMeC (= O) OC (CH3) 3, H, H, O, NMe], [ZA565; EZA14, H, C (= O) OCH3, H, H, O, NMe], [ZA566; EZA14, H, C (= O) OCH2CH3, H, H, O, NMe], [ZA567; EZA14, H, C (= O) NH2, H, H, O, NMe], [ZA568; EZA14, H, CH2OH, H, H, O, NMe], [ZA569; EZA14, H, CH2NH2, H, H, O, NMe ], [ZA570; EZA14, H, NHC (= O) CH3, H, H, O, NMe], [ZA571; EZA14, H, CH2Ph, H, H, O, NMe], [ZA572; EZA14, H, 1-pyrrolidinyl, H, H, O, NMe], [ZA573; EZA14, H, 1-piperidinyl, H, H, O, NMe], [ZA574; EZA14, H, H, Me, H, O, NMe] , [ZA575; EZA14, H, H, Et, H, O, NMe], [ZA576; EZA14, H, H, Pr, H, O, NMe], [ZA577; EZA14, H, H, Ph, H, O, NMe], [ZA578; EZA14, H, H, OMe, H, O, NMe], [ZA579; EZA14, H, H, OEt, H, O, NMe], [ZA580; EZA14, H, H, OPh, H, O, NMe], [ZA581; EZA14, H, H, OCH2Ph, H, O, NMe], [ZA582; EZA14, H, H, CF3, H, O, NMe], [ZA583; EZA14, H, H, OCF3, H, O, NMe], [ZA584; EZA14, H, H, CN, H, O, NMe], [ZA585; EZA14, H, H, OH, H, O, NMe], [ ZA586; EZA14, H, H, SH, H, O, NMe], [ZA587; EZA14, H, H, NH2, H, O, NMe], [ZA588; EZA14, H, H, NHMe, H, O, NMe], [ZA589; EZA14, H, H, NHEt, H, O, NMe], [ZA590; EZA14, H, H, NMe2, H, O, NMe], [ZA591; EZA14, H, H, NO2, H, O, NMe], [ZA592; EZ A14, H, H, COOH, H, O, NMe], [ZA593; EZA14, H, H, F, H, O, NMe], [ZA594; EZA14, H, H, Cl, H, O, NMe] , [ZA595; EZA14, H, H, 2-pyridyl, H, O, NMe], [ZA596; EZA14, H, H, 3-pyridyl, H, O, NMe], [ZA597; EZA14, H, H, 4-pyridyl, H, O, NMe], [ZA598; EZA14, H, H, NHC (= O) CH3, H, O, NMe], [ZA599; EZA14, H, H, NMeC (= O) CH3, H, O, NMe], [ZA600; EZA14, H, H, NEtC (= O) CH3, H, O, NMe],
[ZA601;EZA14,H,H,NHC(=O)OC(CH3)3,H,O,NMe]、[ZA602;EZA14,H,H,NMeC(=O)OC(CH3)3,H,O,NMe]、[ZA603;EZA14,H,H,C(=O)OCH3,H,O,NMe]、[ZA604;EZA14,H,H,C(=O)OCH2CH3,H,O,NMe]、[ZA605;EZA14,H,H,C(=O)NH2,H,O,NMe]、[ZA606;EZA14,H,H,CH2OH,H,O,NMe]、[ZA607;EZA14,H,H,CH2NH2,H,O,NMe]、[ZA608;EZA14,H,H,NHC(=O)CH3,H,O,NMe]、[ZA609;EZA14,H,H,CH2Ph,H,O,NMe]、[ZA610;EZA14,H,H,1-pyrrolidinyl,H,O,NMe]、[ZA611;EZA14,H,H,1-piperidinyl,H,O,NMe]、[ZA612;EZA14,H,H,Me,Me,O,NMe]、[ZA613;EZA14,H,H,Et,Et,O,NMe]、[ZA614;EZA14,H,H,OMe,OMe,O,NMe]、[ZA615;EZA14,H,H,OEt,OEt,O,NMe]、[ZA616;EZA14,H,H,OPr,OPr,O,NMe]、[ZA617;EZA15,H,H,H,H,O,NMe]、[ZA618;EZA15,Me,H,H,H,O,NMe]、[ZA619;EZA15,H,Me,H,H,O,NMe]、[ZA620;EZA15,H,H,Me,H,O,NMe]、[ZA621;EZA15,H,H,H,Me,O,NMe]、[ZA622;EZA16,H,H,H,H,O,NMe]、[ZA623;EZA16,Me,H,H,H,O,NMe]、[ZA624;EZA16,H,Me,H,H,O,NMe]、[ZA625;EZA16,H,H,Me,H,O,NMe]、[ZA626;EZA16,H,H,H,Me,O,NMe]、[ZA627;EZA17,H,H,H,H,O,NMe]、[ZA628;EZA17,Me,H,H,H,O,NMe]、[ZA629;EZA17,H,Me,H,H,O,NMe]、[ZA630;EZA17,H,H,Me,H,O,NMe]、[ZA631;EZA17,H,H,H,Me,O,NMe]、[ZA632;EZA18,H,H,H,H,O,NMe]、[ZA633;EZA18,Me,H,H,H,O,NMe]、[ZA634;EZA18,H,Me,H,H,O,NMe]、[ZA635;EZA19,H,H,H,H,O,NMe]、[ZA636;EZA19,Me,H,H,H,O,NMe]、[ZA637;EZA19,H,Me,H,H,O,NMe]、[ZA638;EZA20,H,H,H,H,O,NMe]、[ZA639;EZA20,Me,H,H,H,O,NMe]、[ZA640;EZA20,H,Me,H,H,O,NMe]、[ZA641;EZA21,H,H,H,H,O,NMe]、[ZA642;EZA21,Me,H,H,H,O,NMe]、[ZA643;EZA21,H,Me,H,H,O,NMe]、[ZA644;EZA22,H,H,H,H,O,NMe]、[ZA645;EZA22,Me,H,H,H,O,NMe]、[ZA646;EZA22,H,Me,H,H,O,NMe]、[ZA647;EZA22,H,H,Me,H,O,NMe]、[ZA648;EZA22,H,H,H,Me,O,NMe]、[ZA649;EZA23,H,H,H,H,O,NMe]、[ZA650;EZA23,Me,H,H,H,O,NMe]、[ZA651;EZA23,H,Me,H,H,O,NMe]、[ZA652;EZA23,H,H,Me,H,O,NMe]、[ZA653;EZA23,H,H,H,Me,O,NMe]、[ZA654;EZA24,H,H,H,H,O,NMe]、[ZA655;EZA24,H,Me,H,H,O,NMe]、[ZA656;EZA24,H,H,Me,H,O,NMe]、[ZA657;EZA24,H,H,H,Me,O,NMe]、[ZA658;EZA24,Me,H,H,H,O,NMe]、[ZA659;EZA24,Me,Me,H,H,O,NMe]、[ZA660;EZA24,Me,H,Me,H,O,NMe]、[ZA661;EZA24,Me,H,H,Me,O,NMe]、[ZA662;EZA25,H,H,H,H,O,NMe]、[ZA663;EZA25,H,Me,H,H,O,NMe]、[ZA664;EZA25,H,H,Me,H,O,NMe]、[ZA665;EZA25,H,H,H,Me,O,NMe]、[ZA666;EZA25,Me,H,H,H,O,NMe]、[ZA667;EZA25,Me,Me,H,H,O,NMe]、[ZA668;EZA25,Me,H,Me,H,O,NMe]、[ZA669;EZA25,Me,H,H,Me,O,NMe]、[ZA670;EZA26,H,H,H,H,O,NMe]、[ZA671;EZA26,H,Me,H,H,O,NMe]、[ZA672;EZA26,H,H,Me,H,O,NMe]、[ZA673;EZA26,Me,H,H,H,O,NMe]、[ZA674;EZA26,Me,Me,H,H,O,NMe]、[ZA675;EZA26,Me,H,Me,H,O,NMe]、[ZA676;EZA26,C(=O)CH3,H,H,H,O,NMe]、[ZA677;EZA26,C(=O)CH3,Me,H,H,O,NMe]、[ZA678;EZA26,C(=O)CH3,H,Me,H,O,NMe]、[ZA679;EZA26,C(=O)OC(CH3)3,H,H,H,O,NMe]、[ZA680;EZA26,C(=O)OC(CH3)3,Me,H,H,O,NMe]、[ZA681;EZA26,C(=O)OC(CH3)3,H,Me,H,O,NMe]、[ZA682;EZA27,H,H,H,H,O,NMe]、[ZA683;EZA27,Me,H,H,H,O,NMe]、[ZA684;EZA27,H,Me,H,H,O,NMe]、[ZA685;EZA27,H,Et,H,H,O,NMe]、[ZA686;EZA27,H,Pr,H,H,O,NMe]、[ZA687;EZA27,H,Ph,H,H,O,NMe]、[ZA688;EZA27,H,OMe,H,H,O,NMe]、[ZA689;EZA27,H,OEt,H,H,O,NMe]、[ZA690;EZA27,H,OPh,H,H,O,NMe]、[ZA691;EZA27,H,OCH2Ph,H,H,O,NMe]、[ZA692;EZA27,H,CF3,H,H,O,NMe]、[ZA693;EZA27,H,OCF3,H,H,O,NMe]、[ZA694;EZA27,H,CN,H,H,O,NMe]、[ZA695;EZA27,H,OH,H,H,O,NMe]、[ZA696;EZA27,H,SH,H,H,O,NMe]、[ZA697;EZA27,H,NH2,H,H,O,NMe]、[ZA698;EZA27,H,NHMe,H,H,O,NMe]、[ZA699;EZA27,H,NHEt,H,H,O,NMe]、[ZA700;EZA27,H,NMe2,H,H,O,NMe]、
[ZA601; EZA14, H, H, NHC (= O) OC (CH3) 3, H, O, NMe], [ZA602; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, O , NMe], [ZA603; EZA14, H, H, C (= O) OCH3, H, O, NMe], [ZA604; EZA14, H, H, C (= O) OCH2CH3, H, O, NMe], [ZA605; EZA14, H, H, C (= O) NH2, H, O, NMe], [ZA606; EZA14, H, H, CH2OH, H, O, NMe], [ZA607; EZA14, H, H, CH2NH2, H, O, NMe], [ZA608; EZA14, H, H, NHC (= O) CH3, H, O, NMe], [ZA609; EZA14, H, H, CH2Ph, H, O, NMe], [ZA610; EZA14, H, H, 1-pyrrolidinyl, H, O, NMe], [ZA611; EZA14, H, H, 1-piperidinyl, H, O, NMe], [ZA612; EZA14, H, H, Me , Me, O, NMe], [ZA613; EZA14, H, H, Et, Et, O, NMe], [ZA614; EZA14, H, H, OMe, OMe, O, NMe], [ZA615; EZA14, H , H, OEt, OEt, O, NMe], [ZA616; EZA14, H, H, OPr, OPr, O, NMe], [ZA617; EZA15, H, H, H, H, O, NMe], [ZA618 ; EZA15, Me, H, H, H, O, NMe], [ZA619; EZA15, H, Me, H, H, O, NMe], [ZA620; EZA15, H, H, Me, H, O, NMe ], [ZA621; EZA15, H, H, H, Me, O, NMe], [ZA622; EZA16, H, H, H, H, O, NMe], [ZA623; EZA16, Me, H, H, H , O, NMe], [ZA624; EZA16, H, Me, H, H, O, NMe], [ZA625; EZA16, H, H, Me, H, O, NMe], [ZA626; EZA16, H, H , H, Me, O, NMe], [ZA627; EZA17, H, H, H, H, O, NMe], [ZA628; EZA17, Me, H, H, H, O, NMe], [ZA629; EZA17 , H, Me, H, H, O, NMe], [Z A630; EZA17, H, H, Me, H, O, NMe], [ZA631; EZA17, H, H, H, Me, O, NMe], [ZA632; EZA18, H, H, H, H, O, NMe], [ZA633; EZA18, Me, H, H, H, O, NMe], [ZA634; EZA18, H, Me, H, H, O, NMe], [ZA635; EZA19, H, H, H, H, O, NMe], [ZA636; EZA19, Me, H, H, H, O, NMe], [ZA637; EZA19, H, Me, H, H, O, NMe], [ZA638; EZA20, H, H, H, H, O, NMe], [ZA639; EZA20, Me, H, H, H, O, NMe], [ZA640; EZA20, H, Me, H, H, O, NMe], [ZA641; EZA21, H, H, H, H, O, NMe], [ZA642; EZA21, Me, H, H, H, O, NMe], [ZA643; EZA21, H, Me, H, H, O, NMe] , [ZA644; EZA22, H, H, H, H, O, NMe], [ZA645; EZA22, Me, H, H, H, O, NMe], [ZA646; EZA22, H, Me, H, H, O, NMe], [ZA647; EZA22, H, H, Me, H, O, NMe], [ZA648; EZA22, H, H, H, Me, O, NMe], [ZA649; EZA23, H, H, H, H, O, NMe], [ZA650; EZA23, Me, H, H, H, O, NMe], [ZA651; EZA23, H, Me, H, H, O, NMe], [ZA652; EZA23, H, H, Me, H, O, NMe], [ZA653; EZA23, H, H, H, Me, O, NMe], [ZA654; EZA24, H, H, H, H, O, NMe], [ ZA655; EZA24, H, Me, H, H, O, NMe], [ZA656; EZA24, H, H, Me, H, O, NMe], [ZA657; EZA24, H, H, H, Me, O, NMe], [ZA658; EZA24, Me, H, H, H, O, NMe], [ZA659; EZA24, Me, Me, H, H, O, NMe], [ZA660; EZA24, Me, H, Me, H, O, NMe], [ZA661; EZA24, Me, H, H, Me, O, NMe], [ZA662; EZA25, H , H, H, H, O, NMe], [ZA663; EZA25, H, Me, H, H, O, NMe], [ZA664; EZA25, H, H, Me, H, O, NMe], [ZA665 ; EZA25, H, H, H, Me, O, NMe], [ZA666; EZA25, Me, H, H, H, O, NMe], [ZA667; EZA25, Me, Me, H, H, O, NMe ], [ZA668; EZA25, Me, H, Me, H, O, NMe], [ZA669; EZA25, Me, H, H, Me, O, NMe], [ZA670; EZA26, H, H, H, H , O, NMe], [ZA671; EZA26, H, Me, H, H, O, NMe], [ZA672; EZA26, H, H, Me, H, O, NMe], [ZA673; EZA26, Me, H , H, H, O, NMe], [ZA674; EZA26, Me, Me, H, H, O, NMe], [ZA675; EZA26, Me, H, Me, H, O, NMe], [ZA676; EZA26 , C (= O) CH3, H, H, H, O, NMe], [ZA677; EZA26, C (= O) CH3, Me, H, H, O, NMe], [ZA678; EZA26, C (= O) CH3, H, Me, H, O, NMe], [ZA679; EZA26, C (= O) OC (CH3) 3, H, H, H, O, NMe], [ZA680; EZA26, C (= O) OC (CH3) 3, Me, H, H, O, NMe], [ZA681; EZA26, C (= O) OC (CH3) 3, H, Me, H, O, NMe], [ZA682; EZA27 , H, H, H, H, O, NMe], [ZA683; EZA27, Me, H, H, H, O, NMe], [ZA684; EZA27, H, Me, H, H, O, NMe], [ZA685; EZA27, H, Et, H, H, O, NMe], [ZA686; EZA27, H, Pr, H, H, O, NMe], [ZA687; EZA27, H, Ph, H, H, O , NMe], [ZA688; EZA27, H, OMe, H, H, O, NMe], [ZA689; EZA27, H, OEt, H, H, O, NMe], [ZA690; EZA27, H, OPh, H , H, O, NMe], [ZA691; EZA27, H, OCH2Ph, H, H, O, NMe], [ZA692; EZA27, H, CF3, H , H, O, NMe], [ZA693; EZA27, H, OCF3, H, H, O, NMe], [ZA694; EZA27, H, CN, H, H, O, NMe], [ZA695; EZA27, H , OH, H, H, O, NMe], [ZA696; EZA27, H, SH, H, H, O, NMe], [ZA697; EZA27, H, NH2, H, H, O, NMe], [ZA698 ; EZA27, H, NHMe, H, H, O, NMe], [ZA699; EZA27, H, NHEt, H, H, O, NMe], [ZA700; EZA27, H, NMe2, H, H, O, NMe ],
[ZA701;EZA27,H,NO2,H,H,O,NMe]、[ZA702;EZA27,H,COOH,H,H,O,NMe]、[ZA703;EZA27,H,F,H,H,O,NMe]、[ZA704;EZA27,H,Cl,H,H,O,NMe]、[ZA705;EZA27,H,2-pyridyl,H,H,O,NMe]、[ZA706;EZA27,H,3-pyridyl,H,H,O,NMe]、[ZA707;EZA27,H,4-pyridyl,H,H,O,NMe]、[ZA708;EZA27,H,NHC(=O)CH3,H,H,O,NMe]、[ZA709;EZA27,H,NMeC(=O)CH3,H,H,O,NMe]、[ZA710;EZA27,H,NEtC(=O)CH3,H,H,O,NMe]、[ZA711;EZA27,H,NHC(=O)OC(CH3)3,H,H,O,NMe]、[ZA712;EZA27,H,NMeC(=O)OC(CH3)3,H,H,O,NMe]、[ZA713;EZA27,H,C(=O)OCH3,H,H,O,NMe]、[ZA714;EZA27,H,C(=O)OCH2CH3,H,H,O,NMe]、[ZA715;EZA27,H,C(=O)NH2,H,H,O,NMe]、[ZA716;EZA27,H,CH2OH,H,H,O,NMe]、[ZA717;EZA27,H,CH2NH2,H,H,O,NMe]、[ZA718;EZA27,H,NHC(=O)CH3,H,H,O,NMe]、[ZA719;EZA27,H,CH2Ph,H,H,O,NMe]、[ZA720;EZA27,H,1-pyrrolidinyl,H,H,O,NMe]、[ZA721;EZA27,H,1-piperidinyl,H,H,O,NMe]、[ZA722;EZA28,H,H,H,H,O,NMe]、[ZA723;EZA28,Me,H,H,H,O,NMe]、[ZA724;EZA28,H,Me,H,H,O,NMe]、[ZA725;EZA29,H,H,H,H,O,NMe]、[ZA726;EZA29,Me,H,H,H,O,NMe]、[ZA727;EZA29,H,Me,H,H,O,NMe]、[ZA728;EZA30,H,H,H,H,O,NMe]、[ZA729;EZA30,H,H,Me,H,O,NMe]、[ZA730;EZA30,H,H,Et,H,O,NMe]、[ZA731;EZA30,H,H,Pr,H,O,NMe]、[ZA732;EZA30,H,H,CH2Ph,H,O,NMe]、[ZA733;EZA30,Me,H,H,H,O,NMe]、[ZA734;EZA30,Me,H,Me,H,O,NMe]、[ZA735;EZA30,Me,H,Et,H,O,NMe]、[ZA736;EZA30,Me,H,Pr,H,O,NMe]、[ZA737;EZA30,Me,H,CH2Ph,H,O,NMe]、[ZA738;EZA30,H,Me,H,H,O,NMe]、[ZA739;EZA30,H,Me,Me,H,O,NMe]、[ZA740;EZA30,H,Me,Et,H,O,NMe]、[ZA741;EZA30,H,Me,Pr,H,O,NMe]、[ZA742;EZA30,H,Me,CH2Ph,H,O,NMe]、[ZA743;EZA31,H,H,H,H,O,NMe]、[ZA744;EZA31,Me,H,H,H,O,NMe]、[ZA745;EZA31,H,Me,H,H,O,NMe]、[ZA746;EZA31,H,H,Me,H,O,NMe]、[ZA747;EZA31,H,H,H,Me,O,NMe]、[ZA748;EZA32,H,H,H,H,O,NMe]、[ZA749;EZA32,Me,H,H,H,O,NMe]、[ZA750;EZA32,H,Me,H,H,O,NMe]、[ZA751;EZA32,H,H,Me,H,O,NMe]、[ZA752;EZA32,H,H,H,Me,O,NMe]、[ZA753;EZA33,H,H,H,H,O,NMe]、[ZA754;EZA33,H,H,Me,H,O,NMe]、[ZA755;EZA33,H,H,Et,H,O,NMe]、[ZA756;EZA33,H,H,Pr,H,O,NMe]、[ZA757;EZA33,H,H,CH2Ph,H,O,NMe]、[ZA758;EZA33,Me,H,H,H,O,NMe]、[ZA759;EZA33,Me,H,Me,H,O,NMe]、[ZA760;EZA33,Me,H,Et,H,O,NMe]、[ZA761;EZA33,Me,H,Pr,H,O,NMe]、[ZA762;EZA33,Me,H,CH2Ph,H,O,NMe]、[ZA763;EZA33,H,Me,H,H,O,NMe]、[ZA764;EZA33,H,Me,Me,H,O,NMe]、[ZA765;EZA33,H,Me,Et,H,O,NMe]、[ZA766;EZA33,H,Me,Pr,H,O,NMe]、[ZA767;EZA33,H,Me,CH2Ph,H,O,NMe]、[ZA768;EZA33,H,H,H,Me,O,NMe]、[ZA769;EZA33,H,H,Me,Me,O,NMe]、[ZA770;EZA33,H,H,Et,Me,O,NMe]、[ZA771;EZA33,H,H,Pr,Me,O,NMe]、[ZA772;EZA33,H,H,CH2Ph,Me,O,NMe]、[ZA773;EZA34,H,H,H,H,O,NMe]、[ZA774;EZA34,Me,H,H,H,O,NMe]、[ZA775;EZA34,H,Me,H,H,O,NMe]、[ZA776;EZA34,H,H,H,Me,O,NMe]、[ZA777;EZA35,H,H,H,H,O,NMe]、[ZA778;EZA35,H,H,Me,H,O,NMe]、[ZA779;EZA35,H,H,Et,H,O,NMe]、[ZA780;EZA35,H,H,Pr,H,O,NMe]、[ZA781;EZA35,H,H,CH2Ph,H,O,NMe]、[ZA782;EZA35,Me,H,H,H,O,NMe]、[ZA783;EZA35,Me,H,Me,H,O,NMe]、[ZA784;EZA35,Me,H,Et,H,O,NMe]、[ZA785;EZA35,Me,H,Pr,H,O,NMe]、[ZA786;EZA35,Me,H,CH2Ph,H,O,NMe]、[ZA787;EZA35,H,Me,H,H,O,NMe]、[ZA788;EZA35,H,Me,Me,H,O,NMe]、[ZA789;EZA35,H,Me,Et,H,O,NMe]、[ZA790;EZA35,H,Me,Pr,H,O,NMe]、[ZA791;EZA35,H,Me,CH2Ph,H,O,NMe]、[ZA792;EZA35,H,H,H,Me,O,NMe]、[ZA793;EZA35,H,H,Me,Me,O,NMe]、[ZA794;EZA35,H,H,Et,Me,O,NMe]、[ZA795;EZA35,H,H,Pr,Me,O,NMe]、[ZA796;EZA35,H,H,CH2Ph,Me,O,NMe]、[ZA797;EZA36,H,H,H,H,O,NMe]、[ZA798;EZA36,Me,H,H,H,O,NMe]、[ZA799;EZA36,H,Me,H,H,O,NMe]、[ZA800;EZA36,H,H,Me,H,O,NMe]、
[ZA701; EZA27, H, NO2, H, H, O, NMe], [ZA702; EZA27, H, COOH, H, H, O, NMe], [ZA703; EZA27, HZAF, H, H, O , NMe], [ZA704; EZA27, H, Cl, H, H, O, NMe], [ZA705; EZA27, H, 2-pyridyl, H, H, O, NMe], [ZA706; EZA27, H, 3 -pyridyl, H, H, O, NMe], [ZA707; EZA27, H, 4-pyridyl, H, H, O, NMe], [ZA708; EZA27, H, NHC (= O) CH3, H, H, O, NMe], [ZA709; EZA27, H, NMeC (= O) CH3, H, H, O, NMe], [ZA710; EZA27, H, NEtC (= O) CH3, H, H, O, NMe] , [ZA711; EZA27, H, NHC (= O) OC (CH3) 3, H, H, O, NMe], [ZA712; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, O, NMe], [ZA713; EZA27, H, C (= O) OCH3, H, H, O, NMe], [ZA714; EZA27, H, C (= O) OCH2CH3, H, H, O, NMe] , [ZA715; EZA27, H, C (= O) NH2, H, H, O, NMe], [ZA716; EZA27, H, CH2OH, H, H, O, NMe], [ZA717; EZA27, H, CH2NH2 , H, H, O, NMe], [ZA718; EZA27, H, NHC (= O) CH3, H, H, O, NMe], [ZA719; EZA27, H, CH2Ph, H, H, O, NMe] , [ZA720; EZA27, H, 1-pyrrolidinyl, H, H, O, NMe], [ZA721; EZA27, H, 1-piperidinyl, H, H, O, NMe], [ZA722; EZA28, H, H, H, H, O, NMe], [ZA723; EZA28, Me, H, H, H, O, NMe], [ZA724; EZA28, H, Me, H, H, O, NMe], [ZA725; EZA29, H, H, H, H, O, NMe], [ZA726; EZA29, Me, H, H, H, O, NMe], [ZA727; EZA29, H, Me, H, H, O, NMe], [ ZA728; EZA30, H, H, H, H, O, NM e], [ZA729; EZA30, H, H, Me, H, O, NMe], [ZA730; EZA30, H, H, Et, H, O, NMe], [ZA731; EZA30, H, H, Pr, H, O, NMe], [ZA732; EZA30, H, H, CH2Ph, H, O, NMe], [ZA733; EZA30, Me, H, H, H, O, NMe], [ZA734; EZA30, Me, H, Me, H, O, NMe], [ZA735; EZA30, Me, H, Et, H, O, NMe], [ZA736; EZA30, Me, H, Pr, H, O, NMe], [ZA737; EZA30, Me, H, CH2Ph, H, O, NMe], [ZA738; EZA30, H, Me, H, H, O, NMe], [ZA739; EZA30, HZA, Me, Me, H, O, NMe] , [ZA740; EZA30, H, Me, Et, H, O, NMe], [ZA741; EZA30, H, Me, Pr, H, O, NMe], [ZA742; EZA30, H, Me, CH2Ph, H, O, NMe], [ZA743; EZA31, H, H, H, H, O, NMe], [ZA744; EZA31, Me, H, H, H, O, NMe], [ZA745; EZA31, H, Me, H, H, O, NMe], [ZA746; EZA31, H, H, Me, H, O, NMe], [ZA747; EZA31, H, H, H, Me, O, NMe], [ZA748; EZA32, H, H, H, H, O, NMe], [ZA749; EZA32, Me, H, H, H, O, NMe], [ZA750; EZA32, H, Me, H, H, O, NMe], [ ZA751; EZA32, H, H, Me, H, O, NMe], [ZA752; EZA32, H, H, H, Me, O, NMe], [ZA753; EZA33, HZA, H, H, H, O, NMe], [ZA754; EZA33, H, H, Me, H, O, NMe], [ZA755; EZA33, H, H, Et, H, O, NMe], [ZA756; EZA33, H, H, Pr, H, O, NMe], [ZA757; EZA33, H, H, CH2Ph, H, O, NMe], [ZA758; EZA33, Me, H, H, H, O, NMe], [ZA759; EZA33, Me, H, Me, H, O, NMe], [ZA760; EZA33, Me, H, Et, H, O, NMe], [ZA761; EZA33, Me, H, Pr, H, O, NMe], [ZA762; EZA33, Me, H, CH2Ph, H, O, NMe], [ZA763; EZA33, H, Me, H, H, O, NMe], [ZA764; EZA33, H, Me, Me, H, O, NMe], [ZA765; EZA33, HZA, Me, Et, H, O, NMe] , [ZA766; EZA33, H, Me, Pr, H, O, NMe], [ZA767; EZA33, H, Me, CH2Ph, H, O, NMe], [ZA768; EZA33, H, H, H, Me, O, NMe], [ZA769; EZA33, H, H, Me, Me, O, NMe], [ZA770; EZA33, H, H, Et, Me, O, NMe], [ZA771; EZA33, H, H, Pr, Me, O, NMe], [ZA772; EZA33, H, H, CH2Ph, Me, O, NMe], [ZA773; EZA34, H, H, H, H, O, NMe], [ZA774; EZA34, Me, H, H, H, O, NMe], [ZA775; EZA34, H, Me, H, H, O, NMe], [ZA776; EZA34, H, H, H, Me, O, NMe], [ ZA777; EZA35, H, H, H, H, O, NMe], [ZA778; EZA35, H, H, Me, H, O, NMe], [ZA779; EZA35, H, H, Et, H, O, NMe], [ZA780; EZA35, H, H, Pr, H, O, NMe], [ZA781; EZA35, H, H, CH2Ph, H, O, NMe], [ZA782; EZA35, Me, H, H, H, O, NMe], [ZA783; EZA35, Me, H, Me, H, O, NMe], [ZA784; EZA35, Me, H, Et, H, O, NMe], [ZA785; EZA35, Me, H, Pr, H, O, NMe], [ZA786; EZA35, Me, H, CH2Ph, H, O, NMe], [ZA787; EZA35, H, Me, H, H, O, NMe], [ZA788; EZA35, H, Me, Me, H, O, NMe], [ZA789; EZA35, H, Me, Et, H, O, NMe], [ZA790; EZA35, H, Me, Pr, H, O, NMe] , [ZA791; EZA35, H, Me, CH2Ph, H, O, NMe], [ZA792; EZA35, H, H, H, Me, O, NMe], [ZA793; EZA35, H, H, Me, Me, O, NMe], [ZA794; EZA35, H, H, Et, Me, O, NMe], [ZA795; EZA35, H, H, Pr, Me, O, NMe], [ZA796; EZA35, H, H, CH2Ph, Me, O, NMe], [ZA797; EZA36, H, H, H, H, O, NMe], [ZA798; EZA36, Me, H, H, H, O, NMe], [ZA799; EZA36; HZA, H, H, O, NMe] , [ZA800; EZA36, H, H, Me, H, O, NMe],
[ZA801;EZA37,H,H,H,H,O,NMe]、[ZA802;EZA37,Me,H,H,H,O,NMe]、[ZA803;EZA37,H,H,Me,H,O,NMe]、[ZA804;EZA37,H,H,H,Me,O,NMe]、[ZA805;EZA37,Me,Me,H,H,O,NMe]、[ZA806;EZA38,H,H,H,H,O,NMe]、[ZA807;EZA38,Me,H,H,H,O,NMe]、[ZA808;EZA38,H,H,Me,H,O,NMe]、[ZA809;EZA38,H,H,H,Me,O,NMe]、[ZA810;EZA38,Me,Me,H,H,O,NMe]、[ZA811;EZA39,H,H,H,H,O,NMe]、[ZA812;EZA39,Me,H,H,H,O,NMe]、[ZA813;EZA39,H,Me,H,H,O,NMe]、[ZA814;EZA39,H,H,Me,H,O,NMe]、[ZA815;EZA39,H,H,H,Me,O,NMe]、[ZA816;EZA40,H,H,H,H,O,NMe]、[ZA817;EZA40,Me,H,H,H,O,NMe]、[ZA818;EZA40,H,Me,H,H,O,NMe]、[ZA819;EZA40,H,H,Me,H,O,NMe]、[ZA820;EZA40,H,H,H,Me,O,NMe]、[ZA821;EZA41,H,H,H,H,O,NMe]、[ZA822;EZA41,Me,H,H,H,O,NMe]、[ZA823;EZA41,H,Me,H,H,O,NMe]、[ZA824;EZA41,H,H,H,Me,O,NMe]、[ZA825;EZA42,H,H,H,H,O,NMe]、[ZA826;EZA42,H,Me,H,H,O,NMe]、[ZA827;EZA42,H,H,Me,H,O,NMe]、[ZA828;EZA42,H,H,H,Me,O,NMe]、[ZA829;EZA42,Me,H,H,H,O,NMe]、[ZA830;EZA42,Me,Me,H,H,O,NMe]、[ZA831;EZA42,Me,H,Me,H,O,NMe]、[ZA832;EZA42,Me,H,H,Me,O,NMe]、[ZA833;EZA43,H,H,H,H,O,NMe]、[ZA834;EZA43,H,H,Me,H,O,NMe]、[ZA835;EZA43,H,H,Et,H,O,NMe]、[ZA836;EZA43,H,H,Pr,H,O,NMe]、[ZA837;EZA43,H,H,CH2Ph,H,O,NMe]、[ZA838;EZA44,H,H,H,H,O,NMe]、[ZA839;EZA44,H,H,Me,H,O,NMe]、[ZA840;EZA44,H,H,Et,H,O,NMe]、[ZA841;EZA44,H,H,Pr,H,O,NMe]、[ZA842;EZA44,H,H,CH2Ph,H,O,NMe]、[ZA843;EZA1,H,H,H,H,O,O]、[ZA844;EZA1,Me,H,H,H,O,O]、[ZA845;EZA1,H,Me,H,H,O,O]、[ZA846;EZA1,H,Me,Me,H,O,O]、[ZA847;EZA1,H,Me,H,Me,O,O]、[ZA848;EZA1,H,Et,H,H,O,O]、[ZA849;EZA1,H,Pr,H,H,O,O]、[ZA850;EZA1,H,Ph,H,H,O,O]、[ZA851;EZA1,H,OMe,H,H,O,O]、[ZA852;EZA1,H,OEt,H,H,O,O]、[ZA853;EZA1,H,OPh,H,H,O,O]、[ZA854;EZA1,H,OCH2Ph,H,H,O,O]、[ZA855;EZA1,H,CF3,H,H,O,O]、[ZA856;EZA1,H,OCF3,H,H,O,O]、[ZA857;EZA1,H,CN,H,H,O,O]、[ZA858;EZA1,H,OH,H,H,O,O]、[ZA859;EZA1,H,SH,H,H,O,O]、[ZA860;EZA1,H,NH2,H,H,O,O]、[ZA861;EZA1,H,NHMe,H,H,O,O]、[ZA862;EZA1,H,NHEt,H,H,O,O]、[ZA863;EZA1,H,NMe2,H,H,O,O]、[ZA864;EZA1,H,NO2,H,H,O,O]、[ZA865;EZA1,H,COOH,H,H,O,O]、[ZA866;EZA1,H,F,H,H,O,O]、[ZA867;EZA1,H,Cl,H,H,O,O]、[ZA868;EZA1,H,2-pyridyl,H,H,O,O]、[ZA869;EZA1,H,3-pyridyl,H,H,O,O]、[ZA870;EZA1,H,4-pyridyl,H,H,O,O]、[ZA871;EZA1,H,NHC(=O)CH3,H,H,O,O]、[ZA872;EZA1,H,NMeC(=O)CH3,H,H,O,O]、[ZA873;EZA1,H,NEtC(=O)CH3,H,H,O,O]、[ZA874;EZA1,H,NHC(=O)OC(CH3)3,H,H,O,O]、[ZA875;EZA1,H,NMeC(=O)OC(CH3)3,H,H,O,O]、[ZA876;EZA1,H,C(=O)OCH3,H,H,O,O]、[ZA877;EZA1,H,C(=O)OCH2CH3,H,H,O,O]、[ZA878;EZA1,H,C(=O)NH2,H,H,O,O]、[ZA879;EZA1,H,CH2OH,H,H,O,O]、[ZA880;EZA1,H,CH2NH2,H,H,O,O]、[ZA881;EZA1,H,NHC(=O)CH3,H,H,O,O]、[ZA882;EZA1,H,CH2Ph,H,H,O,O]、[ZA883;EZA1,H,1-pyrrolidinyl,H,H,O,O]、[ZA884;EZA1,H,1-piperidinyl,H,H,O,O]、[ZA885;EZA1,H,Me,Me,H,O,O]、[ZA886;EZA1,H,Et,Et,H,O,O]、[ZA887;EZA1,H,OMe,OMe,H,O,O]、[ZA888;EZA1,H,OEt,OEt,H,O,O]、[ZA889;EZA1,H,OPr,OPr,H,O,O]、[ZA890;EZA2,H,H,H,H,O,O]、[ZA891;EZA2,Me,H,H,H,O,O]、[ZA892;EZA2,H,Me,H,H,O,O]、[ZA893;EZA2,H,H,H,Me,O,O]、[ZA894;EZA2,H,Me,Me,H,O,O]、[ZA895;EZA3,H,H,H,H,O,O]、[ZA896;EZA3,Me,H,H,H,O,O]、[ZA897;EZA3,H,Me,H,H,O,O]、[ZA898;EZA3,H,H,Me,H,O,O]、[ZA899;EZA4,H,H,H,H,O,O]、[ZA900;EZA4,Me,H,H,H,O,O]、
[ZA801; EZA37, H, H, H, H, O, NMe], [ZA802; EZA37, Me, H, H, H, O, NMe], [ZA803; EZA37, H, H, Me, H, O , NMe], [ZA804; EZA37, H, H, H, Me, O, NMe], [ZA805; EZA37, Me, Me, H, H, O, NMe], [ZA806; EZA38, H, H, H , H, O, NMe], [ZA807; EZA38, Me, H, H, H, O, NMe], [ZA808; EZA38, H, H, Me, H, O, NMe], [ZA809; EZA38, H , H, H, Me, O, NMe], [ZA810; EZA38, Me, Me, H, H, O, NMe], [ZA811; EZA39, H, H, H, H, O, NMe], [ZA812 ; EZA39, Me, H, H, H, O, NMe], [ZA813; EZA39, H, Me, H, H, O, NMe], [ZA814; EZA39, H, H, Me, H, O, NMe ], [ZA815; EZA39, H, H, H, Me, O, NMe], [ZA816; EZA40, H, H, H, H, O, NMe], [ZA817; EZA40, Me, H, H, H , O, NMe], [ZA818; EZA40, H, Me, H, H, O, NMe], [ZA819; EZA40, H, H, Me, H, O, NMe], [ZA820; EZA40, H, H , H, Me, O, NMe], [ZA821; EZA41, H, H, H, H, O, NMe], [ZA822; EZA41, Me, H, H, H, O, NMe], [ZA823; EZA41 , H, Me, H, H, O, NMe], [ZA824; EZA41, H, H, H, Me, O, NMe], [ZA825; EZA42, H, H, H, H, O, NMe], [ZA826; EZA42, H, Me, H, H, O, NMe], [ZA827; EZA42, H, H, Me, H, O, NMe], [ZA828; EZA42, HZA, H, H, Me, O , NMe], [ZA829; EZA42, Me, H, H, H, O, NMe], [ZA830; EZA42, Me, Me, H, H, O, NMe], [ZA831; EZA42, Me, H, Me , H, O, NMe], [ZA832; EZA42, Me, H, H, Me, O, NMe], [ZA833; EZ A43, H, H, H, H, O, NMe], [ZA834; EZA43, H, H, Me, H, O, NMe], [ZA835; EZA43; H, H, Et, H, O, NMe] , [ZA836; EZA43, H, H, Pr, H, O, NMe], [ZA837; EZA43, H, H, CH2Ph, H, O, NMe], [ZA838; EZA44, H, H, H, H, O, NMe], [ZA839; EZA44, H, H, Me, H, O, NMe], [ZA840; EZA44, H, H, Et, H, O, NMe], [ZA841; EZA44, H, H, Pr, H, O, NMe], [ZA842; EZA44, H, H, CH2Ph, H, O, NMe], [ZA843; EZA1, H, H, H, H, O, O], [ZA844; EZA1, Me, H, H, H, O, O], [ZA845; EZA1, H, Me, H, H, O, O], [ZA846; EZA1, H, Me, Me, H, O, O], [ ZA847; EZA1, H, Me, H, Me, O, O], [ZA848; EZA1, H, Et, H, H, O, O], [ZA849; EZA1, H, Pr, H, H, O, O], [ZA850; EZA1, H, Ph, H, H, O, O], [ZA851; EZA1, H, OMe, H, H, O, O], [ZA852; EZA1, H, OEt, H, H, O, O], [ZA853; EZA1, H, OPh, H, H, O, O], [ZA854; EZA1, H, OCH2Ph, H, H, O, O], [ZA855; EZA1, H, CF3, H, H, O, O], [ZA856; EZA1, H, OCF3, H, H, O, O], [ZA857; EZA1, H, CN, H, H, O, O], [ZA858; EZA1, H, OH, H, H, O, O], [ZA859; EZA1, H, SH, H, H, O, O], [ZA860; EZA1, H, NH2, H, H, O, O] , [ZA861; EZA1, H, NHMe, H, H, O, O], [ZA862; EZA1, H, NHEt, H, H, O, O], [ZA863; EZA1, H, NMe2, H, H, O, O], [ZA864; EZA1, H, NO2, H, H, O, O], [ZA865; EZA1, H, COOH, H, H, O, O], [ZA866; EZA1, H, F, H, H, O, O], [ZA 867; EZA1, H, Cl, H, H, O, O], [ZA868; EZA1, H, 2-pyridyl, H, H, O, O], [ZA869; EZA1, H, 3-pyridyl, H, H, O, O], [ZA870; EZA1, H, 4-pyridyl, H, H, O, O], [ZA871; EZA1, H, NHC (= O) CH3, H, H, O, O], [ZA872; EZA1, H, NMeC (= O) CH3, H, H, O, O], [ZA873; EZA1, H, NEtC (= O) CH3, H, H, O, O], [ZA874; EZA1 , H, NHC (= O) OC (CH3) 3, H, H, O, O], [ZA875; EZA1, H, NMeC (= O) OC (CH3) 3, H, H, O, O], [ZA876; EZA1, H, C (= O) OCH3, H, H, O, O], [ZA877; EZA1, H, C (= O) OCH2CH3, H, H, O, O], [ZA878; EZA1 , H, C (= O) NH2, H, H, O, O], [ZA879; EZA1, H, CH2OH, H, H, O, O], [ZA880; EZA1, H, CH2NH2, H, H, O, O], [ZA881; EZA1, H, NHC (= O) CH3, H, H, O, O], [ZA882; EZA1, H, CH2Ph, H, H, O, O], [ZA883; EZA1 , H, 1-pyrrolidinyl, H, H, O, O], [ZA884; EZA1, H, 1-piperidinyl, H, H, O, O], [ZA885; EZA1, H, Me, Me, H, O , O], [ZA886; EZA1, H, Et, Et, H, O, O], [ZA887; EZA1, H, OMe, OMe, H, O, O], [ZA888; EZA1, H, OEt, OEt , H, O, O], [ZA889; EZA1, H, OPr, OPr, H, O, O], [ZA890; EZA2, H, H, H, H, O, O], [ZA891; EZA2, Me , H, H, H, O, O], [ZA892; EZA2, H, Me, H, H, O, O], [ZA893; EZA2, H, H, H, Me, O, O], [ZA894 ; EZA2, H, Me, Me, H, O, O], [ZA895; EZA3, H, H, H, H, O, O], [ZA896; EZA3, Me, H, H, H, O, O ], [ZA897; EZA3, H, M e, H, H, O, O], [ZA898; EZA3, H, H, Me, H, O, O], [ZA899; EZA4, H, H, H, H, O, O], [ZA900; EZA4, Me, H, H, H, O, O],
[ZA901;EZA4,H,H,Me,H,O,O]、[ZA902;EZA4,Me,Me,H,H,O,O]、[ZA903;EZA5,H,H,H,H,O,O]、[ZA904;EZA5,Me,H,H,H,O,O]、[ZA905;EZA5,H,Me,H,H,O,O]、[ZA906;EZA5,H,H,H,Me,O,O]、[ZA907;EZA5,H,Me,Me,H,O,O]、[ZA908;EZA6,H,H,H,H,O,O]、[ZA909;EZA6,H,Me,H,H,O,O]、[ZA910;EZA6,H,H,Me,H,O,O]、[ZA911;EZA6,H,H,H,Me,O,O]、[ZA912;EZA6,Me,H,H,H,O,O]、[ZA913;EZA6,Me,Me,H,H,O,O]、[ZA914;EZA6,Me,H,Me,H,O,O]、[ZA915;EZA6,Me,H,H,Me,O,O]、[ZA916;EZA7,H,H,H,H,O,O]、[ZA917;EZA7,Me,H,H,H,O,O]、[ZA918;EZA7,H,Me,H,H,O,O]、[ZA919;EZA7,H,H,H,Me,O,O]、[ZA920;EZA8,H,H,H,H,O,O]、[ZA921;EZA8,H,Me,H,H,O,O]、[ZA922;EZA8,H,H,H,Me,O,O]、[ZA923;EZA8,H,Me,Me,H,O,O]、[ZA924;EZA8,Me,H,H,H,O,O]、[ZA925;EZA8,Me,Me,H,H,O,O]、[ZA926;EZA8,Me,H,H,Me,O,O]、[ZA927;EZA8,Me,Me,Me,H,O,O]、[ZA928;EZA9,H,H,H,H,O,O]、[ZA929;EZA9,Me,H,H,H,O,O]、[ZA930;EZA9,H,Me,H,H,O,O]、[ZA931;EZA9,H,H,H,Me,O,O]、[ZA932;EZA9,Me,H,Me,H,O,O]、[ZA933;EZA10,H,H,H,H,O,O]、[ZA934;EZA10,Me,H,H,H,O,O]、[ZA935;EZA10,H,Me,H,H,O,O]、[ZA936;EZA10,H,H,H,Me,O,O]、[ZA937;EZA10,Me,H,Me,H,O,O]、[ZA938;EZA11,H,H,H,H,O,O]、[ZA939;EZA11,H,Me,H,H,O,O]、[ZA940;EZA11,H,H,Me,H,O,O]、[ZA941;EZA11,H,H,H,Me,O,O]、[ZA942;EZA11,Me,H,H,H,O,O]、[ZA943;EZA11,Me,Me,H,H,O,O]、[ZA944;EZA11,Me,H,Me,H,O,O]、[ZA945;EZA11,Me,H,H,Me,O,O]、[ZA946;EZA12,H,H,H,H,O,O]、[ZA947;EZA12,H,Me,H,H,O,O]、[ZA948;EZA12,H,H,H,Me,O,O]、[ZA949;EZA12,Me,H,H,H,O,O]、[ZA950;EZA12,Me,Me,H,H,O,O]、[ZA951;EZA12,Me,H,H,Me,O,O]、[ZA952;EZA13,H,H,H,H,O,O]、[ZA953;EZA13,Me,H,H,H,O,O]、[ZA954;EZA13,H,H,Me,H,O,O]、[ZA955;EZA14,H,H,H,H,O,O]、[ZA956;EZA14,Me,H,H,H,O,O]、[ZA957;EZA14,H,Me,H,H,O,O]、[ZA958;EZA14,H,Et,H,H,O,O]、[ZA959;EZA14,H,Pr,H,H,O,O]、[ZA960;EZA14,H,Ph,H,H,O,O]、[ZA961;EZA14,H,OMe,H,H,O,O]、[ZA962;EZA14,H,OEt,H,H,O,O]、[ZA963;EZA14,H,OPh,H,H,O,O]、[ZA964;EZA14,H,OCH2Ph,H,H,O,O]、[ZA965;EZA14,H,CF3,H,H,O,O]、[ZA966;EZA14,H,OCF3,H,H,O,O]、[ZA967;EZA14,H,CN,H,H,O,O]、[ZA968;EZA14,H,OH,H,H,O,O]、[ZA969;EZA14,H,SH,H,H,O,O]、[ZA970;EZA14,H,NH2,H,H,O,O]、[ZA971;EZA14,H,NHMe,H,H,O,O]、[ZA972;EZA14,H,NHEt,H,H,O,O]、[ZA973;EZA14,H,NMe2,H,H,O,O]、[ZA974;EZA14,H,NO2,H,H,O,O]、[ZA975;EZA14,H,COOH,H,H,O,O]、[ZA976;EZA14,H,F,H,H,O,O]、[ZA977;EZA14,H,Cl,H,H,O,O]、[ZA978;EZA14,H,2-pyridyl,H,H,O,O]、[ZA979;EZA14,H,3-pyridyl,H,H,O,O]、[ZA980;EZA14,H,4-pyridyl,H,H,O,O]、[ZA981;EZA14,H,NHC(=O)CH3,H,H,O,O]、[ZA982;EZA14,H,NMeC(=O)CH3,H,H,O,O]、[ZA983;EZA14,H,NEtC(=O)CH3,H,H,O,O]、[ZA984;EZA14,H,NHC(=O)OC(CH3)3,H,H,O,O]、[ZA985;EZA14,H,NMeC(=O)OC(CH3)3,H,H,O,O]、[ZA986;EZA14,H,C(=O)OCH3,H,H,O,O]、[ZA987;EZA14,H,C(=O)OCH2CH3,H,H,O,O]、[ZA988;EZA14,H,C(=O)NH2,H,H,O,O]、[ZA989;EZA14,H,CH2OH,H,H,O,O]、[ZA990;EZA14,H,CH2NH2,H,H,O,O]、[ZA991;EZA14,H,NHC(=O)CH3,H,H,O,O]、[ZA992;EZA14,H,CH2Ph,H,H,O,O]、[ZA993;EZA14,H,1-pyrrolidinyl,H,H,O,O]、[ZA994;EZA14,H,1-piperidinyl,H,H,O,O]、[ZA995;EZA14,H,H,Me,H,O,O]、[ZA996;EZA14,H,H,Et,H,O,O]、[ZA997;EZA14,H,H,Pr,H,O,O]、[ZA998;EZA14,H,H,Ph,H,O,O]、[ZA999;EZA14,H,H,OMe,H,O,O]、[ZA1000;EZA14,H,H,OEt,H,O,O]、
[ZA901; EZA4, H, H, Me, H, O, O], [ZA902; EZA4, Me, Me, H, H, O, O], [ZA903; EZA5, HZA, H, H, H, O , O], [ZA904; EZA5, Me, H, H, H, O, O], [ZA905; EZA5, H, Me, H, H, O, O], [ZA906; EZA5, H, H, H , Me, O, O], [ZA907; EZA5, H, Me, Me, H, O, O], [ZA908; EZA6, H, H, H, H, O, O], [ZA909; EZA6, H , Me, H, H, O, O], [ZA910; EZA6, H, H, Me, H, O, O], [ZA911; EZA6, H, H, H, Me, O, O], [ZA912 ; EZA6, Me, H, H, H, O, O], [ZA913; EZA6, Me, Me, H, H, O, O], [ZA914; EZA6, Me, H, Me, H, O, O ], [ZA915; EZA6, Me, H, H, Me, O, O], [ZA916; EZA7, H, H, H, H, O, O], [ZA917; EZA7, Me, H, H, H , O, O], [ZA918; EZA7, H, Me, H, H, O, O], [ZA919; EZA7, H, H, H, Me, O, O], [ZA920; EZA8, H, H , H, H, O, O], [ZA921; EZA8, H, Me, H, H, O, O], [ZA922; EZA8, H, H, H, Me, O, O], [ZA923; EZA8 , H, Me, Me, H, O, O], [ZA924; EZA8, Me, H, H, H, O, O], [ZA925; EZA8, Me, Me, H, H, O, O], [ZA926; EZA8, Me, H, H, Me, O, O], [ZA927; EZA8, Me, Me, Me, H, O, O], [ZA928; EZA9, H, H, H, H, O , O], [ZA929; EZA9, Me, H, H, H, O, O], [ZA930; EZA9, H, Me, H, H, O, O], [ZA931; EZA9, H, H, H , Me, O, O], [ZA932; EZA9, Me, H, Me, H, O, O], [ZA933; EZA10, H, H, H, H, O, O], [ZA934; EZA10, Me , H, H, H, O, O], [ZA935; EZA10, H, Me, H, H, O, O], [ZA936; EZA10 , H, H, H, Me, O, O], [ZA937; EZA10, Me, H, Me, H, O, O], [ZA938; EZA11, H, H, H, H, O, O], [ZA939; EZA11, H, Me, H, H, O, O], [ZA940; EZA11, H, H, Me, H, O, O], [ZA941; EZA11, H, H, H, Me, O , O], [ZA942; EZA11, Me, H, H, H, O, O], [ZA943; EZA11, Me, Me, H, H, O, O], [ZA944; EZA11, Me, H, Me , H, O, O], [ZA945; EZA11, Me, H, H, Me, O, O], [ZA946; EZA12, H, H, H, H, O, O], [ZA947; EZA12, H , Me, H, H, O, O], [ZA948; EZA12, H, H, H, Me, O, O], [ZA949; EZA12, Me, H, H, H, O, O], [ZA950 ; EZA12, Me, Me, H, H, O, O], [ZA951; EZA12, Me, H, H, Me, O, O], [ZA952; EZA13, H, H, H, H, O, O ], [ZA953; EZA13, Me, H, H, H, O, O], [ZA954; EZA13, H, H, Me, H, O, O], [ZA955; EZA14, H, H, H, H , O, O], [ZA956; EZA14, Me, H, H, H, O, O], [ZA957; EZA14, H, Me, H, H, O, O], [ZA958; EZA14, H, Et , H, H, O, O], [ZA959; EZA14, H, Pr, H, H, O, O], [ZA960; EZA14, H, Ph, H, H, O, O], [ZA961; EZA14 , H, OMe, H, H, O, O], [ZA962; EZA14, H, OEt, H, H, O, O], [ZA963; EZA14; HZAOPh, H, H, O, O], [ZA964; EZA14, H, OCH2Ph, H, H, O, O], [ZA965; EZA14, H, CF3, H, H, O, O], [ZA966; EZA14, H, OCF3, H, H, O , O], [ZA967; EZA14, H, CN, H, H, O, O], [ZA968; EZA14, H, OH, H, H, O, O], [ZA969; EZA14, H, SH, H , H, O, O], [ZA970; EZA14, H , NH2, H, H, O, O], [ZA971; EZA14, H, NHMe, H, H, O, O], [ZA972; EZA14, H, NHEt, H, H, O, O], [ZA973 ; EZA14, H, NMe2, H, H, O, O], [ZA974; EZA14, H, NO2, H, H, O, O], [ZA975; EZA14, H, COOH, H, H, O, O ], [ZA976; EZA14, H, F, H, H, O, O], [ZA977; EZA14, H, Cl, H, H, O, O], [ZA978; EZA14, H, 2-pyridyl, H , H, O, O], [ZA979; EZA14, H, 3-pyridyl, H, H, O, O], [ZA980; EZA14, H, 4-pyridyl, H, H, O, O], [ZA981 ; EZA14, H, NHC (= O) CH3, H, H, O, O], [ZA982; EZA14, H, NMeC (= O) CH3, H, H, O, O], [ZA983; EZA14, H , NEtC (= O) CH3, H, H, O, O], [ZA984; EZA14, H, NHC (= O) OC (CH3) 3, H, H, O, O], [ZA985; EZA14, H , NMeC (= O) OC (CH3) 3, H, H, O, O], [ZA986; EZA14, H, C (= O) OCH3, H, H, O, O], [ZA987; EZA14, H , C (= O) OCH2CH3, H, H, O, O], [ZA988; EZA14, H, C (= O) NH2, H, H, O, O], [ZA989; EZA14, H, CH2OH, H , H, O, O], [ZA990; EZA14, H, CH2NH2, H, H, O, O], [ZA991; EZA14, H, NHC (= O) CH3, H, H, O, O], [ ZA992; EZA14, H, CH2Ph, H, H, O, O], [ZA993; EZA14, H, 1-pyrrolidinyl, H, H, O, O], [ZA994; EZA14, H, 1-piperidinyl, H, H, O, O], [ZA995; EZA14, H, H, Me, H, O, O], [ZA996; EZA14, H, H, Et, H, O, O], [ZA997; EZA14, H, H, Pr, H, O, O], [ZA998; EZA14, H, H, Ph, H, O, O], [ZA999; EZA14, H, H, OMe, H, O, O ], [ZA1000; EZA14, H, H, OEt, H, O, O],
[ZA1001;EZA14,H,H,OPh,H,O,O]、[ZA1002;EZA14,H,H,OCH2Ph,H,O,O]、[ZA1003;EZA14,H,H,CF3,H,O,O]、[ZA1004;EZA14,H,H,OCF3,H,O,O]、[ZA1005;EZA14,H,H,CN,H,O,O]、[ZA1006;EZA14,H,H,OH,H,O,O]、[ZA1007;EZA14,H,H,SH,H,O,O]、[ZA1008;EZA14,H,H,NH2,H,O,O]、[ZA1009;EZA14,H,H,NHMe,H,O,O]、[ZA1010;EZA14,H,H,NHEt,H,O,O]、[ZA1011;EZA14,H,H,NMe2,H,O,O]、[ZA1012;EZA14,H,H,NO2,H,O,O]、[ZA1013;EZA14,H,H,COOH,H,O,O]、[ZA1014;EZA14,H,H,F,H,O,O]、[ZA1015;EZA14,H,H,Cl,H,O,O]、[ZA1016;EZA14,H,H,2-pyridyl,H,O,O]、[ZA1017;EZA14,H,H,3-pyridyl,H,O,O]、[ZA1018;EZA14,H,H,4-pyridyl,H,O,O]、[ZA1019;EZA14,H,H,NHC(=O)CH3,H,O,O]、[ZA1020;EZA14,H,H,NMeC(=O)CH3,H,O,O]、[ZA1021;EZA14,H,H,NEtC(=O)CH3,H,O,O]、[ZA1022;EZA14,H,H,NHC(=O)OC(CH3)3,H,O,O]、[ZA1023;EZA14,H,H,NMeC(=O)OC(CH3)3,H,O,O]、[ZA1024;EZA14,H,H,C(=O)OCH3,H,O,O]、[ZA1025;EZA14,H,H,C(=O)OCH2CH3,H,O,O]、[ZA1026;EZA14,H,H,C(=O)NH2,H,O,O]、[ZA1027;EZA14,H,H,CH2OH,H,O,O]、[ZA1028;EZA14,H,H,CH2NH2,H,O,O]、[ZA1029;EZA14,H,H,NHC(=O)CH3,H,O,O]、[ZA1030;EZA14,H,H,CH2Ph,H,O,O]、[ZA1031;EZA14,H,H,1-pyrrolidinyl,H,O,O]、[ZA1032;EZA14,H,H,1-piperidinyl,H,O,O]、[ZA1033;EZA14,H,H,Me,Me,O,O]、[ZA1034;EZA14,H,H,Et,Et,O,O]、[ZA1035;EZA14,H,H,OMe,OMe,O,O]、[ZA1036;EZA14,H,H,OEt,OEt,O,O]、[ZA1037;EZA14,H,H,OPr,OPr,O,O]、[ZA1038;EZA15,H,H,H,H,O,O]、[ZA1039;EZA15,Me,H,H,H,O,O]、[ZA1040;EZA15,H,Me,H,H,O,O]、[ZA1041;EZA15,H,H,Me,H,O,O]、[ZA1042;EZA15,H,H,H,Me,O,O]、[ZA1043;EZA16,H,H,H,H,O,O]、[ZA1044;EZA16,Me,H,H,H,O,O]、[ZA1045;EZA16,H,Me,H,H,O,O]、[ZA1046;EZA16,H,H,Me,H,O,O]、[ZA1047;EZA16,H,H,H,Me,O,O]、[ZA1048;EZA17,H,H,H,H,O,O]、[ZA1049;EZA17,Me,H,H,H,O,O]、[ZA1050;EZA17,H,Me,H,H,O,O]、[ZA1051;EZA17,H,H,Me,H,O,O]、[ZA1052;EZA17,H,H,H,Me,O,O]、[ZA1053;EZA18,H,H,H,H,O,O]、[ZA1054;EZA18,Me,H,H,H,O,O]、[ZA1055;EZA18,H,Me,H,H,O,O]、[ZA1056;EZA19,H,H,H,H,O,O]、[ZA1057;EZA19,Me,H,H,H,O,O]、[ZA1058;EZA19,H,Me,H,H,O,O]、[ZA1059;EZA20,H,H,H,H,O,O]、[ZA1060;EZA20,Me,H,H,H,O,O]、[ZA1061;EZA20,H,Me,H,H,O,O]、[ZA1062;EZA21,H,H,H,H,O,O]、[ZA1063;EZA21,Me,H,H,H,O,O]、[ZA1064;EZA21,H,Me,H,H,O,O]、[ZA1065;EZA22,H,H,H,H,O,O]、[ZA1066;EZA22,Me,H,H,H,O,O]、[ZA1067;EZA22,H,Me,H,H,O,O]、[ZA1068;EZA22,H,H,Me,H,O,O]、[ZA1069;EZA22,H,H,H,Me,O,O]、[ZA1070;EZA23,H,H,H,H,O,O]、[ZA1071;EZA23,Me,H,H,H,O,O]、[ZA1072;EZA23,H,Me,H,H,O,O]、[ZA1073;EZA23,H,H,Me,H,O,O]、[ZA1074;EZA23,H,H,H,Me,O,O]、[ZA1075;EZA24,H,H,H,H,O,O]、[ZA1076;EZA24,H,Me,H,H,O,O]、[ZA1077;EZA24,H,H,Me,H,O,O]、[ZA1078;EZA24,H,H,H,Me,O,O]、[ZA1079;EZA24,Me,H,H,H,O,O]、[ZA1080;EZA24,Me,Me,H,H,O,O]、[ZA1081;EZA24,Me,H,Me,H,O,O]、[ZA1082;EZA24,Me,H,H,Me,O,O]、[ZA1083;EZA25,H,H,H,H,O,O]、[ZA1084;EZA25,H,Me,H,H,O,O]、[ZA1085;EZA25,H,H,Me,H,O,O]、[ZA1086;EZA25,H,H,H,Me,O,O]、[ZA1087;EZA25,Me,H,H,H,O,O]、[ZA1088;EZA25,Me,Me,H,H,O,O]、[ZA1089;EZA25,Me,H,Me,H,O,O]、[ZA1090;EZA25,Me,H,H,Me,O,O]、[ZA1091;EZA26,H,H,H,H,O,O]、[ZA1092;EZA26,H,Me,H,H,O,O]、[ZA1093;EZA26,H,H,Me,H,O,O]、[ZA1094;EZA26,Me,H,H,H,O,O]、[ZA1095;EZA26,Me,Me,H,H,O,O]、[ZA1096;EZA26,Me,H,Me,H,O,O]、[ZA1097;EZA26,C(=O)CH3,H,H,H,O,O]、[ZA1098;EZA26,C(=O)CH3,Me,H,H,O,O]、[ZA1099;EZA26,C(=O)CH3,H,Me,H,O,O]、[ZA1100;EZA26,C(=O)OC(CH3)3,H,H,H,O,O]、
[ZA1001; EZA14, H, H, OPh, H, O, O], [ZA1002; EZA14, H, H, OCH2Ph, H, O, O], [ZA1003; EZA14, H, H, CF3, H, O , O], [ZA1004; EZA14, H, H, OCF3, H, O, O], [ZA1005; EZA14, H, H, CN, H, O, O], [ZA1006; EZA14, H, H, OH , H, O, O], [ZA1007; EZA14, H, H, SH, H, O, O], [ZA1008; EZA14, H, H, NH2, H, O, O], [ZA1009; EZA14, H , H, NHMe, H, O, O], [ZA1010; EZA14, H, H, NHEt, H, O, O], [ZA1011; EZA14, H, H, NMe2, H, O, O], [ZA1012 ; EZA14, H, H, NO2, H, O, O], [ZA1013; EZA14, H, H, COOH, H, O, O], [ZA1014; EZA14, H, H, F, H, O, O ], [ZA1015; EZA14, H, H, Cl, H, O, O], [ZA1016; EZA14, H, H, 2-pyridyl, H, O, O], [ZA1017; EZA14, H, H, 3 -pyridyl, H, O, O], [ZA1018; EZA14, H, H, 4-pyridyl, H, O, O], [ZA1019; EZA14, H, H, NHC (= O) CH3, H, O, O], [ZA1020; EZA14, H, H, NMeC (= O) CH3, H, O, O], [ZA1021; EZA14, H, H, NEtC (= O) CH3, H, O, O], [ ZA1022; EZA14, H, H, NHC (= O) OC (CH3) 3, H, O, O], [ZA1023; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, O, O], [ZA1024; EZA14, H, H, C (= O) OCH3, H, O, O], [ZA1025; EZA14, H, H, C (= O) OCH2CH3, H, O, O], [ ZA1026; EZA14, H, H, C (= O) NH2, H, O, O], [ZA1027; EZA14, H, H, CH2OH, H, O, O], [ZA1028; EZA14, H, H, CH2NH2 , H, O, O], [ZA1029; EZA14, H, H, NHC (= O) CH3, H, O, O], [ ZA1030; EZA14, H, H, CH2Ph, H, O, O], [ZA1031; EZA14, H, H, 1-pyrrolidinyl, H, O, O], [ZA1032; EZA14, H, H, 1-piperidinyl, H, O, O], [ZA1033; EZA14, H, H, Me, Me, O, O], [ZA1034; EZA14, H, H, Et, Et, O, O], [ZA1035; EZA14, H, H, OMe, OMe, O, O], [ZA1036; EZA14, H, H, OEt, OEt, O, O], [ZA1037; EZA14, H, H, OPr, OPr, O, O], [ZA1038; EZA15, H, H, H, H, O, O], [ZA1039; EZA15, Me, H, H, H, O, O], [ZA1040; EZA15, H, Me, H, H, O, O] , [ZA1041; EZA15, H, H, Me, H, O, O], [ZA1042; EZA15, H, H, H, Me, O, O], [ZA1043; EZA16, H, H, H, H, O, O], [ZA1044; EZA16, Me, H, H, H, O, O], [ZA1045; EZA16, H, Me, H, H, O, O], [ZA1046; EZA16, H, H, Me, H, O, O], [ZA1047; EZA16, H, H, H, Me, O, O], [ZA1048; EZA17, H, H, H, H, O, O], [ZA1049; EZA17, Me, H, H, H, O, O], [ZA1050; EZA17, H, Me, H, H, O, O], [ZA1051; EZA17, H, H, Me, H, O, O], [ ZA1052; EZA17, H, H, H, Me, O, O], [ZA1053; EZA18, H, H, H, H, O, O], [ZA1054; EZA18, Me, H, H, H, O, O], [ZA1055; EZA18, H, Me, H, H, O, O], [ZA1056; EZA19, H, H, H, H, O, O], [ZA1057; EZA19, Me, H, H, H, O, O], [ZA1058; EZA19, H, Me, H, H, O, O], [ZA1059; EZA20, H, H, H, H, O, O], [ZA1060; EZA20, Me, H, H, H, O, O], [ZA1061; EZA20, H, Me, H, H, O, O], [ZA1062; EZ A21, H, H, H, H, O, O], [ZA1063; EZA21, Me, H, H, H, O, O], [ZA1064; EZA21, H, Me, H, H, O, O] , [ZA1065; EZA22, H, H, H, H, O, O], [ZA1066; EZA22, Me, H, H, H, O, O], [ZA1067; EZA22, H, Me, H, H, O, O], [ZA1068; EZA22, H, H, Me, H, O, O], [ZA1069; EZA22, H, H, H, Me, O, O], [ZA1070; EZA23, H, H, H, H, O, O], [ZA1071; EZA23, Me, H, H, H, O, O], [ZA1072; EZA23, H, Me, H, H, O, O], [ZA1073; EZA23, H, H, Me, H, O, O], [ZA1074; EZA23, H, H, H, Me, O, O], [ZA1075; EZA24, H, H, H, H, O, O], [ ZA1076; EZA24, H, Me, H, H, O, O], [ZA1077; EZA24, H, H, Me, H, O, O], [ZA1078; EZA24, H, H, H, Me, O, O], [ZA1079; EZA24, Me, H, H, H, O, O], [ZA1080; EZA24, Me, Me, H, H, O, O], [ZA1081; EZA24, Me, H, Me, H, O, O], [ZA1082; EZA24, Me, H, H, Me, O, O], [ZA1083; EZA25, H, H, H, H, O, O], [ZA1084; EZA25, H, Me, H, H, O, O], [ZA1085; EZA25, H, H, Me, H, O, O], [ZA1086; EZA25, H, H, H, Me, O, O], [ZA1087; EZA25, Me, H, H, H, O, O], [ZA1088; EZA25, Me, Me, H, H, O, O], [ZA1089; EZA25, Me, H, Me, H, O, O] , [ZA1090; EZA25, Me, H, H, Me, O, O], [ZA1091; EZA26, H, H, H, H, O, O], [ZA1092; EZA26, H, Me, H, H, O, O], [ZA1093; EZA26, H, H, Me, H, O, O], [ZA1094; EZA26, Me, H, H, H, O, O], [ZA1095; EZA26, Me, Me, H, H, O, O], [ZA1096; EZA26, Me, H, Me, H, O, O], [ZA1097; EZA26, C (= O) CH3, H, H, H, O, O], [ZA1098; EZA26, C (= O) CH3, Me, H, H, O, O], [ZA1099; EZA26, C (= O) CH3, H, Me, H, O, O], [ZA1100; EZA26 , C (= O) OC (CH3) 3, H, H, H, O, O],
[ZA1101;EZA26,C(=O)OC(CH3)3,Me,H,H,O,O]、[ZA1102;EZA26,C(=O)OC(CH3)3,H,Me,H,O,O]、[ZA1103;EZA27,H,H,H,H,O,O]、[ZA1104;EZA27,Me,H,H,H,O,O]、[ZA1105;EZA27,H,Me,H,H,O,O]、[ZA1106;EZA27,H,Et,H,H,O,O]、[ZA1107;EZA27,H,Pr,H,H,O,O]、[ZA1108;EZA27,H,Ph,H,H,O,O]、[ZA1109;EZA27,H,OMe,H,H,O,O]、[ZA1110;EZA27,H,OEt,H,H,O,O]、[ZA1111;EZA27,H,OPh,H,H,O,O]、[ZA1112;EZA27,H,OCH2Ph,H,H,O,O]、[ZA1113;EZA27,H,CF3,H,H,O,O]、[ZA1114;EZA27,H,OCF3,H,H,O,O]、[ZA1115;EZA27,H,CN,H,H,O,O]、[ZA1116;EZA27,H,OH,H,H,O,O]、[ZA1117;EZA27,H,SH,H,H,O,O]、[ZA1118;EZA27,H,NH2,H,H,O,O]、[ZA1119;EZA27,H,NHMe,H,H,O,O]、[ZA1120;EZA27,H,NHEt,H,H,O,O]、[ZA1121;EZA27,H,NMe2,H,H,O,O]、[ZA1122;EZA27,H,NO2,H,H,O,O]、[ZA1123;EZA27,H,COOH,H,H,O,O]、[ZA1124;EZA27,H,F,H,H,O,O]、[ZA1125;EZA27,H,Cl,H,H,O,O]、[ZA1126;EZA27,H,2-pyridyl,H,H,O,O]、[ZA1127;EZA27,H,3-pyridyl,H,H,O,O]、[ZA1128;EZA27,H,4-pyridyl,H,H,O,O]、[ZA1129;EZA27,H,NHC(=O)CH3,H,H,O,O]、[ZA1130;EZA27,H,NMeC(=O)CH3,H,H,O,O]、[ZA1131;EZA27,H,NEtC(=O)CH3,H,H,O,O]、[ZA1132;EZA27,H,NHC(=O)OC(CH3)3,H,H,O,O]、[ZA1133;EZA27,H,NMeC(=O)OC(CH3)3,H,H,O,O]、[ZA1134;EZA27,H,C(=O)OCH3,H,H,O,O]、[ZA1135;EZA27,H,C(=O)OCH2CH3,H,H,O,O]、[ZA1136;EZA27,H,C(=O)NH2,H,H,O,O]、[ZA1137;EZA27,H,CH2OH,H,H,O,O]、[ZA1138;EZA27,H,CH2NH2,H,H,O,O]、[ZA1139;EZA27,H,NHC(=O)CH3,H,H,O,O]、[ZA1140;EZA27,H,CH2Ph,H,H,O,O]、[ZA1141;EZA27,H,1-pyrrolidinyl,H,H,O,O]、[ZA1142;EZA27,H,1-piperidinyl,H,H,O,O]、[ZA1143;EZA28,H,H,H,H,O,O]、[ZA1144;EZA28,Me,H,H,H,O,O]、[ZA1145;EZA28,H,Me,H,H,O,O]、[ZA1146;EZA29,H,H,H,H,O,O]、[ZA1147;EZA29,Me,H,H,H,O,O]、[ZA1148;EZA29,H,Me,H,H,O,O]、[ZA1149;EZA30,H,H,H,H,O,O]、[ZA1150;EZA30,H,H,Me,H,O,O]、[ZA1151;EZA30,H,H,Et,H,O,O]、[ZA1152;EZA30,H,H,Pr,H,O,O]、[ZA1153;EZA30,H,H,CH2Ph,H,O,O]、[ZA1154;EZA30,Me,H,H,H,O,O]、[ZA1155;EZA30,Me,H,Me,H,O,O]、[ZA1156;EZA30,Me,H,Et,H,O,O]、[ZA1157;EZA30,Me,H,Pr,H,O,O]、[ZA1158;EZA30,Me,H,CH2Ph,H,O,O]、[ZA1159;EZA30,H,Me,H,H,O,O]、[ZA1160;EZA30,H,Me,Me,H,O,O]、[ZA1161;EZA30,H,Me,Et,H,O,O]、[ZA1162;EZA30,H,Me,Pr,H,O,O]、[ZA1163;EZA30,H,Me,CH2Ph,H,O,O]、[ZA1164;EZA31,H,H,H,H,O,O]、[ZA1165;EZA31,Me,H,H,H,O,O]、[ZA1166;EZA31,H,Me,H,H,O,O]、[ZA1167;EZA31,H,H,Me,H,O,O]、[ZA1168;EZA31,H,H,H,Me,O,O]、[ZA1169;EZA32,H,H,H,H,O,O]、[ZA1170;EZA32,Me,H,H,H,O,O]、[ZA1171;EZA32,H,Me,H,H,O,O]、[ZA1172;EZA32,H,H,Me,H,O,O]、[ZA1173;EZA32,H,H,H,Me,O,O]、[ZA1174;EZA33,H,H,H,H,O,O]、[ZA1175;EZA33,H,H,Me,H,O,O]、[ZA1176;EZA33,H,H,Et,H,O,O]、[ZA1177;EZA33,H,H,Pr,H,O,O]、[ZA1178;EZA33,H,H,CH2Ph,H,O,O]、[ZA1179;EZA33,Me,H,H,H,O,O]、[ZA1180;EZA33,Me,H,Me,H,O,O]、[ZA1181;EZA33,Me,H,Et,H,O,O]、[ZA1182;EZA33,Me,H,Pr,H,O,O]、[ZA1183;EZA33,Me,H,CH2Ph,H,O,O]、[ZA1184;EZA33,H,Me,H,H,O,O]、[ZA1185;EZA33,H,Me,Me,H,O,O]、[ZA1186;EZA33,H,Me,Et,H,O,O]、[ZA1187;EZA33,H,Me,Pr,H,O,O]、[ZA1188;EZA33,H,Me,CH2Ph,H,O,O]、[ZA1189;EZA33,H,H,H,Me,O,O]、[ZA1190;EZA33,H,H,Me,Me,O,O]、[ZA1191;EZA33,H,H,Et,Me,O,O]、[ZA1192;EZA33,H,H,Pr,Me,O,O]、[ZA1193;EZA33,H,H,CH2Ph,Me,O,O]、[ZA1194;EZA34,H,H,H,H,O,O]、[ZA1195;EZA34,Me,H,H,H,O,O]、[ZA1196;EZA34,H,Me,H,H,O,O]、[ZA1197;EZA34,H,H,H,Me,O,O]、[ZA1198;EZA35,H,H,H,H,O,O]、[ZA1199;EZA35,H,H,Me,H,O,O]、[ZA1200;EZA35,H,H,Et,H,O,O]、
[ZA1101; EZA26, C (= O) OC (CH3) 3, Me, H, H, O, O], [ZA1102; EZA26, C (= O) OC (CH3) 3, H, Me, H, O , O], [ZA1103; EZA27, H, H, H, H, O, O], [ZA1104; EZA27, Me, H, H, H, O, O], [ZA1105; EZA27, H, Me, H , H, O, O], [ZA1106; EZA27, H, Et, H, H, O, O], [ZA1107; EZA27, H, Pr, H, H, O, O], [ZA1108; EZA27, H , Ph, H, H, O, O], [ZA1109; EZA27, H, OMe, H, H, O, O], [ZA1110; EZA27, H, OEt, H, H, O, O], [ZA1111 ; EZA27, H, OPh, H, H, O, O], [ZA1112; EZA27, H, OCH2Ph, H, H, O, O], [ZA1113; EZA27, H, CF3, H, H, O, O ], [ZA1114; EZA27, H, OCF3, H, H, O, O], [ZA1115; EZA27, H, CN, H, H, O, O], [ZA1116; EZA27, H, OH, H, H , O, O], [ZA1117; EZA27, H, SH, H, H, O, O], [ZA1118; EZA27, H, NH2, H, H, O, O], [ZA1119; EZA27, H, NHMe , H, H, O, O], [ZA1120; EZA27, H, NHEt, H, H, O, O], [ZA1121; EZA27, H, NMe2, H, H, O, O], [ZA1122; EZA27 , H, NO2, H, H, O, O], [ZA1123; EZA27, H, COOH, H, H, O, O], [ZA1124; EZA27, H, F, H, H, O, O], [ZA1125; EZA27, H, Cl, H, H, O, O], [ZA1126; EZA27, H, 2-pyridyl, H, H, O, O], [ZA1127; EZA27, H, 3-pyridyl, H , H, O, O], [ZA1128; EZA27, H, 4-pyridyl, H, H, O, O], [ZA1129; EZA27, H, NHC (= O) CH3, H, H, O, O] , [ZA1130; EZA27, H, NMeC (= O) CH3, H, H, O, O], [ZA1131; EZA27, H, NEtC (= O) CH3, H, H, O, O], [ZA1132; EZA27, H, NHC (= O) OC (CH3) 3, H, H, O, O], [ZA1133; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, O, O], [ZA1134; EZA27, H, C (= O) OCH3, H, H, O, O], [ZA1135; EZA27, H, C (= O) OCH2CH3, H, H, O, O], [ZA1136; EZA27, H, C (= O) NH2, H, H, O, O], [ZA1137; EZA27, H, CH2OH, H, H , O, O], [ZA1138; EZA27, H, CH2NH2, H, H, O, O], [ZA1139; EZA27, H, NHC (= O) CH3, H, H, O, O], [ZA1140; EZA27, H, CH2Ph, H, H, O, O], [ZA1141; EZA27, H, 1-pyrrolidinyl, H, H, O, O], [ZA1142; EZA27, H, 1-piperidinyl, H, H, O, O], [ZA1143; EZA28, H, H, H, H, O, O], [ZA1144; EZA28, Me, H, H, H, O, O], [ZA1145; EZA28, H, Me, H, H, O, O], [ZA1146; EZA29, H, H, H, H, O, O], [ZA1147; EZA29, Me, H, H, H, O, O], [ZA1148; EZA29, H, Me, H, H, O, O], [ZA1149; EZA30, H, H, H, H, O, O], [ZA1150; EZA30, H, H, Me, H, O, O], [ ZA1151; EZA30, H, H, Et, H, O, O], [ZA1152; EZA30, H, H, Pr, H, O, O], [ZA1153; EZA30, H, H, CH2Ph, H, O, O], [ZA1154; EZA30, Me, H, H, H, O, O], [ZA1155; EZA30, Me, H, Me, H, O, O], [ZA1156; EZA30, Me, H, Et, H, O, O], [ZA1157; EZA30, Me, H, Pr, H, O, O], [ZA1158; EZA30, Me, H, CH2Ph, H, O, O], [ZA1159; EZA30, H, Me, H, H, O, O], [ZA1160; EZA30, H, Me, Me, H, O, O], [ZA1161; EZA3 0, H, Me, Et, H, O, O], [ZA1162; EZA30, H, Me, Pr, H, O, O], [ZA1163; EZA30, H, Me, CH2Ph, H, O, O] , [ZA1164; EZA31, H, H, H, H, O, O], [ZA1165; EZA31, Me, H, H, H, O, O], [ZA1166; EZA31, H, Me, H, H, O, O], [ZA1167; EZA31, H, H, Me, H, O, O], [ZA1168; EZA31, H, H, H, Me, O, O], [ZA1169; EZA32, H, H, H, H, O, O], [ZA1170; EZA32, Me, H, H, H, O, O], [ZA1171; EZA32, H, Me, H, H, O, O], [ZA1172; EZA32, H, H, Me, H, O, O], [ZA1173; EZA32, H, H, H, Me, O, O], [ZA1174; EZA33, H, H, H, H, O, O], [ ZA1175; EZA33, H, H, Me, H, O, O], [ZA1176; EZA33, H, H, Et, H, O, O], [ZA1177; EZA33, H, H, Pr, H, O, O], [ZA1178; EZA33, H, H, CH2Ph, H, O, O], [ZA1179; EZA33, Me, H, H, H, O, O], [ZA1180; EZA33, Me, H, Me, H, O, O], [ZA1181; EZA33, Me, H, Et, H, O, O], [ZA1182; EZA33, Me, H, Pr, H, O, O], [ZA1183; EZA33, Me, H, CH2Ph, H, O, O], [ZA1184; EZA33, H, Me, H, H, O, O], [ZA1185; EZA33, H, Me, Me, H, O, O], [ZA1186; EZA33, H, Me, Et, H, O, O], [ZA1187; EZA33, H, Me, Pr, H, O, O], [ZA1188; EZA33, H, Me, CH2Ph, H, O, O] , [ZA1189; EZA33, H, H, H, Me, O, O], [ZA1190; EZA33, H, H, Me, Me, O, O], [ZA1191; EZA33, H, H, Et, Me, O, O], [ZA1192; EZA33, H, H, Pr, Me, O, O], [ZA1193; EZA33, H, H, CH2Ph, Me, O, O], [ZA1194; EZA34, H, H, H, H, O, O], [ZA1195; EZA34, Me, H, H, H, O, O], [ZA1196; EZA34, H, Me, H, H, O, O], [ZA1197; EZA34, H, H, H, Me, O, O], [ZA1198; EZA35, H, H, H, H, O, O], [ZA1199; EZA35, H, H, Me, H, O, O], [ZA1200; EZA35, H, H, Et, H, O, O],
[ZA1201;EZA35,H,H,Pr,H,O,O]、[ZA1202;EZA35,H,H,CH2Ph,H,O,O]、[ZA1203;EZA35,Me,H,H,H,O,O]、[ZA1204;EZA35,Me,H,Me,H,O,O]、[ZA1205;EZA35,Me,H,Et,H,O,O]、[ZA1206;EZA35,Me,H,Pr,H,O,O]、[ZA1207;EZA35,Me,H,CH2Ph,H,O,O]、[ZA1208;EZA35,H,Me,H,H,O,O]、[ZA1209;EZA35,H,Me,Me,H,O,O]、[ZA1210;EZA35,H,Me,Et,H,O,O]、[ZA1211;EZA35,H,Me,Pr,H,O,O]、[ZA1212;EZA35,H,Me,CH2Ph,H,O,O]、[ZA1213;EZA35,H,H,H,Me,O,O]、[ZA1214;EZA35,H,H,Me,Me,O,O]、[ZA1215;EZA35,H,H,Et,Me,O,O]、[ZA1216;EZA35,H,H,Pr,Me,O,O]、[ZA1217;EZA35,H,H,CH2Ph,Me,O,O]、[ZA1218;EZA36,H,H,H,H,O,O]、[ZA1219;EZA36,Me,H,H,H,O,O]、[ZA1220;EZA36,H,Me,H,H,O,O]、[ZA1221;EZA36,H,H,Me,H,O,O]、[ZA1222;EZA37,H,H,H,H,O,O]、[ZA1223;EZA37,Me,H,H,H,O,O]、[ZA1224;EZA37,H,H,Me,H,O,O]、[ZA1225;EZA37,H,H,H,Me,O,O]、[ZA1226;EZA37,Me,Me,H,H,O,O]、[ZA1227;EZA38,H,H,H,H,O,O]、[ZA1228;EZA38,Me,H,H,H,O,O]、[ZA1229;EZA38,H,H,Me,H,O,O]、[ZA1230;EZA38,H,H,H,Me,O,O]、[ZA1231;EZA38,Me,Me,H,H,O,O]、[ZA1232;EZA39,H,H,H,H,O,O]、[ZA1233;EZA39,Me,H,H,H,O,O]、[ZA1234;EZA39,H,Me,H,H,O,O]、[ZA1235;EZA39,H,H,Me,H,O,O]、[ZA1236;EZA39,H,H,H,Me,O,O]、[ZA1237;EZA40,H,H,H,H,O,O]、[ZA1238;EZA40,Me,H,H,H,O,O]、[ZA1239;EZA40,H,Me,H,H,O,O]、[ZA1240;EZA40,H,H,Me,H,O,O]、[ZA1241;EZA40,H,H,H,Me,O,O]、[ZA1242;EZA41,H,H,H,H,O,O]、[ZA1243;EZA41,Me,H,H,H,O,O]、[ZA1244;EZA41,H,Me,H,H,O,O]、[ZA1245;EZA41,H,H,H,Me,O,O]、[ZA1246;EZA42,H,H,H,H,O,O]、[ZA1247;EZA42,H,Me,H,H,O,O]、[ZA1248;EZA42,H,H,Me,H,O,O]、[ZA1249;EZA42,H,H,H,Me,O,O]、[ZA1250;EZA42,Me,H,H,H,O,O]、[ZA1251;EZA42,Me,Me,H,H,O,O]、[ZA1252;EZA42,Me,H,Me,H,O,O]、[ZA1253;EZA42,Me,H,H,Me,O,O]、[ZA1254;EZA43,H,H,H,H,O,O]、[ZA1255;EZA43,H,H,Me,H,O,O]、[ZA1256;EZA43,H,H,Et,H,O,O]、[ZA1257;EZA43,H,H,Pr,H,O,O]、[ZA1258;EZA43,H,H,CH2Ph,H,O,O]、[ZA1259;EZA44,H,H,H,H,O,O]、[ZA1260;EZA44,H,H,Me,H,O,O]、[ZA1261;EZA44,H,H,Et,H,O,O]、[ZA1262;EZA44,H,H,Pr,H,O,O]、[ZA1263;EZA44,H,H,CH2Ph,H,O,O]、[ZA1264;EZA1,H,H,H,H,O,S]、[ZA1265;EZA1,Me,H,H,H,O,S]、[ZA1266;EZA1,H,Me,H,H,O,S]、[ZA1267;EZA1,H,Me,Me,H,O,S]、[ZA1268;EZA1,H,Me,H,Me,O,S]、[ZA1269;EZA1,H,Et,H,H,O,S]、[ZA1270;EZA1,H,Pr,H,H,O,S]、[ZA1271;EZA1,H,Ph,H,H,O,S]、[ZA1272;EZA1,H,OMe,H,H,O,S]、[ZA1273;EZA1,H,OEt,H,H,O,S]、[ZA1274;EZA1,H,OPh,H,H,O,S]、[ZA1275;EZA1,H,OCH2Ph,H,H,O,S]、[ZA1276;EZA1,H,CF3,H,H,O,S]、[ZA1277;EZA1,H,OCF3,H,H,O,S]、[ZA1278;EZA1,H,CN,H,H,O,S]、[ZA1279;EZA1,H,OH,H,H,O,S]、[ZA1280;EZA1,H,SH,H,H,O,S]、[ZA1281;EZA1,H,NH2,H,H,O,S]、[ZA1282;EZA1,H,NHMe,H,H,O,S]、[ZA1283;EZA1,H,NHEt,H,H,O,S]、[ZA1284;EZA1,H,NMe2,H,H,O,S]、[ZA1285;EZA1,H,NO2,H,H,O,S]、[ZA1286;EZA1,H,COOH,H,H,O,S]、[ZA1287;EZA1,H,F,H,H,O,S]、[ZA1288;EZA1,H,Cl,H,H,O,S]、[ZA1289;EZA1,H,2-pyridyl,H,H,O,S]、[ZA1290;EZA1,H,3-pyridyl,H,H,O,S]、[ZA1291;EZA1,H,4-pyridyl,H,H,O,S]、[ZA1292;EZA1,H,NHC(=O)CH3,H,H,O,S]、[ZA1293;EZA1,H,NMeC(=O)CH3,H,H,O,S]、[ZA1294;EZA1,H,NEtC(=O)CH3,H,H,O,S]、[ZA1295;EZA1,H,NHC(=O)OC(CH3)3,H,H,O,S]、[ZA1296;EZA1,H,NMeC(=O)OC(CH3)3,H,H,O,S]、[ZA1297;EZA1,H,C(=O)OCH3,H,H,O,S]、[ZA1298;EZA1,H,C(=O)OCH2CH3,H,H,O,S]、[ZA1299;EZA1,H,C(=O)NH2,H,H,O,S]、[ZA1300;EZA1,H,CH2OH,H,H,O,S]、
[ZA1201; EZA35, H, H, Pr, H, O, O], [ZA1202; EZA35, H, H, CH2Ph, H, O, O], [ZA1203; EZA35, Me, H, H, H, O , O], [ZA1204; EZA35, Me, H, Me, H, O, O], [ZA1205; EZA35, Me, H, Et, H, O, O], [ZA1206; EZA35, Me, H, Pr , H, O, O], [ZA1207; EZA35, Me, H, CH2Ph, H, O, O], [ZA1208; EZA35, H, Me, H, H, O, O], [ZA1209; EZA35, H , Me, Me, H, O, O], [ZA1210; EZA35, H, Me, Et, H, O, O], [ZA1211; EZA35, H, Me, Pr, H, O, O], [ZA1212 ; EZA35, H, Me, CH2Ph, H, O, O], [ZA1213; EZA35, H, H, H, Me, O, O], [ZA1214; EZA35, H, H, Me, Me, O, O ], [ZA1215; EZA35, H, H, Et, Me, O, O], [ZA1216; EZA35, H, H, Pr, Me, O, O], [ZA1217; EZA35, H, H, CH2Ph, Me , O, O], [ZA1218; EZA36, H, H, H, H, O, O], [ZA1219; EZA36, Me, H, H, H, O, O], [ZA1220; EZA36, H, Me , H, H, O, O], [ZA1221; EZA36, H, H, Me, H, O, O], [ZA1222; EZA37, H, H, H, H, O, O], [ZA1223; EZA37 , Me, H, H, H, O, O], [ZA1224; EZA37, H, H, Me, H, O, O], [ZA1225; EZA37, H, H, H, Me, O, O], [ZA1226; EZA37, Me, Me, H, H, O, O], [ZA1227; EZA38, H, H, H, H, O, O], [ZA1228; EZA38, Me, H, H, H, O , O], [ZA1229; EZA38, H, H, Me, H, O, O], [ZA1230; EZA38, H, H, H, Me, O, O], [ZA1231; EZA38, Me, Me, H , H, O, O], [ZA1232; EZA39, H, H, H, H, O, O], [ZA1233; EZA39, Me, H , H, H, O, O], [ZA1234; EZA39, H, Me, H, H, O, O], [ZA1235; EZA39, H, H, Me, H, O, O], [ZA1236; EZA39 , H, H, H, Me, O, O], [ZA1237; EZA40, H, H, H, H, O, O], [ZA1238; EZA40, Me, H, H, H, O, O], [ZA1239; EZA40, H, Me, H, H, O, O], [ZA1240; EZA40, H, H, Me, H, O, O], [ZA1241; EZA40, H, H, H, Me, O , O], [ZA1242; EZA41, H, H, H, H, O, O], [ZA1243; EZA41, Me, H, H, H, O, O], [ZA1244; EZA41, H, Me, H , H, O, O], [ZA1245; EZA41, H, H, H, Me, O, O], [ZA1246; EZA42, H, H, H, H, O, O], [ZA1247; EZA42, H , Me, H, H, O, O], [ZA1248; EZA42, H, H, Me, H, O, O], [ZA1249; EZA42, H, H, H, Me, O, O], [ZA1250 ; EZA42, Me, H, H, H, O, O], [ZA1251; EZA42, Me, Me, H, H, O, O], [ZA1252; EZA42, Me, H, Me, H, O, O ], [ZA1253; EZA42, Me, H, H, Me, O, O], [ZA1254; EZA43, H, H, H, H, O, O], [ZA1255; EZA43, H, H, Me, H , O, O], [ZA1256; EZA43, H, H, Et, H, O, O], [ZA1257; EZA43, H, H, Pr, H, O, O], [ZA1258; EZA43, H, H , CH2Ph, H, O, O], [ZA1259; EZA44, H, H, H, H, O, O], [ZA1260; EZA44, H, H, Me, H, O, O], [ZA1261; EZA44 , H, H, Et, H, O, O], [ZA1262; EZA44, H, H, Pr, H, O, O], [ZA1263; EZA44, H, H, CH2Ph, H, O, O], [ZA1264; EZA1, H, H, H, H, O, S], [ZA1265; EZA1, Me, H, H, H, O, S], [ZA1266; EZA1, H, Me, H, H, O , S] [ZA1267; EZA1, H, Me, Me, H, O, S], [ZA1268; EZA1, H, Me, H, Me, O, S], [ZA1269; EZA1, H, Et, H, H, O , S], [ZA1270; EZA1, H, Pr, H, H, O, S], [ZA1271; EZA1, H, Ph, H, H, O, S], [ZA1272; EZA1, H, OMe, H , H, O, S], [ZA1273; EZA1, H, OEt, H, H, O, S], [ZA1274; EZA1, H, OPh, H, H, O, S], [ZA1275; EZA1, H , OCH2Ph, H, H, O, S], [ZA1276; EZA1, H, CF3, H, H, O, S], [ZA1277; EZA1, H, OCF3, H, H, O, S], [ZA1278 ; EZA1, H, CN, H, H, O, S], [ZA1279; EZA1, H, OH, H, H, O, S], [ZA1280; EZA1, H, SH, H, H, O, S ], [ZA1281; EZA1, H, NH2, H, H, O, S], [ZA1282; EZA1, H, NHMe, H, H, O, S], [ZA1283; EZA1, H, NHEt, H, H , O, S], [ZA1284; EZA1, H, NMe2, H, H, O, S], [ZA1285; EZA1, H, NO2, H, H, O, S], [ZA1286; EZA1, H, COOH , H, H, O, S], [ZA1287; EZA1, H, F, H, H, O, S], [ZA1288; EZA1, H, Cl, H, H, O, S], [ZA1289; EZA1 , H, 2-pyridyl, H, H, O, S], [ZA1290; EZA1, H, 3-pyridyl, H, H, O, S], [ZA1291; EZA1, H, 4-pyridyl, H, H , O, S], [ZA1292; EZA1, H, NHC (= O) CH3, H, H, O, S], [ZA1293; EZA1, H, NMeC (= O) CH3, H, H, O, S ], [ZA1294; EZA1, H, NEtC (= O) CH3, H, H, O, S], [ZA1295; EZA1, H, NHC (= O) OC (CH3) 3, H, H, O, S ], [ZA1296; EZA1, H, NMeC (= O) OC (CH3) 3, H, H, O, S], [ZA1297; EZA1, H, C (= O) OCH3, H, H, O, S ] , [ZA1298; EZA1, H, C (= O) OCH2CH3, H, H, O, S], [ZA1299; EZA1, H, C (= O) NH2, H, H, O, S], [ZA1300; EZA1, H, CH2OH, H, H, O, S],
[ZA1301;EZA1,H,CH2NH2,H,H,O,S]、[ZA1302;EZA1,H,NHC(=O)CH3,H,H,O,S]、[ZA1303;EZA1,H,CH2Ph,H,H,O,S]、[ZA1304;EZA1,H,1-pyrrolidinyl,H,H,O,S]、[ZA1305;EZA1,H,1-piperidinyl,H,H,O,S]、[ZA1306;EZA1,H,Me,Me,H,O,S]、[ZA1307;EZA1,H,Et,Et,H,O,S]、[ZA1308;EZA1,H,OMe,OMe,H,O,S]、[ZA1309;EZA1,H,OEt,OEt,H,O,S]、[ZA1310;EZA1,H,OPr,OPr,H,O,S]、[ZA1311;EZA2,H,H,H,H,O,S]、[ZA1312;EZA2,Me,H,H,H,O,S]、[ZA1313;EZA2,H,Me,H,H,O,S]、[ZA1314;EZA2,H,H,H,Me,O,S]、[ZA1315;EZA2,H,Me,Me,H,O,S]、[ZA1316;EZA3,H,H,H,H,O,S]、[ZA1317;EZA3,Me,H,H,H,O,S]、[ZA1318;EZA3,H,Me,H,H,O,S]、[ZA1319;EZA3,H,H,Me,H,O,S]、[ZA1320;EZA4,H,H,H,H,O,S]、[ZA1321;EZA4,Me,H,H,H,O,S]、[ZA1322;EZA4,H,H,Me,H,O,S]、[ZA1323;EZA4,Me,Me,H,H,O,S]、[ZA1324;EZA5,H,H,H,H,O,S]、[ZA1325;EZA5,Me,H,H,H,O,S]、[ZA1326;EZA5,H,Me,H,H,O,S]、[ZA1327;EZA5,H,H,H,Me,O,S]、[ZA1328;EZA5,H,Me,Me,H,O,S]、[ZA1329;EZA6,H,H,H,H,O,S]、[ZA1330;EZA6,H,Me,H,H,O,S]、[ZA1331;EZA6,H,H,Me,H,O,S]、[ZA1332;EZA6,H,H,H,Me,O,S]、[ZA1333;EZA6,Me,H,H,H,O,S]、[ZA1334;EZA6,Me,Me,H,H,O,S]、[ZA1335;EZA6,Me,H,Me,H,O,S]、[ZA1336;EZA6,Me,H,H,Me,O,S]、[ZA1337;EZA7,H,H,H,H,O,S]、[ZA1338;EZA7,Me,H,H,H,O,S]、[ZA1339;EZA7,H,Me,H,H,O,S]、[ZA1340;EZA7,H,H,H,Me,O,S]、[ZA1341;EZA8,H,H,H,H,O,S]、[ZA1342;EZA8,H,Me,H,H,O,S]、[ZA1343;EZA8,H,H,H,Me,O,S]、[ZA1344;EZA8,H,Me,Me,H,O,S]、[ZA1345;EZA8,Me,H,H,H,O,S]、[ZA1346;EZA8,Me,Me,H,H,O,S]、[ZA1347;EZA8,Me,H,H,Me,O,S]、[ZA1348;EZA8,Me,Me,Me,H,O,S]、[ZA1349;EZA9,H,H,H,H,O,S]、[ZA1350;EZA9,Me,H,H,H,O,S]、[ZA1351;EZA9,H,Me,H,H,O,S]、[ZA1352;EZA9,H,H,H,Me,O,S]、[ZA1353;EZA9,Me,H,Me,H,O,S]、[ZA1354;EZA10,H,H,H,H,O,S]、[ZA1355;EZA10,Me,H,H,H,O,S]、[ZA1356;EZA10,H,Me,H,H,O,S]、[ZA1357;EZA10,H,H,H,Me,O,S]、[ZA1358;EZA10,Me,H,Me,H,O,S]、[ZA1359;EZA11,H,H,H,H,O,S]、[ZA1360;EZA11,H,Me,H,H,O,S]、[ZA1361;EZA11,H,H,Me,H,O,S]、[ZA1362;EZA11,H,H,H,Me,O,S]、[ZA1363;EZA11,Me,H,H,H,O,S]、[ZA1364;EZA11,Me,Me,H,H,O,S]、[ZA1365;EZA11,Me,H,Me,H,O,S]、[ZA1366;EZA11,Me,H,H,Me,O,S]、[ZA1367;EZA12,H,H,H,H,O,S]、[ZA1368;EZA12,H,Me,H,H,O,S]、[ZA1369;EZA12,H,H,H,Me,O,S]、[ZA1370;EZA12,Me,H,H,H,O,S]、[ZA1371;EZA12,Me,Me,H,H,O,S]、[ZA1372;EZA12,Me,H,H,Me,O,S]、[ZA1373;EZA13,H,H,H,H,O,S]、[ZA1374;EZA13,Me,H,H,H,O,S]、[ZA1375;EZA13,H,H,Me,H,O,S]、[ZA1376;EZA14,H,H,H,H,O,S]、[ZA1377;EZA14,Me,H,H,H,O,S]、[ZA1378;EZA14,H,Me,H,H,O,S]、[ZA1379;EZA14,H,Et,H,H,O,S]、[ZA1380;EZA14,H,Pr,H,H,O,S]、[ZA1381;EZA14,H,Ph,H,H,O,S]、[ZA1382;EZA14,H,OMe,H,H,O,S]、[ZA1383;EZA14,H,OEt,H,H,O,S]、[ZA1384;EZA14,H,OPh,H,H,O,S]、[ZA1385;EZA14,H,OCH2Ph,H,H,O,S]、[ZA1386;EZA14,H,CF3,H,H,O,S]、[ZA1387;EZA14,H,OCF3,H,H,O,S]、[ZA1388;EZA14,H,CN,H,H,O,S]、[ZA1389;EZA14,H,OH,H,H,O,S]、[ZA1390;EZA14,H,SH,H,H,O,S]、[ZA1391;EZA14,H,NH2,H,H,O,S]、[ZA1392;EZA14,H,NHMe,H,H,O,S]、[ZA1393;EZA14,H,NHEt,H,H,O,S]、[ZA1394;EZA14,H,NMe2,H,H,O,S]、[ZA1395;EZA14,H,NO2,H,H,O,S]、[ZA1396;EZA14,H,COOH,H,H,O,S]、[ZA1397;EZA14,H,F,H,H,O,S]、[ZA1398;EZA14,H,Cl,H,H,O,S]、[ZA1399;EZA14,H,2-pyridyl,H,H,O,S]、[ZA1400;EZA14,H,3-pyridyl,H,H,O,S]、
[ZA1301; EZA1, H, CH2NH2, H, H, O, S], [ZA1302; EZA1, H, NHC (= O) CH3, H, H, O, S], [ZA1303; EZA1, H, CH2Ph, H, H, O, S], [ZA1304; EZA1, H, 1-pyrrolidinyl, H, H, O, S], [ZA1305; EZA1, H, 1-piperidinyl, H, H, O, S], [ ZA1306; EZA1, H, Me, Me, H, O, S], [ZA1307; EZA1, H, Et, Et, H, O, S], [ZA1308; EZA1, H, OMe, OMe, H, O, S], [ZA1309; EZA1, H, OEt, OEt, H, O, S], [ZA1310; EZA1, H, OPr, OPr, H, O, S], [ZA1311; EZA2, H, H, H, H, O, S], [ZA1312; EZA2, Me, H, H, H, O, S], [ZA1313; EZA2, H, Me, H, H, O, S], [ZA1314; EZA2, H, H, H, Me, O, S], [ZA1315; EZA2, H, Me, Me, H, O, S], [ZA1316; EZA3, H, H, H, H, O, S], [ZA1317; EZA3, Me, H, H, H, O, S], [ZA1318; EZA3, H, Me, H, H, O, S], [ZA1319; EZA3, H, H, Me, H, O, S] , [ZA1320; EZA4, H, H, H, H, O, S], [ZA1321; EZA4, Me, H, H, H, O, S], [ZA1322; EZA4, H, H, Me, H, O, S], [ZA1323; EZA4, Me, Me, H, H, O, S], [ZA1324; EZA5, H, H, H, H, O, S], [ZA1325; EZA5, Me, H, H, H, O, S], [ZA1326; EZA5, H, Me, H, H, O, S], [ZA1327; EZA5, H, H, H, Me, O, S], [ZA1328; EZA5, H, Me, Me, H, O, S], [ZA1329; EZA6, H, H, H, H, O, S], [ZA1330; EZA6, H, Me, H, H, O, S], [ ZA1331; EZA6, H, H, Me, H, O, S], [ZA1332; EZA6, H, H, H, Me, O, S], [ZA1333; EZA6, Me, H, H, H, O, S ], [ZA1334; EZA6, Me, Me, H, H, O, S], [ZA1335; EZA6, Me, H, Me, H, O, S], [ZA1336; EZA6, Me, H, H, Me , O, S], [ZA1337; EZA7, H, H, H, H, O, S], [ZA1338; EZA7, Me, H, H, H, O, S], [ZA1339; EZA7, H, Me , H, H, O, S], [ZA1340; EZA7, H, H, H, Me, O, S], [ZA1341; EZA8, H, H, H, H, O, S], [ZA1342; EZA8 , H, Me, H, H, O, S], [ZA1343; EZA8, H, H, H, Me, O, S], [ZA1344; EZA8, H, Me, Me, H, O, S], [ZA1345; EZA8, Me, H, H, H, O, S], [ZA1346; EZA8, Me, Me, H, H, O, S], [ZA1347; EZA8, Me, H, H, Me, O , S], [ZA1348; EZA8, Me, Me, Me, H, O, S], [ZA1349; EZA9, H, H, H, H, O, S], [ZA1350; EZA9, Me, H, H , H, O, S], [ZA1351; EZA9, H, Me, H, H, O, S], [ZA1352; EZA9, H, H, H, Me, O, S], [ZA1353; EZA9, Me , H, Me, H, O, S], [ZA1354; EZA10, H, H, H, H, O, S], [ZA1355; EZA10, Me, H, H, H, O, S], [ZA1356 ; EZA10, H, Me, H, H, O, S], [ZA1357; EZA10, H, H, H, Me, O, S], [ZA1358; EZA10, Me, H, Me, H, O, S ], [ZA1359; EZA11, H, H, H, H, O, S], [ZA1360; EZA11, H, Me, H, H, O, S], [ZA1361; EZA11, H, H, Me, H , O, S], [ZA1362; EZA11, H, H, H, Me, O, S], [ZA1363; EZA11, Me, H, H, H, O, S], [ZA1364; EZA11, Me, Me , H, H, O, S], [ZA1365; EZA11, Me, H, Me, H, O, S], [ZA1366; EZA11, Me, H, H, Me, O, S], [ZA1367; EZA12 , H, H, H, H, O, S], [ZA1368; EZA12, H, Me, H, H, O, S], [ZA1369; EZA12, H, H, H, Me, O, S], [ZA1370; EZA12, Me, H, H, H, O, S], [ZA1371; EZA12, Me, Me, H, H, O, S], [ZA1372; EZA12, Me, H, H, Me, O, S], [ ZA1373; EZA13, H, H, H, H, O, S], [ZA1374; EZA13, Me, H, H, H, O, S], [ZA1375; EZA13, H, H, Me, H, O, S], [ZA1376; EZA14, H, H, H, H, O, S], [ZA1377; EZA14, Me, H, H, H, O, S], [ZA1378; EZA14, H, Me, H, H, O, S], [ZA1379; EZA14, H, Et, H, H, O, S], [ZA1380; EZA14, H, Pr, H, H, O, S], [ZA1381; EZA14, H, Ph, H, H, O, S], [ZA1382; EZA14, H, OMe, H, H, O, S], [ZA1383; EZA14, H, OEt, H, H, O, S], [ZA1384; EZA14, H, OPh, H, H, O, S], [ZA1385; EZA14, H, OCH2Ph, H, H, O, S], [ZA1386; EZA14, H, CF3, H, H, O, S] , [ZA1387; EZA14, H, OCF3, H, H, O, S], [ZA1388; EZA14, H, CN, H, H, O, S], [ZA1389; EZA14, H, OH, H, H, O, S], [ZA1390; EZA14, H, SH, H, H, O, S], [ZA1391; EZA14, H, NH2, H, H, O, S], [ZA1392; EZA14, H, NHMe, H, H, O, S], [ZA1393; EZA14, H, NHEt, H, H, O, S], [ZA1394; EZA14, H, NMe2, H, H, O, S], [ZA1395; EZA14, H, NO2, H, H, O, S], [ZA1396; EZA14, H, COOH, H, H, O, S], [ZA1397; EZA14, H, F, H, H, O, S], [ ZA1398; EZA14, H, Cl, H, H, O, S], [ZA1399; EZA14, H, 2-pyridyl, H, H, O, S], [ZA 1400; EZA14, H, 3-pyridyl, H, H, O, S],
[ZA1401;EZA14,H,4-pyridyl,H,H,O,S]、[ZA1402;EZA14,H,NHC(=O)CH3,H,H,O,S]、[ZA1403;EZA14,H,NMeC(=O)CH3,H,H,O,S]、[ZA1404;EZA14,H,NEtC(=O)CH3,H,H,O,S]、[ZA1405;EZA14,H,NHC(=O)OC(CH3)3,H,H,O,S]、[ZA1406;EZA14,H,NMeC(=O)OC(CH3)3,H,H,O,S]、[ZA1407;EZA14,H,C(=O)OCH3,H,H,O,S]、[ZA1408;EZA14,H,C(=O)OCH2CH3,H,H,O,S]、[ZA1409;EZA14,H,C(=O)NH2,H,H,O,S]、[ZA1410;EZA14,H,CH2OH,H,H,O,S]、[ZA1411;EZA14,H,CH2NH2,H,H,O,S]、[ZA1412;EZA14,H,NHC(=O)CH3,H,H,O,S]、[ZA1413;EZA14,H,CH2Ph,H,H,O,S]、[ZA1414;EZA14,H,1-pyrrolidinyl,H,H,O,S]、[ZA1415;EZA14,H,1-piperidinyl,H,H,O,S]、[ZA1416;EZA14,H,H,Me,H,O,S]、[ZA1417;EZA14,H,H,Et,H,O,S]、[ZA1418;EZA14,H,H,Pr,H,O,S]、[ZA1419;EZA14,H,H,Ph,H,O,S]、[ZA1420;EZA14,H,H,OMe,H,O,S]、[ZA1421;EZA14,H,H,OEt,H,O,S]、[ZA1422;EZA14,H,H,OPh,H,O,S]、[ZA1423;EZA14,H,H,OCH2Ph,H,O,S]、[ZA1424;EZA14,H,H,CF3,H,O,S]、[ZA1425;EZA14,H,H,OCF3,H,O,S]、[ZA1426;EZA14,H,H,CN,H,O,S]、[ZA1427;EZA14,H,H,OH,H,O,S]、[ZA1428;EZA14,H,H,SH,H,O,S]、[ZA1429;EZA14,H,H,NH2,H,O,S]、[ZA1430;EZA14,H,H,NHMe,H,O,S]、[ZA1431;EZA14,H,H,NHEt,H,O,S]、[ZA1432;EZA14,H,H,NMe2,H,O,S]、[ZA1433;EZA14,H,H,NO2,H,O,S]、[ZA1434;EZA14,H,H,COOH,H,O,S]、[ZA1435;EZA14,H,H,F,H,O,S]、[ZA1436;EZA14,H,H,Cl,H,O,S]、[ZA1437;EZA14,H,H,2-pyridyl,H,O,S]、[ZA1438;EZA14,H,H,3-pyridyl,H,O,S]、[ZA1439;EZA14,H,H,4-pyridyl,H,O,S]、[ZA1440;EZA14,H,H,NHC(=O)CH3,H,O,S]、[ZA1441;EZA14,H,H,NMeC(=O)CH3,H,O,S]、[ZA1442;EZA14,H,H,NEtC(=O)CH3,H,O,S]、[ZA1443;EZA14,H,H,NHC(=O)OC(CH3)3,H,O,S]、[ZA1444;EZA14,H,H,NMeC(=O)OC(CH3)3,H,O,S]、[ZA1445;EZA14,H,H,C(=O)OCH3,H,O,S]、[ZA1446;EZA14,H,H,C(=O)OCH2CH3,H,O,S]、[ZA1447;EZA14,H,H,C(=O)NH2,H,O,S]、[ZA1448;EZA14,H,H,CH2OH,H,O,S]、[ZA1449;EZA14,H,H,CH2NH2,H,O,S]、[ZA1450;EZA14,H,H,NHC(=O)CH3,H,O,S]、[ZA1451;EZA14,H,H,CH2Ph,H,O,S]、[ZA1452;EZA14,H,H,1-pyrrolidinyl,H,O,S]、[ZA1453;EZA14,H,H,1-piperidinyl,H,O,S]、[ZA1454;EZA14,H,H,Me,Me,O,S]、[ZA1455;EZA14,H,H,Et,Et,O,S]、[ZA1456;EZA14,H,H,OMe,OMe,O,S]、[ZA1457;EZA14,H,H,OEt,OEt,O,S]、[ZA1458;EZA14,H,H,OPr,OPr,O,S]、[ZA1459;EZA15,H,H,H,H,O,S]、[ZA1460;EZA15,Me,H,H,H,O,S]、[ZA1461;EZA15,H,Me,H,H,O,S]、[ZA1462;EZA15,H,H,Me,H,O,S]、[ZA1463;EZA15,H,H,H,Me,O,S]、[ZA1464;EZA16,H,H,H,H,O,S]、[ZA1465;EZA16,Me,H,H,H,O,S]、[ZA1466;EZA16,H,Me,H,H,O,S]、[ZA1467;EZA16,H,H,Me,H,O,S]、[ZA1468;EZA16,H,H,H,Me,O,S]、[ZA1469;EZA17,H,H,H,H,O,S]、[ZA1470;EZA17,Me,H,H,H,O,S]、[ZA1471;EZA17,H,Me,H,H,O,S]、[ZA1472;EZA17,H,H,Me,H,O,S]、[ZA1473;EZA17,H,H,H,Me,O,S]、[ZA1474;EZA18,H,H,H,H,O,S]、[ZA1475;EZA18,Me,H,H,H,O,S]、[ZA1476;EZA18,H,Me,H,H,O,S]、[ZA1477;EZA19,H,H,H,H,O,S]、[ZA1478;EZA19,Me,H,H,H,O,S]、[ZA1479;EZA19,H,Me,H,H,O,S]、[ZA1480;EZA20,H,H,H,H,O,S]、[ZA1481;EZA20,Me,H,H,H,O,S]、[ZA1482;EZA20,H,Me,H,H,O,S]、[ZA1483;EZA21,H,H,H,H,O,S]、[ZA1484;EZA21,Me,H,H,H,O,S]、[ZA1485;EZA21,H,Me,H,H,O,S]、[ZA1486;EZA22,H,H,H,H,O,S]、[ZA1487;EZA22,Me,H,H,H,O,S]、[ZA1488;EZA22,H,Me,H,H,O,S]、[ZA1489;EZA22,H,H,Me,H,O,S]、[ZA1490;EZA22,H,H,H,Me,O,S]、[ZA1491;EZA23,H,H,H,H,O,S]、[ZA1492;EZA23,Me,H,H,H,O,S]、[ZA1493;EZA23,H,Me,H,H,O,S]、[ZA1494;EZA23,H,H,Me,H,O,S]、[ZA1495;EZA23,H,H,H,Me,O,S]、[ZA1496;EZA24,H,H,H,H,O,S]、[ZA1497;EZA24,H,Me,H,H,O,S]、[ZA1498;EZA24,H,H,Me,H,O,S]、[ZA1499;EZA24,H,H,H,Me,O,S]、[ZA1500;EZA24,Me,H,H,H,O,S]、
[ZA1401; EZA14, H, 4-pyridyl, H, H, O, S], [ZA1402; EZA14, H, NHC (= O) CH3, H, H, O, S], [ZA1403; EZA14, H, NMeC (= O) CH3, H, H, O, S], [ZA1404; EZA14, H, NEtC (= O) CH3, H, H, O, S], [ZA1405; EZA14, H, NHC (= O ) OC (CH3) 3, H, H, O, S], [ZA1406; EZA14, H, NMeC (= O) OC (CH3) 3, H, H, O, S], [ZA1407; EZA14, H, C (= O) OCH3, H, H, O, S], [ZA1408; EZA14, H, C (= O) OCH2CH3, H, H, O, S], [ZA1409; EZA14, H, C (= O ) NH2, H, H, O, S], [ZA1410; EZA14, H, CH2OH, H, H, O, S], [ZA1411; EZA14, H, CH2NH2, H, H, O, S], [ZA1412 ; EZA14, H, NHC (= O) CH3, H, H, O, S], [ZA1413; EZA14, H, CH2Ph, H, H, O, S], [ZA1414; EZA14, H, 1-pyrrolidinyl, H, H, O, S], [ZA1415; EZA14, H, 1-piperidinyl, H, H, O, S], [ZA1416; EZA14, H, H, Me, H, O, S], [ZA1417; EZA14, H, H, Et, H, O, S], [ZA1418; EZA14, H, H, Pr, H, O, S], [ZA1419; EZA14, H, H, Ph, H, O, S] , [ZA1420; EZA14, H, H, OMe, H, O, S], [ZA1421; EZA14, H, H, OEt, H, O, S], [ZA1422; EZA14, H, H, OPh, H, O, S], [ZA1423; EZA14, H, H, OCH2Ph, H, O, S], [ZA1424; EZA14, H, H, CF3, H, O, S], [ZA1425; EZA14, H, H, OCF3, H, O, S], [ZA1426; EZA14, H, H, CN, H, O, S], [ZA1427; EZA14, H, H, OH, H, O, S], [ZA1428; EZA14, H, H, SH, H, O, S], [ZA1429; EZA14, H, H, NH2, H, O, S], [ZA1430; EZA14, H, H, NHMe, H, O, S], [ZA1431; EZA14, H, H, NHEt, H, O, S], [ZA1432; EZA14, H, H, NMe2, H, O, S], [ZA1433; EZA14, H, H, NO2, H, O, S], [ZA1434; EZA14, H, H, COOH, H, O, S], [ZA1435; EZA14, H, H, F, H, O, S], [ZA1436; EZA14, H, H, Cl, H, O, S], [ZA1437; EZA14, H, H, 2-pyridyl, H, O, S], [ ZA1438; EZA14, H, H, 3-pyridyl, H, O, S], [ZA1439; EZA14, H, H, 4-pyridyl, H, O, S], [ZA1440; EZA14, H, H, NHC ( = O) CH3, H, O, S], [ZA1441; EZA14, H, H, NMeC (= O) CH3, H, O, S], [ZA1442; EZA14, H, H, NEtC (= O) CH3 , H, O, S], [ZA1443; EZA14, H, H, NHC (= O) OC (CH3) 3, H, O, S], [ZA1444; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, O, S], [ZA1445; EZA14, H, H, C (= O) OCH3, H, O, S], [ZA1446; EZA14, H, H, C (= O) OCH2CH3 , H, O, S], [ZA1447; EZA14, H, H, C (= O) NH2, H, O, S], [ZA1448; EZA14, H, H, CH2OH, H, O, S], [ ZA1449; EZA14, H, H, CH2NH2, H, O, S], [ZA1450; EZA14, H, H, NHC (= O) CH3, H, O, S], [ZA1451; EZA14, H, H, CH2Ph , H, O, S], [ZA1452; EZA14, H, H, 1-pyrrolidinyl, H, O, S], [ZA1453; EZA14, H, H, 1-piperidinyl, H, O, S], [ZA1454 ; EZA14, H, H, Me, Me, O, S], [ZA1455; EZA14, H, H, Et, Et, O, S], [ZA1456; EZA14, H, H, OMe, OMe, O, S ], [ZA1457; EZA14, H, H, OEt, OEt, O, S], [ ZA1458; EZA14, H, H, OPr, OPr, O, S], [ZA1459; EZA15, H, H, H, H, O, S], [ZA1460; EZA15, Me, H, H, H, O, S], [ZA1461; EZA15, H, Me, H, H, O, S], [ZA1462; EZA15, H, H, Me, H, O, S], [ZA1463; EZA15, H, H, H, Me, O, S], [ZA1464; EZA16, H, H, H, H, O, S], [ZA1465; EZA16, Me, H, H, H, O, S], [ZA1466; EZA16, H, Me, H, H, O, S], [ZA1467; EZA16, H, H, Me, H, O, S], [ZA1468; EZA16, H, H, H, Me, O, S], [ZA1469; EZA17, H, H, H, H, O, S], [ZA1470; EZA17, Me, H, H, H, O, S], [ZA1471; EZA17, H, Me, H, H, O, S] , [ZA1472; EZA17, H, H, Me, H, O, S], [ZA1473; EZA17, H, H, H, Me, O, S], [ZA1474; EZA18, H, H, H, H, O, S], [ZA1475; EZA18, Me, H, H, H, O, S], [ZA1476; EZA18, H, Me, H, H, O, S], [ZA1477; EZA19, H, H, H, H, O, S], [ZA1478; EZA19, Me, H, H, H, O, S], [ZA1479; EZA19, H, Me, H, H, O, S], [ZA1480; EZA20, H, H, H, H, O, S], [ZA1481; EZA20, Me, H, H, H, O, S], [ZA1482; EZA20, H, Me, H, H, O, S], [ ZA1483; EZA21, H, H, H, H, O, S], [ZA1484; EZA21, Me, H, H, H, O, S], [ZA1485; EZA21, H, Me, H, H, O, S], [ZA1486; EZA22, H, H, H, H, O, S], [ZA1487; EZA22, Me, H, H, H, O, S], [ZA1488; EZA22, H, Me, H, H, O, S], [ZA1489; EZA22, H, H, Me, H, O, S], [ZA1490; EZA22, H, H, H, Me, O, S], [ZA1491; EZA23, H, H, H, H, O, S], [ZA1492; EZA23, Me, H, H, H, O, S], [ZA1493; EZA23, H, Me, H, H, O, S], [ZA1494; EZA23, H, H, Me, H, O, S], [ZA1495; EZA23, H, H, H, Me, O, S], [ZA1496; EZA24, H, H, H, H, O, S] , [ZA1497; EZA24, H, Me, H, H, O, S], [ZA1498; EZA24, H, H, Me, H, O, S], [ZA1499; EZA24, H, H, H, Me, O, S], [ZA1500; EZA24, Me, H, H, H, O, S],
[ZA1501;EZA24,Me,Me,H,H,O,S]、[ZA1502;EZA24,Me,H,Me,H,O,S]、[ZA1503;EZA24,Me,H,H,Me,O,S]、[ZA1504;EZA25,H,H,H,H,O,S]、[ZA1505;EZA25,H,Me,H,H,O,S]、[ZA1506;EZA25,H,H,Me,H,O,S]、[ZA1507;EZA25,H,H,H,Me,O,S]、[ZA1508;EZA25,Me,H,H,H,O,S]、[ZA1509;EZA25,Me,Me,H,H,O,S]、[ZA1510;EZA25,Me,H,Me,H,O,S]、[ZA1511;EZA25,Me,H,H,Me,O,S]、[ZA1512;EZA26,H,H,H,H,O,S]、[ZA1513;EZA26,H,Me,H,H,O,S]、[ZA1514;EZA26,H,H,Me,H,O,S]、[ZA1515;EZA26,Me,H,H,H,O,S]、[ZA1516;EZA26,Me,Me,H,H,O,S]、[ZA1517;EZA26,Me,H,Me,H,O,S]、[ZA1518;EZA26,C(=O)CH3,H,H,H,O,S]、[ZA1519;EZA26,C(=O)CH3,Me,H,H,O,S]、[ZA1520;EZA26,C(=O)CH3,H,Me,H,O,S]、[ZA1521;EZA26,C(=O)OC(CH3)3,H,H,H,O,S]、[ZA1522;EZA26,C(=O)OC(CH3)3,Me,H,H,O,S]、[ZA1523;EZA26,C(=O)OC(CH3)3,H,Me,H,O,S]、[ZA1524;EZA27,H,H,H,H,O,S]、[ZA1525;EZA27,Me,H,H,H,O,S]、[ZA1526;EZA27,H,Me,H,H,O,S]、[ZA1527;EZA27,H,Et,H,H,O,S]、[ZA1528;EZA27,H,Pr,H,H,O,S]、[ZA1529;EZA27,H,Ph,H,H,O,S]、[ZA1530;EZA27,H,OMe,H,H,O,S]、[ZA1531;EZA27,H,OEt,H,H,O,S]、[ZA1532;EZA27,H,OPh,H,H,O,S]、[ZA1533;EZA27,H,OCH2Ph,H,H,O,S]、[ZA1534;EZA27,H,CF3,H,H,O,S]、[ZA1535;EZA27,H,OCF3,H,H,O,S]、[ZA1536;EZA27,H,CN,H,H,O,S]、[ZA1537;EZA27,H,OH,H,H,O,S]、[ZA1538;EZA27,H,SH,H,H,O,S]、[ZA1539;EZA27,H,NH2,H,H,O,S]、[ZA1540;EZA27,H,NHMe,H,H,O,S]、[ZA1541;EZA27,H,NHEt,H,H,O,S]、[ZA1542;EZA27,H,NMe2,H,H,O,S]、[ZA1543;EZA27,H,NO2,H,H,O,S]、[ZA1544;EZA27,H,COOH,H,H,O,S]、[ZA1545;EZA27,H,F,H,H,O,S]、[ZA1546;EZA27,H,Cl,H,H,O,S]、[ZA1547;EZA27,H,2-pyridyl,H,H,O,S]、[ZA1548;EZA27,H,3-pyridyl,H,H,O,S]、[ZA1549;EZA27,H,4-pyridyl,H,H,O,S]、[ZA1550;EZA27,H,NHC(=O)CH3,H,H,O,S]、[ZA1551;EZA27,H,NMeC(=O)CH3,H,H,O,S]、[ZA1552;EZA27,H,NEtC(=O)CH3,H,H,O,S]、[ZA1553;EZA27,H,NHC(=O)OC(CH3)3,H,H,O,S]、[ZA1554;EZA27,H,NMeC(=O)OC(CH3)3,H,H,O,S]、[ZA1555;EZA27,H,C(=O)OCH3,H,H,O,S]、[ZA1556;EZA27,H,C(=O)OCH2CH3,H,H,O,S]、[ZA1557;EZA27,H,C(=O)NH2,H,H,O,S]、[ZA1558;EZA27,H,CH2OH,H,H,O,S]、[ZA1559;EZA27,H,CH2NH2,H,H,O,S]、[ZA1560;EZA27,H,NHC(=O)CH3,H,H,O,S]、[ZA1561;EZA27,H,CH2Ph,H,H,O,S]、[ZA1562;EZA27,H,1-pyrrolidinyl,H,H,O,S]、[ZA1563;EZA27,H,1-piperidinyl,H,H,O,S]、[ZA1564;EZA28,H,H,H,H,O,S]、[ZA1565;EZA28,Me,H,H,H,O,S]、[ZA1566;EZA28,H,Me,H,H,O,S]、[ZA1567;EZA29,H,H,H,H,O,S]、[ZA1568;EZA29,Me,H,H,H,O,S]、[ZA1569;EZA29,H,Me,H,H,O,S]、[ZA1570;EZA30,H,H,H,H,O,S]、[ZA1571;EZA30,H,H,Me,H,O,S]、[ZA1572;EZA30,H,H,Et,H,O,S]、[ZA1573;EZA30,H,H,Pr,H,O,S]、[ZA1574;EZA30,H,H,CH2Ph,H,O,S]、[ZA1575;EZA30,Me,H,H,H,O,S]、[ZA1576;EZA30,Me,H,Me,H,O,S]、[ZA1577;EZA30,Me,H,Et,H,O,S]、[ZA1578;EZA30,Me,H,Pr,H,O,S]、[ZA1579;EZA30,Me,H,CH2Ph,H,O,S]、[ZA1580;EZA30,H,Me,H,H,O,S]、[ZA1581;EZA30,H,Me,Me,H,O,S]、[ZA1582;EZA30,H,Me,Et,H,O,S]、[ZA1583;EZA30,H,Me,Pr,H,O,S]、[ZA1584;EZA30,H,Me,CH2Ph,H,O,S]、[ZA1585;EZA31,H,H,H,H,O,S]、[ZA1586;EZA31,Me,H,H,H,O,S]、[ZA1587;EZA31,H,Me,H,H,O,S]、[ZA1588;EZA31,H,H,Me,H,O,S]、[ZA1589;EZA31,H,H,H,Me,O,S]、[ZA1590;EZA32,H,H,H,H,O,S]、[ZA1591;EZA32,Me,H,H,H,O,S]、[ZA1592;EZA32,H,Me,H,H,O,S]、[ZA1593;EZA32,H,H,Me,H,O,S]、[ZA1594;EZA32,H,H,H,Me,O,S]、[ZA1595;EZA33,H,H,H,H,O,S]、[ZA1596;EZA33,H,H,Me,H,O,S]、[ZA1597;EZA33,H,H,Et,H,O,S]、[ZA1598;EZA33,H,H,Pr,H,O,S]、[ZA1599;EZA33,H,H,CH2Ph,H,O,S]、[ZA1600;EZA33,Me,H,H,H,O,S]、
[ZA1601;EZA33,Me,H,Me,H,O,S]、[ZA1602;EZA33,Me,H,Et,H,O,S]、[ZA1603;EZA33,Me,H,Pr,H,O,S]、[ZA1604;EZA33,Me,H,CH2Ph,H,O,S]、[ZA1605;EZA33,H,Me,H,H,O,S]、[ZA1606;EZA33,H,Me,Me,H,O,S]、[ZA1607;EZA33,H,Me,Et,H,O,S]、[ZA1608;EZA33,H,Me,Pr,H,O,S]、[ZA1609;EZA33,H,Me,CH2Ph,H,O,S]、[ZA1610;EZA33,H,H,H,Me,O,S]、[ZA1611;EZA33,H,H,Me,Me,O,S]、[ZA1612;EZA33,H,H,Et,Me,O,S]、[ZA1613;EZA33,H,H,Pr,Me,O,S]、[ZA1614;EZA33,H,H,CH2Ph,Me,O,S]、[ZA1615;EZA34,H,H,H,H,O,S]、[ZA1616;EZA34,Me,H,H,H,O,S]、[ZA1617;EZA34,H,Me,H,H,O,S]、[ZA1618;EZA34,H,H,H,Me,O,S]、[ZA1619;EZA35,H,H,H,H,O,S]、[ZA1620;EZA35,H,H,Me,H,O,S]、[ZA1621;EZA35,H,H,Et,H,O,S]、[ZA1622;EZA35,H,H,Pr,H,O,S]、[ZA1623;EZA35,H,H,CH2Ph,H,O,S]、[ZA1624;EZA35,Me,H,H,H,O,S]、[ZA1625;EZA35,Me,H,Me,H,O,S]、[ZA1626;EZA35,Me,H,Et,H,O,S]、[ZA1627;EZA35,Me,H,Pr,H,O,S]、[ZA1628;EZA35,Me,H,CH2Ph,H,O,S]、[ZA1629;EZA35,H,Me,H,H,O,S]、[ZA1630;EZA35,H,Me,Me,H,O,S]、[ZA1631;EZA35,H,Me,Et,H,O,S]、[ZA1632;EZA35,H,Me,Pr,H,O,S]、[ZA1633;EZA35,H,Me,CH2Ph,H,O,S]、[ZA1634;EZA35,H,H,H,Me,O,S]、[ZA1635;EZA35,H,H,Me,Me,O,S]、[ZA1636;EZA35,H,H,Et,Me,O,S]、[ZA1637;EZA35,H,H,Pr,Me,O,S]、[ZA1638;EZA35,H,H,CH2Ph,Me,O,S]、[ZA1639;EZA36,H,H,H,H,O,S]、[ZA1640;EZA36,Me,H,H,H,O,S]、[ZA1641;EZA36,H,Me,H,H,O,S]、[ZA1642;EZA36,H,H,Me,H,O,S]、[ZA1643;EZA37,H,H,H,H,O,S]、[ZA1644;EZA37,Me,H,H,H,O,S]、[ZA1645;EZA37,H,H,Me,H,O,S]、[ZA1646;EZA37,H,H,H,Me,O,S]、[ZA1647;EZA37,Me,Me,H,H,O,S]、[ZA1648;EZA38,H,H,H,H,O,S]、[ZA1649;EZA38,Me,H,H,H,O,S]、[ZA1650;EZA38,H,H,Me,H,O,S]、[ZA1651;EZA38,H,H,H,Me,O,S]、[ZA1652;EZA38,Me,Me,H,H,O,S]、[ZA1653;EZA39,H,H,H,H,O,S]、[ZA1654;EZA39,Me,H,H,H,O,S]、[ZA1655;EZA39,H,Me,H,H,O,S]、[ZA1656;EZA39,H,H,Me,H,O,S]、[ZA1657;EZA39,H,H,H,Me,O,S]、[ZA1658;EZA40,H,H,H,H,O,S]、[ZA1659;EZA40,Me,H,H,H,O,S]、[ZA1660;EZA40,H,Me,H,H,O,S]、[ZA1661;EZA40,H,H,Me,H,O,S]、[ZA1662;EZA40,H,H,H,Me,O,S]、[ZA1663;EZA41,H,H,H,H,O,S]、[ZA1664;EZA41,Me,H,H,H,O,S]、[ZA1665;EZA41,H,Me,H,H,O,S]、[ZA1666;EZA41,H,H,H,Me,O,S]、[ZA1667;EZA42,H,H,H,H,O,S]、[ZA1668;EZA42,H,Me,H,H,O,S]、[ZA1669;EZA42,H,H,Me,H,O,S]、[ZA1670;EZA42,H,H,H,Me,O,S]、[ZA1671;EZA42,Me,H,H,H,O,S]、[ZA1672;EZA42,Me,Me,H,H,O,S]、[ZA1673;EZA42,Me,H,Me,H,O,S]、[ZA1674;EZA42,Me,H,H,Me,O,S]、[ZA1675;EZA43,H,H,H,H,O,S]、[ZA1676;EZA43,H,H,Me,H,O,S]、[ZA1677;EZA43,H,H,Et,H,O,S]、[ZA1678;EZA43,H,H,Pr,H,O,S]、[ZA1679;EZA43,H,H,CH2Ph,H,O,S]、[ZA1680;EZA44,H,H,H,H,O,S]、[ZA1681;EZA44,H,H,Me,H,O,S]、[ZA1682;EZA44,H,H,Et,H,O,S]、[ZA1683;EZA44,H,H,Pr,H,O,S]、[ZA1684;EZA44,H,H,CH2Ph,H,O,S]、[ZA1685;EZA1,H,H,H,H,S,NH]、[ZA1686;EZA1,Me,H,H,H,S,NH]、[ZA1687;EZA1,H,Me,H,H,S,NH]、[ZA1688;EZA1,H,Me,Me,H,S,NH]、[ZA1689;EZA1,H,Me,H,Me,S,NH]、[ZA1690;EZA1,H,Et,H,H,S,NH]、[ZA1691;EZA1,H,Pr,H,H,S,NH]、[ZA1692;EZA1,H,Ph,H,H,S,NH]、[ZA1693;EZA1,H,OMe,H,H,S,NH]、[ZA1694;EZA1,H,OEt,H,H,S,NH]、[ZA1695;EZA1,H,OPh,H,H,S,NH]、[ZA1696;EZA1,H,OCH2Ph,H,H,S,NH]、[ZA1697;EZA1,H,CF3,H,H,S,NH]、[ZA1698;EZA1,H,OCF3,H,H,S,NH]、[ZA1699;EZA1,H,CN,H,H,S,NH]、[ZA1700;EZA1,H,OH,H,H,S,NH]、 [ZA1501; EZA24, Me, Me, H, H, O, S], [ZA1502; EZA24, Me, H, Me, H, O, S], [ZA1503; EZA24, Me, H, H, Me, O , S], [ZA1504; EZA25, H, H, H, H, O, S], [ZA1505; EZA25, H, Me, H, H, O, S], [ZA1506; EZA25, H, H, Me , H, O, S], [ZA1507; EZA25, H, H, H, Me, O, S], [ZA1508; EZA25, Me, H, H, H, O, S], [ZA1509; EZA25, Me , Me, H, H, O, S], [ZA1510; EZA25, Me, H, Me, H, O, S], [ZA1511; EZA25, Me, H, H, Me, O, S], [ZA1512 ; EZA26, H, H, H, H, O, S], [ZA1513; EZA26, H, Me, H, H, O, S], [ZA1514; EZA26, H, H, Me, H, O, S ], [ZA1515; EZA26, Me, H, H, H, O, S], [ZA1516; EZA26, Me, Me, H, H, O, S], [ZA1517; EZA26, Me, H, Me, H , O, S], [ZA1518; EZA26, C (= O) CH3, H, H, H, O, S], [ZA1519; EZA26, C (= O) CH3, Me, H, H, O, S ], [ZA1520; EZA26, C (= O) CH3, H, Me, H, O, S], [ZA1521; EZA26, C (= O) OC (CH3) 3, H, H, H, O, S ], [ZA1522; EZA26, C (= O) OC (CH3) 3, Me, H, H, O, S], [ZA1523; EZA26, C (= O) OC (CH3) 3, H, Me, H , O, S], [ZA1524; EZA27, H, H, H, H, O, S], [ZA1525; EZA27, Me, H, H, H, O, S], [ZA1526; EZA27, H, Me , H, H, O, S], [ZA1527; EZA27, H, Et, H, H, O, S], [ZA1528; EZA27, H, Pr, H, H, O, S], [ZA1529; EZA27 , H, Ph, H, H, O, S], [ZA1530; EZA27, H, OMe, H, H, O, S], [ZA1531; EZA27, H, OEt, H, H, O, S], [ZA1532; EZA27, H, OPh, H, H, O, S], [ZA1533; EZA27, H, OCH2Ph, H, H, O, S], [ZA1534; EZA27, H, CF3, H, H, O, S] , [ZA1535; EZA27, H, OCF3, H, H, O, S], [ZA1536; EZA27, H, CN, H, H, O, S], [ZA1537; EZA27, H, OH, H, H, O, S], [ZA1538; EZA27, H, SH, H, H, O, S], [ZA1539; EZA27, H, NH2, H, H, O, S], [ZA1540; EZA27, H, NHMe, H, H, O, S], [ZA1541; EZA27, H, NHEt, H, H, O, S], [ZA1542; EZA27, H, NMe2, H, H, O, S], [ZA1543; EZA27, H, NO2, H, H, O, S], [ZA1544; EZA27, H, COOH, H, H, O, S], [ZA1545; EZA27, H, F, H, H, O, S], [ ZA1546; EZA27, H, Cl, H, H, O, S], [ZA1547; EZA27, H, 2-pyridyl, H, H, O, S], [ZA1548; EZA27, H, 3-pyridyl, H, H, O, S], [ZA1549; EZA27, H, 4-pyridyl, H, H, O, S], [ZA1550; EZA27, H, NHC (= O) CH3, H, H, O, S], [ZA1551; EZA27, H, NMeC (= O) CH3, H, H, O, S], [ZA1552; EZA27, H, NEtC (= O) CH3, H, H, O, S], [ZA1553; EZA27 , H, NHC (= O) OC (CH3) 3, H, H, O, S], [ZA1554; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, O, S], [ZA1555; EZA27, H, C (= O) OCH3, H, H, O, S], [ZA1556; EZA27, H, C (= O) OCH2CH3, H, H, O, S], [ZA1557; EZA27 , H, C (= O) NH2, H, H, O, S], [ZA1558; EZA27, H, CH2OH, H, H, O, S], [ZA1559; EZA27, H, CH2NH2, H, H, O, S], [ZA1560; EZA27, H, NHC (= O) CH3, H, H, O, S], [ZA1561; E ZA27, H, CH2Ph, H, H, O, S], [ZA1562; EZA27, H, 1-pyrrolidinyl, H, H, O, S], [ZA1563; EZA27, H, 1-piperidinyl, H, H, O, S], [ZA1564; EZA28, H, H, H, H, O, S], [ZA1565; EZA28, Me, H, H, H, O, S], [ZA1566; EZA28, H, Me, H, H, O, S], [ZA1567; EZA29, H, H, H, H, O, S], [ZA1568; EZA29, Me, H, H, H, O, S], [ZA1569; EZA29, H, Me, H, H, O, S], [ZA1570; EZA30, H, H, H, H, O, S], [ZA1571; EZA30, H, H, Me, H, O, S], [ ZA1572; EZA30, H, H, Et, H, O, S], [ZA1573; EZA30, H, H, Pr, H, O, S], [ZA1574; EZA30, H, H, CH2Ph, H, O, S], [ZA1575; EZA30, Me, H, H, H, O, S], [ZA1576; EZA30, Me, H, Me, H, O, S], [ZA1577; EZA30, Me, H, Et, H, O, S], [ZA1578; EZA30, Me, H, Pr, H, O, S], [ZA1579; EZA30, Me, H, CH2Ph, H, O, S], [ZA1580; EZA30, H, Me, H, H, O, S], [ZA1581; EZA30, H, Me, Me, H, O, S], [ZA1582; EZA30, H, Me, Et, H, O, S], [ZA1583; EZA30, H, Me, Pr, H, O, S], [ZA1584; EZA30, H, Me, CH2Ph, H, O, S], [ZA1585; EZA31, H, H, H, H, O, S] , [ZA1586; EZA31, Me, H, H, H, O, S], [ZA1587; EZA31, H, Me, H, H, O, S], [ZA1588; EZA31, H, H, Me, H, O, S], [ZA1589; EZA31, H, H, H, Me, O, S], [ZA1590; EZA32, H, H, H, H, O, S], [ZA1591; EZA32, Me, H, H, H, O, S], [ZA1592; EZA32, H, Me, H, H, O, S], [ZA1593; EZA 32, H, H, Me, H, O, S], [ZA1594; EZA32, H, H, H, Me, O, S], [ZA1595; EZA33, H, H, H, H, O, S] , [ZA1596; EZA33, H, H, Me, H, O, S], [ZA1597; EZA33, H, H, Et, H, O, S], [ZA1598; EZA33, H, H, Pr, H, O, S], [ZA1599; EZA33, H, H, CH2Ph, H, O, S], [ZA1600; EZA33, Me, H, H, H, O, S],
[ZA1601; EZA33, Me, H, Me, H, O, S], [ZA1602; EZA33, Me, H, Et, H, O, S], [ZA1603; EZA33, Me, H, Pr, H, O , S], [ZA1604; EZA33, Me, H, CH2Ph, H, O, S], [ZA1605; EZA33, H, Me, H, H, O, S], [ZA1606; EZA33, H, Me, Me , H, O, S], [ZA1607; EZA33, H, Me, Et, H, O, S], [ZA1608; EZA33, H, Me, Pr, H, O, S], [ZA1609; EZA33, H , Me, CH2Ph, H, O, S], [ZA1610; EZA33, H, H, H, Me, O, S], [ZA1611; EZA33, H, H, Me, Me, O, S], [ZA1612 ; EZA33, H, H, Et, Me, O, S], [ZA1613; EZA33, H, H, Pr, Me, O, S], [ZA1614; EZA33, H, H, CH2Ph, Me, O, S ], [ZA1615; EZA34, H, H, H, H, O, S], [ZA1616; EZA34, Me, H, H, H, O, S], [ZA1617; EZA34, H, Me, H, H , O, S], [ZA1618; EZA34, H, H, H, Me, O, S], [ZA1619; EZA35, H, H, H, H, O, S], [ZA1620; EZA35, H, H , Me, H, O, S], [ZA1621; EZA35, H, H, Et, H, O, S], [ZA1622; EZA35, H, H, Pr, H, O, S], [ZA1623; EZA35 , H, H, CH2Ph, H, O, S], [ZA1624; EZA35, Me, H, H, H, O, S], [ZA1625; EZA35, Me, H, Me, H, O, S], [ZA1626; EZA35, Me, H, Et, H, O, S], [ZA1627; EZA35, Me, H, Pr, H, O, S], [ZA1628; EZA35, Me, H, CH2Ph, H, O , S], [ZA1629; EZA35, H, Me, H, H, O, S], [ZA1630; EZA35, H, Me, Me, H, O, S], [ZA1631; EZA35, H, Me, Et , H, O, S], [ZA1632; EZA35, H, Me, Pr, H, O, S], [ZA1633; EZA35, H, Me, CH2Ph, H, O, S], [ZA1634; EZA35, H, H, H, Me, O, S], [ZA1635; EZA35, H, H, Me, Me, O, S] , [ZA1636; EZA35, H, H, Et, Me, O, S], [ZA1637; EZA35, H, H, Pr, Me, O, S], [ZA1638; EZA35, H, H, CH2Ph, Me, O, S], [ZA1639; EZA36, H, H, H, H, O, S], [ZA1640; EZA36, Me, H, H, H, O, S], [ZA1641; EZA36, H, Me, H, H, O, S], [ZA1642; EZA36, H, H, Me, H, O, S], [ZA1643; EZA37, H, H, H, H, O, S], [ZA1644; EZA37, Me, H, H, H, O, S], [ZA1645; EZA37, H, H, Me, H, O, S], [ZA1646; EZA37, H, H, H, Me, O, S], [ ZA1647; EZA37, Me, Me, H, H, O, S], [ZA1648; EZA38, H, H, H, H, O, S], [ZA1649; EZA38, Me, H, H, H, O, S], [ZA1650; EZA38, H, H, Me, H, O, S], [ZA1651; EZA38, H, H, H, Me, O, S], [ZA1652; EZA38, Me, Me, H, H, O, S], [ZA1653; EZA39, H, H, H, H, O, S], [ZA1654; EZA39, Me, H, H, H, O, S], [ZA1655; EZA39, H, Me, H, H, O, S], [ZA1656; EZA39, H, H, Me, H, O, S], [ZA1657; EZA39, H, H, H, Me, O, S], [ZA1658; EZA40, H, H, H, H, O, S], [ZA1659; EZA40, Me, H, H, H, O, S], [ZA1660; EZA40, H, Me, H, H, O, S] , [ZA1661; EZA40, H, H, Me, H, O, S], [ZA1662; EZA40, H, H, H, Me, O, S], [ZA1663; EZA41, H, H, H, H, O, S], [ZA1664; EZA41, Me, H, H, H, O, S], [ZA1665; EZA41, H, Me, H, H, O, S], [ZA1666; EZA 41, H, H, H, Me, O, S], [ZA1667; EZA42, H, H, H, H, O, S], [ZA1668; EZA42, H, Me, H, H, O, S] , [ZA1669; EZA42, H, H, Me, H, O, S], [ZA1670; EZA42, H, H, H, Me, O, S], [ZA1671; EZA42, Me, H, H, H, O, S], [ZA1672; EZA42, Me, Me, H, H, O, S], [ZA1673; EZA42, Me, H, Me, H, O, S], [ZA1674; EZA42, Me, H, H, Me, O, S], [ZA1675; EZA43, H, H, H, H, O, S], [ZA1676; EZA43, H, H, Me, H, O, S], [ZA1677; EZA43, H, H, Et, H, O, S], [ZA1678; EZA43, H, H, Pr, H, O, S], [ZA1679; EZA43, H, H, CH2Ph, H, O, S], [ ZA1680; EZA44, H, H, H, H, O, S], [ZA1681; EZA44, H, H, Me, H, O, S], [ZA1682; EZA44, H, H, Et, H, O, S], [ZA1683; EZA44, H, H, Pr, H, O, S], [ZA1684; EZA44, H, H, CH2Ph, H, O, S], [ZA1685; EZA1, H, H, H, H, S, NH], [ZA1686; EZA1, Me, H, H, H, S, NH], [ZA1687; EZA1, H, Me, H, H, S, NH], [ZA1688; EZA1, H, Me, Me, H, S, NH], [ZA1689; EZA1, H, Me, H, Me, S, NH], [ZA1690; EZA1, H, Et, H, H, S, NH], [ZA1691; EZA1, H, Pr, H, H, S, NH], [ZA1692; EZA1, H, Ph, H, H, S, NH], [ZA1693; EZA1, H, OMe, H, H, S, NH] , [ZA1694; EZA1, H, OEt, H, H, S, NH], [ZA1695; EZA1, H, OPh, H, H, S, NH], [ZA1696; EZA1, H, OCH2Ph, H, H, S, NH], [ZA1697; EZA1, H, CF3, H, H, S, NH], [ZA1698; EZA1, H, OCF3, H, H, S, NH], [ZA1 699; EZA1, H, CN, H, H, S, NH], [ZA1700; EZA1, H, OH, H, H, S, NH],
[ZA1601;EZA33,Me,H,Me,H,O,S]、[ZA1602;EZA33,Me,H,Et,H,O,S]、[ZA1603;EZA33,Me,H,Pr,H,O,S]、[ZA1604;EZA33,Me,H,CH2Ph,H,O,S]、[ZA1605;EZA33,H,Me,H,H,O,S]、[ZA1606;EZA33,H,Me,Me,H,O,S]、[ZA1607;EZA33,H,Me,Et,H,O,S]、[ZA1608;EZA33,H,Me,Pr,H,O,S]、[ZA1609;EZA33,H,Me,CH2Ph,H,O,S]、[ZA1610;EZA33,H,H,H,Me,O,S]、[ZA1611;EZA33,H,H,Me,Me,O,S]、[ZA1612;EZA33,H,H,Et,Me,O,S]、[ZA1613;EZA33,H,H,Pr,Me,O,S]、[ZA1614;EZA33,H,H,CH2Ph,Me,O,S]、[ZA1615;EZA34,H,H,H,H,O,S]、[ZA1616;EZA34,Me,H,H,H,O,S]、[ZA1617;EZA34,H,Me,H,H,O,S]、[ZA1618;EZA34,H,H,H,Me,O,S]、[ZA1619;EZA35,H,H,H,H,O,S]、[ZA1620;EZA35,H,H,Me,H,O,S]、[ZA1621;EZA35,H,H,Et,H,O,S]、[ZA1622;EZA35,H,H,Pr,H,O,S]、[ZA1623;EZA35,H,H,CH2Ph,H,O,S]、[ZA1624;EZA35,Me,H,H,H,O,S]、[ZA1625;EZA35,Me,H,Me,H,O,S]、[ZA1626;EZA35,Me,H,Et,H,O,S]、[ZA1627;EZA35,Me,H,Pr,H,O,S]、[ZA1628;EZA35,Me,H,CH2Ph,H,O,S]、[ZA1629;EZA35,H,Me,H,H,O,S]、[ZA1630;EZA35,H,Me,Me,H,O,S]、[ZA1631;EZA35,H,Me,Et,H,O,S]、[ZA1632;EZA35,H,Me,Pr,H,O,S]、[ZA1633;EZA35,H,Me,CH2Ph,H,O,S]、[ZA1634;EZA35,H,H,H,Me,O,S]、[ZA1635;EZA35,H,H,Me,Me,O,S]、[ZA1636;EZA35,H,H,Et,Me,O,S]、[ZA1637;EZA35,H,H,Pr,Me,O,S]、[ZA1638;EZA35,H,H,CH2Ph,Me,O,S]、[ZA1639;EZA36,H,H,H,H,O,S]、[ZA1640;EZA36,Me,H,H,H,O,S]、[ZA1641;EZA36,H,Me,H,H,O,S]、[ZA1642;EZA36,H,H,Me,H,O,S]、[ZA1643;EZA37,H,H,H,H,O,S]、[ZA1644;EZA37,Me,H,H,H,O,S]、[ZA1645;EZA37,H,H,Me,H,O,S]、[ZA1646;EZA37,H,H,H,Me,O,S]、[ZA1647;EZA37,Me,Me,H,H,O,S]、[ZA1648;EZA38,H,H,H,H,O,S]、[ZA1649;EZA38,Me,H,H,H,O,S]、[ZA1650;EZA38,H,H,Me,H,O,S]、[ZA1651;EZA38,H,H,H,Me,O,S]、[ZA1652;EZA38,Me,Me,H,H,O,S]、[ZA1653;EZA39,H,H,H,H,O,S]、[ZA1654;EZA39,Me,H,H,H,O,S]、[ZA1655;EZA39,H,Me,H,H,O,S]、[ZA1656;EZA39,H,H,Me,H,O,S]、[ZA1657;EZA39,H,H,H,Me,O,S]、[ZA1658;EZA40,H,H,H,H,O,S]、[ZA1659;EZA40,Me,H,H,H,O,S]、[ZA1660;EZA40,H,Me,H,H,O,S]、[ZA1661;EZA40,H,H,Me,H,O,S]、[ZA1662;EZA40,H,H,H,Me,O,S]、[ZA1663;EZA41,H,H,H,H,O,S]、[ZA1664;EZA41,Me,H,H,H,O,S]、[ZA1665;EZA41,H,Me,H,H,O,S]、[ZA1666;EZA41,H,H,H,Me,O,S]、[ZA1667;EZA42,H,H,H,H,O,S]、[ZA1668;EZA42,H,Me,H,H,O,S]、[ZA1669;EZA42,H,H,Me,H,O,S]、[ZA1670;EZA42,H,H,H,Me,O,S]、[ZA1671;EZA42,Me,H,H,H,O,S]、[ZA1672;EZA42,Me,Me,H,H,O,S]、[ZA1673;EZA42,Me,H,Me,H,O,S]、[ZA1674;EZA42,Me,H,H,Me,O,S]、[ZA1675;EZA43,H,H,H,H,O,S]、[ZA1676;EZA43,H,H,Me,H,O,S]、[ZA1677;EZA43,H,H,Et,H,O,S]、[ZA1678;EZA43,H,H,Pr,H,O,S]、[ZA1679;EZA43,H,H,CH2Ph,H,O,S]、[ZA1680;EZA44,H,H,H,H,O,S]、[ZA1681;EZA44,H,H,Me,H,O,S]、[ZA1682;EZA44,H,H,Et,H,O,S]、[ZA1683;EZA44,H,H,Pr,H,O,S]、[ZA1684;EZA44,H,H,CH2Ph,H,O,S]、[ZA1685;EZA1,H,H,H,H,S,NH]、[ZA1686;EZA1,Me,H,H,H,S,NH]、[ZA1687;EZA1,H,Me,H,H,S,NH]、[ZA1688;EZA1,H,Me,Me,H,S,NH]、[ZA1689;EZA1,H,Me,H,Me,S,NH]、[ZA1690;EZA1,H,Et,H,H,S,NH]、[ZA1691;EZA1,H,Pr,H,H,S,NH]、[ZA1692;EZA1,H,Ph,H,H,S,NH]、[ZA1693;EZA1,H,OMe,H,H,S,NH]、[ZA1694;EZA1,H,OEt,H,H,S,NH]、[ZA1695;EZA1,H,OPh,H,H,S,NH]、[ZA1696;EZA1,H,OCH2Ph,H,H,S,NH]、[ZA1697;EZA1,H,CF3,H,H,S,NH]、[ZA1698;EZA1,H,OCF3,H,H,S,NH]、[ZA1699;EZA1,H,CN,H,H,S,NH]、[ZA1700;EZA1,H,OH,H,H,S,NH]、 [ZA1501; EZA24, Me, Me, H, H, O, S], [ZA1502; EZA24, Me, H, Me, H, O, S], [ZA1503; EZA24, Me, H, H, Me, O , S], [ZA1504; EZA25, H, H, H, H, O, S], [ZA1505; EZA25, H, Me, H, H, O, S], [ZA1506; EZA25, H, H, Me , H, O, S], [ZA1507; EZA25, H, H, H, Me, O, S], [ZA1508; EZA25, Me, H, H, H, O, S], [ZA1509; EZA25, Me , Me, H, H, O, S], [ZA1510; EZA25, Me, H, Me, H, O, S], [ZA1511; EZA25, Me, H, H, Me, O, S], [ZA1512 ; EZA26, H, H, H, H, O, S], [ZA1513; EZA26, H, Me, H, H, O, S], [ZA1514; EZA26, H, H, Me, H, O, S ], [ZA1515; EZA26, Me, H, H, H, O, S], [ZA1516; EZA26, Me, Me, H, H, O, S], [ZA1517; EZA26, Me, H, Me, H , O, S], [ZA1518; EZA26, C (= O) CH3, H, H, H, O, S], [ZA1519; EZA26, C (= O) CH3, Me, H, H, O, S ], [ZA1520; EZA26, C (= O) CH3, H, Me, H, O, S], [ZA1521; EZA26, C (= O) OC (CH3) 3, H, H, H, O, S ], [ZA1522; EZA26, C (= O) OC (CH3) 3, Me, H, H, O, S], [ZA1523; EZA26, C (= O) OC (CH3) 3, H, Me, H , O, S], [ZA1524; EZA27, H, H, H, H, O, S], [ZA1525; EZA27, Me, H, H, H, O, S], [ZA1526; EZA27, H, Me , H, H, O, S], [ZA1527; EZA27, H, Et, H, H, O, S], [ZA1528; EZA27, H, Pr, H, H, O, S], [ZA1529; EZA27 , H, Ph, H, H, O, S], [ZA1530; EZA27, H, OMe, H, H, O, S], [ZA1531; EZA27, H, OEt, H, H, O, S], [ZA1532; EZA27, H, OPh, H, H, O, S], [ZA1533; EZA27, H, OCH2Ph, H, H, O, S], [ZA1534; EZA27, H, CF3, H, H, O, S] , [ZA1535; EZA27, H, OCF3, H, H, O, S], [ZA1536; EZA27, H, CN, H, H, O, S], [ZA1537; EZA27, H, OH, H, H, O, S], [ZA1538; EZA27, H, SH, H, H, O, S], [ZA1539; EZA27, H, NH2, H, H, O, S], [ZA1540; EZA27, H, NHMe, H, H, O, S], [ZA1541; EZA27, H, NHEt, H, H, O, S], [ZA1542; EZA27, H, NMe2, H, H, O, S], [ZA1543; EZA27, H, NO2, H, H, O, S], [ZA1544; EZA27, H, COOH, H, H, O, S], [ZA1545; EZA27, H, F, H, H, O, S], [ ZA1546; EZA27, H, Cl, H, H, O, S], [ZA1547; EZA27, H, 2-pyridyl, H, H, O, S], [ZA1548; EZA27, H, 3-pyridyl, H, H, O, S], [ZA1549; EZA27, H, 4-pyridyl, H, H, O, S], [ZA1550; EZA27, H, NHC (= O) CH3, H, H, O, S], [ZA1551; EZA27, H, NMeC (= O) CH3, H, H, O, S], [ZA1552; EZA27, H, NEtC (= O) CH3, H, H, O, S], [ZA1553; EZA27 , H, NHC (= O) OC (CH3) 3, H, H, O, S], [ZA1554; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, O, S], [ZA1555; EZA27, H, C (= O) OCH3, H, H, O, S], [ZA1556; EZA27, H, C (= O) OCH2CH3, H, H, O, S], [ZA1557; EZA27 , H, C (= O) NH2, H, H, O, S], [ZA1558; EZA27, H, CH2OH, H, H, O, S], [ZA1559; EZA27, H, CH2NH2, H, H, O, S], [ZA1560; EZA27, H, NHC (= O) CH3, H, H, O, S], [ZA1561; E ZA27, H, CH2Ph, H, H, O, S], [ZA1562; EZA27, H, 1-pyrrolidinyl, H, H, O, S], [ZA1563; EZA27, H, 1-piperidinyl, H, H, O, S], [ZA1564; EZA28, H, H, H, H, O, S], [ZA1565; EZA28, Me, H, H, H, O, S], [ZA1566; EZA28, H, Me, H, H, O, S], [ZA1567; EZA29, H, H, H, H, O, S], [ZA1568; EZA29, Me, H, H, H, O, S], [ZA1569; EZA29, H, Me, H, H, O, S], [ZA1570; EZA30, H, H, H, H, O, S], [ZA1571; EZA30, H, H, Me, H, O, S], [ ZA1572; EZA30, H, H, Et, H, O, S], [ZA1573; EZA30, H, H, Pr, H, O, S], [ZA1574; EZA30, H, H, CH2Ph, H, O, S], [ZA1575; EZA30, Me, H, H, H, O, S], [ZA1576; EZA30, Me, H, Me, H, O, S], [ZA1577; EZA30, Me, H, Et, H, O, S], [ZA1578; EZA30, Me, H, Pr, H, O, S], [ZA1579; EZA30, Me, H, CH2Ph, H, O, S], [ZA1580; EZA30, H, Me, H, H, O, S], [ZA1581; EZA30, H, Me, Me, H, O, S], [ZA1582; EZA30, H, Me, Et, H, O, S], [ZA1583; EZA30, H, Me, Pr, H, O, S], [ZA1584; EZA30, H, Me, CH2Ph, H, O, S], [ZA1585; EZA31, H, H, H, H, O, S] , [ZA1586; EZA31, Me, H, H, H, O, S], [ZA1587; EZA31, H, Me, H, H, O, S], [ZA1588; EZA31, H, H, Me, H, O, S], [ZA1589; EZA31, H, H, H, Me, O, S], [ZA1590; EZA32, H, H, H, H, O, S], [ZA1591; EZA32, Me, H, H, H, O, S], [ZA1592; EZA32, H, Me, H, H, O, S], [ZA1593; EZA 32, H, H, Me, H, O, S], [ZA1594; EZA32, H, H, H, Me, O, S], [ZA1595; EZA33, H, H, H, H, O, S] , [ZA1596; EZA33, H, H, Me, H, O, S], [ZA1597; EZA33, H, H, Et, H, O, S], [ZA1598; EZA33, H, H, Pr, H, O, S], [ZA1599; EZA33, H, H, CH2Ph, H, O, S], [ZA1600; EZA33, Me, H, H, H, O, S],
[ZA1601; EZA33, Me, H, Me, H, O, S], [ZA1602; EZA33, Me, H, Et, H, O, S], [ZA1603; EZA33, Me, H, Pr, H, O , S], [ZA1604; EZA33, Me, H, CH2Ph, H, O, S], [ZA1605; EZA33, H, Me, H, H, O, S], [ZA1606; EZA33, H, Me, Me , H, O, S], [ZA1607; EZA33, H, Me, Et, H, O, S], [ZA1608; EZA33, H, Me, Pr, H, O, S], [ZA1609; EZA33, H , Me, CH2Ph, H, O, S], [ZA1610; EZA33, H, H, H, Me, O, S], [ZA1611; EZA33, H, H, Me, Me, O, S], [ZA1612 ; EZA33, H, H, Et, Me, O, S], [ZA1613; EZA33, H, H, Pr, Me, O, S], [ZA1614; EZA33, H, H, CH2Ph, Me, O, S ], [ZA1615; EZA34, H, H, H, H, O, S], [ZA1616; EZA34, Me, H, H, H, O, S], [ZA1617; EZA34, H, Me, H, H , O, S], [ZA1618; EZA34, H, H, H, Me, O, S], [ZA1619; EZA35, H, H, H, H, O, S], [ZA1620; EZA35, H, H , Me, H, O, S], [ZA1621; EZA35, H, H, Et, H, O, S], [ZA1622; EZA35, H, H, Pr, H, O, S], [ZA1623; EZA35 , H, H, CH2Ph, H, O, S], [ZA1624; EZA35, Me, H, H, H, O, S], [ZA1625; EZA35, Me, H, Me, H, O, S], [ZA1626; EZA35, Me, H, Et, H, O, S], [ZA1627; EZA35, Me, H, Pr, H, O, S], [ZA1628; EZA35, Me, H, CH2Ph, H, O , S], [ZA1629; EZA35, H, Me, H, H, O, S], [ZA1630; EZA35, H, Me, Me, H, O, S], [ZA1631; EZA35, H, Me, Et , H, O, S], [ZA1632; EZA35, H, Me, Pr, H, O, S], [ZA1633; EZA35, H, Me, CH2Ph, H, O, S], [ZA1634; EZA35, H, H, H, Me, O, S], [ZA1635; EZA35, H, H, Me, Me, O, S] , [ZA1636; EZA35, H, H, Et, Me, O, S], [ZA1637; EZA35, H, H, Pr, Me, O, S], [ZA1638; EZA35, H, H, CH2Ph, Me, O, S], [ZA1639; EZA36, H, H, H, H, O, S], [ZA1640; EZA36, Me, H, H, H, O, S], [ZA1641; EZA36, H, Me, H, H, O, S], [ZA1642; EZA36, H, H, Me, H, O, S], [ZA1643; EZA37, H, H, H, H, O, S], [ZA1644; EZA37, Me, H, H, H, O, S], [ZA1645; EZA37, H, H, Me, H, O, S], [ZA1646; EZA37, H, H, H, Me, O, S], [ ZA1647; EZA37, Me, Me, H, H, O, S], [ZA1648; EZA38, H, H, H, H, O, S], [ZA1649; EZA38, Me, H, H, H, O, S], [ZA1650; EZA38, H, H, Me, H, O, S], [ZA1651; EZA38, H, H, H, Me, O, S], [ZA1652; EZA38, Me, Me, H, H, O, S], [ZA1653; EZA39, H, H, H, H, O, S], [ZA1654; EZA39, Me, H, H, H, O, S], [ZA1655; EZA39, H, Me, H, H, O, S], [ZA1656; EZA39, H, H, Me, H, O, S], [ZA1657; EZA39, H, H, H, Me, O, S], [ZA1658; EZA40, H, H, H, H, O, S], [ZA1659; EZA40, Me, H, H, H, O, S], [ZA1660; EZA40, H, Me, H, H, O, S] , [ZA1661; EZA40, H, H, Me, H, O, S], [ZA1662; EZA40, H, H, H, Me, O, S], [ZA1663; EZA41, H, H, H, H, O, S], [ZA1664; EZA41, Me, H, H, H, O, S], [ZA1665; EZA41, H, Me, H, H, O, S], [ZA1666; EZA 41, H, H, H, Me, O, S], [ZA1667; EZA42, H, H, H, H, O, S], [ZA1668; EZA42, H, Me, H, H, O, S] , [ZA1669; EZA42, H, H, Me, H, O, S], [ZA1670; EZA42, H, H, H, Me, O, S], [ZA1671; EZA42, Me, H, H, H, O, S], [ZA1672; EZA42, Me, Me, H, H, O, S], [ZA1673; EZA42, Me, H, Me, H, O, S], [ZA1674; EZA42, Me, H, H, Me, O, S], [ZA1675; EZA43, H, H, H, H, O, S], [ZA1676; EZA43, H, H, Me, H, O, S], [ZA1677; EZA43, H, H, Et, H, O, S], [ZA1678; EZA43, H, H, Pr, H, O, S], [ZA1679; EZA43, H, H, CH2Ph, H, O, S], [ ZA1680; EZA44, H, H, H, H, O, S], [ZA1681; EZA44, H, H, Me, H, O, S], [ZA1682; EZA44, H, H, Et, H, O, S], [ZA1683; EZA44, H, H, Pr, H, O, S], [ZA1684; EZA44, H, H, CH2Ph, H, O, S], [ZA1685; EZA1, H, H, H, H, S, NH], [ZA1686; EZA1, Me, H, H, H, S, NH], [ZA1687; EZA1, H, Me, H, H, S, NH], [ZA1688; EZA1, H, Me, Me, H, S, NH], [ZA1689; EZA1, H, Me, H, Me, S, NH], [ZA1690; EZA1, H, Et, H, H, S, NH], [ZA1691; EZA1, H, Pr, H, H, S, NH], [ZA1692; EZA1, H, Ph, H, H, S, NH], [ZA1693; EZA1, H, OMe, H, H, S, NH] , [ZA1694; EZA1, H, OEt, H, H, S, NH], [ZA1695; EZA1, H, OPh, H, H, S, NH], [ZA1696; EZA1, H, OCH2Ph, H, H, S, NH], [ZA1697; EZA1, H, CF3, H, H, S, NH], [ZA1698; EZA1, H, OCF3, H, H, S, NH], [ZA1 699; EZA1, H, CN, H, H, S, NH], [ZA1700; EZA1, H, OH, H, H, S, NH],
[ZA1701;EZA1,H,SH,H,H,S,NH]、[ZA1702;EZA1,H,NH2,H,H,S,NH]、[ZA1703;EZA1,H,NHMe,H,H,S,NH]、[ZA1704;EZA1,H,NHEt,H,H,S,NH]、[ZA1705;EZA1,H,NMe2,H,H,S,NH]、[ZA1706;EZA1,H,NO2,H,H,S,NH]、[ZA1707;EZA1,H,COOH,H,H,S,NH]、[ZA1708;EZA1,H,F,H,H,S,NH]、[ZA1709;EZA1,H,Cl,H,H,S,NH]、[ZA1710;EZA1,H,2-pyridyl,H,H,S,NH]、[ZA1711;EZA1,H,3-pyridyl,H,H,S,NH]、[ZA1712;EZA1,H,4-pyridyl,H,H,S,NH]、[ZA1713;EZA1,H,NHC(=O)CH3,H,H,S,NH]、[ZA1714;EZA1,H,NMeC(=O)CH3,H,H,S,NH]、[ZA1715;EZA1,H,NEtC(=O)CH3,H,H,S,NH]、[ZA1716;EZA1,H,NHC(=O)OC(CH3)3,H,H,S,NH]、[ZA1717;EZA1,H,NMeC(=O)OC(CH3)3,H,H,S,NH]、[ZA1718;EZA1,H,C(=O)OCH3,H,H,S,NH]、[ZA1719;EZA1,H,C(=O)OCH2CH3,H,H,S,NH]、[ZA1720;EZA1,H,C(=O)NH2,H,H,S,NH]、[ZA1721;EZA1,H,CH2OH,H,H,S,NH]、[ZA1722;EZA1,H,CH2NH2,H,H,S,NH]、[ZA1723;EZA1,H,NHC(=O)CH3,H,H,S,NH]、[ZA1724;EZA1,H,CH2Ph,H,H,S,NH]、[ZA1725;EZA1,H,1-pyrrolidinyl,H,H,S,NH]、[ZA1726;EZA1,H,1-piperidinyl,H,H,S,NH]、[ZA1727;EZA1,H,Me,Me,H,S,NH]、[ZA1728;EZA1,H,Et,Et,H,S,NH]、[ZA1729;EZA1,H,OMe,OMe,H,S,NH]、[ZA1730;EZA1,H,OEt,OEt,H,S,NH]、[ZA1731;EZA1,H,OPr,OPr,H,S,NH]、[ZA1732;EZA2,H,H,H,H,S,NH]、[ZA1733;EZA2,Me,H,H,H,S,NH]、[ZA1734;EZA2,H,Me,H,H,S,NH]、[ZA1735;EZA2,H,H,H,Me,S,NH]、[ZA1736;EZA2,H,Me,Me,H,S,NH]、[ZA1737;EZA3,H,H,H,H,S,NH]、[ZA1738;EZA3,Me,H,H,H,S,NH]、[ZA1739;EZA3,H,Me,H,H,S,NH]、[ZA1740;EZA3,H,H,Me,H,S,NH]、[ZA1741;EZA4,H,H,H,H,S,NH]、[ZA1742;EZA4,Me,H,H,H,S,NH]、[ZA1743;EZA4,H,H,Me,H,S,NH]、[ZA1744;EZA4,Me,Me,H,H,S,NH]、[ZA1745;EZA5,H,H,H,H,S,NH]、[ZA1746;EZA5,Me,H,H,H,S,NH]、[ZA1747;EZA5,H,Me,H,H,S,NH]、[ZA1748;EZA5,H,H,H,Me,S,NH]、[ZA1749;EZA5,H,Me,Me,H,S,NH]、[ZA1750;EZA6,H,H,H,H,S,NH]、[ZA1751;EZA6,H,Me,H,H,S,NH]、[ZA1752;EZA6,H,H,Me,H,S,NH]、[ZA1753;EZA6,H,H,H,Me,S,NH]、[ZA1754;EZA6,Me,H,H,H,S,NH]、[ZA1755;EZA6,Me,Me,H,H,S,NH]、[ZA1756;EZA6,Me,H,Me,H,S,NH]、[ZA1757;EZA6,Me,H,H,Me,S,NH]、[ZA1758;EZA7,H,H,H,H,S,NH]、[ZA1759;EZA7,Me,H,H,H,S,NH]、[ZA1760;EZA7,H,Me,H,H,S,NH]、[ZA1761;EZA7,H,H,H,Me,S,NH]、[ZA1762;EZA8,H,H,H,H,S,NH]、[ZA1763;EZA8,H,Me,H,H,S,NH]、[ZA1764;EZA8,H,H,H,Me,S,NH]、[ZA1765;EZA8,H,Me,Me,H,S,NH]、[ZA1766;EZA8,Me,H,H,H,S,NH]、[ZA1767;EZA8,Me,Me,H,H,S,NH]、[ZA1768;EZA8,Me,H,H,Me,S,NH]、[ZA1769;EZA8,Me,Me,Me,H,S,NH]、[ZA1770;EZA9,H,H,H,H,S,NH]、[ZA1771;EZA9,Me,H,H,H,S,NH]、[ZA1772;EZA9,H,Me,H,H,S,NH]、[ZA1773;EZA9,H,H,H,Me,S,NH]、[ZA1774;EZA9,Me,H,Me,H,S,NH]、[ZA1775;EZA10,H,H,H,H,S,NH]、[ZA1776;EZA10,Me,H,H,H,S,NH]、[ZA1777;EZA10,H,Me,H,H,S,NH]、[ZA1778;EZA10,H,H,H,Me,S,NH]、[ZA1779;EZA10,Me,H,Me,H,S,NH]、[ZA1780;EZA11,H,H,H,H,S,NH]、[ZA1781;EZA11,H,Me,H,H,S,NH]、[ZA1782;EZA11,H,H,Me,H,S,NH]、[ZA1783;EZA11,H,H,H,Me,S,NH]、[ZA1784;EZA11,Me,H,H,H,S,NH]、[ZA1785;EZA11,Me,Me,H,H,S,NH]、[ZA1786;EZA11,Me,H,Me,H,S,NH]、[ZA1787;EZA11,Me,H,H,Me,S,NH]、[ZA1788;EZA12,H,H,H,H,S,NH]、[ZA1789;EZA12,H,Me,H,H,S,NH]、[ZA1790;EZA12,H,H,H,Me,S,NH]、[ZA1791;EZA12,Me,H,H,H,S,NH]、[ZA1792;EZA12,Me,Me,H,H,S,NH]、[ZA1793;EZA12,Me,H,H,Me,S,NH]、[ZA1794;EZA13,H,H,H,H,S,NH]、[ZA1795;EZA13,Me,H,H,H,S,NH]、[ZA1796;EZA13,H,H,Me,H,S,NH]、[ZA1797;EZA14,H,H,H,H,S,NH]、[ZA1798;EZA14,Me,H,H,H,S,NH]、[ZA1799;EZA14,H,Me,H,H,S,NH]、[ZA1800;EZA14,H,Et,H,H,S,NH]、
[ZA1701; EZA1, H, SH, H, H, S, NH], [ZA1702; EZA1, H, NH2, H, H, S, NH], [ZA1703; EZA1, H, NHMe, H, H, S , NH], [ZA1704; EZA1, H, NHEt, H, H, S, NH], [ZA1705; EZA1, H, NMe2, H, H, S, NH], [ZA1706; EZA1, H, NO2, H , H, S, NH], [ZA1707; EZA1, H, COOH, H, H, S, NH], [ZA1708; EZA1, H, F, H, H, S, NH], [ZA1709; EZA1, H , Cl, H, H, S, NH], [ZA1710; EZA1, H, 2-pyridyl, H, H, S, NH], [ZA1711; EZA1, H, 3-pyridyl, H, H, S, NH ], [ZA1712; EZA1, H, 4-pyridyl, H, H, S, NH], [ZA1713; EZA1, H, NHC (= O) CH3, H, H, S, NH], [ZA1714; EZA1, H, NMeC (= O) CH3, H, H, S, NH], [ZA1715; EZA1, H, NEtC (= O) CH3, H, H, S, NH], [ZA1716; EZA1, H, NHC ( = O) OC (CH3) 3, H, H, S, NH], [ZA1717; EZA1, H, NMeC (= O) OC (CH3) 3, H, H, S, NH], [ZA1718; EZA1, H, C (= O) OCH3, H, H, S, NH], [ZA1719; EZA1, H, C (= O) OCH2CH3, H, H, S, NH], [ZA1720; EZA1, H, C ( = O) NH2, H, H, S, NH], [ZA1721; EZA1, H, CH2OH, H, H, S, NH], [ZA1722; EZA1, H, CH2NH2, H, H, S, NH], [ZA1723; EZA1, H, NHC (= O) CH3, H, H, S, NH], [ZA1724; EZA1, H, CH2Ph, H, H, S, NH], [ZA1725; EZA1, H, 1- pyrrolidinyl, H, H, S, NH], [ZA1726; EZA1, H, 1-piperidinyl, H, H, S, NH], [ZA1727; EZA1, H, Me, Me, H, S, NH], [ ZA1728; EZA1, H, Et, Et, H, S, NH], [ZA1729; EZA 1, H, OMe, OMe, H, S, NH], [ZA1730; EZA1, H, OEt, OEt, H, S, NH], [ZA1731; EZA1, H, OPr, OPr, H, S, NH] , [ZA1732; EZA2, H, H, H, H, S, NH], [ZA1733; EZA2, Me, H, H, H, S, NH], [ZA1734; EZA2, H, Me, H, H, S, NH], [ZA1735; EZA2, H, H, H, Me, S, NH], [ZA1736; EZA2, H, Me, Me, H, S, NH], [ZA1737; EZA3, H, H, H, H, S, NH], [ZA1738; EZA3, Me, H, H, H, S, NH], [ZA1739; EZA3, H, Me, H, H, S, NH], [ZA1740; EZA3, H, H, Me, H, S, NH], [ZA1741; EZA4, H, H, H, H, S, NH], [ZA1742; EZA4, Me, H, H, H, S, NH], [ ZA1743; EZA4, H, H, Me, H, S, NH], [ZA1744; EZA4, Me, Me, H, H, S, NH], [ZA1745; EZA5, H, H, H, H, S, NH], [ZA1746; EZA5, Me, H, H, H, S, NH], [ZA1747; EZA5, H, Me, H, H, S, NH], [ZA1748; EZA5, H, H, H, Me, S, NH], [ZA1749; EZA5, H, Me, Me, H, S, NH], [ZA1750; EZA6, H, H, H, H, S, NH], [ZA1751; EZA6, H, Me, H, H, S, NH], [ZA1752; EZA6, H, H, Me, H, S, NH], [ZA1753; EZA6, H, H, H, Me, S, NH], [ZA1754; EZA6, Me, H, H, H, S, NH], [ZA1755; EZA6, Me, Me, H, H, S, NH], [ZA1756; EZA6, Me, H, Me, H, S, NH] , [ZA1757; EZA6, Me, H, H, Me, S, NH], [ZA1758; EZA7, H, H, H, H, S, NH], [ZA1759; EZA7, Me, H, H, H, S, NH], [ZA1760; EZA7, H, Me, H, H, S, NH], [ZA1761; EZA7, H, H, H, Me, S, NH], [ZA1762; EZA8 , H, H, H, H, S, NH], [ZA1763; EZA8, H, Me, H, H, S, NH], [ZA1764; EZA8, H, H, H, Me, S, NH], [ZA1765; EZA8, H, Me, Me, H, S, NH], [ZA1766; EZA8, Me, H, H, H, S, NH], [ZA1767; EZA8, Me, Me, H, H, S , NH], [ZA1768; EZA8, Me, H, H, Me, S, NH], [ZA1769; EZA8, Me, Me, Me, H, S, NH], [ZA1770; EZA9, H, H, H , H, S, NH], [ZA1771; EZA9, Me, H, H, H, S, NH], [ZA1772; EZA9, H, Me, H, H, S, NH], [ZA1773; EZA9, H , H, H, Me, S, NH], [ZA1774; EZA9, Me, H, Me, H, S, NH], [ZA1775; EZA10, H, H, H, H, S, NH], [ZA1776 ; EZA10, Me, H, H, H, S, NH], [ZA1777; EZA10, H, Me, H, H, S, NH], [ZA1778; EZA10, H, H, H, Me, S, NH ], [ZA1779; EZA10, Me, H, Me, H, S, NH], [ZA1780; EZA11, H, H, H, H, S, NH], [ZA1781; EZA11, H, Me, H, H , S, NH], [ZA1782; EZA11, H, H, Me, H, S, NH], [ZA1783; EZA11, H, H, H, Me, S, NH], [ZA1784; EZA11, Me, H , H, H, S, NH], [ZA1785; EZA11, Me, Me, H, H, S, NH], [ZA1786; EZA11, Me, H, Me, H, S, NH], [ZA1787; EZA11 , Me, H, H, Me, S, NH], [ZA1788; EZA12, H, H, H, H, S, NH], [ZA1789; EZA12, H, Me, H, H, S, NH], [ZA1790; EZA12, H, H, H, Me, S, NH], [ZA1791; EZA12, Me, H, H, H, S, NH], [ZA1792; EZA12, Me, Me, H, H, S , NH], [ZA1793; EZA12, Me, H, H, Me, S, NH], [ZA1794; EZA13, H, H, H, H, S, NH ], [ZA1795; EZA13, Me, H, H, H, S, NH], [ZA1796; EZA13, H, H, Me, H, S, NH], [ZA1797; EZA14, H, H, H, H , S, NH], [ZA1798; EZA14, Me, H, H, H, S, NH], [ZA1799; EZA14, H, Me, H, H, S, NH], [ZA1800; EZA14, H, Et , H, H, S, NH],
[ZA1801;EZA14,H,Pr,H,H,S,NH]、[ZA1802;EZA14,H,Ph,H,H,S,NH]、[ZA1803;EZA14,H,OMe,H,H,S,NH]、[ZA1804;EZA14,H,OEt,H,H,S,NH]、[ZA1805;EZA14,H,OPh,H,H,S,NH]、[ZA1806;EZA14,H,OCH2Ph,H,H,S,NH]、[ZA1807;EZA14,H,CF3,H,H,S,NH]、[ZA1808;EZA14,H,OCF3,H,H,S,NH]、[ZA1809;EZA14,H,CN,H,H,S,NH]、[ZA1810;EZA14,H,OH,H,H,S,NH]、[ZA1811;EZA14,H,SH,H,H,S,NH]、[ZA1812;EZA14,H,NH2,H,H,S,NH]、[ZA1813;EZA14,H,NHMe,H,H,S,NH]、[ZA1814;EZA14,H,NHEt,H,H,S,NH]、[ZA1815;EZA14,H,NMe2,H,H,S,NH]、[ZA1816;EZA14,H,NO2,H,H,S,NH]、[ZA1817;EZA14,H,COOH,H,H,S,NH]、[ZA1818;EZA14,H,F,H,H,S,NH]、[ZA1819;EZA14,H,Cl,H,H,S,NH]、[ZA1820;EZA14,H,2-pyridyl,H,H,S,NH]、[ZA1821;EZA14,H,3-pyridyl,H,H,S,NH]、[ZA1822;EZA14,H,4-pyridyl,H,H,S,NH]、[ZA1823;EZA14,H,NHC(=O)CH3,H,H,S,NH]、[ZA1824;EZA14,H,NMeC(=O)CH3,H,H,S,NH]、[ZA1825;EZA14,H,NEtC(=O)CH3,H,H,S,NH]、[ZA1826;EZA14,H,NHC(=O)OC(CH3)3,H,H,S,NH]、[ZA1827;EZA14,H,NMeC(=O)OC(CH3)3,H,H,S,NH]、[ZA1828;EZA14,H,C(=O)OCH3,H,H,S,NH]、[ZA1829;EZA14,H,C(=O)OCH2CH3,H,H,S,NH]、[ZA1830;EZA14,H,C(=O)NH2,H,H,S,NH]、[ZA1831;EZA14,H,CH2OH,H,H,S,NH]、[ZA1832;EZA14,H,CH2NH2,H,H,S,NH]、[ZA1833;EZA14,H,NHC(=O)CH3,H,H,S,NH]、[ZA1834;EZA14,H,CH2Ph,H,H,S,NH]、[ZA1835;EZA14,H,1-pyrrolidinyl,H,H,S,NH]、[ZA1836;EZA14,H,1-piperidinyl,H,H,S,NH]、[ZA1837;EZA14,H,H,Me,H,S,NH]、[ZA1838;EZA14,H,H,Et,H,S,NH]、[ZA1839;EZA14,H,H,Pr,H,S,NH]、[ZA1840;EZA14,H,H,Ph,H,S,NH]、[ZA1841;EZA14,H,H,OMe,H,S,NH]、[ZA1842;EZA14,H,H,OEt,H,S,NH]、[ZA1843;EZA14,H,H,OPh,H,S,NH]、[ZA1844;EZA14,H,H,OCH2Ph,H,S,NH]、[ZA1845;EZA14,H,H,CF3,H,S,NH]、[ZA1846;EZA14,H,H,OCF3,H,S,NH]、[ZA1847;EZA14,H,H,CN,H,S,NH]、[ZA1848;EZA14,H,H,OH,H,S,NH]、[ZA1849;EZA14,H,H,SH,H,S,NH]、[ZA1850;EZA14,H,H,NH2,H,S,NH]、[ZA1851;EZA14,H,H,NHMe,H,S,NH]、[ZA1852;EZA14,H,H,NHEt,H,S,NH]、[ZA1853;EZA14,H,H,NMe2,H,S,NH]、[ZA1854;EZA14,H,H,NO2,H,S,NH]、[ZA1855;EZA14,H,H,COOH,H,S,NH]、[ZA1856;EZA14,H,H,F,H,S,NH]、[ZA1857;EZA14,H,H,Cl,H,S,NH]、[ZA1858;EZA14,H,H,2-pyridyl,H,S,NH]、[ZA1859;EZA14,H,H,3-pyridyl,H,S,NH]、[ZA1860;EZA14,H,H,4-pyridyl,H,S,NH]、[ZA1861;EZA14,H,H,NHC(=O)CH3,H,S,NH]、[ZA1862;EZA14,H,H,NMeC(=O)CH3,H,S,NH]、[ZA1863;EZA14,H,H,NEtC(=O)CH3,H,S,NH]、[ZA1864;EZA14,H,H,NHC(=O)OC(CH3)3,H,S,NH]、[ZA1865;EZA14,H,H,NMeC(=O)OC(CH3)3,H,S,NH]、[ZA1866;EZA14,H,H,C(=O)OCH3,H,S,NH]、[ZA1867;EZA14,H,H,C(=O)OCH2CH3,H,S,NH]、[ZA1868;EZA14,H,H,C(=O)NH2,H,S,NH]、[ZA1869;EZA14,H,H,CH2OH,H,S,NH]、[ZA1870;EZA14,H,H,CH2NH2,H,S,NH]、[ZA1871;EZA14,H,H,NHC(=O)CH3,H,S,NH]、[ZA1872;EZA14,H,H,CH2Ph,H,S,NH]、[ZA1873;EZA14,H,H,1-pyrrolidinyl,H,S,NH]、[ZA1874;EZA14,H,H,1-piperidinyl,H,S,NH]、[ZA1875;EZA14,H,H,Me,Me,S,NH]、[ZA1876;EZA14,H,H,Et,Et,S,NH]、[ZA1877;EZA14,H,H,OMe,OMe,S,NH]、[ZA1878;EZA14,H,H,OEt,OEt,S,NH]、[ZA1879;EZA14,H,H,OPr,OPr,S,NH]、[ZA1880;EZA15,H,H,H,H,S,NH]、[ZA1881;EZA15,Me,H,H,H,S,NH]、[ZA1882;EZA15,H,Me,H,H,S,NH]、[ZA1883;EZA15,H,H,Me,H,S,NH]、[ZA1884;EZA15,H,H,H,Me,S,NH]、[ZA1885;EZA16,H,H,H,H,S,NH]、[ZA1886;EZA16,Me,H,H,H,S,NH]、[ZA1887;EZA16,H,Me,H,H,S,NH]、[ZA1888;EZA16,H,H,Me,H,S,NH]、[ZA1889;EZA16,H,H,H,Me,S,NH]、[ZA1890;EZA17,H,H,H,H,S,NH]、[ZA1891;EZA17,Me,H,H,H,S,NH]、[ZA1892;EZA17,H,Me,H,H,S,NH]、[ZA1893;EZA17,H,H,Me,H,S,NH]、[ZA1894;EZA17,H,H,H,Me,S,NH]、[ZA1895;EZA18,H,H,H,H,S,NH]、[ZA1896;EZA18,Me,H,H,H,S,NH]、[ZA1897;EZA18,H,Me,H,H,S,NH]、[ZA1898;EZA19,H,H,H,H,S,NH]、[ZA1899;EZA19,Me,H,H,H,S,NH]、[ZA1900;EZA19,H,Me,H,H,S,NH]、
[ZA1801; EZA14, H, Pr, H, H, S, NH], [ZA1802; EZA14, H, Ph, H, H, S, NH], [ZA1803; EZA14, H, OMe, H, H, S , NH], [ZA1804; EZA14, H, OEt, H, H, S, NH], [ZA1805; EZA14, H, OPh, H, H, S, NH], [ZA1806; EZA14, H, OCH2Ph, H , H, S, NH], [ZA1807; EZA14, H, CF3, H, H, S, NH], [ZA1808; EZA14, H, OCF3, H, H, S, NH], [ZA1809; EZA14, H , CN, H, H, S, NH], [ZA1810; EZA14, H, OH, H, H, S, NH], [ZA1811; EZA14, H, SH, H, H, S, NH], [ZA1812 ; EZA14, H, NH2, H, H, S, NH], [ZA1813; EZA14, H, NHMe, H, H, S, NH], [ZA1814; EZA14, H, NHEt, H, H, S, NH ], [ZA1815; EZA14, H, NMe2, H, H, S, NH], [ZA1816; EZA14, H, NO2, H, H, S, NH], [ZA1817; EZA14, H, COOH, H, H , S, NH], [ZA1818; EZA14, H, F, H, H, S, NH], [ZA1819; EZA14, H, Cl, H, H, S, NH], [ZA1820; EZA14, H, 2 -pyridyl, H, H, S, NH], [ZA1821; EZA14, H, 3-pyridyl, H, H, S, NH], [ZA1822; EZA14, H, 4-pyridyl, H, H, S, NH ], [ZA1823; EZA14, H, NHC (= O) CH3, H, H, S, NH], [ZA1824; EZA14, H, NMeC (= O) CH3, H, H, S, NH], [ZA1825 ; EZA14, H, NEtC (= O) CH3, H, H, S, NH], [ZA1826; EZA14, H, NHC (= O) OC (CH3) 3, H, H, S, NH], [ZA1827 ; EZA14, H, NMeC (= O) OC (CH3) 3, H, H, S, NH], [ZA1828; EZA14, H, C (= O) OCH3, H, H, S, NH], [ZA1829 ; EZA14, H, C (= O) OCH2CH3, H, H , S, NH], [ZA1830; EZA14, H, C (= O) NH2, H, H, S, NH], [ZA1831; EZA14, H, CH2OH, H, H, S, NH], [ZA1832; EZA14, H, CH2NH2, H, H, S, NH], [ZA1833; EZA14, H, NHC (= O) CH3, H, H, S, NH], [ZA1834; EZA14, H, CH2Ph, H, H , S, NH], [ZA1835; EZA14, H, 1-pyrrolidinyl, H, H, S, NH], [ZA1836; EZA14, H, 1-piperidinyl, H, H, S, NH], [ZA1837; EZA14 , H, H, Me, H, S, NH], [ZA1838; EZA14, H, H, Et, H, S, NH], [ZA1839; EZA14, H, H, Pr, H, S, NH], [ZA1840; EZA14, H, H, Ph, H, S, NH], [ZA1841; EZA14, H, H, OMe, H, S, NH], [ZA1842; EZA14, H, H, OEt, H, S , NH], [ZA1843; EZA14, H, H, OPh, H, S, NH], [ZA1844; EZA14, H, H, OCH2Ph, H, S, NH], [ZA1845; EZA14, H, H, CF3 , H, S, NH], [ZA1846; EZA14, H, H, OCF3, H, S, NH], [ZA1847; EZA14, H, H, CN, H, S, NH], [ZA1848; EZA14, H , H, OH, H, S, NH], [ZA1849; EZA14, H, H, SH, H, S, NH], [ZA1850; EZA14, H, H, NH2, H, S, NH], [ZA1851 ; EZA14, H, H, NHMe, H, S, NH], [ZA1852; EZA14, H, H, NHEt, H, S, NH], [ZA1853; EZA14, H, H, NMe2, H, S, NH ], [ZA1854; EZA14, H, H, NO2, H, S, NH], [ZA1855; EZA14, H, H, COOH, H, S, NH], [ZA1856; EZA14, H, H, F, H , S, NH], [ZA1857; EZA14, H, H, Cl, H, S, NH], [ZA1858; EZA14, H, H, 2-pyridyl, H, S, NH], [ZA1859; EZA14, H , H, 3 -pyridyl, H, S, NH], [ZA1860; EZA14, H, H, 4-pyridyl, H, S, NH], [ZA1861; EZA14, H, H, NHC (= O) CH3, H, S, NH], [ZA1862; EZA14, H, H, NMeC (= O) CH3, H, S, NH], [ZA1863; EZA14, H, H, NEtC (= O) CH3, H, S, NH], [ ZA1864; EZA14, H, H, NHC (= O) OC (CH3) 3, H, S, NH], [ZA1865; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, S, NH], [ZA1866; EZA14, H, H, C (= O) OCH3, H, S, NH], [ZA1867; EZA14, H, H, C (= O) OCH2CH3, H, S, NH], [ ZA1868; EZA14, H, H, C (= O) NH2, H, S, NH], [ZA1869; EZA14, H, H, CH2OH, H, S, NH], [ZA1870; EZA14, H, H, CH2NH2 , H, S, NH], [ZA1871; EZA14, H, H, NHC (= O) CH3, H, S, NH], [ZA1872; EZA14, H, H, CH2Ph, H, S, NH], [ ZA1873; EZA14, H, H, 1-pyrrolidinyl, H, S, NH], [ZA1874; EZA14, H, H, 1-piperidinyl, H, S, NH], [ZA1875; EZA14, H, H, Me, Me, S, NH], [ZA1876; EZA14, H, H, Et, Et, S, NH], [ZA1877; EZA14, H, H, OMe, OMe, S, NH], [ZA1878; EZA14, H, H, OEt, OEt, S, NH], [ZA1879; EZA14, H, H, OPr, OPr, S, NH], [ZA1880; EZA15, H, H, H, H, S, NH], [ZA1881; EZA15, Me, H, H, H, S, NH], [ZA1882; EZA15, H, Me, H, H, S, NH], [ZA1883; EZA15, H, H, Me, H, S, NH] , [ZA1884; EZA15, H, H, H, Me, S, NH], [ZA1885; EZA16, H, H, H, H, S, NH], [ZA1886; EZA16, Me, H, H, H, S, NH], [ZA1887; EZA 16, H, Me, H, H, S, NH], [ZA1888; EZA16, H, H, Me, H, S, NH], [ZA1889; EZA16, H, H, H, Me, S, NH] , [ZA1890; EZA17, H, H, H, H, S, NH], [ZA1891; EZA17, Me, H, H, H, S, NH], [ZA1892; EZA17, H, Me, H, H, S, NH], [ZA1893; EZA17, H, H, Me, H, S, NH], [ZA1894; EZA17, H, H, H, Me, S, NH], [ZA1895; EZA18, H, H, H, H, S, NH], [ZA1896; EZA18, Me, H, H, H, S, NH], [ZA1897; EZA18, H, Me, H, H, S, NH], [ZA1898; EZA19, H, H, H, H, S, NH], [ZA1899; EZA19, Me, H, H, H, S, NH], [ZA1900; EZA19, H, Me, H, H, S, NH],
[ZA1901;EZA20,H,H,H,H,S,NH]、[ZA1902;EZA20,Me,H,H,H,S,NH]、[ZA1903;EZA20,H,Me,H,H,S,NH]、[ZA1904;EZA21,H,H,H,H,S,NH]、[ZA1905;EZA21,Me,H,H,H,S,NH]、[ZA1906;EZA21,H,Me,H,H,S,NH]、[ZA1907;EZA22,H,H,H,H,S,NH]、[ZA1908;EZA22,Me,H,H,H,S,NH]、[ZA1909;EZA22,H,Me,H,H,S,NH]、[ZA1910;EZA22,H,H,Me,H,S,NH]、[ZA1911;EZA22,H,H,H,Me,S,NH]、[ZA1912;EZA23,H,H,H,H,S,NH]、[ZA1913;EZA23,Me,H,H,H,S,NH]、[ZA1914;EZA23,H,Me,H,H,S,NH]、[ZA1915;EZA23,H,H,Me,H,S,NH]、[ZA1916;EZA23,H,H,H,Me,S,NH]、[ZA1917;EZA24,H,H,H,H,S,NH]、[ZA1918;EZA24,H,Me,H,H,S,NH]、[ZA1919;EZA24,H,H,Me,H,S,NH]、[ZA1920;EZA24,H,H,H,Me,S,NH]、[ZA1921;EZA24,Me,H,H,H,S,NH]、[ZA1922;EZA24,Me,Me,H,H,S,NH]、[ZA1923;EZA24,Me,H,Me,H,S,NH]、[ZA1924;EZA24,Me,H,H,Me,S,NH]、[ZA1925;EZA25,H,H,H,H,S,NH]、[ZA1926;EZA25,H,Me,H,H,S,NH]、[ZA1927;EZA25,H,H,Me,H,S,NH]、[ZA1928;EZA25,H,H,H,Me,S,NH]、[ZA1929;EZA25,Me,H,H,H,S,NH]、[ZA1930;EZA25,Me,Me,H,H,S,NH]、[ZA1931;EZA25,Me,H,Me,H,S,NH]、[ZA1932;EZA25,Me,H,H,Me,S,NH]、[ZA1933;EZA26,H,H,H,H,S,NH]、[ZA1934;EZA26,H,Me,H,H,S,NH]、[ZA1935;EZA26,H,H,Me,H,S,NH]、[ZA1936;EZA26,Me,H,H,H,S,NH]、[ZA1937;EZA26,Me,Me,H,H,S,NH]、[ZA1938;EZA26,Me,H,Me,H,S,NH]、[ZA1939;EZA26,C(=O)CH3,H,H,H,S,NH]、[ZA1940;EZA26,C(=O)CH3,Me,H,H,S,NH]、[ZA1941;EZA26,C(=O)CH3,H,Me,H,S,NH]、[ZA1942;EZA26,C(=O)OC(CH3)3,H,H,H,S,NH]、[ZA1943;EZA26,C(=O)OC(CH3)3,Me,H,H,S,NH]、[ZA1944;EZA26,C(=O)OC(CH3)3,H,Me,H,S,NH]、[ZA1945;EZA27,H,H,H,H,S,NH]、[ZA1946;EZA27,Me,H,H,H,S,NH]、[ZA1947;EZA27,H,Me,H,H,S,NH]、[ZA1948;EZA27,H,Et,H,H,S,NH]、[ZA1949;EZA27,H,Pr,H,H,S,NH]、[ZA1950;EZA27,H,Ph,H,H,S,NH]、[ZA1951;EZA27,H,OMe,H,H,S,NH]、[ZA1952;EZA27,H,OEt,H,H,S,NH]、[ZA1953;EZA27,H,OPh,H,H,S,NH]、[ZA1954;EZA27,H,OCH2Ph,H,H,S,NH]、[ZA1955;EZA27,H,CF3,H,H,S,NH]、[ZA1956;EZA27,H,OCF3,H,H,S,NH]、[ZA1957;EZA27,H,CN,H,H,S,NH]、[ZA1958;EZA27,H,OH,H,H,S,NH]、[ZA1959;EZA27,H,SH,H,H,S,NH]、[ZA1960;EZA27,H,NH2,H,H,S,NH]、[ZA1961;EZA27,H,NHMe,H,H,S,NH]、[ZA1962;EZA27,H,NHEt,H,H,S,NH]、[ZA1963;EZA27,H,NMe2,H,H,S,NH]、[ZA1964;EZA27,H,NO2,H,H,S,NH]、[ZA1965;EZA27,H,COOH,H,H,S,NH]、[ZA1966;EZA27,H,F,H,H,S,NH]、[ZA1967;EZA27,H,Cl,H,H,S,NH]、[ZA1968;EZA27,H,2-pyridyl,H,H,S,NH]、[ZA1969;EZA27,H,3-pyridyl,H,H,S,NH]、[ZA1970;EZA27,H,4-pyridyl,H,H,S,NH]、[ZA1971;EZA27,H,NHC(=O)CH3,H,H,S,NH]、[ZA1972;EZA27,H,NMeC(=O)CH3,H,H,S,NH]、[ZA1973;EZA27,H,NEtC(=O)CH3,H,H,S,NH]、[ZA1974;EZA27,H,NHC(=O)OC(CH3)3,H,H,S,NH]、[ZA1975;EZA27,H,NMeC(=O)OC(CH3)3,H,H,S,NH]、[ZA1976;EZA27,H,C(=O)OCH3,H,H,S,NH]、[ZA1977;EZA27,H,C(=O)OCH2CH3,H,H,S,NH]、[ZA1978;EZA27,H,C(=O)NH2,H,H,S,NH]、[ZA1979;EZA27,H,CH2OH,H,H,S,NH]、[ZA1980;EZA27,H,CH2NH2,H,H,S,NH]、[ZA1981;EZA27,H,NHC(=O)CH3,H,H,S,NH]、[ZA1982;EZA27,H,CH2Ph,H,H,S,NH]、[ZA1983;EZA27,H,1-pyrrolidinyl,H,H,S,NH]、[ZA1984;EZA27,H,1-piperidinyl,H,H,S,NH]、[ZA1985;EZA28,H,H,H,H,S,NH]、[ZA1986;EZA28,Me,H,H,H,S,NH]、[ZA1987;EZA28,H,Me,H,H,S,NH]、[ZA1988;EZA29,H,H,H,H,S,NH]、[ZA1989;EZA29,Me,H,H,H,S,NH]、[ZA1990;EZA29,H,Me,H,H,S,NH]、[ZA1991;EZA30,H,H,H,H,S,NH]、[ZA1992;EZA30,H,H,Me,H,S,NH]、[ZA1993;EZA30,H,H,Et,H,S,NH]、[ZA1994;EZA30,H,H,Pr,H,S,NH]、[ZA1995;EZA30,H,H,CH2Ph,H,S,NH]、[ZA1996;EZA30,Me,H,H,H,S,NH]、[ZA1997;EZA30,Me,H,Me,H,S,NH]、[ZA1998;EZA30,Me,H,Et,H,S,NH]、[ZA1999;EZA30,Me,H,Pr,H,S,NH]、[ZA2000;EZA30,Me,H,CH2Ph,H,S,NH]、
[ZA1901; EZA20, H, H, H, H, S, NH], [ZA1902; EZA20, Me, H, H, H, S, NH], [ZA1903; EZA20, H, Me, H, H, S , NH], [ZA1904; EZA21, H, H, H, H, S, NH], [ZA1905; EZA21, Me, H, H, H, S, NH], [ZA1906; EZA21, H, Me, H , H, S, NH], [ZA1907; EZA22, H, H, H, H, S, NH], [ZA1908; EZA22, Me, H, H, H, S, NH], [ZA1909; EZA22, H , Me, H, H, S, NH], [ZA1910; EZA22, H, H, Me, H, S, NH], [ZA1911; EZA22, H, H, H, Me, S, NH], [ZA1912 ; EZA23, H, H, H, H, S, NH], [ZA1913; EZA23, Me, H, H, H, S, NH], [ZA1914; EZA23, H, Me, H, H, S, NH ], [ZA1915; EZA23, H, H, Me, H, S, NH], [ZA1916; EZA23, H, H, H, Me, S, NH], [ZA1917; EZA24, H, H, H, H , S, NH], [ZA1918; EZA24, H, Me, H, H, S, NH], [ZA1919; EZA24, H, H, Me, H, S, NH], [ZA1920; EZA24, H, H , H, Me, S, NH], [ZA1921; EZA24, Me, H, H, H, S, NH], [ZA1922; EZA24, Me, Me, H, H, S, NH], [ZA1923; EZA24 , Me, H, Me, H, S, NH], [ZA1924; EZA24, Me, H, H, Me, S, NH], [ZA1925; EZA25, H, H, H, H, S, NH], [ZA1926; EZA25, H, Me, H, H, S, NH], [ZA1927; EZA25, H, H, Me, H, S, NH], [ZA1928; EZA25, HZA, H, H, Me, S , NH], [ZA1929; EZA25, Me, H, H, H, S, NH], [ZA1930; EZA25, Me, Me, H, H, S, NH], [ZA1931; EZA25, Me, H, Me , H, S, NH], [ZA1932; EZA25, Me, H, H, Me, S, NH], [ZA1933; EZA26, H, H, H, H, S, NH], [ZA1934; EZA26, H, Me, H, H, S, NH], [ZA1935; EZA26, H, H, Me, H, S, NH] , [ZA1936; EZA26, Me, H, H, H, S, NH], [ZA1937; EZA26, Me, Me, H, H, S, NH], [ZA1938; EZA26, Me, H, Me, H, S, NH], [ZA1939; EZA26, C (= O) CH3, H, H, H, S, NH], [ZA1940; EZA26, C (= O) CH3, Me, H, H, S, NH] , [ZA1941; EZA26, C (= O) CH3, H, Me, H, S, NH], [ZA1942; EZA26, C (= O) OC (CH3) 3, H, H, H, S, NH] , [ZA1943; EZA26, C (= O) OC (CH3) 3, Me, H, H, S, NH], [ZA1944; EZA26, C (= O) OC (CH3) 3, H, Me, H, S, NH], [ZA1945; EZA27, H, H, H, H, S, NH], [ZA1946; EZA27, Me, H, H, H, S, NH], [ZA1947; EZA27, H, Me, H, H, S, NH], [ZA1948; EZA27, H, Et, H, H, S, NH], [ZA1949; EZA27, H, Pr, H, H, S, NH], [ZA1950; EZA27, H, Ph, H, H, S, NH], [ZA1951; EZA27, H, OMe, H, H, S, NH], [ZA1952; EZA27, HZAET, H, H, S, NH], [ ZA1953; EZA27, H, OPh, H, H, S, NH], [ZA1954; EZA27, H, OCH2Ph, H, H, S, NH], [ZA1955; EZA27, H, CF3, H, H, S, NH], [ZA1956; EZA27, H, OCF3, H, H, S, NH], [ZA1957; EZA27, H, CN, H, H, S, NH], [ZA1958; EZA27, H, OH, H, H, S, NH], [ZA1959; EZA27, H, SH, H, H, S, NH], [ZA1960; EZA27, H, NH2, H, H, S, NH], [ZA1961; EZA27, H, NHMe, H, H, S, NH], [ZA1962; EZA27, H, NHEt, H, H, S, NH], [ZA1963; EZA27, H, NMe2, H, H, S, NH], [ZA1964; EZA27, H, NO2, H, H, S, NH], [ZA1965; EZA27, H, COOH, H, H, S, NH] , [ZA1966; EZA27, H, F, H, H, S, NH], [ZA1967; EZA27, H, Cl, H, H, S, NH], [ZA1968; EZA27, H, 2-pyridyl, H, H, S, NH], [ZA1969; EZA27, H, 3-pyridyl, H, H, S, NH], [ZA1970; EZA27, H, 4-pyridyl, H, H, S, NH], [ZA1971; EZA27, H, NHC (= O) CH3, H, H, S, NH], [ZA1972; EZA27, H, NMeC (= O) CH3, H, H, S, NH], [ZA1973; EZA27, H, NEtC (= O) CH3, H, H, S, NH], [ZA1974; EZA27, H, NHC (= O) OC (CH3) 3, H, H, S, NH], [ZA1975; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, S, NH], [ZA1976; EZA27, H, C (= O) OCH3, H, H, S, NH], [ZA1977; EZA27, H, C (= O) OCH2CH3, H, H, S, NH], [ZA1978; EZA27, H, C (= O) NH2, H, H, S, NH], [ZA1979; EZA27, H, CH2OH, H, H, S, NH], [ZA1980; EZA27, H, CH2NH2, H, H, S, NH], [ZA1981; EZA27, H, NHC (= O) CH3, H, H, S, NH], [ZA1982 ; EZA27, H, CH2Ph, H, H, S, NH], [ZA1983; EZA27, H, 1-pyrrolidinyl, H, H, S, NH], [ZA1984; EZA27, H, 1-piperidinyl, H, H , S, NH], [ZA1985; EZA28, H, H, H, H, S, NH], [ZA1986; EZA28, Me, H, H, H, S, NH], [ZA1987; EZA28, H, Me , H, H, S, NH], [ZA1988; EZA29, H, H, H, H, S, NH], [ZA1989; EZA29, Me, H, H, H, S, NH], [ZA1990; EZA29 , H, Me, H, H, S, NH], [ZA1991; EZA30, H, H, H, H, S, NH], [ZA1992; EZA30, H, H, Me, H, S, NH], [ZA1993; EZA30, H, H, Et, H, S , NH], [ZA1994; EZA30, H, H, Pr, H, S, NH], [ZA1995; EZA30, H, H, CH2Ph, H, S, NH], [ZA1996; EZA30, Me, H, H , H, S, NH], [ZA1997; EZA30, Me, H, Me, H, S, NH], [ZA1998; EZA30, Me, H, Et, H, S, NH], [ZA1999; EZA30, Me , H, Pr, H, S, NH], [ZA2000; EZA30, Me, H, CH2Ph, H, S, NH],
[ZA2001;EZA30,H,Me,H,H,S,NH]、[ZA2002;EZA30,H,Me,Me,H,S,NH]、[ZA2003;EZA30,H,Me,Et,H,S,NH]、[ZA2004;EZA30,H,Me,Pr,H,S,NH]、[ZA2005;EZA30,H,Me,CH2Ph,H,S,NH]、[ZA2006;EZA31,H,H,H,H,S,NH]、[ZA2007;EZA31,Me,H,H,H,S,NH]、[ZA2008;EZA31,H,Me,H,H,S,NH]、[ZA2009;EZA31,H,H,Me,H,S,NH]、[ZA2010;EZA31,H,H,H,Me,S,NH]、[ZA2011;EZA32,H,H,H,H,S,NH]、[ZA2012;EZA32,Me,H,H,H,S,NH]、[ZA2013;EZA32,H,Me,H,H,S,NH]、[ZA2014;EZA32,H,H,Me,H,S,NH]、[ZA2015;EZA32,H,H,H,Me,S,NH]、[ZA2016;EZA33,H,H,H,H,S,NH]、[ZA2017;EZA33,H,H,Me,H,S,NH]、[ZA2018;EZA33,H,H,Et,H,S,NH]、[ZA2019;EZA33,H,H,Pr,H,S,NH]、[ZA2020;EZA33,H,H,CH2Ph,H,S,NH]、[ZA2021;EZA33,Me,H,H,H,S,NH]、[ZA2022;EZA33,Me,H,Me,H,S,NH]、[ZA2023;EZA33,Me,H,Et,H,S,NH]、[ZA2024;EZA33,Me,H,Pr,H,S,NH]、[ZA2025;EZA33,Me,H,CH2Ph,H,S,NH]、[ZA2026;EZA33,H,Me,H,H,S,NH]、[ZA2027;EZA33,H,Me,Me,H,S,NH]、[ZA2028;EZA33,H,Me,Et,H,S,NH]、[ZA2029;EZA33,H,Me,Pr,H,S,NH]、[ZA2030;EZA33,H,Me,CH2Ph,H,S,NH]、[ZA2031;EZA33,H,H,H,Me,S,NH]、[ZA2032;EZA33,H,H,Me,Me,S,NH]、[ZA2033;EZA33,H,H,Et,Me,S,NH]、[ZA2034;EZA33,H,H,Pr,Me,S,NH]、[ZA2035;EZA33,H,H,CH2Ph,Me,S,NH]、[ZA2036;EZA34,H,H,H,H,S,NH]、[ZA2037;EZA34,Me,H,H,H,S,NH]、[ZA2038;EZA34,H,Me,H,H,S,NH]、[ZA2039;EZA34,H,H,H,Me,S,NH]、[ZA2040;EZA35,H,H,H,H,S,NH]、[ZA2041;EZA35,H,H,Me,H,S,NH]、[ZA2042;EZA35,H,H,Et,H,S,NH]、[ZA2043;EZA35,H,H,Pr,H,S,NH]、[ZA2044;EZA35,H,H,CH2Ph,H,S,NH]、[ZA2045;EZA35,Me,H,H,H,S,NH]、[ZA2046;EZA35,Me,H,Me,H,S,NH]、[ZA2047;EZA35,Me,H,Et,H,S,NH]、[ZA2048;EZA35,Me,H,Pr,H,S,NH]、[ZA2049;EZA35,Me,H,CH2Ph,H,S,NH]、[ZA2050;EZA35,H,Me,H,H,S,NH]、[ZA2051;EZA35,H,Me,Me,H,S,NH]、[ZA2052;EZA35,H,Me,Et,H,S,NH]、[ZA2053;EZA35,H,Me,Pr,H,S,NH]、[ZA2054;EZA35,H,Me,CH2Ph,H,S,NH]、[ZA2055;EZA35,H,H,H,Me,S,NH]、[ZA2056;EZA35,H,H,Me,Me,S,NH]、[ZA2057;EZA35,H,H,Et,Me,S,NH]、[ZA2058;EZA35,H,H,Pr,Me,S,NH]、[ZA2059;EZA35,H,H,CH2Ph,Me,S,NH]、[ZA2060;EZA36,H,H,H,H,S,NH]、[ZA2061;EZA36,Me,H,H,H,S,NH]、[ZA2062;EZA36,H,Me,H,H,S,NH]、[ZA2063;EZA36,H,H,Me,H,S,NH]、[ZA2064;EZA37,H,H,H,H,S,NH]、[ZA2065;EZA37,Me,H,H,H,S,NH]、[ZA2066;EZA37,H,H,Me,H,S,NH]、[ZA2067;EZA37,H,H,H,Me,S,NH]、[ZA2068;EZA37,Me,Me,H,H,S,NH]、[ZA2069;EZA38,H,H,H,H,S,NH]、[ZA2070;EZA38,Me,H,H,H,S,NH]、[ZA2071;EZA38,H,H,Me,H,S,NH]、[ZA2072;EZA38,H,H,H,Me,S,NH]、[ZA2073;EZA38,Me,Me,H,H,S,NH]、[ZA2074;EZA39,H,H,H,H,S,NH]、[ZA2075;EZA39,Me,H,H,H,S,NH]、[ZA2076;EZA39,H,Me,H,H,S,NH]、[ZA2077;EZA39,H,H,Me,H,S,NH]、[ZA2078;EZA39,H,H,H,Me,S,NH]、[ZA2079;EZA40,H,H,H,H,S,NH]、[ZA2080;EZA40,Me,H,H,H,S,NH]、[ZA2081;EZA40,H,Me,H,H,S,NH]、[ZA2082;EZA40,H,H,Me,H,S,NH]、[ZA2083;EZA40,H,H,H,Me,S,NH]、[ZA2084;EZA41,H,H,H,H,S,NH]、[ZA2085;EZA41,Me,H,H,H,S,NH]、[ZA2086;EZA41,H,Me,H,H,S,NH]、[ZA2087;EZA41,H,H,H,Me,S,NH]、[ZA2088;EZA42,H,H,H,H,S,NH]、[ZA2089;EZA42,H,Me,H,H,S,NH]、[ZA2090;EZA42,H,H,Me,H,S,NH]、[ZA2091;EZA42,H,H,H,Me,S,NH]、[ZA2092;EZA42,Me,H,H,H,S,NH]、[ZA2093;EZA42,Me,Me,H,H,S,NH]、[ZA2094;EZA42,Me,H,Me,H,S,NH]、[ZA2095;EZA42,Me,H,H,Me,S,NH]、[ZA2096;EZA43,H,H,H,H,S,NH]、[ZA2097;EZA43,H,H,Me,H,S,NH]、[ZA2098;EZA43,H,H,Et,H,S,NH]、[ZA2099;EZA43,H,H,Pr,H,S,NH]、[ZA2100;EZA43,H,H,CH2Ph,H,S,NH]、
[ZA2001; EZA30, H, Me, H, H, S, NH], [ZA2002; EZA30, H, Me, Me, H, S, NH], [ZA2003; EZA30, H, Me, Et, H, S , NH], [ZA2004; EZA30, H, Me, Pr, H, S, NH], [ZA2005; EZA30, H, Me, CH2Ph, H, S, NH], [ZA2006; EZA31, H, H, H , H, S, NH], [ZA2007; EZA31, Me, H, H, H, S, NH], [ZA2008; EZA31, H, Me, H, H, S, NH], [ZA2009; EZA31, H , H, Me, H, S, NH], [ZA2010; EZA31, H, H, H, Me, S, NH], [ZA2011; EZA32, H, H, H, H, S, NH], [ZA2012 ; EZA32, Me, H, H, H, S, NH], [ZA2013; EZA32, H, Me, H, H, S, NH], [ZA2014; EZA32, H, H, Me, H, S, NH ], [ZA2015; EZA32, H, H, H, Me, S, NH], [ZA2016; EZA33, H, H, H, H, S, NH], [ZA2017; EZA33, H, H, Me, H , S, NH], [ZA2018; EZA33, H, H, Et, H, S, NH], [ZA2019; EZA33, H, H, Pr, H, S, NH], [ZA2020; EZA33, H, H , CH2Ph, H, S, NH], [ZA2021; EZA33, Me, H, H, H, S, NH], [ZA2022; EZA33, Me, H, Me, H, S, NH], [ZA2023; EZA33 , Me, H, Et, H, S, NH], [ZA2024; EZA33, Me, H, Pr, H, S, NH], [ZA2025; EZA33, Me, H, CH2Ph, H, S, NH], [ZA2026; EZA33, H, Me, H, H, S, NH], [ZA2027; EZA33, H, Me, Me, H, S, NH], [ZA2028; EZA33, H, Me, Et, H, S , NH], [ZA2029; EZA33, H, Me, Pr, H, S, NH], [ZA2030; EZA33, H, Me, CH2Ph, H, S, NH], [ZA2031; EZA33, H, H, H , Me, S, NH], [ZA2032; EZA33, H, H, Me, Me, S, NH], [ZA2033; EZA33, H, H, Et, Me, S, NH], [ZA2034; EZA33, H, H, Pr, Me, S, NH], [ZA2035; EZA33, H, H, CH2Ph, Me, S, NH], [ZA2036; EZA34, H, H, H, H, S, NH], [ZA2037; EZA34, Me, H, H, H, S, NH], [ ZA2038; EZA34, H, Me, H, H, S, NH], [ZA2039; EZA34, H, H, H, Me, S, NH], [ZA2040; EZA35, HZA, H, H, H, S, NH], [ZA2041; EZA35, H, H, Me, H, S, NH], [ZA2042; EZA35, H, H, Et, H, S, NH], [ZA2043; EZA35, H, H, Pr, H, S, NH], [ZA2044; EZA35, H, H, CH2Ph, H, S, NH], [ZA2045; EZA35, Me, H, H, H, S, NH], [ZA2046; EZA35, Me, H, Me, H, S, NH], [ZA2047; EZA35, Me, H, Et, H, S, NH], [ZA2048; EZA35, Me, H, Pr, H, S, NH], [ZA2049; EZA35, Me, H, CH2Ph, H, S, NH], [ZA2050; EZA35, H, Me, H, H, S, NH], [ZA2051; EZA35, H, Me, Me, H, S, NH] , [ZA2052; EZA35, H, Me, Et, H, S, NH], [ZA2053; EZA35, H, Me, Pr, H, S, NH], [ZA2054; EZA35, H, Me, CH2Ph, H, S, NH], [ZA2055; EZA35, H, H, H, Me, S, NH], [ZA2056; EZA35, H, H, Me, Me, S, NH], [ZA2057; EZA35, H, H, Et, Me, S, NH], [ZA2058; EZA35, H, H, Pr, Me, S, NH], [ZA2059; EZA35, H, H, CH2Ph, Me, S, NH], [ZA2060; EZA36, H, H, H, H, S, NH], [ZA2061; EZA36, Me, H, H, H, S, NH], [ZA2062; EZA36, H, Me, H, H, S, NH], [ ZA2063; EZA36, H, H, Me, H, S, NH] [ZA2064; EZA37, H, H, H, H, S, NH], [ZA2065; EZA37, Me, H, H, H, S, NH], [ZA2066; EZA37, H, H, Me, H, S , NH], [ZA2067; EZA37, H, H, H, Me, S, NH], [ZA2068; EZA37, Me, Me, H, H, S, NH], [ZA2069; EZA38, H, H, H , H, S, NH], [ZA2070; EZA38, Me, H, H, H, S, NH], [ZA2071; EZA38, H, H, Me, H, S, NH], [ZA2072; EZA38, H , H, H, Me, S, NH], [ZA2073; EZA38, Me, Me, H, H, S, NH], [ZA2074; EZA39, H, H, H, H, S, NH], [ZA2075 ; EZA39, Me, H, H, H, S, NH], [ZA2076; EZA39, H, Me, H, H, S, NH], [ZA2077; EZA39, H, H, Me, H, S, NH ], [ZA2078; EZA39, H, H, H, Me, S, NH], [ZA2079; EZA40, H, H, H, H, S, NH], [ZA2080; EZA40, Me, H, H, H , S, NH], [ZA2081; EZA40, H, Me, H, H, S, NH], [ZA2082; EZA40, H, H, Me, H, S, NH], [ZA2083; EZA40, H, H , H, Me, S, NH], [ZA2084; EZA41, H, H, H, H, S, NH], [ZA2085; EZA41, Me, H, H, H, S, NH], [ZA2086; EZA41 , H, Me, H, H, S, NH], [ZA2087; EZA41, H, H, H, Me, S, NH], [ZA2088; EZA42, H, H, H, H, S, NH], [ZA2089; EZA42, H, Me, H, H, S, NH], [ZA2090; EZA42, H, H, Me, H, S, NH], [ZA2091; EZA42, H, H, H, Me, S , NH], [ZA2092; EZA42, Me, H, H, H, S, NH], [ZA2093; EZA42, Me, Me, H, H, S, NH], [ZA2094; EZA42, Me, H, Me , H, S, NH], [ZA2095; EZA42, Me, H, H, Me, S, NH], [ZA2096 ; EZA43, H, H, H, H, S, NH], [ZA2097; EZA43, H, H, Me, H, S, NH], [ZA2098; EZA43, H, H, Et, H, S, NH ], [ZA2099; EZA43, H, H, Pr, H, S, NH], [ZA2100; EZA43, H, H, CH2Ph, H, S, NH],
[ZA2101;EZA44,H,H,H,H,S,NH]、[ZA2102;EZA44,H,H,Me,H,S,NH]、[ZA2103;EZA44,H,H,Et,H,S,NH]、[ZA2104;EZA44,H,H,Pr,H,S,NH]、[ZA2105;EZA44,H,H,CH2Ph,H,S,NH]、[ZA2106;EZA1,H,H,H,H,S,NMe]、[ZA2107;EZA1,Me,H,H,H,S,NMe]、[ZA2108;EZA1,H,Me,H,H,S,NMe]、[ZA2109;EZA1,H,Me,Me,H,S,NMe]、[ZA2110;EZA1,H,Me,H,Me,S,NMe]、[ZA2111;EZA1,H,Et,H,H,S,NMe]、[ZA2112;EZA1,H,Pr,H,H,S,NMe]、[ZA2113;EZA1,H,Ph,H,H,S,NMe]、[ZA2114;EZA1,H,OMe,H,H,S,NMe]、[ZA2115;EZA1,H,OEt,H,H,S,NMe]、[ZA2116;EZA1,H,OPh,H,H,S,NMe]、[ZA2117;EZA1,H,OCH2Ph,H,H,S,NMe]、[ZA2118;EZA1,H,CF3,H,H,S,NMe]、[ZA2119;EZA1,H,OCF3,H,H,S,NMe]、[ZA2120;EZA1,H,CN,H,H,S,NMe]、[ZA2121;EZA1,H,OH,H,H,S,NMe]、[ZA2122;EZA1,H,SH,H,H,S,NMe]、[ZA2123;EZA1,H,NH2,H,H,S,NMe]、[ZA2124;EZA1,H,NHMe,H,H,S,NMe]、[ZA2125;EZA1,H,NHEt,H,H,S,NMe]、[ZA2126;EZA1,H,NMe2,H,H,S,NMe]、[ZA2127;EZA1,H,NO2,H,H,S,NMe]、[ZA2128;EZA1,H,COOH,H,H,S,NMe]、[ZA2129;EZA1,H,F,H,H,S,NMe]、[ZA2130;EZA1,H,Cl,H,H,S,NMe]、[ZA2131;EZA1,H,2-pyridyl,H,H,S,NMe]、[ZA2132;EZA1,H,3-pyridyl,H,H,S,NMe]、[ZA2133;EZA1,H,4-pyridyl,H,H,S,NMe]、[ZA2134;EZA1,H,NHC(=O)CH3,H,H,S,NMe]、[ZA2135;EZA1,H,NMeC(=O)CH3,H,H,S,NMe]、[ZA2136;EZA1,H,NEtC(=O)CH3,H,H,S,NMe]、[ZA2137;EZA1,H,NHC(=O)OC(CH3)3,H,H,S,NMe]、[ZA2138;EZA1,H,NMeC(=O)OC(CH3)3,H,H,S,NMe]、[ZA2139;EZA1,H,C(=O)OCH3,H,H,S,NMe]、[ZA2140;EZA1,H,C(=O)OCH2CH3,H,H,S,NMe]、[ZA2141;EZA1,H,C(=O)NH2,H,H,S,NMe]、[ZA2142;EZA1,H,CH2OH,H,H,S,NMe]、[ZA2143;EZA1,H,CH2NH2,H,H,S,NMe]、[ZA2144;EZA1,H,NHC(=O)CH3,H,H,S,NMe]、[ZA2145;EZA1,H,CH2Ph,H,H,S,NMe]、[ZA2146;EZA1,H,1-pyrrolidinyl,H,H,S,NMe]、[ZA2147;EZA1,H,1-piperidinyl,H,H,S,NMe]、[ZA2148;EZA1,H,Me,Me,H,S,NMe]、[ZA2149;EZA1,H,Et,Et,H,S,NMe]、[ZA2150;EZA1,H,OMe,OMe,H,S,NMe]、[ZA2151;EZA1,H,OEt,OEt,H,S,NMe]、[ZA2152;EZA1,H,OPr,OPr,H,S,NMe]、[ZA2153;EZA2,H,H,H,H,S,NMe]、[ZA2154;EZA2,Me,H,H,H,S,NMe]、[ZA2155;EZA2,H,Me,H,H,S,NMe]、[ZA2156;EZA2,H,H,H,Me,S,NMe]、[ZA2157;EZA2,H,Me,Me,H,S,NMe]、[ZA2158;EZA3,H,H,H,H,S,NMe]、[ZA2159;EZA3,Me,H,H,H,S,NMe]、[ZA2160;EZA3,H,Me,H,H,S,NMe]、[ZA2161;EZA3,H,H,Me,H,S,NMe]、[ZA2162;EZA4,H,H,H,H,S,NMe]、[ZA2163;EZA4,Me,H,H,H,S,NMe]、[ZA2164;EZA4,H,H,Me,H,S,NMe]、[ZA2165;EZA4,Me,Me,H,H,S,NMe]、[ZA2166;EZA5,H,H,H,H,S,NMe]、[ZA2167;EZA5,Me,H,H,H,S,NMe]、[ZA2168;EZA5,H,Me,H,H,S,NMe]、[ZA2169;EZA5,H,H,H,Me,S,NMe]、[ZA2170;EZA5,H,Me,Me,H,S,NMe]、[ZA2171;EZA6,H,H,H,H,S,NMe]、[ZA2172;EZA6,H,Me,H,H,S,NMe]、[ZA2173;EZA6,H,H,Me,H,S,NMe]、[ZA2174;EZA6,H,H,H,Me,S,NMe]、[ZA2175;EZA6,Me,H,H,H,S,NMe]、[ZA2176;EZA6,Me,Me,H,H,S,NMe]、[ZA2177;EZA6,Me,H,Me,H,S,NMe]、[ZA2178;EZA6,Me,H,H,Me,S,NMe]、[ZA2179;EZA7,H,H,H,H,S,NMe]、[ZA2180;EZA7,Me,H,H,H,S,NMe]、[ZA2181;EZA7,H,Me,H,H,S,NMe]、[ZA2182;EZA7,H,H,H,Me,S,NMe]、[ZA2183;EZA8,H,H,H,H,S,NMe]、[ZA2184;EZA8,H,Me,H,H,S,NMe]、[ZA2185;EZA8,H,H,H,Me,S,NMe]、[ZA2186;EZA8,H,Me,Me,H,S,NMe]、[ZA2187;EZA8,Me,H,H,H,S,NMe]、[ZA2188;EZA8,Me,Me,H,H,S,NMe]、[ZA2189;EZA8,Me,H,H,Me,S,NMe]、[ZA2190;EZA8,Me,Me,Me,H,S,NMe]、[ZA2191;EZA9,H,H,H,H,S,NMe]、[ZA2192;EZA9,Me,H,H,H,S,NMe]、[ZA2193;EZA9,H,Me,H,H,S,NMe]、[ZA2194;EZA9,H,H,H,Me,S,NMe]、[ZA2195;EZA9,Me,H,Me,H,S,NMe]、[ZA2196;EZA10,H,H,H,H,S,NMe]、[ZA2197;EZA10,Me,H,H,H,S,NMe]、[ZA2198;EZA10,H,Me,H,H,S,NMe]、[ZA2199;EZA10,H,H,H,Me,S,NMe]、[ZA2200;EZA10,Me,H,Me,H,S,NMe]、
[ZA2101; EZA44, H, H, H, H, S, NH], [ZA2102; EZA44, H, H, Me, H, S, NH], [ZA2103; EZA44, H, H, Et, H, S , NH], [ZA2104; EZA44, H, H, Pr, H, S, NH], [ZA2105; EZA44, H, H, CH2Ph, H, S, NH], [ZA2106; EZA1, H, H, H , H, S, NMe], [ZA2107; EZA1, Me, H, H, H, S, NMe], [ZA2108; EZA1, H, Me, H, H, S, NMe], [ZA2109; EZA1, H , Me, Me, H, S, NMe], [ZA2110; EZA1, H, Me, H, Me, S, NMe], [ZA2111; EZA1, H, Et, H, H, S, NMe], [ZA2112 ; EZA1, H, Pr, H, H, S, NMe], [ZA2113; EZA1, H, Ph, H, H, S, NMe], [ZA2114; EZA1, H, OMe, H, H, S, NMe ], [ZA2115; EZA1, H, OEt, H, H, S, NMe], [ZA2116; EZA1, H, OPh, H, H, S, NMe], [ZA2117; EZA1, H, OCH2Ph, H, H , S, NMe], [ZA2118; EZA1, H, CF3, H, H, S, NMe], [ZA2119; EZA1, H, OCF3, H, H, S, NMe], [ZA2120; EZA1, H, CN , H, H, S, NMe], [ZA2121; EZA1, H, OH, H, H, S, NMe], [ZA2122; EZA1, H, SH, H, H, S, NMe], [ZA2123; EZA1 , H, NH2, H, H, S, NMe], [ZA2124; EZA1, H, NHMe, H, H, S, NMe], [ZA2125; EZA1, H, NHEt, H, H, S, NMe], [ZA2126; EZA1, H, NMe2, H, H, S, NMe], [ZA2127; EZA1, H, NO2, H, H, S, NMe], [ZA2128; EZA1, H, COOH, H, H, S , NMe], [ZA2129; EZA1, H, F, H, H, S, NMe], [ZA2130; EZA1, H, Cl, H, H, S, NMe], [ZA2131; EZA1, H, 2-pyridyl , H, H, S, NMe], [ZA2132; EZ A1, H, 3-pyridyl, H, H, S, NMe], [ZA2133; EZA1, H, 4-pyridyl, H, H, S, NMe], [ZA2134; EZA1, H, NHC (= O) CH3 , H, H, S, NMe], [ZA2135; EZA1, H, NMeC (= O) CH3, H, H, S, NMe], [ZA2136; EZA1, H, NEtC (= O) CH3, H, H , S, NMe], [ZA2137; EZA1, H, NHC (= O) OC (CH3) 3, H, H, S, NMe], [ZA2138; EZA1, H, NMeC (= O) OC (CH3) 3 , H, H, S, NMe], [ZA2139; EZA1, H, C (= O) OCH3, H, H, S, NMe], [ZA2140; EZA1, H, C (= O) OCH2CH3, H, H , S, NMe], [ZA2141; EZA1, H, C (= O) NH2, H, H, S, NMe], [ZA2142; EZA1, H, CH2OH, H, H, S, NMe], [ZA2143; EZA1, H, CH2NH2, H, H, S, NMe], [ZA2144; EZA1, H, NHC (= O) CH3, H, H, S, NMe], [ZA2145; EZA1, H, CH2Ph, H, H , S, NMe], [ZA2146; EZA1, H, 1-pyrrolidinyl, H, H, S, NMe], [ZA2147; EZA1, H, 1-piperidinyl, H, H, S, NMe], [ZA2148; EZA1 , H, Me, Me, H, S, NMe], [ZA2149; EZA1, H, Et, Et, H, S, NMe], [ZA2150; EZA1, H, OMe, OMe, H, S, NMe], [ZA2151; EZA1, H, OEt, OEt, H, S, NMe], [ZA2152; EZA1, H, OPr, OPr, H, S, NMe], [ZA2153; EZA2, H, H, H, H, S , NMe], [ZA2154; EZA2, Me, H, H, H, S, NMe], [ZA2155; EZA2, H, Me, H, H, S, NMe], [ZA2156; EZA2, H, H, H , Me, S, NMe], [ZA2157; EZA2, H, Me, Me, H, S, NMe], [ZA2158; EZA3, H, H, H, H, S, NMe], [ZA2159; EZA3, Me , H, H, H, S, NMe], [ ZA2160; EZA3, H, Me, H, H, S, NMe], [ZA2161; EZA3, H, H, Me, H, S, NMe], [ZA2162; EZA4, H, H, H, H, S, NMe], [ZA2163; EZA4, Me, H, H, H, S, NMe], [ZA2164; EZA4, H, H, Me, H, S, NMe], [ZA2165; EZA4, Me, Me, H, H, S, NMe], [ZA2166; EZA5, H, H, H, H, S, NMe], [ZA2167; EZA5, Me, H, H, H, S, NMe], [ZA2168; EZA5, H, Me, H, H, S, NMe], [ZA2169; EZA5, H, H, H, Me, S, NMe], [ZA2170; EZA5, H, Me, Me, H, S, NMe], [ZA2171; EZA6, H, H, H, H, S, NMe], [ZA2172; EZA6, H, Me, H, H, S, NMe], [ZA2173; EZA6, H, H, Me, H, S, NMe] , [ZA2174; EZA6, H, H, H, Me, S, NMe], [ZA2175; EZA6, Me, H, H, H, S, NMe], [ZA2176; EZA6, Me, Me, H, H, S, NMe], [ZA2177; EZA6, Me, H, Me, H, S, NMe], [ZA2178; EZA6, Me, H, H, Me, S, NMe], [ZA2179; EZA7, H, H, H, H, S, NMe], [ZA2180; EZA7, Me, H, H, H, S, NMe], [ZA2181; EZA7, H, Me, H, H, S, NMe], [ZA2182; EZA7, H, H, H, Me, S, NMe], [ZA2183; EZA8, H, H, H, H, S, NMe], [ZA2184; EZA8, H, Me, H, H, S, NMe], [ ZA2185; EZA8, H, H, H, Me, S, NMe], [ZA2186; EZA8, H, Me, Me, H, S, NMe], [ZA2187; EZA8, Me, H, H, H, S, NMe], [ZA2188; EZA8, Me, Me, H, H, S, NMe], [ZA2189; EZA8, Me, H, H, Me, S, NMe], [ZA2190; EZA8, Me, Me, Me, H, S, NMe], [ZA2191; EZA9, H, H, H, H, S, NMe], [ZA21 92; EZA9, Me, H, H, H, S, NMe], [ZA2193; EZA9, H, Me, H, H, S, NMe], [ZA2194; EZA9, H, H, H, Me, S, NMe], [ZA2195; EZA9, Me, H, Me, H, S, NMe], [ZA2196; EZA10, H, H, H, H, S, NMe], [ZA2197; EZA10, Me, H, H, H, S, NMe], [ZA2198; EZA10, H, Me, H, H, S, NMe], [ZA2199; EZA10, H, H, H, Me, S, NMe], [ZA2200; EZA10, Me, H, Me, H, S, NMe],
[ZA2201;EZA11,H,H,H,H,S,NMe]、[ZA2202;EZA11,H,Me,H,H,S,NMe]、[ZA2203;EZA11,H,H,Me,H,S,NMe]、[ZA2204;EZA11,H,H,H,Me,S,NMe]、[ZA2205;EZA11,Me,H,H,H,S,NMe]、[ZA2206;EZA11,Me,Me,H,H,S,NMe]、[ZA2207;EZA11,Me,H,Me,H,S,NMe]、[ZA2208;EZA11,Me,H,H,Me,S,NMe]、[ZA2209;EZA12,H,H,H,H,S,NMe]、[ZA2210;EZA12,H,Me,H,H,S,NMe]、[ZA2211;EZA12,H,H,H,Me,S,NMe]、[ZA2212;EZA12,Me,H,H,H,S,NMe]、[ZA2213;EZA12,Me,Me,H,H,S,NMe]、[ZA2214;EZA12,Me,H,H,Me,S,NMe]、[ZA2215;EZA13,H,H,H,H,S,NMe]、[ZA2216;EZA13,Me,H,H,H,S,NMe]、[ZA2217;EZA13,H,H,Me,H,S,NMe]、[ZA2218;EZA14,H,H,H,H,S,NMe]、[ZA2219;EZA14,Me,H,H,H,S,NMe]、[ZA2220;EZA14,H,Me,H,H,S,NMe]、[ZA2221;EZA14,H,Et,H,H,S,NMe]、[ZA2222;EZA14,H,Pr,H,H,S,NMe]、[ZA2223;EZA14,H,Ph,H,H,S,NMe]、[ZA2224;EZA14,H,OMe,H,H,S,NMe]、[ZA2225;EZA14,H,OEt,H,H,S,NMe]、[ZA2226;EZA14,H,OPh,H,H,S,NMe]、[ZA2227;EZA14,H,OCH2Ph,H,H,S,NMe]、[ZA2228;EZA14,H,CF3,H,H,S,NMe]、[ZA2229;EZA14,H,OCF3,H,H,S,NMe]、[ZA2230;EZA14,H,CN,H,H,S,NMe]、[ZA2231;EZA14,H,OH,H,H,S,NMe]、[ZA2232;EZA14,H,SH,H,H,S,NMe]、[ZA2233;EZA14,H,NH2,H,H,S,NMe]、[ZA2234;EZA14,H,NHMe,H,H,S,NMe]、[ZA2235;EZA14,H,NHEt,H,H,S,NMe]、[ZA2236;EZA14,H,NMe2,H,H,S,NMe]、[ZA2237;EZA14,H,NO2,H,H,S,NMe]、[ZA2238;EZA14,H,COOH,H,H,S,NMe]、[ZA2239;EZA14,H,F,H,H,S,NMe]、[ZA2240;EZA14,H,Cl,H,H,S,NMe]、[ZA2241;EZA14,H,2-pyridyl,H,H,S,NMe]、[ZA2242;EZA14,H,3-pyridyl,H,H,S,NMe]、[ZA2243;EZA14,H,4-pyridyl,H,H,S,NMe]、[ZA2244;EZA14,H,NHC(=O)CH3,H,H,S,NMe]、[ZA2245;EZA14,H,NMeC(=O)CH3,H,H,S,NMe]、[ZA2246;EZA14,H,NEtC(=O)CH3,H,H,S,NMe]、[ZA2247;EZA14,H,NHC(=O)OC(CH3)3,H,H,S,NMe]、[ZA2248;EZA14,H,NMeC(=O)OC(CH3)3,H,H,S,NMe]、[ZA2249;EZA14,H,C(=O)OCH3,H,H,S,NMe]、[ZA2250;EZA14,H,C(=O)OCH2CH3,H,H,S,NMe]、[ZA2251;EZA14,H,C(=O)NH2,H,H,S,NMe]、[ZA2252;EZA14,H,CH2OH,H,H,S,NMe]、[ZA2253;EZA14,H,CH2NH2,H,H,S,NMe]、[ZA2254;EZA14,H,NHC(=O)CH3,H,H,S,NMe]、[ZA2255;EZA14,H,CH2Ph,H,H,S,NMe]、[ZA2256;EZA14,H,1-pyrrolidinyl,H,H,S,NMe]、[ZA2257;EZA14,H,1-piperidinyl,H,H,S,NMe]、[ZA2258;EZA14,H,H,Me,H,S,NMe]、[ZA2259;EZA14,H,H,Et,H,S,NMe]、[ZA2260;EZA14,H,H,Pr,H,S,NMe]、[ZA2261;EZA14,H,H,Ph,H,S,NMe]、[ZA2262;EZA14,H,H,OMe,H,S,NMe]、[ZA2263;EZA14,H,H,OEt,H,S,NMe]、[ZA2264;EZA14,H,H,OPh,H,S,NMe]、[ZA2265;EZA14,H,H,OCH2Ph,H,S,NMe]、[ZA2266;EZA14,H,H,CF3,H,S,NMe]、[ZA2267;EZA14,H,H,OCF3,H,S,NMe]、[ZA2268;EZA14,H,H,CN,H,S,NMe]、[ZA2269;EZA14,H,H,OH,H,S,NMe]、[ZA2270;EZA14,H,H,SH,H,S,NMe]、[ZA2271;EZA14,H,H,NH2,H,S,NMe]、[ZA2272;EZA14,H,H,NHMe,H,S,NMe]、[ZA2273;EZA14,H,H,NHEt,H,S,NMe]、[ZA2274;EZA14,H,H,NMe2,H,S,NMe]、[ZA2275;EZA14,H,H,NO2,H,S,NMe]、[ZA2276;EZA14,H,H,COOH,H,S,NMe]、[ZA2277;EZA14,H,H,F,H,S,NMe]、[ZA2278;EZA14,H,H,Cl,H,S,NMe]、[ZA2279;EZA14,H,H,2-pyridyl,H,S,NMe]、[ZA2280;EZA14,H,H,3-pyridyl,H,S,NMe]、[ZA2281;EZA14,H,H,4-pyridyl,H,S,NMe]、[ZA2282;EZA14,H,H,NHC(=O)CH3,H,S,NMe]、[ZA2283;EZA14,H,H,NMeC(=O)CH3,H,S,NMe]、[ZA2284;EZA14,H,H,NEtC(=O)CH3,H,S,NMe]、[ZA2285;EZA14,H,H,NHC(=O)OC(CH3)3,H,S,NMe]、[ZA2286;EZA14,H,H,NMeC(=O)OC(CH3)3,H,S,NMe]、[ZA2287;EZA14,H,H,C(=O)OCH3,H,S,NMe]、[ZA2288;EZA14,H,H,C(=O)OCH2CH3,H,S,NMe]、[ZA2289;EZA14,H,H,C(=O)NH2,H,S,NMe]、[ZA2290;EZA14,H,H,CH2OH,H,S,NMe]、[ZA2291;EZA14,H,H,CH2NH2,H,S,NMe]、[ZA2292;EZA14,H,H,NHC(=O)CH3,H,S,NMe]、[ZA2293;EZA14,H,H,CH2Ph,H,S,NMe]、[ZA2294;EZA14,H,H,1-pyrrolidinyl,H,S,NMe]、[ZA2295;EZA14,H,H,1-piperidinyl,H,S,NMe]、[ZA2296;EZA14,H,H,Me,Me,S,NMe]、[ZA2297;EZA14,H,H,Et,Et,S,NMe]、[ZA2298;EZA14,H,H,OMe,OMe,S,NMe]、[ZA2299;EZA14,H,H,OEt,OEt,S,NMe]、[ZA2300;EZA14,H,H,OPr,OPr,S,NMe]、
[ZA2201; EZA11, H, H, H, H, S, NMe], [ZA2202; EZA11, H, Me, H, H, S, NMe], [ZA2203; EZA11, H, H, Me, H, S , NMe], [ZA2204; EZA11, H, H, H, Me, S, NMe], [ZA2205; EZA11, Me, H, H, H, S, NMe], [ZA2206; EZA11, Me, Me, H , H, S, NMe], [ZA2207; EZA11, Me, H, Me, H, S, NMe], [ZA2208; EZA11, Me, H, H, Me, S, NMe], [ZA2209; EZA12, H , H, H, H, S, NMe], [ZA2210; EZA12, H, Me, H, H, S, NMe], [ZA2211; EZA12, H, H, H, Me, S, NMe], [ZA2212 ; EZA12, Me, H, H, H, S, NMe], [ZA2213; EZA12, Me, Me, H, H, S, NMe], [ZA2214; EZA12, Me, H, H, Me, S, NMe ], [ZA2215; EZA13, H, H, H, H, S, NMe], [ZA2216; EZA13, Me, H, H, H, S, NMe], [ZA2217; EZA13, H, H, Me, H , S, NMe], [ZA2218; EZA14, H, H, H, H, S, NMe], [ZA2219; EZA14, Me, H, H, H, S, NMe], [ZA2220; EZA14, H, Me , H, H, S, NMe], [ZA2221; EZA14, H, Et, H, H, S, NMe], [ZA2222; EZA14, H, Pr, H, H, S, NMe], [ZA2223; EZA14 , H, Ph, H, H, S, NMe], [ZA2224; EZA14, H, OMe, H, H, S, NMe], [ZA2225; EZA14, H, OEt, H, H, S, NMe], [ZA2226; EZA14, H, OPh, H, H, S, NMe], [ZA2227; EZA14, H, OCH2Ph, H, H, S, NMe], [ZA2228; EZA14, H, CF3, H, H, S , NMe], [ZA2229; EZA14, H, OCF3, H, H, S, NMe], [ZA2230; EZA14, H, CN, H, H, S, NMe], [ZA2231; EZA14, H, OH, H , H, S, NMe] , [ZA2232; EZA14, H, SH, H, H, S, NMe], [ZA2233; EZA14, H, NH2, H, H, S, NMe], [ZA2234; EZA14, H, NHMe, H, H, S, NMe], [ZA2235; EZA14, H, NHEt, H, H, S, NMe], [ZA2236; EZA14, H, NMe2, H, H, S, NMe], [ZA2237; EZA14, H, NO2, H, H, S, NMe], [ZA2238; EZA14, H, COOH, H, H, S, NMe], [ZA2239; EZA14, H, F, H, H, S, NMe], [ZA2240; EZA14, H, Cl, H, H, S, NMe], [ZA2241; EZA14, H, 2-pyridyl, H, H, S, NMe], [ZA2242; EZA14, H, 3-pyridyl, H, H, S, NMe], [ZA2243; EZA14, H, 4-pyridyl, H, H, S, NMe], [ZA2244; EZA14, H, NHC (= O) CH3, H, H, S, NMe], [ZA2245; EZA14 , H, NMeC (= O) CH3, H, H, S, NMe], [ZA2246; EZA14, H, NEtC (= O) CH3, H, H, S, NMe], [ZA2247; EZA14, H, NHC (= O) OC (CH3) 3, H, H, S, NMe], [ZA2248; EZA14, H, NMeC (= O) OC (CH3) 3, H, H, S, NMe], [ZA2249; EZA14 , H, C (= O) OCH3, H, H, S, NMe], [ZA2250; EZA14, H, C (= O) OCH2CH3, H, H, S, NMe], [ZA2251; EZA14, H, C (= O) NH2, H, H, S, NMe], [ZA2252; EZA14, H, CH2OH, H, H, S, NMe], [ZA2253; EZA14, H, CH2NH2, H, H, S, NMe] , [ZA2254; EZA14, H, NHC (= O) CH3, H, H, S, NMe], [ZA2255; EZA14, H, CH2Ph, H, H, S, NMe], [ZA2256; EZA14, H, 1 -pyrrolidinyl, H, H, S, NMe], [ZA2257; EZA14, H, 1-piperidinyl, H, H, S, NMe], [ZA2258; EZA14, H, H, Me, H, S, NMe], [ZA2259; EZA14, H, H, Et, H, S, NMe], [ZA2260; EZA14, H, H, Pr, H, S, NMe], [ZA2261; EZA14, H, H, Ph, H, S, NMe], [ZA2262; EZA14, H, H, OMe, H, S, NMe], [ZA2263; EZA14, H, H, OEt, H, S, NMe], [ ZA2264; EZA14, H, H, OPh, H, S, NMe], [ZA2265; EZA14, H, H, OCH2Ph, H, S, NMe], [ZA2266; EZA14, H, H, CF3, H, S, NMe], [ZA2267; EZA14, H, H, OCF3, H, S, NMe], [ZA2268; EZA14, H, H, CN, H, S, NMe], [ZA2269; EZA14, H, H, OH, H, S, NMe], [ZA2270; EZA14, H, H, SH, H, S, NMe], [ZA2271; EZA14, H, H, NH2, H, S, NMe], [ZA2272; EZA14, H, H, NHMe, H, S, NMe], [ZA2273; EZA14, H, H, NHEt, H, S, NMe], [ZA2274; EZA14, H, H, NMe2, H, S, NMe], [ZA2275; EZA14, H, H, NO2, H, S, NMe], [ZA2276; EZA14, H, H, COOH, H, S, NMe], [ZA2277; EZA14, H, H, F, H, S, NMe] , [ZA2278; EZA14, H, H, Cl, H, S, NMe], [ZA2279; EZA14, H, H, 2-pyridyl, H, S, NMe], [ZA2280; EZA14, H, H, 3- pyridyl, H, S, NMe], [ZA2281; EZA14, H, H, 4-pyridyl, H, S, NMe], [ZA2282; EZA14, H, H, NHC (= O) CH3, H, S, NMe ], [ZA2283; EZA14, H, H, NMeC (= O) CH3, H, S, NMe], [ZA2284; EZA14, H, H, NEtC (= O) CH3, H, S, NMe], [ZA2285 ; EZA14, H, H, NHC (= O) OC (CH3) 3, H, S, NMe], [ZA2286; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, S, NMe ] [ZA2287; EZA14, H, H, C (= O) OCH3, H, S, NMe], [ZA2288; EZA14, H, H, C (= O) OCH2CH3, H, S, NMe], [ZA2289; EZA14, H, H, C (= O) NH2, H, S, NMe], [ZA2290; EZA14, H, H, CH2OH, H, S, NMe], [ZA2291; EZA14, H, H, CH2NH2, H , S, NMe], [ZA2292; EZA14, H, H, NHC (= O) CH3, H, S, NMe], [ZA2293; EZA14, H, H, CH2Ph, H, S, NMe], [ZA2294; EZA14, H, H, 1-pyrrolidinyl, H, S, NMe], [ZA2295; EZA14, H, H, 1-piperidinyl, H, S, NMe], [ZA2296; EZA14, H, H, Me, Me, S, NMe], [ZA2297; EZA14, H, H, Et, Et, S, NMe], [ZA2298; EZA14, H, H, OMe, OMe, S, NMe], [ZA2299; EZA14, H, H, OEt, OEt, S, NMe], [ZA2300; EZA14, H, H, OPr, OPr, S, NMe],
[ZA2301;EZA15,H,H,H,H,S,NMe]、[ZA2302;EZA15,Me,H,H,H,S,NMe]、[ZA2303;EZA15,H,Me,H,H,S,NMe]、[ZA2304;EZA15,H,H,Me,H,S,NMe]、[ZA2305;EZA15,H,H,H,Me,S,NMe]、[ZA2306;EZA16,H,H,H,H,S,NMe]、[ZA2307;EZA16,Me,H,H,H,S,NMe]、[ZA2308;EZA16,H,Me,H,H,S,NMe]、[ZA2309;EZA16,H,H,Me,H,S,NMe]、[ZA2310;EZA16,H,H,H,Me,S,NMe]、[ZA2311;EZA17,H,H,H,H,S,NMe]、[ZA2312;EZA17,Me,H,H,H,S,NMe]、[ZA2313;EZA17,H,Me,H,H,S,NMe]、[ZA2314;EZA17,H,H,Me,H,S,NMe]、[ZA2315;EZA17,H,H,H,Me,S,NMe]、[ZA2316;EZA18,H,H,H,H,S,NMe]、[ZA2317;EZA18,Me,H,H,H,S,NMe]、[ZA2318;EZA18,H,Me,H,H,S,NMe]、[ZA2319;EZA19,H,H,H,H,S,NMe]、[ZA2320;EZA19,Me,H,H,H,S,NMe]、[ZA2321;EZA19,H,Me,H,H,S,NMe]、[ZA2322;EZA20,H,H,H,H,S,NMe]、[ZA2323;EZA20,Me,H,H,H,S,NMe]、[ZA2324;EZA20,H,Me,H,H,S,NMe]、[ZA2325;EZA21,H,H,H,H,S,NMe]、[ZA2326;EZA21,Me,H,H,H,S,NMe]、[ZA2327;EZA21,H,Me,H,H,S,NMe]、[ZA2328;EZA22,H,H,H,H,S,NMe]、[ZA2329;EZA22,Me,H,H,H,S,NMe]、[ZA2330;EZA22,H,Me,H,H,S,NMe]、[ZA2331;EZA22,H,H,Me,H,S,NMe]、[ZA2332;EZA22,H,H,H,Me,S,NMe]、[ZA2333;EZA23,H,H,H,H,S,NMe]、[ZA2334;EZA23,Me,H,H,H,S,NMe]、[ZA2335;EZA23,H,Me,H,H,S,NMe]、[ZA2336;EZA23,H,H,Me,H,S,NMe]、[ZA2337;EZA23,H,H,H,Me,S,NMe]、[ZA2338;EZA24,H,H,H,H,S,NMe]、[ZA2339;EZA24,H,Me,H,H,S,NMe]、[ZA2340;EZA24,H,H,Me,H,S,NMe]、[ZA2341;EZA24,H,H,H,Me,S,NMe]、[ZA2342;EZA24,Me,H,H,H,S,NMe]、[ZA2343;EZA24,Me,Me,H,H,S,NMe]、[ZA2344;EZA24,Me,H,Me,H,S,NMe]、[ZA2345;EZA24,Me,H,H,Me,S,NMe]、[ZA2346;EZA25,H,H,H,H,S,NMe]、[ZA2347;EZA25,H,Me,H,H,S,NMe]、[ZA2348;EZA25,H,H,Me,H,S,NMe]、[ZA2349;EZA25,H,H,H,Me,S,NMe]、[ZA2350;EZA25,Me,H,H,H,S,NMe]、[ZA2351;EZA25,Me,Me,H,H,S,NMe]、[ZA2352;EZA25,Me,H,Me,H,S,NMe]、[ZA2353;EZA25,Me,H,H,Me,S,NMe]、[ZA2354;EZA26,H,H,H,H,S,NMe]、[ZA2355;EZA26,H,Me,H,H,S,NMe]、[ZA2356;EZA26,H,H,Me,H,S,NMe]、[ZA2357;EZA26,Me,H,H,H,S,NMe]、[ZA2358;EZA26,Me,Me,H,H,S,NMe]、[ZA2359;EZA26,Me,H,Me,H,S,NMe]、[ZA2360;EZA26,C(=O)CH3,H,H,H,S,NMe]、[ZA2361;EZA26,C(=O)CH3,Me,H,H,S,NMe]、[ZA2362;EZA26,C(=O)CH3,H,Me,H,S,NMe]、[ZA2363;EZA26,C(=O)OC(CH3)3,H,H,H,S,NMe]、[ZA2364;EZA26,C(=O)OC(CH3)3,Me,H,H,S,NMe]、[ZA2365;EZA26,C(=O)OC(CH3)3,H,Me,H,S,NMe]、[ZA2366;EZA27,H,H,H,H,S,NMe]、[ZA2367;EZA27,Me,H,H,H,S,NMe]、[ZA2368;EZA27,H,Me,H,H,S,NMe]、[ZA2369;EZA27,H,Et,H,H,S,NMe]、[ZA2370;EZA27,H,Pr,H,H,S,NMe]、[ZA2371;EZA27,H,Ph,H,H,S,NMe]、[ZA2372;EZA27,H,OMe,H,H,S,NMe]、[ZA2373;EZA27,H,OEt,H,H,S,NMe]、[ZA2374;EZA27,H,OPh,H,H,S,NMe]、[ZA2375;EZA27,H,OCH2Ph,H,H,S,NMe]、[ZA2376;EZA27,H,CF3,H,H,S,NMe]、[ZA2377;EZA27,H,OCF3,H,H,S,NMe]、[ZA2378;EZA27,H,CN,H,H,S,NMe]、[ZA2379;EZA27,H,OH,H,H,S,NMe]、[ZA2380;EZA27,H,SH,H,H,S,NMe]、[ZA2381;EZA27,H,NH2,H,H,S,NMe]、[ZA2382;EZA27,H,NHMe,H,H,S,NMe]、[ZA2383;EZA27,H,NHEt,H,H,S,NMe]、[ZA2384;EZA27,H,NMe2,H,H,S,NMe]、[ZA2385;EZA27,H,NO2,H,H,S,NMe]、[ZA2386;EZA27,H,COOH,H,H,S,NMe]、[ZA2387;EZA27,H,F,H,H,S,NMe]、[ZA2388;EZA27,H,Cl,H,H,S,NMe]、[ZA2389;EZA27,H,2-pyridyl,H,H,S,NMe]、[ZA2390;EZA27,H,3-pyridyl,H,H,S,NMe]、[ZA2391;EZA27,H,4-pyridyl,H,H,S,NMe]、[ZA2392;EZA27,H,NHC(=O)CH3,H,H,S,NMe]、[ZA2393;EZA27,H,NMeC(=O)CH3,H,H,S,NMe]、[ZA2394;EZA27,H,NEtC(=O)CH3,H,H,S,NMe]、[ZA2395;EZA27,H,NHC(=O)OC(CH3)3,H,H,S,NMe]、[ZA2396;EZA27,H,NMeC(=O)OC(CH3)3,H,H,S,NMe]、[ZA2397;EZA27,H,C(=O)OCH3,H,H,S,NMe]、[ZA2398;EZA27,H,C(=O)OCH2CH3,H,H,S,NMe]、[ZA2399;EZA27,H,C(=O)NH2,H,H,S,NMe]、[ZA2400;EZA27,H,CH2OH,H,H,S,NMe]、
[ZA2301; EZA15, H, H, H, H, S, NMe], [ZA2302; EZA15, Me, H, H, H, S, NMe], [ZA2303; EZA15, H, Me, H, H, S , NMe], [ZA2304; EZA15, H, H, Me, H, S, NMe], [ZA2305; EZA15, H, H, H, Me, S, NMe], [ZA2306; EZA16, H, H, H , H, S, NMe], [ZA2307; EZA16, Me, H, H, H, S, NMe], [ZA2308; EZA16, H, Me, H, H, S, NMe], [ZA2309; EZA16, H , H, Me, H, S, NMe], [ZA2310; EZA16, H, H, H, Me, S, NMe], [ZA2311; EZA17, H, H, H, H, S, NMe], [ZA2312 ; EZA17, Me, H, H, H, S, NMe], [ZA2313; EZA17, H, Me, H, H, S, NMe], [ZA2314; EZA17, H, H, Me, H, S, NMe ], [ZA2315; EZA17, H, H, H, Me, S, NMe], [ZA2316; EZA18, H, H, H, H, S, NMe], [ZA2317; EZA18, Me, H, H, H , S, NMe], [ZA2318; EZA18, H, Me, H, H, S, NMe], [ZA2319; EZA19, H, H, H, H, S, NMe], [ZA2320; EZA19, Me, H , H, H, S, NMe], [ZA2321; EZA19, H, Me, H, H, S, NMe], [ZA2322; EZA20, H, H, H, H, S, NMe], [ZA2323; EZA20 , Me, H, H, H, S, NMe], [ZA2324; EZA20, H, Me, H, H, S, NMe], [ZA2325; EZA21, H, H, H, H, S, NMe], [ZA2326; EZA21, Me, H, H, H, S, NMe], [ZA2327; EZA21, H, Me, H, H, S, NMe], [ZA2328; EZA22, H, H, H, H, S , NMe], [ZA2329; EZA22, Me, H, H, H, S, NMe], [ZA2330; EZA22, H, Me, H, H, S, NMe], [ZA2331; EZA22, H, H, Me , H, S, NMe], [ZA2332; EZA22, H, H, H, Me, S, NMe], [ZA2333; EZA23, H, H, H, H, S, NMe], [ZA2334; EZA23, Me, H, H, H, S, NMe], [ZA2335; EZA23, H, Me, H, H, S, NMe], [ZA2336; EZA23, H, H, Me, H, S, NMe], [ZA2337; EZA23, H, H, H, Me, S, NMe] , [ZA2338; EZA24, H, H, H, H, S, NMe], [ZA2339; EZA24, H, Me, H, H, S, NMe], [ZA2340; EZA24, H, H, Me, H, S, NMe], [ZA2341; EZA24, H, H, H, Me, S, NMe], [ZA2342; EZA24, Me, H, H, H, S, NMe], [ZA2343; EZA24, Me, Me, H, H, S, NMe], [ZA2344; EZA24, Me, H, Me, H, S, NMe], [ZA2345; EZA24, Me, H, H, Me, S, NMe], [ZA2346; EZA25, H, H, H, H, S, NMe], [ZA2347; EZA25, H, Me, H, H, S, NMe], [ZA2348; EZA25, H, H, Me, H, S, NMe], [ ZA2349; EZA25, H, H, H, Me, S, NMe], [ZA2350; EZA25, Me, H, H, H, S, NMe], [ZA2351; EZA25, Me, Me, H, H, S, NMe], [ZA2352; EZA25, Me, H, Me, H, S, NMe], [ZA2353; EZA25, Me, H, H, Me, S, NMe], [ZA2354; EZA26, H, H, H, H, S, NMe], [ZA2355; EZA26, H, Me, H, H, S, NMe], [ZA2356; EZA26, H, H, Me, H, S, NMe], [ZA2357; EZA26, Me, H, H, H, S, NMe], [ZA2358; EZA26, Me, Me, H, H, S, NMe], [ZA2359; EZA26, Me, H, Me, H, S, NMe], [ZA2360; EZA26, C (= O) CH3, H, H, H, S, NMe], [ZA2361; EZA26, C (= O) CH3, Me, H, H, S, NMe], [ZA2362; EZA26, C ( = O) CH3, H, Me, H, S, NMe], [ZA2363; EZA26, C (= O) OC (CH3) 3, H, H, H, S, NMe], [ZA2364; EZA26, C (= O) OC (CH3) 3, Me, H, H, S , NMe], [ZA2365; EZA26, C (= O) OC (CH3) 3, H, Me, H, S, NMe], [ZA2366; EZA27, H, H, H, H, S, NMe], [ ZA2367; EZA27, Me, H, H, H, S, NMe], [ZA2368; EZA27, H, Me, H, H, S, NMe], [ZA2369; EZA27, H, Et, H, H, S, NMe], [ZA2370; EZA27, H, Pr, H, H, S, NMe], [ZA2371; EZA27, H, Ph, H, H, S, NMe], [ZA2372; EZA27, H, OMe, H, H, S, NMe], [ZA2373; EZA27, H, OEt, H, H, S, NMe], [ZA2374; EZA27, H, OPh, H, H, S, NMe], [ZA2375; EZA27, H, OCH2Ph, H, H, S, NMe], [ZA2376; EZA27, H, CF3, H, H, S, NMe], [ZA2377; EZA27, H, OCF3, H, H, S, NMe], [ZA2378; EZA27, H, CN, H, H, S, NMe], [ZA2379; EZA27, H, OH, H, H, S, NMe], [ZA2380; EZA27, H, SH, H, H, S, NMe] , [ZA2381; EZA27, H, NH2, H, H, S, NMe], [ZA2382; EZA27, H, NHMe, H, H, S, NMe], [ZA2383; EZA27, H, NHEt, H, H, S, NMe], [ZA2384; EZA27, H, NMe2, H, H, S, NMe], [ZA2385; EZA27, H, NO2, H, H, S, NMe], [ZA2386; EZA27, H, COOH, H, H, S, NMe], [ZA2387; EZA27, H, F, H, H, S, NMe], [ZA2388; EZA27, H, Cl, H, H, S, NMe], [ZA2389; EZA27, H, 2-pyridyl, H, H, S, NMe], [ZA2390; EZA27, H, 3-pyridyl, H, H, S, NMe], [ZA2391; EZA27, H, 4-pyridyl, H, H, S, NMe] [ZA2392; EZA27, H, NHC (= O) CH3, H, H, S, NMe], [ZA2393; EZA27, H, NMeC (= O) CH3, H, H, S, NMe], [ZA2394; EZA27 , H, NEtC (= O) CH3, H, H, S, NMe], [ZA2395; EZA27, H, NHC (= O) OC (CH3) 3, H, H, S, NMe], [ZA2396; EZA27 , H, NMeC (= O) OC (CH3) 3, H, H, S, NMe], [ZA2397; EZA27, H, C (= O) OCH3, H, H, S, NMe], [ZA2398; EZA27 , H, C (= O) OCH2CH3, H, H, S, NMe], [ZA2399; EZA27, H, C (= O) NH2, H, H, S, NMe], [ZA2400; EZA27, H, CH2OH , H, H, S, NMe],
[ZA2401;EZA27,H,CH2NH2,H,H,S,NMe]、[ZA2402;EZA27,H,NHC(=O)CH3,H,H,S,NMe]、[ZA2403;EZA27,H,CH2Ph,H,H,S,NMe]、[ZA2404;EZA27,H,1-pyrrolidinyl,H,H,S,NMe]、[ZA2405;EZA27,H,1-piperidinyl,H,H,S,NMe]、[ZA2406;EZA28,H,H,H,H,S,NMe]、[ZA2407;EZA28,Me,H,H,H,S,NMe]、[ZA2408;EZA28,H,Me,H,H,S,NMe]、[ZA2409;EZA29,H,H,H,H,S,NMe]、[ZA2410;EZA29,Me,H,H,H,S,NMe]、[ZA2411;EZA29,H,Me,H,H,S,NMe]、[ZA2412;EZA30,H,H,H,H,S,NMe]、[ZA2413;EZA30,H,H,Me,H,S,NMe]、[ZA2414;EZA30,H,H,Et,H,S,NMe]、[ZA2415;EZA30,H,H,Pr,H,S,NMe]、[ZA2416;EZA30,H,H,CH2Ph,H,S,NMe]、[ZA2417;EZA30,Me,H,H,H,S,NMe]、[ZA2418;EZA30,Me,H,Me,H,S,NMe]、[ZA2419;EZA30,Me,H,Et,H,S,NMe]、[ZA2420;EZA30,Me,H,Pr,H,S,NMe]、[ZA2421;EZA30,Me,H,CH2Ph,H,S,NMe]、[ZA2422;EZA30,H,Me,H,H,S,NMe]、[ZA2423;EZA30,H,Me,Me,H,S,NMe]、[ZA2424;EZA30,H,Me,Et,H,S,NMe]、[ZA2425;EZA30,H,Me,Pr,H,S,NMe]、[ZA2426;EZA30,H,Me,CH2Ph,H,S,NMe]、[ZA2427;EZA31,H,H,H,H,S,NMe]、[ZA2428;EZA31,Me,H,H,H,S,NMe]、[ZA2429;EZA31,H,Me,H,H,S,NMe]、[ZA2430;EZA31,H,H,Me,H,S,NMe]、[ZA2431;EZA31,H,H,H,Me,S,NMe]、[ZA2432;EZA32,H,H,H,H,S,NMe]、[ZA2433;EZA32,Me,H,H,H,S,NMe]、[ZA2434;EZA32,H,Me,H,H,S,NMe]、[ZA2435;EZA32,H,H,Me,H,S,NMe]、[ZA2436;EZA32,H,H,H,Me,S,NMe]、[ZA2437;EZA33,H,H,H,H,S,NMe]、[ZA2438;EZA33,H,H,Me,H,S,NMe]、[ZA2439;EZA33,H,H,Et,H,S,NMe]、[ZA2440;EZA33,H,H,Pr,H,S,NMe]、[ZA2441;EZA33,H,H,CH2Ph,H,S,NMe]、[ZA2442;EZA33,Me,H,H,H,S,NMe]、[ZA2443;EZA33,Me,H,Me,H,S,NMe]、[ZA2444;EZA33,Me,H,Et,H,S,NMe]、[ZA2445;EZA33,Me,H,Pr,H,S,NMe]、[ZA2446;EZA33,Me,H,CH2Ph,H,S,NMe]、[ZA2447;EZA33,H,Me,H,H,S,NMe]、[ZA2448;EZA33,H,Me,Me,H,S,NMe]、[ZA2449;EZA33,H,Me,Et,H,S,NMe]、[ZA2450;EZA33,H,Me,Pr,H,S,NMe]、[ZA2451;EZA33,H,Me,CH2Ph,H,S,NMe]、[ZA2452;EZA33,H,H,H,Me,S,NMe]、[ZA2453;EZA33,H,H,Me,Me,S,NMe]、[ZA2454;EZA33,H,H,Et,Me,S,NMe]、[ZA2455;EZA33,H,H,Pr,Me,S,NMe]、[ZA2456;EZA33,H,H,CH2Ph,Me,S,NMe]、[ZA2457;EZA34,H,H,H,H,S,NMe]、[ZA2458;EZA34,Me,H,H,H,S,NMe]、[ZA2459;EZA34,H,Me,H,H,S,NMe]、[ZA2460;EZA34,H,H,H,Me,S,NMe]、[ZA2461;EZA35,H,H,H,H,S,NMe]、[ZA2462;EZA35,H,H,Me,H,S,NMe]、[ZA2463;EZA35,H,H,Et,H,S,NMe]、[ZA2464;EZA35,H,H,Pr,H,S,NMe]、[ZA2465;EZA35,H,H,CH2Ph,H,S,NMe]、[ZA2466;EZA35,Me,H,H,H,S,NMe]、[ZA2467;EZA35,Me,H,Me,H,S,NMe]、[ZA2468;EZA35,Me,H,Et,H,S,NMe]、[ZA2469;EZA35,Me,H,Pr,H,S,NMe]、[ZA2470;EZA35,Me,H,CH2Ph,H,S,NMe]、[ZA2471;EZA35,H,Me,H,H,S,NMe]、[ZA2472;EZA35,H,Me,Me,H,S,NMe]、[ZA2473;EZA35,H,Me,Et,H,S,NMe]、[ZA2474;EZA35,H,Me,Pr,H,S,NMe]、[ZA2475;EZA35,H,Me,CH2Ph,H,S,NMe]、[ZA2476;EZA35,H,H,H,Me,S,NMe]、[ZA2477;EZA35,H,H,Me,Me,S,NMe]、[ZA2478;EZA35,H,H,Et,Me,S,NMe]、[ZA2479;EZA35,H,H,Pr,Me,S,NMe]、[ZA2480;EZA35,H,H,CH2Ph,Me,S,NMe]、[ZA2481;EZA36,H,H,H,H,S,NMe]、[ZA2482;EZA36,Me,H,H,H,S,NMe]、[ZA2483;EZA36,H,Me,H,H,S,NMe]、[ZA2484;EZA36,H,H,Me,H,S,NMe]、[ZA2485;EZA37,H,H,H,H,S,NMe]、[ZA2486;EZA37,Me,H,H,H,S,NMe]、[ZA2487;EZA37,H,H,Me,H,S,NMe]、[ZA2488;EZA37,H,H,H,Me,S,NMe]、[ZA2489;EZA37,Me,Me,H,H,S,NMe]、[ZA2490;EZA38,H,H,H,H,S,NMe]、[ZA2491;EZA38,Me,H,H,H,S,NMe]、[ZA2492;EZA38,H,H,Me,H,S,NMe]、[ZA2493;EZA38,H,H,H,Me,S,NMe]、[ZA2494;EZA38,Me,Me,H,H,S,NMe]、[ZA2495;EZA39,H,H,H,H,S,NMe]、[ZA2496;EZA39,Me,H,H,H,S,NMe]、[ZA2497;EZA39,H,Me,H,H,S,NMe]、[ZA2498;EZA39,H,H,Me,H,S,NMe]、[ZA2499;EZA39,H,H,H,Me,S,NMe]、[ZA2500;EZA40,H,H,H,H,S,NMe]、
[ZA2401; EZA27, H, CH2NH2, H, H, S, NMe], [ZA2402; EZA27, H, NHC (= O) CH3, H, H, S, NMe], [ZA2403; EZA27, H, CH2Ph, H, H, S, NMe], [ZA2404; EZA27, H, 1-pyrrolidinyl, H, H, S, NMe], [ZA2405; EZA27, H, 1-piperidinyl, H, H, S, NMe], [ ZA2406; EZA28, H, H, H, H, S, NMe], [ZA2407; EZA28, Me, H, H, H, S, NMe], [ZA2408; EZA28, H, Me, H, H, S, NMe], [ZA2409; EZA29, H, H, H, H, S, NMe], [ZA2410; EZA29, Me, H, H, H, S, NMe], [ZA2411; EZA29, H, Me, H, H, S, NMe], [ZA2412; EZA30, H, H, H, H, S, NMe], [ZA2413; EZA30, H, H, Me, H, S, NMe], [ZA2414; EZA30, H, H, Et, H, S, NMe], [ZA2415; EZA30, H, H, Pr, H, S, NMe], [ZA2416; EZA30, H, H, CH2Ph, H, S, NMe], [ZA2417; EZA30, Me, H, H, H, S, NMe], [ZA2418; EZA30, Me, H, Me, H, S, NMe], [ZA2419; EZA30, Me, H, Et, H, S, NMe] , [ZA2420; EZA30, Me, H, Pr, H, S, NMe], [ZA2421; EZA30, Me, H, CH2Ph, H, S, NMe], [ZA2422; EZA30, H, Me, H, H, S, NMe], [ZA2423; EZA30, H, Me, Me, H, S, NMe], [ZA2424; EZA30, H, Me, Et, H, S, NMe], [ZA2425; EZA30, H, Me, Pr, H, S, NMe], [ZA2426; EZA30, H, Me, CH2Ph, H, S, NMe], [ZA2427; EZA31, H, H, H, H, S, NMe], [ZA2428; EZA31, Me, H, H, H, S, NMe], [ZA2429; EZA31, H, Me, H, H, S, NMe], [ZA2430; EZA31, H, H, Me, H, S, NMe], [ZA2431; EZA31, H, H, H, Me, S, NMe], [ZA2432; EZA32, H, H, H, H, S, NMe], [ZA2433; EZA32, Me, H, H, H, S, NMe], [ZA2434; EZA32, H, Me, H, H, S, NMe], [ZA2435; EZA32, H, H, Me, H, S, NMe], [ZA2436; EZA32, H, H, H, Me, S, NMe], [ZA2437; EZA33, H, H, H, H, S, NMe], [ZA2438; EZA33, H, H, Me, H, S, NMe] , [ZA2439; EZA33, H, H, Et, H, S, NMe], [ZA2440; EZA33, H, H, Pr, H, S, NMe], [ZA2441; EZA33, H, H, CH2Ph, H, S, NMe], [ZA2442; EZA33, Me, H, H, H, S, NMe], [ZA2443; EZA33, Me, H, Me, H, S, NMe], [ZA2444; EZA33, Me, H, Et, H, S, NMe], [ZA2445; EZA33, Me, H, Pr, H, S, NMe], [ZA2446; EZA33, Me, H, CH2Ph, H, S, NMe], [ZA2447; EZA33, H, Me, H, H, S, NMe], [ZA2448; EZA33, H, Me, Me, H, S, NMe], [ZA2449; EZA33, H, Me, Et, H, S, NMe], [ ZA2450; EZA33, H, Me, Pr, H, S, NMe], [ZA2451; EZA33, H, Me, CH2Ph, H, S, NMe], [ZA2452; EZA33, H, H, H, Me, S, NMe], [ZA2453; EZA33, H, H, Me, Me, S, NMe], [ZA2454; EZA33, H, H, Et, Me, S, NMe], [ZA2455; EZA33, H, H, Pr, Me, S, NMe], [ZA2456; EZA33, H, H, CH2Ph, Me, S, NMe], [ZA2457; EZA34, H, H, H, H, S, NMe], [ZA2458; EZA34, Me, H, H, H, S, NMe], [ZA2459; EZA34, H, Me, H, H, S, NMe], [ZA2460; EZA34, H, H, H, Me, S, NMe], [ZA2461; EZA35, H, H, H, H, S, NMe], [ZA2462; EZA35, H, H, Me, H, S, NMe], [ZA2463; EZA35, H, H, Et, H, S, NMe] , [ZA2464; EZA35, H, H, Pr, H, S, NMe], [ZA2465; EZA35, H, H, CH2Ph, H, S, NMe], [ZA2466; EZA35, Me, H, H, H, S, NMe], [ZA2467; EZA35, Me, H, Me, H, S, NMe], [ZA2468; EZA35, Me, H, Et, H, S, NMe], [ZA2469; EZA35, Me, H, Pr, H, S, NMe], [ZA2470; EZA35, Me, H, CH2Ph, H, S, NMe], [ZA2471; EZA35, H, Me, H, H, S, NMe], [ZA2472; EZA35, H, Me, Me, H, S, NMe], [ZA2473; EZA35, H, Me, Et, H, S, NMe], [ZA2474; EZA35, H, Me, Pr, H, S, NMe], [ ZA2475; EZA35, H, Me, CH2Ph, H, S, NMe], [ZA2476; EZA35, H, H, H, Me, S, NMe], [ZA2477; EZA35, H, H, Me, Me, S, NMe], [ZA2478; EZA35, H, H, Et, Me, S, NMe], [ZA2479; EZA35, H, H, Pr, Me, S, NMe], [ZA2480; EZA35, H, H, CH2Ph, Me, S, NMe], [ZA2481; EZA36, H, H, H, H, S, NMe], [ZA2482; EZA36, Me, H, H, H, S, NMe], [ZA2483; EZA36, H, Me, H, H, S, NMe], [ZA2484; EZA36, H, H, Me, H, S, NMe], [ZA2485; EZA37, H, H, H, H, S, NMe], [ZA2486; EZA37, Me, H, H, H, S, NMe], [ZA2487; EZA37, H, H, Me, H, S, NMe], [ZA2488; EZA37, H, H, H, Me, S, NMe] , [ZA2489; EZA37, Me, Me, H, H, S, NMe], [ZA2490; EZA38, H, H, H, H, S, NMe], [ZA2491; EZA38, Me, H, H, H, S, NM e], [ZA2492; EZA38, H, H, Me, H, S, NMe], [ZA2493; EZA38, H, H, H, Me, S, NMe], [ZA2494; EZA38, Me, Me, H, H, S, NMe], [ZA2495; EZA39, H, H, H, H, S, NMe], [ZA2496; EZA39, Me, H, H, H, S, NMe], [ZA2497; EZA39, H, Me, H, H, S, NMe], [ZA2498; EZA39, H, H, Me, H, S, NMe], [ZA2499; EZA39, H, H, H, Me, S, NMe], [ZA2500; EZA40, H, H, H, H, S, NMe],
[ZA2501;EZA40,Me,H,H,H,S,NMe]、[ZA2502;EZA40,H,Me,H,H,S,NMe]、[ZA2503;EZA40,H,H,Me,H,S,NMe]、[ZA2504;EZA40,H,H,H,Me,S,NMe]、[ZA2505;EZA41,H,H,H,H,S,NMe]、[ZA2506;EZA41,Me,H,H,H,S,NMe]、[ZA2507;EZA41,H,Me,H,H,S,NMe]、[ZA2508;EZA41,H,H,H,Me,S,NMe]、[ZA2509;EZA42,H,H,H,H,S,NMe]、[ZA2510;EZA42,H,Me,H,H,S,NMe]、[ZA2511;EZA42,H,H,Me,H,S,NMe]、[ZA2512;EZA42,H,H,H,Me,S,NMe]、[ZA2513;EZA42,Me,H,H,H,S,NMe]、[ZA2514;EZA42,Me,Me,H,H,S,NMe]、[ZA2515;EZA42,Me,H,Me,H,S,NMe]、[ZA2516;EZA42,Me,H,H,Me,S,NMe]、[ZA2517;EZA43,H,H,H,H,S,NMe]、[ZA2518;EZA43,H,H,Me,H,S,NMe]、[ZA2519;EZA43,H,H,Et,H,S,NMe]、[ZA2520;EZA43,H,H,Pr,H,S,NMe]、[ZA2521;EZA43,H,H,CH2Ph,H,S,NMe]、[ZA2522;EZA44,H,H,H,H,S,NMe]、[ZA2523;EZA44,H,H,Me,H,S,NMe]、[ZA2524;EZA44,H,H,Et,H,S,NMe]、[ZA2525;EZA44,H,H,Pr,H,S,NMe]、[ZA2526;EZA44,H,H,CH2Ph,H,S,NMe]、[ZA2527;EZA1,H,H,H,H,S,O]、[ZA2528;EZA1,Me,H,H,H,S,O]、[ZA2529;EZA1,H,Me,H,H,S,O]、[ZA2530;EZA1,H,Me,Me,H,S,O]、[ZA2531;EZA1,H,Me,H,Me,S,O]、[ZA2532;EZA1,H,Et,H,H,S,O]、[ZA2533;EZA1,H,Pr,H,H,S,O]、[ZA2534;EZA1,H,Ph,H,H,S,O]、[ZA2535;EZA1,H,OMe,H,H,S,O]、[ZA2536;EZA1,H,OEt,H,H,S,O]、[ZA2537;EZA1,H,OPh,H,H,S,O]、[ZA2538;EZA1,H,OCH2Ph,H,H,S,O]、[ZA2539;EZA1,H,CF3,H,H,S,O]、[ZA2540;EZA1,H,OCF3,H,H,S,O]、[ZA2541;EZA1,H,CN,H,H,S,O]、[ZA2542;EZA1,H,OH,H,H,S,O]、[ZA2543;EZA1,H,SH,H,H,S,O]、[ZA2544;EZA1,H,NH2,H,H,S,O]、[ZA2545;EZA1,H,NHMe,H,H,S,O]、[ZA2546;EZA1,H,NHEt,H,H,S,O]、[ZA2547;EZA1,H,NMe2,H,H,S,O]、[ZA2548;EZA1,H,NO2,H,H,S,O]、[ZA2549;EZA1,H,COOH,H,H,S,O]、[ZA2550;EZA1,H,F,H,H,S,O]、[ZA2551;EZA1,H,Cl,H,H,S,O]、[ZA2552;EZA1,H,2-pyridyl,H,H,S,O]、[ZA2553;EZA1,H,3-pyridyl,H,H,S,O]、[ZA2554;EZA1,H,4-pyridyl,H,H,S,O]、[ZA2555;EZA1,H,NHC(=O)CH3,H,H,S,O]、[ZA2556;EZA1,H,NMeC(=O)CH3,H,H,S,O]、[ZA2557;EZA1,H,NEtC(=O)CH3,H,H,S,O]、[ZA2558;EZA1,H,NHC(=O)OC(CH3)3,H,H,S,O]、[ZA2559;EZA1,H,NMeC(=O)OC(CH3)3,H,H,S,O]、[ZA2560;EZA1,H,C(=O)OCH3,H,H,S,O]、[ZA2561;EZA1,H,C(=O)OCH2CH3,H,H,S,O]、[ZA2562;EZA1,H,C(=O)NH2,H,H,S,O]、[ZA2563;EZA1,H,CH2OH,H,H,S,O]、[ZA2564;EZA1,H,CH2NH2,H,H,S,O]、[ZA2565;EZA1,H,NHC(=O)CH3,H,H,S,O]、[ZA2566;EZA1,H,CH2Ph,H,H,S,O]、[ZA2567;EZA1,H,1-pyrrolidinyl,H,H,S,O]、[ZA2568;EZA1,H,1-piperidinyl,H,H,S,O]、[ZA2569;EZA1,H,Me,Me,H,S,O]、[ZA2570;EZA1,H,Et,Et,H,S,O]、[ZA2571;EZA1,H,OMe,OMe,H,S,O]、[ZA2572;EZA1,H,OEt,OEt,H,S,O]、[ZA2573;EZA1,H,OPr,OPr,H,S,O]、[ZA2574;EZA2,H,H,H,H,S,O]、[ZA2575;EZA2,Me,H,H,H,S,O]、[ZA2576;EZA2,H,Me,H,H,S,O]、[ZA2577;EZA2,H,H,H,Me,S,O]、[ZA2578;EZA2,H,Me,Me,H,S,O]、[ZA2579;EZA3,H,H,H,H,S,O]、[ZA2580;EZA3,Me,H,H,H,S,O]、[ZA2581;EZA3,H,Me,H,H,S,O]、[ZA2582;EZA3,H,H,Me,H,S,O]、[ZA2583;EZA4,H,H,H,H,S,O]、[ZA2584;EZA4,Me,H,H,H,S,O]、[ZA2585;EZA4,H,H,Me,H,S,O]、[ZA2586;EZA4,Me,Me,H,H,S,O]、[ZA2587;EZA5,H,H,H,H,S,O]、[ZA2588;EZA5,Me,H,H,H,S,O]、[ZA2589;EZA5,H,Me,H,H,S,O]、[ZA2590;EZA5,H,H,H,Me,S,O]、[ZA2591;EZA5,H,Me,Me,H,S,O]、[ZA2592;EZA6,H,H,H,H,S,O]、[ZA2593;EZA6,H,Me,H,H,S,O]、[ZA2594;EZA6,H,H,Me,H,S,O]、[ZA2595;EZA6,H,H,H,Me,S,O]、[ZA2596;EZA6,Me,H,H,H,S,O]、[ZA2597;EZA6,Me,Me,H,H,S,O]、[ZA2598;EZA6,Me,H,Me,H,S,O]、[ZA2599;EZA6,Me,H,H,Me,S,O]、[ZA2600;EZA7,H,H,H,H,S,O]、
[ZA2501; EZA40, Me, H, H, H, S, NMe], [ZA2502; EZA40, H, Me, H, H, S, NMe], [ZA2503; EZA40, H, H, Me, H, S , NMe], [ZA2504; EZA40, H, H, H, Me, S, NMe], [ZA2505; EZA41, H, H, H, H, S, NMe], [ZA2506; EZA41, Me, H, H , H, S, NMe], [ZA2507; EZA41, H, Me, H, H, S, NMe], [ZA2508; EZA41, H, H, H, Me, S, NMe], [ZA2509; EZA42, H , H, H, H, S, NMe], [ZA2510; EZA42, H, Me, H, H, S, NMe], [ZA2511; EZA42, H, H, Me, H, S, NMe], [ZA2512 ; EZA42, H, H, H, Me, S, NMe], [ZA2513; EZA42, Me, H, H, H, S, NMe], [ZA2514; EZA42, Me, Me, H, H, S, NMe ], [ZA2515; EZA42, Me, H, Me, H, S, NMe], [ZA2516; EZA42, Me, H, H, Me, S, NMe], [ZA2517; EZA43, H, H, H, H , S, NMe], [ZA2518; EZA43, H, H, Me, H, S, NMe], [ZA2519; EZA43, H, H, Et, H, S, NMe], [ZA2520; EZA43, H, H , Pr, H, S, NMe], [ZA2521; EZA43, H, H, CH2Ph, H, S, NMe], [ZA2522; EZA44, H, H, H, H, S, NMe], [ZA2523; EZA44 , H, H, Me, H, S, NMe], [ZA2524; EZA44, H, H, Et, H, S, NMe], [ZA2525; EZA44, H, H, Pr, H, S, NMe], [ZA2526; EZA44, H, H, CH2Ph, H, S, NMe], [ZA2527; EZA1, H, H, H, H, S, O], [ZA2528; EZA1, Me, H, H, H, S , O], [ZA2529; EZA1, H, Me, H, H, S, O], [ZA2530; EZA1, H, Me, Me, H, S, O], [ZA2531; EZA1, H, Me, H , Me, S, O], [ZA2532; EZA1, H, Et , H, H, S, O], [ZA2533; EZA1, H, Pr, H, H, S, O], [ZA2534; EZA1, H, Ph, H, H, S, O], [ZA2535; EZA1 , H, OMe, H, H, S, O], [ZA2536; EZA1, H, OEt, H, H, S, O], [ZA2537; EZA1, H, OPh, H, H, S, O], [ZA2538; EZA1, H, OCH2Ph, H, H, S, O], [ZA2539; EZA1, H, CF3, H, H, S, O], [ZA2540; EZA1, H, OCF3, H, H, S , O], [ZA2541; EZA1, H, CN, H, H, S, O], [ZA2542; EZA1, H, OH, H, H, S, O], [ZA2543; EZA1, H, SH, H , H, S, O], [ZA2544; EZA1, H, NH2, H, H, S, O], [ZA2545; EZA1, H, NHMe, H, H, S, O], [ZA2546; EZA1, H , NHEt, H, H, S, O], [ZA2547; EZA1, H, NMe2, H, H, S, O], [ZA2548; EZA1, H, NO2, H, H, S, O], [ZA2549 ; EZA1, H, COOH, H, H, S, O], [ZA2550; EZA1, H, F, H, H, S, O], [ZA2551; EZA1, H, Cl, H, H, S, O ], [ZA2552; EZA1, H, 2-pyridyl, H, H, S, O], [ZA2553; EZA1, H, 3-pyridyl, H, H, S, O], [ZA2554; EZA1, H, 4 -pyridyl, H, H, S, O], [ZA2555; EZA1, H, NHC (= O) CH3, H, H, S, O], [ZA2556; EZA1, H, NMeC (= O) CH3, H , H, S, O], [ZA2557; EZA1, H, NEtC (= O) CH3, H, H, S, O], [ZA2558; EZA1, H, NHC (= O) OC (CH3) 3, H , H, S, O], [ZA2559; EZA1, H, NMeC (= O) OC (CH3) 3, H, H, S, O], [ZA2560; EZA1, H, C (= O) OCH3, H , H, S, O], [ZA2561; EZA1, H, C (= O) OCH2CH3, H, H, S, O], [ZA2562; EZA1, H, C (= O) NH2, H, H, S , O], [Z A2563; EZA1, H, CH2OH, H, H, S, O], [ZA2564; EZA1, H, CH2NH2, H, H, S, O], [ZA2565; EZA1, H, NHC (= O) CH3, H , H, S, O], [ZA2566; EZA1, H, CH2Ph, H, H, S, O], [ZA2567; EZA1, H, 1-pyrrolidinyl, H, H, S, O], [ZA2568; EZA1 , H, 1-piperidinyl, H, H, S, O], [ZA2569; EZA1, H, Me, Me, H, S, O], [ZA2570; EZA1, H, Et, Et, H, S, O ], [ZA2571; EZA1, H, OMe, OMe, H, S, O], [ZA2572; EZA1, H, OEt, OEt, H, S, O], [ZA2573; EZA1, H, OPr, OPr, H , S, O], [ZA2574; EZA2, H, H, H, H, S, O], [ZA2575; EZA2, Me, H, H, H, S, O], [ZA2576; EZA2, H, Me , H, H, S, O], [ZA2577; EZA2, H, H, H, Me, S, O], [ZA2578; EZA2, H, Me, Me, H, S, O], [ZA2579; EZA3 , H, H, H, H, S, O], [ZA2580; EZA3, Me, H, H, H, S, O], [ZA2581; EZA3, H, Me, H, H, S, O], [ZA2582; EZA3, H, H, Me, H, S, O], [ZA2583; EZA4, H, H, H, H, S, O], [ZA2584; EZA4, Me, H, H, H, S , O], [ZA2585; EZA4, H, H, Me, H, S, O], [ZA2586; EZA4, Me, Me, H, H, S, O], [ZA2587; EZA5, H, H, H , H, S, O], [ZA2588; EZA5, Me, H, H, H, S, O], [ZA2589; EZA5, H, Me, H, H, S, O], [ZA2590; EZA5, H , H, H, Me, S, O], [ZA2591; EZA5, H, Me, Me, H, S, O], [ZA2592; EZA6, H, H, H, H, S, O], [ZA2593 ; EZA6, H, Me, H, H, S, O], [ZA2594; EZA6, H, H, Me, H, S, O], [ZA2595; EZA6, H, H, H, Me, S, O], [ZA2596; EZA6, Me, H, H, H, S, O], [ZA2597; EZA6, Me, Me, H, H, S, O], [ZA2598; EZA6, Me, H, Me, H, S, O], [ZA2599; EZA6, Me, H, H, Me, S, O], [ZA2600; EZA7, H, H, H, H, S, O],
[ZA2601;EZA7,Me,H,H,H,S,O]、[ZA2602;EZA7,H,Me,H,H,S,O]、[ZA2603;EZA7,H,H,H,Me,S,O]、[ZA2604;EZA8,H,H,H,H,S,O]、[ZA2605;EZA8,H,Me,H,H,S,O]、[ZA2606;EZA8,H,H,H,Me,S,O]、[ZA2607;EZA8,H,Me,Me,H,S,O]、[ZA2608;EZA8,Me,H,H,H,S,O]、[ZA2609;EZA8,Me,Me,H,H,S,O]、[ZA2610;EZA8,Me,H,H,Me,S,O]、[ZA2611;EZA8,Me,Me,Me,H,S,O]、[ZA2612;EZA9,H,H,H,H,S,O]、[ZA2613;EZA9,Me,H,H,H,S,O]、[ZA2614;EZA9,H,Me,H,H,S,O]、[ZA2615;EZA9,H,H,H,Me,S,O]、[ZA2616;EZA9,Me,H,Me,H,S,O]、[ZA2617;EZA10,H,H,H,H,S,O]、[ZA2618;EZA10,Me,H,H,H,S,O]、[ZA2619;EZA10,H,Me,H,H,S,O]、[ZA2620;EZA10,H,H,H,Me,S,O]、[ZA2621;EZA10,Me,H,Me,H,S,O]、[ZA2622;EZA11,H,H,H,H,S,O]、[ZA2623;EZA11,H,Me,H,H,S,O]、[ZA2624;EZA11,H,H,Me,H,S,O]、[ZA2625;EZA11,H,H,H,Me,S,O]、[ZA2626;EZA11,Me,H,H,H,S,O]、[ZA2627;EZA11,Me,Me,H,H,S,O]、[ZA2628;EZA11,Me,H,Me,H,S,O]、[ZA2629;EZA11,Me,H,H,Me,S,O]、[ZA2630;EZA12,H,H,H,H,S,O]、[ZA2631;EZA12,H,Me,H,H,S,O]、[ZA2632;EZA12,H,H,H,Me,S,O]、[ZA2633;EZA12,Me,H,H,H,S,O]、[ZA2634;EZA12,Me,Me,H,H,S,O]、[ZA2635;EZA12,Me,H,H,Me,S,O]、[ZA2636;EZA13,H,H,H,H,S,O]、[ZA2637;EZA13,Me,H,H,H,S,O]、[ZA2638;EZA13,H,H,Me,H,S,O]、[ZA2639;EZA14,H,H,H,H,S,O]、[ZA2640;EZA14,Me,H,H,H,S,O]、[ZA2641;EZA14,H,Me,H,H,S,O]、[ZA2642;EZA14,H,Et,H,H,S,O]、[ZA2643;EZA14,H,Pr,H,H,S,O]、[ZA2644;EZA14,H,Ph,H,H,S,O]、[ZA2645;EZA14,H,OMe,H,H,S,O]、[ZA2646;EZA14,H,OEt,H,H,S,O]、[ZA2647;EZA14,H,OPh,H,H,S,O]、[ZA2648;EZA14,H,OCH2Ph,H,H,S,O]、[ZA2649;EZA14,H,CF3,H,H,S,O]、[ZA2650;EZA14,H,OCF3,H,H,S,O]、[ZA2651;EZA14,H,CN,H,H,S,O]、[ZA2652;EZA14,H,OH,H,H,S,O]、[ZA2653;EZA14,H,SH,H,H,S,O]、[ZA2654;EZA14,H,NH2,H,H,S,O]、[ZA2655;EZA14,H,NHMe,H,H,S,O]、[ZA2656;EZA14,H,NHEt,H,H,S,O]、[ZA2657;EZA14,H,NMe2,H,H,S,O]、[ZA2658;EZA14,H,NO2,H,H,S,O]、[ZA2659;EZA14,H,COOH,H,H,S,O]、[ZA2660;EZA14,H,F,H,H,S,O]、[ZA2661;EZA14,H,Cl,H,H,S,O]、[ZA2662;EZA14,H,2-pyridyl,H,H,S,O]、[ZA2663;EZA14,H,3-pyridyl,H,H,S,O]、[ZA2664;EZA14,H,4-pyridyl,H,H,S,O]、[ZA2665;EZA14,H,NHC(=O)CH3,H,H,S,O]、[ZA2666;EZA14,H,NMeC(=O)CH3,H,H,S,O]、[ZA2667;EZA14,H,NEtC(=O)CH3,H,H,S,O]、[ZA2668;EZA14,H,NHC(=O)OC(CH3)3,H,H,S,O]、[ZA2669;EZA14,H,NMeC(=O)OC(CH3)3,H,H,S,O]、[ZA2670;EZA14,H,C(=O)OCH3,H,H,S,O]、[ZA2671;EZA14,H,C(=O)OCH2CH3,H,H,S,O]、[ZA2672;EZA14,H,C(=O)NH2,H,H,S,O]、[ZA2673;EZA14,H,CH2OH,H,H,S,O]、[ZA2674;EZA14,H,CH2NH2,H,H,S,O]、[ZA2675;EZA14,H,NHC(=O)CH3,H,H,S,O]、[ZA2676;EZA14,H,CH2Ph,H,H,S,O]、[ZA2677;EZA14,H,1-pyrrolidinyl,H,H,S,O]、[ZA2678;EZA14,H,1-piperidinyl,H,H,S,O]、[ZA2679;EZA14,H,H,Me,H,S,O]、[ZA2680;EZA14,H,H,Et,H,S,O]、[ZA2681;EZA14,H,H,Pr,H,S,O]、[ZA2682;EZA14,H,H,Ph,H,S,O]、[ZA2683;EZA14,H,H,OMe,H,S,O]、[ZA2684;EZA14,H,H,OEt,H,S,O]、[ZA2685;EZA14,H,H,OPh,H,S,O]、[ZA2686;EZA14,H,H,OCH2Ph,H,S,O]、[ZA2687;EZA14,H,H,CF3,H,S,O]、[ZA2688;EZA14,H,H,OCF3,H,S,O]、[ZA2689;EZA14,H,H,CN,H,S,O]、[ZA2690;EZA14,H,H,OH,H,S,O]、[ZA2691;EZA14,H,H,SH,H,S,O]、[ZA2692;EZA14,H,H,NH2,H,S,O]、[ZA2693;EZA14,H,H,NHMe,H,S,O]、[ZA2694;EZA14,H,H,NHEt,H,S,O]、[ZA2695;EZA14,H,H,NMe2,H,S,O]、[ZA2696;EZA14,H,H,NO2,H,S,O]、[ZA2697;EZA14,H,H,COOH,H,S,O]、[ZA2698;EZA14,H,H,F,H,S,O]、[ZA2699;EZA14,H,H,Cl,H,S,O]、[ZA2700;EZA14,H,H,2-pyridyl,H,S,O]、
[ZA2601; EZA7, Me, H, H, H, S, O], [ZA2602; EZA7, H, Me, H, H, S, O], [ZA2603; EZA7, H, H, H, Me, S , O], [ZA2604; EZA8, H, H, H, H, S, O], [ZA2605; EZA8, H, Me, H, H, S, O], [ZA2606; EZA8, H, H, H , Me, S, O], [ZA2607; EZA8, H, Me, Me, H, S, O], [ZA2608; EZA8, Me, H, H, H, S, O], [ZA2609; EZA8, Me , Me, H, H, S, O], [ZA2610; EZA8, Me, H, H, Me, S, O], [ZA2611; EZA8, Me, Me, Me, H, S, O], [ZA2612 ; EZA9, H, H, H, H, S, O], [ZA2613; EZA9, Me, H, H, H, S, O], [ZA2614; EZA9, H, Me, H, H, S, O ], [ZA2615; EZA9, H, H, H, Me, S, O], [ZA2616; EZA9, Me, H, Me, H, S, O], [ZA2617; EZA10, H, H, H, H , S, O], [ZA2618; EZA10, Me, H, H, H, S, O], [ZA2619; EZA10, H, Me, H, H, S, O], [ZA2620; EZA10, H, H , H, Me, S, O], [ZA2621; EZA10, Me, H, Me, H, S, O], [ZA2622; EZA11, H, H, H, H, S, O], [ZA2623; EZA11 , H, Me, H, H, S, O], [ZA2624; EZA11, H, H, Me, H, S, O], [ZA2625; EZA11, H, H, H, Me, S, O], [ZA2626; EZA11, Me, H, H, H, S, O], [ZA2627; EZA11, Me, Me, H, H, S, O], [ZA2628; EZA11, Me, H, Me, H, S , O], [ZA2629; EZA11, Me, H, H, Me, S, O], [ZA2630; EZA12, H, H, H, H, S, O], [ZA2631; EZA12, H, Me, H , H, S, O], [ZA2632; EZA12, H, H, H, Me, S, O], [ZA2633; EZA12, Me, H, H, H, S, O], [ZA2634; EZA12, Me , Me, H , H, S, O], [ZA2635; EZA12, Me, H, H, Me, S, O], [ZA2636; EZA13, H, H, H, H, S, O], [ZA2637; EZA13, Me , H, H, H, S, O], [ZA2638; EZA13, H, H, Me, H, S, O], [ZA2639; EZA14, H, H, H, H, S, O], [ZA2640 ; EZA14, Me, H, H, H, S, O], [ZA2641; EZA14, H, Me, H, H, S, O], [ZA2642; EZA14, H, Et, H, H, S, O ], [ZA2643; EZA14, H, Pr, H, H, S, O], [ZA2644; EZA14, H, Ph, H, H, S, O], [ZA2645; EZA14, H, OMe, H, H , S, O], [ZA2646; EZA14, H, OEt, H, H, S, O], [ZA2647; EZA14, H, OPh, H, H, S, O], [ZA2648; EZA14, H, OCH2Ph , H, H, S, O], [ZA2649; EZA14, H, CF3, H, H, S, O], [ZA2650; EZA14, H, OCF3, H, H, S, O], [ZA2651; EZA14 , H, CN, H, H, S, O], [ZA2652; EZA14, H, OH, H, H, S, O], [ZA2653; EZA14, H, SH, H, H, S, O], [ZA2654; EZA14, H, NH2, H, H, S, O], [ZA2655; EZA14, H, NHMe, H, H, S, O], [ZA2656; EZA14, H, NHEt, H, H, S , O], [ZA2657; EZA14, H, NMe2, H, H, S, O], [ZA2658; EZA14, H, NO2, H, H, S, O], [ZA2659; EZA14, H, COOH, H , H, S, O], [ZA2660; EZA14, H, F, H, H, S, O], [ZA2661; EZA14, H, Cl, H, H, S, O], [ZA2662; EZA14, H , 2-pyridyl, H, H, S, O], [ZA2663; EZA14, H, 3-pyridyl, H, H, S, O], [ZA2664; EZA14, H, 4-pyridyl, H, H, S , O], [ZA2665; EZA14, H, NHC (= O) CH3, H, H, S, O], [ZA2666; EZA14 , H, NMeC (= O) CH3, H, H, S, O], [ZA2667; EZA14, H, NEtC (= O) CH3, H, H, S, O], [ZA2668; EZA14, H, NHC (= O) OC (CH3) 3, H, H, S, O], [ZA2669; EZA14, H, NMeC (= O) OC (CH3) 3, H, H, S, O], [ZA2670; EZA14 , H, C (= O) OCH3, H, H, S, O], [ZA2671; EZA14, H, C (= O) OCH2CH3, H, H, S, O], [ZA2672; EZA14, H, C (= O) NH2, H, H, S, O], [ZA2673; EZA14, H, CH2OH, H, H, S, O], [ZA2674; EZA14, H, CH2NH2, H, H, S, O] , [ZA2675; EZA14, H, NHC (= O) CH3, H, H, S, O], [ZA2676; EZA14, H, CH2Ph, H, H, S, O], [ZA2677; EZA14, H, 1 -pyrrolidinyl, H, H, S, O], [ZA2678; EZA14, H, 1-piperidinyl, H, H, S, O], [ZA2679; EZA14, H, H, Me, H, S, O], [ZA2680; EZA14, H, H, Et, H, S, O], [ZA2681; EZA14, H, H, Pr, H, S, O], [ZA2682; EZA14, HZA, H, Ph, H, S , O], [ZA2683; EZA14, H, H, OMe, H, S, O], [ZA2684; EZA14, H, H, OEt, H, S, O], [ZA2685; EZA14, H, H, OPh , H, S, O], [ZA2686; EZA14, H, H, OCH2Ph, H, S, O], [ZA2687; EZA14, H, H, CF3, H, S, O], [ZA2688; EZA14, H , H, OCF3, H, S, O], [ZA2689; EZA14, H, H, CN, H, S, O], [ZA2690; EZA14, H, H, OH, H, S, O], [ZA2691 ; EZA14, H, H, SH, H, S, O], [ZA2692; EZA14, H, H, NH2, H, S, O], [ZA2693; EZA14, H, H, NHMe, H, S, O ], [ZA2694; EZA14, H, H, NHEt, H, S, O], [ZA2695; EZA14, H, H, N Me2, H, S, O], [ZA2696; EZA14, H, H, NO2, H, S, O], [ZA2697; EZA14, H, H, COOH, H, S, O], [ZA2698; EZA14, H, H, F, H, S, O], [ZA2699; EZA14, H, H, Cl, H, S, O], [ZA2700; EZA14, H, H, 2-pyridyl, H, S, O] ,
[ZA2701;EZA14,H,H,3-pyridyl,H,S,O]、[ZA2702;EZA14,H,H,4-pyridyl,H,S,O]、[ZA2703;EZA14,H,H,NHC(=O)CH3,H,S,O]、[ZA2704;EZA14,H,H,NMeC(=O)CH3,H,S,O]、[ZA2705;EZA14,H,H,NEtC(=O)CH3,H,S,O]、[ZA2706;EZA14,H,H,NHC(=O)OC(CH3)3,H,S,O]、[ZA2707;EZA14,H,H,NMeC(=O)OC(CH3)3,H,S,O]、[ZA2708;EZA14,H,H,C(=O)OCH3,H,S,O]、[ZA2709;EZA14,H,H,C(=O)OCH2CH3,H,S,O]、[ZA2710;EZA14,H,H,C(=O)NH2,H,S,O]、[ZA2711;EZA14,H,H,CH2OH,H,S,O]、[ZA2712;EZA14,H,H,CH2NH2,H,S,O]、[ZA2713;EZA14,H,H,NHC(=O)CH3,H,S,O]、[ZA2714;EZA14,H,H,CH2Ph,H,S,O]、[ZA2715;EZA14,H,H,1-pyrrolidinyl,H,S,O]、[ZA2716;EZA14,H,H,1-piperidinyl,H,S,O]、[ZA2717;EZA14,H,H,Me,Me,S,O]、[ZA2718;EZA14,H,H,Et,Et,S,O]、[ZA2719;EZA14,H,H,OMe,OMe,S,O]、[ZA2720;EZA14,H,H,OEt,OEt,S,O]、[ZA2721;EZA14,H,H,OPr,OPr,S,O]、[ZA2722;EZA15,H,H,H,H,S,O]、[ZA2723;EZA15,Me,H,H,H,S,O]、[ZA2724;EZA15,H,Me,H,H,S,O]、[ZA2725;EZA15,H,H,Me,H,S,O]、[ZA2726;EZA15,H,H,H,Me,S,O]、[ZA2727;EZA16,H,H,H,H,S,O]、[ZA2728;EZA16,Me,H,H,H,S,O]、[ZA2729;EZA16,H,Me,H,H,S,O]、[ZA2730;EZA16,H,H,Me,H,S,O]、[ZA2731;EZA16,H,H,H,Me,S,O]、[ZA2732;EZA17,H,H,H,H,S,O]、[ZA2733;EZA17,Me,H,H,H,S,O]、[ZA2734;EZA17,H,Me,H,H,S,O]、[ZA2735;EZA17,H,H,Me,H,S,O]、[ZA2736;EZA17,H,H,H,Me,S,O]、[ZA2737;EZA18,H,H,H,H,S,O]、[ZA2738;EZA18,Me,H,H,H,S,O]、[ZA2739;EZA18,H,Me,H,H,S,O]、[ZA2740;EZA19,H,H,H,H,S,O]、[ZA2741;EZA19,Me,H,H,H,S,O]、[ZA2742;EZA19,H,Me,H,H,S,O]、[ZA2743;EZA20,H,H,H,H,S,O]、[ZA2744;EZA20,Me,H,H,H,S,O]、[ZA2745;EZA20,H,Me,H,H,S,O]、[ZA2746;EZA21,H,H,H,H,S,O]、[ZA2747;EZA21,Me,H,H,H,S,O]、[ZA2748;EZA21,H,Me,H,H,S,O]、[ZA2749;EZA22,H,H,H,H,S,O]、[ZA2750;EZA22,Me,H,H,H,S,O]、[ZA2751;EZA22,H,Me,H,H,S,O]、[ZA2752;EZA22,H,H,Me,H,S,O]、[ZA2753;EZA22,H,H,H,Me,S,O]、[ZA2754;EZA23,H,H,H,H,S,O]、[ZA2755;EZA23,Me,H,H,H,S,O]、[ZA2756;EZA23,H,Me,H,H,S,O]、[ZA2757;EZA23,H,H,Me,H,S,O]、[ZA2758;EZA23,H,H,H,Me,S,O]、[ZA2759;EZA24,H,H,H,H,S,O]、[ZA2760;EZA24,H,Me,H,H,S,O]、[ZA2761;EZA24,H,H,Me,H,S,O]、[ZA2762;EZA24,H,H,H,Me,S,O]、[ZA2763;EZA24,Me,H,H,H,S,O]、[ZA2764;EZA24,Me,Me,H,H,S,O]、[ZA2765;EZA24,Me,H,Me,H,S,O]、[ZA2766;EZA24,Me,H,H,Me,S,O]、[ZA2767;EZA25,H,H,H,H,S,O]、[ZA2768;EZA25,H,Me,H,H,S,O]、[ZA2769;EZA25,H,H,Me,H,S,O]、[ZA2770;EZA25,H,H,H,Me,S,O]、[ZA2771;EZA25,Me,H,H,H,S,O]、[ZA2772;EZA25,Me,Me,H,H,S,O]、[ZA2773;EZA25,Me,H,Me,H,S,O]、[ZA2774;EZA25,Me,H,H,Me,S,O]、[ZA2775;EZA26,H,H,H,H,S,O]、[ZA2776;EZA26,H,Me,H,H,S,O]、[ZA2777;EZA26,H,H,Me,H,S,O]、[ZA2778;EZA26,Me,H,H,H,S,O]、[ZA2779;EZA26,Me,Me,H,H,S,O]、[ZA2780;EZA26,Me,H,Me,H,S,O]、[ZA2781;EZA26,C(=O)CH3,H,H,H,S,O]、[ZA2782;EZA26,C(=O)CH3,Me,H,H,S,O]、[ZA2783;EZA26,C(=O)CH3,H,Me,H,S,O]、[ZA2784;EZA26,C(=O)OC(CH3)3,H,H,H,S,O]、[ZA2785;EZA26,C(=O)OC(CH3)3,Me,H,H,S,O]、[ZA2786;EZA26,C(=O)OC(CH3)3,H,Me,H,S,O]、[ZA2787;EZA27,H,H,H,H,S,O]、[ZA2788;EZA27,Me,H,H,H,S,O]、[ZA2789;EZA27,H,Me,H,H,S,O]、[ZA2790;EZA27,H,Et,H,H,S,O]、[ZA2791;EZA27,H,Pr,H,H,S,O]、[ZA2792;EZA27,H,Ph,H,H,S,O]、[ZA2793;EZA27,H,OMe,H,H,S,O]、[ZA2794;EZA27,H,OEt,H,H,S,O]、[ZA2795;EZA27,H,OPh,H,H,S,O]、[ZA2796;EZA27,H,OCH2Ph,H,H,S,O]、[ZA2797;EZA27,H,CF3,H,H,S,O]、[ZA2798;EZA27,H,OCF3,H,H,S,O]、[ZA2799;EZA27,H,CN,H,H,S,O]、[ZA2800;EZA27,H,OH,H,H,S,O]、
[ZA2701; EZA14, H, H, 3-pyridyl, H, S, O], [ZA2702; EZA14, H, H, 4-pyridyl, H, S, O], [ZA2703; EZA14, H, H, NHC (= O) CH3, H, S, O], [ZA2704; EZA14, H, H, NMeC (= O) CH3, H, S, O], [ZA2705; EZA14, H, H, NEtC (= O) CH3, H, S, O], [ZA2706; EZA14, H, H, NHC (= O) OC (CH3) 3, H, S, O], [ZA2707; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, S, O], [ZA2708; EZA14, H, H, C (= O) OCH3, H, S, O], [ZA2709; EZA14, H, H, C (= O) OCH2CH3, H, S, O], [ZA2710; EZA14, H, H, C (= O) NH2, H, S, O], [ZA2711; EZA14, H, H, CH2OH, H, S, O], [ZA2712; EZA14, H, H, CH2NH2, H, S, O], [ZA2713; EZA14, H, H, NHC (= O) CH3, H, S, O], [ZA2714; EZA14, H, H, CH2Ph, H, S, O], [ZA2715; EZA14, H, H, 1-pyrrolidinyl, H, S, O], [ZA2716; EZA14, H, H, 1-piperidinyl, H, S, O], [ ZA2717; EZA14, H, H, Me, Me, S, O], [ZA2718; EZA14, H, H, Et, Et, S, O], [ZA2719; EZA14, H, H, OMe, OMe, S, O], [ZA2720; EZA14, H, H, OEt, OEt, S, O], [ZA2721; EZA14, H, H, OPr, OPr, S, O], [ZA2722; EZA15, H, H, H, H, S, O], [ZA2723; EZA15, Me, H, H, H, S, O], [ZA2724; EZA15, H, Me, H, H, S, O], [ZA2725; EZA15, H, H, Me, H, S, O], [ZA2726; EZA15, H, H, H, Me, S, O], [ZA2727; EZA16, H, H, H, H, S, O], [ZA2728; EZA16, Me, H, H, H, S, O], [ZA2729; EZA16, H, Me, H , H, S, O], [ZA2730; EZA16, H, H, Me, H, S, O], [ZA2731; EZA16, H, H, H, Me, S, O], [ZA2732; EZA17, H , H, H, H, S, O], [ZA2733; EZA17, Me, H, H, H, S, O], [ZA2734; EZA17, H, Me, H, H, S, O], [ZA2735 ; EZA17, H, H, Me, H, S, O], [ZA2736; EZA17, H, H, H, Me, S, O], [ZA2737; EZA18, H, H, H, H, S, O ], [ZA2738; EZA18, Me, H, H, H, S, O], [ZA2739; EZA18, H, Me, H, H, S, O], [ZA2740; EZA19, H, H, H, H , S, O], [ZA2741; EZA19, Me, H, H, H, S, O], [ZA2742; EZA19, H, Me, H, H, S, O], [ZA2743; EZA20, H, H , H, H, S, O], [ZA2744; EZA20, Me, H, H, H, S, O], [ZA2745; EZA20, H, Me, H, H, S, O], [ZA2746; EZA21 , H, H, H, H, S, O], [ZA2747; EZA21, Me, H, H, H, S, O], [ZA2748; EZA21, H, Me, H, H, S, O], [ZA2749; EZA22, H, H, H, H, S, O], [ZA2750; EZA22, Me, H, H, H, S, O], [ZA2751; EZA22, H, Me, H, H, S , O], [ZA2752; EZA22, H, H, Me, H, S, O], [ZA2753; EZA22, H, H, H, Me, S, O], [ZA2754; EZA23, H, H, H , H, S, O], [ZA2755; EZA23, Me, H, H, H, S, O], [ZA2756; EZA23, H, Me, H, H, S, O], [ZA2757; EZA23, H , H, Me, H, S, O], [ZA2758; EZA23, H, H, H, Me, S, O], [ZA2759; EZA24, H, H, H, H, S, O], [ZA2760 ; EZA24, H, Me, H, H, S, O], [ZA2761; EZA24, H, H, Me, H, S, O], [ZA2762; EZA24, H, H, H, Me, S, O ], [ZA2763; EZA24, Me, H, H, H, S, O], [ZA2764; EZA24, Me, Me, H, H, S, O], [ZA2765; EZA24, Me, H, Me, H, S, O] , [ZA2766; EZA24, Me, H, H, Me, S, O], [ZA2767; EZA25, H, H, H, H, S, O], [ZA2768; EZA25, H, Me, H, H, S, O], [ZA2769; EZA25, H, H, Me, H, S, O], [ZA2770; EZA25, H, H, H, Me, S, O], [ZA2771; EZA25, Me, H, H, H, S, O], [ZA2772; EZA25, Me, Me, H, H, S, O], [ZA2773; EZA25, Me, H, Me, H, S, O], [ZA2774; EZA25, Me, H, H, Me, S, O], [ZA2775; EZA26, H, H, H, H, S, O], [ZA2776; EZA26, H, Me, H, H, S, O], [ ZA2777; EZA26, H, H, Me, H, S, O], [ZA2778; EZA26, Me, H, H, H, S, O], [ZA2779; EZA26, Me, Me, H, H, S, O], [ZA2780; EZA26, Me, H, Me, H, S, O], [ZA2781; EZA26, C (= O) CH3, H, H, H, S, O], [ZA2782; EZA26, C (= O) CH3, Me, H, H, S, O], [ZA2783; EZA26, C (= O) CH3, H, Me, H, S, O], [ZA2784; EZA26, C (= O) OC (CH3) 3, H, H, H, S, O], [ZA2785; EZA26, C (= O) OC (CH3) 3, Me, H, H, S, O], [ZA2786; EZA26, C (= O) OC (CH3) 3, H, Me, H, S, O], [ZA2787; EZA27, H, H, H, H, S, O], [ZA2788; EZA27, Me, H, H, H, S, O], [ZA2789; EZA27, H, Me, H, H, S, O], [ZA2790; EZA27, H, Et, H, H, S, O], [ZA2791; EZA27, H, Pr, H, H, S, O], [ZA2792; EZA27, H, Ph, H, H, S, O], [ZA2793; EZA27, H, OMe, H, H, S, O], [ZA2794; EZA27, H, O Et, H, H, S, O], [ZA2795; EZA27, H, OPh, H, H, S, O], [ZA2796; EZA27, H, OCH2Ph, H, H, S, O], [ZA2797; EZA27, H, CF3, H, H, S, O], [ZA2798; EZA27, H, OCF3, H, H, S, O], [ZA2799; EZA27, H, CN, H, H, S, O] , [ZA2800; EZA27, H, OH, H, H, S, O],
[ZA2801;EZA27,H,SH,H,H,S,O]、[ZA2802;EZA27,H,NH2,H,H,S,O]、[ZA2803;EZA27,H,NHMe,H,H,S,O]、[ZA2804;EZA27,H,NHEt,H,H,S,O]、[ZA2805;EZA27,H,NMe2,H,H,S,O]、[ZA2806;EZA27,H,NO2,H,H,S,O]、[ZA2807;EZA27,H,COOH,H,H,S,O]、[ZA2808;EZA27,H,F,H,H,S,O]、[ZA2809;EZA27,H,Cl,H,H,S,O]、[ZA2810;EZA27,H,2-pyridyl,H,H,S,O]、[ZA2811;EZA27,H,3-pyridyl,H,H,S,O]、[ZA2812;EZA27,H,4-pyridyl,H,H,S,O]、[ZA2813;EZA27,H,NHC(=O)CH3,H,H,S,O]、[ZA2814;EZA27,H,NMeC(=O)CH3,H,H,S,O]、[ZA2815;EZA27,H,NEtC(=O)CH3,H,H,S,O]、[ZA2816;EZA27,H,NHC(=O)OC(CH3)3,H,H,S,O]、[ZA2817;EZA27,H,NMeC(=O)OC(CH3)3,H,H,S,O]、[ZA2818;EZA27,H,C(=O)OCH3,H,H,S,O]、[ZA2819;EZA27,H,C(=O)OCH2CH3,H,H,S,O]、[ZA2820;EZA27,H,C(=O)NH2,H,H,S,O]、[ZA2821;EZA27,H,CH2OH,H,H,S,O]、[ZA2822;EZA27,H,CH2NH2,H,H,S,O]、[ZA2823;EZA27,H,NHC(=O)CH3,H,H,S,O]、[ZA2824;EZA27,H,CH2Ph,H,H,S,O]、[ZA2825;EZA27,H,1-pyrrolidinyl,H,H,S,O]、[ZA2826;EZA27,H,1-piperidinyl,H,H,S,O]、[ZA2827;EZA28,H,H,H,H,S,O]、[ZA2828;EZA28,Me,H,H,H,S,O]、[ZA2829;EZA28,H,Me,H,H,S,O]、[ZA2830;EZA29,H,H,H,H,S,O]、[ZA2831;EZA29,Me,H,H,H,S,O]、[ZA2832;EZA29,H,Me,H,H,S,O]、[ZA2833;EZA30,H,H,H,H,S,O]、[ZA2834;EZA30,H,H,Me,H,S,O]、[ZA2835;EZA30,H,H,Et,H,S,O]、[ZA2836;EZA30,H,H,Pr,H,S,O]、[ZA2837;EZA30,H,H,CH2Ph,H,S,O]、[ZA2838;EZA30,Me,H,H,H,S,O]、[ZA2839;EZA30,Me,H,Me,H,S,O]、[ZA2840;EZA30,Me,H,Et,H,S,O]、[ZA2841;EZA30,Me,H,Pr,H,S,O]、[ZA2842;EZA30,Me,H,CH2Ph,H,S,O]、[ZA2843;EZA30,H,Me,H,H,S,O]、[ZA2844;EZA30,H,Me,Me,H,S,O]、[ZA2845;EZA30,H,Me,Et,H,S,O]、[ZA2846;EZA30,H,Me,Pr,H,S,O]、[ZA2847;EZA30,H,Me,CH2Ph,H,S,O]、[ZA2848;EZA31,H,H,H,H,S,O]、[ZA2849;EZA31,Me,H,H,H,S,O]、[ZA2850;EZA31,H,Me,H,H,S,O]、[ZA2851;EZA31,H,H,Me,H,S,O]、[ZA2852;EZA31,H,H,H,Me,S,O]、[ZA2853;EZA32,H,H,H,H,S,O]、[ZA2854;EZA32,Me,H,H,H,S,O]、[ZA2855;EZA32,H,Me,H,H,S,O]、[ZA2856;EZA32,H,H,Me,H,S,O]、[ZA2857;EZA32,H,H,H,Me,S,O]、[ZA2858;EZA33,H,H,H,H,S,O]、[ZA2859;EZA33,H,H,Me,H,S,O]、[ZA2860;EZA33,H,H,Et,H,S,O]、[ZA2861;EZA33,H,H,Pr,H,S,O]、[ZA2862;EZA33,H,H,CH2Ph,H,S,O]、[ZA2863;EZA33,Me,H,H,H,S,O]、[ZA2864;EZA33,Me,H,Me,H,S,O]、[ZA2865;EZA33,Me,H,Et,H,S,O]、[ZA2866;EZA33,Me,H,Pr,H,S,O]、[ZA2867;EZA33,Me,H,CH2Ph,H,S,O]、[ZA2868;EZA33,H,Me,H,H,S,O]、[ZA2869;EZA33,H,Me,Me,H,S,O]、[ZA2870;EZA33,H,Me,Et,H,S,O]、[ZA2871;EZA33,H,Me,Pr,H,S,O]、[ZA2872;EZA33,H,Me,CH2Ph,H,S,O]、[ZA2873;EZA33,H,H,H,Me,S,O]、[ZA2874;EZA33,H,H,Me,Me,S,O]、[ZA2875;EZA33,H,H,Et,Me,S,O]、[ZA2876;EZA33,H,H,Pr,Me,S,O]、[ZA2877;EZA33,H,H,CH2Ph,Me,S,O]、[ZA2878;EZA34,H,H,H,H,S,O]、[ZA2879;EZA34,Me,H,H,H,S,O]、[ZA2880;EZA34,H,Me,H,H,S,O]、[ZA2881;EZA34,H,H,H,Me,S,O]、[ZA2882;EZA35,H,H,H,H,S,O]、[ZA2883;EZA35,H,H,Me,H,S,O]、[ZA2884;EZA35,H,H,Et,H,S,O]、[ZA2885;EZA35,H,H,Pr,H,S,O]、[ZA2886;EZA35,H,H,CH2Ph,H,S,O]、[ZA2887;EZA35,Me,H,H,H,S,O]、[ZA2888;EZA35,Me,H,Me,H,S,O]、[ZA2889;EZA35,Me,H,Et,H,S,O]、[ZA2890;EZA35,Me,H,Pr,H,S,O]、[ZA2891;EZA35,Me,H,CH2Ph,H,S,O]、[ZA2892;EZA35,H,Me,H,H,S,O]、[ZA2893;EZA35,H,Me,Me,H,S,O]、[ZA2894;EZA35,H,Me,Et,H,S,O]、[ZA2895;EZA35,H,Me,Pr,H,S,O]、[ZA2896;EZA35,H,Me,CH2Ph,H,S,O]、[ZA2897;EZA35,H,H,H,Me,S,O]、[ZA2898;EZA35,H,H,Me,Me,S,O]、[ZA2899;EZA35,H,H,Et,Me,S,O]、[ZA2900;EZA35,H,H,Pr,Me,S,O]、
[ZA2801; EZA27, H, SH, H, H, S, O], [ZA2802; EZA27, H, NH2, H, H, S, O], [ZA2803; EZA27, H, NHMe, H, H, S , O], [ZA2804; EZA27, H, NHEt, H, H, S, O], [ZA2805; EZA27, H, NMe2, H, H, S, O], [ZA2806; EZA27, H, NO2, H , H, S, O], [ZA2807; EZA27, H, COOH, H, H, S, O], [ZA2808; EZA27, H, F, H, H, S, O], [ZA2809; EZA27, H , Cl, H, H, S, O], [ZA2810; EZA27, H, 2-pyridyl, H, H, S, O], [ZA2811; EZA27, H, 3-pyridyl, H, H, S, O ], [ZA2812; EZA27, H, 4-pyridyl, H, H, S, O], [ZA2813; EZA27, H, NHC (= O) CH3, H, H, S, O], [ZA2814; EZA27, H, NMeC (= O) CH3, H, H, S, O], [ZA2815; EZA27, H, NEtC (= O) CH3, H, H, S, O], [ZA2816; EZA27, H, NHC ( = O) OC (CH3) 3, H, H, S, O], [ZA2817; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, S, O], [ZA2818; EZA27, H, C (= O) OCH3, H, H, S, O], [ZA2819; EZA27, H, C (= O) OCH2CH3, H, H, S, O], [ZA2820; EZA27, H, C ( = O) NH2, H, H, S, O], [ZA2821; EZA27, H, CH2OH, H, H, S, O], [ZA2822; EZA27, H, CH2NH2, H, H, S, O], [ZA2823; EZA27, H, NHC (= O) CH3, H, H, S, O], [ZA2824; EZA27, H, CH2Ph, H, H, S, O], [ZA2825; EZA27, H, 1- pyrrolidinyl, H, H, S, O], [ZA2826; EZA27, H, 1-piperidinyl, H, H, S, O], [ZA2827; EZA28, H, H, H, H, S, O], [ ZA2828; EZA28, Me, H, H, H, S, O], [ZA2829; EZA28, H, Me, H, H, S, O], [ZA2830; EZA29, H, H, H, H, S, O], [ZA2831; EZA29, Me, H, H, H, S, O], [ ZA2832; EZA29, H, Me, H, H, S, O], [ZA2833; EZA30, H, H, H, H, S, O], [ZA2834; EZA30, HZA, Me, H, S, O], [ZA2835; EZA30, H, H, Et, H, S, O], [ZA2836; EZA30, H, H, Pr, H, S, O], [ZA2837; EZA30, H, H, CH2Ph, H, S, O], [ZA2838; EZA30, Me, H, H, H, S, O], [ZA2839; EZA30, Me, H, Me, H, S, O], [ZA2840; EZA30, Me, H, Et, H, S, O], [ZA2841; EZA30, Me, H, Pr, H, S, O], [ZA2842; EZA30, Me, H, CH2Ph, H, S, O], [ZA2843; EZA30, H, Me, H, H, S, O], [ZA2844; EZA30, H, Me, Me, H, S, O], [ZA2845; EZA30, H, Me, Et, H, S, O] , [ZA2846; EZA30, H, Me, Pr, H, S, O], [ZA2847; EZA30, H, Me, CH2Ph, H, S, O], [ZA2848; EZA31, H, H, H, H, S, O], [ZA2849; EZA31, Me, H, H, H, S, O], [ZA2850; EZA31, H, Me, H, H, S, O], [ZA2851; EZA31, H, H, Me, H, S, O], [ZA2852; EZA31, H, H, H, Me, S, O], [ZA2853; EZA32, H, H, H, H, S, O], [ZA2854; EZA32, Me, H, H, H, S, O], [ZA2855; EZA32, H, Me, H, H, S, O], [ZA2856; EZA32, H, H, Me, H, S, O], [ ZA2857; EZA32, H, H, H, Me, S, O], [ZA2858; EZA33, H, H, H, H, S, O], [ZA2859; EZA33, H, H, Me, H, S, O], [ZA2860; EZA33, H, H, Et, H, S, O], [ZA2861; EZA33, H, H, Pr, H, S, O], [ZA2862; EZA3 3, H, H, CH2Ph, H, S, O], [ZA2863; EZA33, Me, H, H, H, S, O], [ZA2864; EZA33, Me, H, Me, H, S, O] , [ZA2865; EZA33, Me, H, Et, H, S, O], [ZA2866; EZA33, Me, H, Pr, H, S, O], [ZA2867; EZA33, Me, H, CH2Ph, H, S, O], [ZA2868; EZA33, H, Me, H, H, S, O], [ZA2869; EZA33, H, Me, Me, H, S, O], [ZA2870; EZA33, H, Me, Et, H, S, O], [ZA2871; EZA33, H, Me, Pr, H, S, O], [ZA2872; EZA33, H, Me, CH2Ph, H, S, O], [ZA2873; EZA33, H, H, H, Me, S, O], [ZA2874; EZA33, H, H, Me, Me, S, O], [ZA2875; EZA33, H, H, Et, Me, S, O], [ ZA2876; EZA33, H, H, Pr, Me, S, O], [ZA2877; EZA33, H, H, CH2Ph, Me, S, O], [ZA2878; EZA34, H, H, H, H, S, O], [ZA2879; EZA34, Me, H, H, H, S, O], [ZA2880; EZA34, H, Me, H, H, S, O], [ZA2881; EZA34, H, H, H, Me, S, O], [ZA2882; EZA35, H, H, H, H, S, O], [ZA2883; EZA35, H, H, Me, H, S, O], [ZA2884; EZA35, H, H, Et, H, S, O], [ZA2885; EZA35, H, H, Pr, H, S, O], [ZA2886; EZA35, H, H, CH2Ph, H, S, O], [ZA2887; EZA35, Me, H, H, H, S, O], [ZA2888; EZA35, Me, H, Me, H, S, O], [ZA2889; EZA35, Me, H, Et, H, S, O] , [ZA2890; EZA35, Me, H, Pr, H, S, O], [ZA2891; EZA35, Me, H, CH2Ph, H, S, O], [ZA2892; EZA35, H, Me, H, H, S, O], [ZA2893; EZA35, H, Me, Me, H, S, O], [ZA2894; EZA35, H, Me, Et, H, S, O], [ZA2895; EZA35, H, Me, Pr, H, S, O], [ZA2896; EZA35, H, Me, CH2Ph, H, S, O], [ZA2897; EZA35, H, H, H, Me, S, O], [ZA2898; EZA35, H, H, Me, Me, S, O], [ZA2899; EZA35, H, H, Et, Me, S, O], [ ZA2900; EZA35, H, H, Pr, Me, S, O],
[ZA2901;EZA35,H,H,CH2Ph,Me,S,O]、[ZA2902;EZA36,H,H,H,H,S,O]、[ZA2903;EZA36,Me,H,H,H,S,O]、[ZA2904;EZA36,H,Me,H,H,S,O]、[ZA2905;EZA36,H,H,Me,H,S,O]、[ZA2906;EZA37,H,H,H,H,S,O]、[ZA2907;EZA37,Me,H,H,H,S,O]、[ZA2908;EZA37,H,H,Me,H,S,O]、[ZA2909;EZA37,H,H,H,Me,S,O]、[ZA2910;EZA37,Me,Me,H,H,S,O]、[ZA2911;EZA38,H,H,H,H,S,O]、[ZA2912;EZA38,Me,H,H,H,S,O]、[ZA2913;EZA38,H,H,Me,H,S,O]、[ZA2914;EZA38,H,H,H,Me,S,O]、[ZA2915;EZA38,Me,Me,H,H,S,O]、[ZA2916;EZA39,H,H,H,H,S,O]、[ZA2917;EZA39,Me,H,H,H,S,O]、[ZA2918;EZA39,H,Me,H,H,S,O]、[ZA2919;EZA39,H,H,Me,H,S,O]、[ZA2920;EZA39,H,H,H,Me,S,O]、[ZA2921;EZA40,H,H,H,H,S,O]、[ZA2922;EZA40,Me,H,H,H,S,O]、[ZA2923;EZA40,H,Me,H,H,S,O]、[ZA2924;EZA40,H,H,Me,H,S,O]、[ZA2925;EZA40,H,H,H,Me,S,O]、[ZA2926;EZA41,H,H,H,H,S,O]、[ZA2927;EZA41,Me,H,H,H,S,O]、[ZA2928;EZA41,H,Me,H,H,S,O]、[ZA2929;EZA41,H,H,H,Me,S,O]、[ZA2930;EZA42,H,H,H,H,S,O]、[ZA2931;EZA42,H,Me,H,H,S,O]、[ZA2932;EZA42,H,H,Me,H,S,O]、[ZA2933;EZA42,H,H,H,Me,S,O]、[ZA2934;EZA42,Me,H,H,H,S,O]、[ZA2935;EZA42,Me,Me,H,H,S,O]、[ZA2936;EZA42,Me,H,Me,H,S,O]、[ZA2937;EZA42,Me,H,H,Me,S,O]、[ZA2938;EZA43,H,H,H,H,S,O]、[ZA2939;EZA43,H,H,Me,H,S,O]、[ZA2940;EZA43,H,H,Et,H,S,O]、[ZA2941;EZA43,H,H,Pr,H,S,O]、[ZA2942;EZA43,H,H,CH2Ph,H,S,O]、[ZA2943;EZA44,H,H,H,H,S,O]、[ZA2944;EZA44,H,H,Me,H,S,O]、[ZA2945;EZA44,H,H,Et,H,S,O]、[ZA2946;EZA44,H,H,Pr,H,S,O]、[ZA2947;EZA44,H,H,CH2Ph,H,S,O]、[ZA2948;EZA1,H,H,H,H,S,S]、[ZA2949;EZA1,Me,H,H,H,S,S]、[ZA2950;EZA1,H,Me,H,H,S,S]、[ZA2951;EZA1,H,Me,Me,H,S,S]、[ZA2952;EZA1,H,Me,H,Me,S,S]、[ZA2953;EZA1,H,Et,H,H,S,S]、[ZA2954;EZA1,H,Pr,H,H,S,S]、[ZA2955;EZA1,H,Ph,H,H,S,S]、[ZA2956;EZA1,H,OMe,H,H,S,S]、[ZA2957;EZA1,H,OEt,H,H,S,S]、[ZA2958;EZA1,H,OPh,H,H,S,S]、[ZA2959;EZA1,H,OCH2Ph,H,H,S,S]、[ZA2960;EZA1,H,CF3,H,H,S,S]、[ZA2961;EZA1,H,OCF3,H,H,S,S]、[ZA2962;EZA1,H,CN,H,H,S,S]、[ZA2963;EZA1,H,OH,H,H,S,S]、[ZA2964;EZA1,H,SH,H,H,S,S]、[ZA2965;EZA1,H,NH2,H,H,S,S]、[ZA2966;EZA1,H,NHMe,H,H,S,S]、[ZA2967;EZA1,H,NHEt,H,H,S,S]、[ZA2968;EZA1,H,NMe2,H,H,S,S]、[ZA2969;EZA1,H,NO2,H,H,S,S]、[ZA2970;EZA1,H,COOH,H,H,S,S]、[ZA2971;EZA1,H,F,H,H,S,S]、[ZA2972;EZA1,H,Cl,H,H,S,S]、[ZA2973;EZA1,H,2-pyridyl,H,H,S,S]、[ZA2974;EZA1,H,3-pyridyl,H,H,S,S]、[ZA2975;EZA1,H,4-pyridyl,H,H,S,S]、[ZA2976;EZA1,H,NHC(=O)CH3,H,H,S,S]、[ZA2977;EZA1,H,NMeC(=O)CH3,H,H,S,S]、[ZA2978;EZA1,H,NEtC(=O)CH3,H,H,S,S]、[ZA2979;EZA1,H,NHC(=O)OC(CH3)3,H,H,S,S]、[ZA2980;EZA1,H,NMeC(=O)OC(CH3)3,H,H,S,S]、[ZA2981;EZA1,H,C(=O)OCH3,H,H,S,S]、[ZA2982;EZA1,H,C(=O)OCH2CH3,H,H,S,S]、[ZA2983;EZA1,H,C(=O)NH2,H,H,S,S]、[ZA2984;EZA1,H,CH2OH,H,H,S,S]、[ZA2985;EZA1,H,CH2NH2,H,H,S,S]、[ZA2986;EZA1,H,NHC(=O)CH3,H,H,S,S]、[ZA2987;EZA1,H,CH2Ph,H,H,S,S]、[ZA2988;EZA1,H,1-pyrrolidinyl,H,H,S,S]、[ZA2989;EZA1,H,1-piperidinyl,H,H,S,S]、[ZA2990;EZA1,H,Me,Me,H,S,S]、[ZA2991;EZA1,H,Et,Et,H,S,S]、[ZA2992;EZA1,H,OMe,OMe,H,S,S]、[ZA2993;EZA1,H,OEt,OEt,H,S,S]、[ZA2994;EZA1,H,OPr,OPr,H,S,S]、[ZA2995;EZA2,H,H,H,H,S,S]、[ZA2996;EZA2,Me,H,H,H,S,S]、[ZA2997;EZA2,H,Me,H,H,S,S]、[ZA2998;EZA2,H,H,H,Me,S,S]、[ZA2999;EZA2,H,Me,Me,H,S,S]、[ZA3000;EZA3,H,H,H,H,S,S]、
[ZA2901; EZA35, H, H, CH2Ph, Me, S, O], [ZA2902; EZA36, H, H, H, H, S, O], [ZA2903; EZA36, Me, H, H, H, S , O], [ZA2904; EZA36, H, Me, H, H, S, O], [ZA2905; EZA36, H, H, Me, H, S, O], [ZA2906; EZA37, H, H, H , H, S, O], [ZA2907; EZA37, Me, H, H, H, S, O], [ZA2908; EZA37, H, H, Me, H, S, O], [ZA2909; EZA37, H , H, H, Me, S, O], [ZA2910; EZA37, Me, Me, H, H, S, O], [ZA2911; EZA38, H, H, H, H, S, O], [ZA2912 ; EZA38, Me, H, H, H, S, O], [ZA2913; EZA38, H, H, Me, H, S, O], [ZA2914; EZA38, H, H, H, Me, S, O ], [ZA2915; EZA38, Me, Me, H, H, S, O], [ZA2916; EZA39, H, H, H, H, S, O], [ZA2917; EZA39, Me, H, H, H , S, O], [ZA2918; EZA39, H, Me, H, H, S, O], [ZA2919; EZA39, H, H, Me, H, S, O], [ZA2920; EZA39, H, H , H, Me, S, O], [ZA2921; EZA40, H, H, H, H, S, O], [ZA2922; EZA40, Me, H, H, H, S, O], [ZA2923; EZA40 , H, Me, H, H, S, O], [ZA2924; EZA40, H, H, Me, H, S, O], [ZA2925; EZA40, H, H, H, Me, S, O], [ZA2926; EZA41, H, H, H, H, S, O], [ZA2927; EZA41, Me, H, H, H, S, O], [ZA2928; EZA41, H, Me, H, H, S , O], [ZA2929; EZA41, H, H, H, Me, S, O], [ZA2930; EZA42, H, H, H, H, S, O], [ZA2931; EZA42, H, Me, H , H, S, O], [ZA2932; EZA42, H, H, Me, H, S, O], [ZA2933; EZA42, H, H, H, Me, S, O], [ZA2934; EZA 42, Me, H, H, H, S, O], [ZA2935; EZA42, Me, Me, H, H, S, O], [ZA2936; EZA42, Me, H, Me, H, S, O] , [ZA2937; EZA42, Me, H, H, Me, S, O], [ZA2938; EZA43, H, H, H, H, S, O], [ZA2939; EZA43, H, H, Me, H, S, O], [ZA2940; EZA43, H, H, Et, H, S, O], [ZA2941; EZA43, H, H, Pr, H, S, O], [ZA2942; EZA43, H, H, CH2Ph, H, S, O], [ZA2943; EZA44, H, H, H, H, S, O], [ZA2944; EZA44, H, H, Me, H, S, O], [ZA2945; EZA44, H, H, Et, H, S, O], [ZA2946; EZA44, H, H, Pr, H, S, O], [ZA2947; EZA44, H, H, CH2Ph, H, S, O], [ ZA2948; EZA1, H, H, H, H, S, S], [ZA2949; EZA1, Me, H, H, H, S, S], [ZA2950; EZA1, H, Me, H, H, S, S], [ZA2951; EZA1, H, Me, Me, H, S, S], [ZA2952; EZA1, H, Me, H, Me, S, S], [ZA2953; EZA1, H, Et, H, H, S, S], [ZA2954; EZA1, H, Pr, H, H, S, S], [ZA2955; EZA1, H, Ph, H, H, S, S], [ZA2956; EZA1, H, OMe, H, H, S, S], [ZA2957; EZA1, H, OEt, H, H, S, S], [ZA2958; EZA1, H, OPh, H, H, S, S], [ZA2959; EZA1, H, OCH2Ph, H, H, S, S], [ZA2960; EZA1, H, CF3, H, H, S, S], [ZA2961; EZA1, H, OCF3, H, H, S, S] , [ZA2962; EZA1, H, CN, H, H, S, S], [ZA2963; EZA1, H, OH, H, H, S, S], [ZA2964; EZA1, H, SH, H, H, S, S], [ZA2965; EZA1, H, NH2, H, H, S, S], [ZA2966; EZA1, H, NHMe, H, H, S, S], [ZA2967; EZA1, H, NHEt , H, H, S, S], [ZA2968; EZA1, H, NMe2, H, H, S, S], [ZA2969; EZA1, H, NO2, H, H, S, S], [ZA2970; EZA1 , H, COOH, H, H, S, S], [ZA2971; EZA1, H, F, H, H, S, S], [ZA2972; EZA1, H, Cl, H, H, S, S], [ZA2973; EZA1, H, 2-pyridyl, H, H, S, S], [ZA2974; EZA1, H, 3-pyridyl, H, H, S, S], [ZA2975; EZA1, H, 4-pyridyl , H, H, S, S], [ZA2976; EZA1, H, NHC (= O) CH3, H, H, S, S], [ZA2977; EZA1, H, NMeC (= O) CH3, H, H , S, S], [ZA2978; EZA1, H, NEtC (= O) CH3, H, H, S, S], [ZA2979; EZA1, H, NHC (= O) OC (CH3) 3, H, H , S, S], [ZA2980; EZA1, H, NMeC (= O) OC (CH3) 3, H, H, S, S], [ZA2981; EZA1, H, C (= O) OCH3, H, H , S, S], [ZA2982; EZA1, H, C (= O) OCH2CH3, H, H, S, S], [ZA2983; EZA1, H, C (= O) NH2, H, H, S, S ], [ZA2984; EZA1, H, CH2OH, H, H, S, S], [ZA2985; EZA1, H, CH2NH2, H, H, S, S], [ZA2986; EZA1, H, NHC (= O) CH3, H, H, S, S], [ZA2987; EZA1, H, CH2Ph, H, H, S, S], [ZA2988; EZA1, H, 1-pyrrolidinyl, H, H, S, S], [ ZA2989; EZA1, H, 1-piperidinyl, H, H, S, S], [ZA2990; EZA1, H, Me, Me, H, S, S], [ZA2991; EZA1, H, Et, Et, H, S, S], [ZA2992; EZA1, H, OMe, OMe, H, S, S], [ZA2993; EZA1, H, OEt, OEt, H, S, S], [ZA2994; EZA1, H, OPr, OPr, H, S, S], [ZA2995; EZA2, H, H, H, H, S, S], [ZA2996; EZA2, Me, H, H, H, S, S], [ZA2997; EZA2, H, Me, H, H, S, S], [ZA2998; EZA2, H, H, H, Me, S, S], [ZA2999; EZA2, H, Me, Me, H, S, S], [ZA3000; EZA3, H, H, H, H, S, S],
[ZA3001;EZA3,Me,H,H,H,S,S]、[ZA3002;EZA3,H,Me,H,H,S,S]、[ZA3003;EZA3,H,H,Me,H,S,S]、[ZA3004;EZA4,H,H,H,H,S,S]、[ZA3005;EZA4,Me,H,H,H,S,S]、[ZA3006;EZA4,H,H,Me,H,S,S]、[ZA3007;EZA4,Me,Me,H,H,S,S]、[ZA3008;EZA5,H,H,H,H,S,S]、[ZA3009;EZA5,Me,H,H,H,S,S]、[ZA3010;EZA5,H,Me,H,H,S,S]、[ZA3011;EZA5,H,H,H,Me,S,S]、[ZA3012;EZA5,H,Me,Me,H,S,S]、[ZA3013;EZA6,H,H,H,H,S,S]、[ZA3014;EZA6,H,Me,H,H,S,S]、[ZA3015;EZA6,H,H,Me,H,S,S]、[ZA3016;EZA6,H,H,H,Me,S,S]、[ZA3017;EZA6,Me,H,H,H,S,S]、[ZA3018;EZA6,Me,Me,H,H,S,S]、[ZA3019;EZA6,Me,H,Me,H,S,S]、[ZA3020;EZA6,Me,H,H,Me,S,S]、[ZA3021;EZA7,H,H,H,H,S,S]、[ZA3022;EZA7,Me,H,H,H,S,S]、[ZA3023;EZA7,H,Me,H,H,S,S]、[ZA3024;EZA7,H,H,H,Me,S,S]、[ZA3025;EZA8,H,H,H,H,S,S]、[ZA3026;EZA8,H,Me,H,H,S,S]、[ZA3027;EZA8,H,H,H,Me,S,S]、[ZA3028;EZA8,H,Me,Me,H,S,S]、[ZA3029;EZA8,Me,H,H,H,S,S]、[ZA3030;EZA8,Me,Me,H,H,S,S]、[ZA3031;EZA8,Me,H,H,Me,S,S]、[ZA3032;EZA8,Me,Me,Me,H,S,S]、[ZA3033;EZA9,H,H,H,H,S,S]、[ZA3034;EZA9,Me,H,H,H,S,S]、[ZA3035;EZA9,H,Me,H,H,S,S]、[ZA3036;EZA9,H,H,H,Me,S,S]、[ZA3037;EZA9,Me,H,Me,H,S,S]、[ZA3038;EZA10,H,H,H,H,S,S]、[ZA3039;EZA10,Me,H,H,H,S,S]、[ZA3040;EZA10,H,Me,H,H,S,S]、[ZA3041;EZA10,H,H,H,Me,S,S]、[ZA3042;EZA10,Me,H,Me,H,S,S]、[ZA3043;EZA11,H,H,H,H,S,S]、[ZA3044;EZA11,H,Me,H,H,S,S]、[ZA3045;EZA11,H,H,Me,H,S,S]、[ZA3046;EZA11,H,H,H,Me,S,S]、[ZA3047;EZA11,Me,H,H,H,S,S]、[ZA3048;EZA11,Me,Me,H,H,S,S]、[ZA3049;EZA11,Me,H,Me,H,S,S]、[ZA3050;EZA11,Me,H,H,Me,S,S]、[ZA3051;EZA12,H,H,H,H,S,S]、[ZA3052;EZA12,H,Me,H,H,S,S]、[ZA3053;EZA12,H,H,H,Me,S,S]、[ZA3054;EZA12,Me,H,H,H,S,S]、[ZA3055;EZA12,Me,Me,H,H,S,S]、[ZA3056;EZA12,Me,H,H,Me,S,S]、[ZA3057;EZA13,H,H,H,H,S,S]、[ZA3058;EZA13,Me,H,H,H,S,S]、[ZA3059;EZA13,H,H,Me,H,S,S]、[ZA3060;EZA14,H,H,H,H,S,S]、[ZA3061;EZA14,Me,H,H,H,S,S]、[ZA3062;EZA14,H,Me,H,H,S,S]、[ZA3063;EZA14,H,Et,H,H,S,S]、[ZA3064;EZA14,H,Pr,H,H,S,S]、[ZA3065;EZA14,H,Ph,H,H,S,S]、[ZA3066;EZA14,H,OMe,H,H,S,S]、[ZA3067;EZA14,H,OEt,H,H,S,S]、[ZA3068;EZA14,H,OPh,H,H,S,S]、[ZA3069;EZA14,H,OCH2Ph,H,H,S,S]、[ZA3070;EZA14,H,CF3,H,H,S,S]、[ZA3071;EZA14,H,OCF3,H,H,S,S]、[ZA3072;EZA14,H,CN,H,H,S,S]、[ZA3073;EZA14,H,OH,H,H,S,S]、[ZA3074;EZA14,H,SH,H,H,S,S]、[ZA3075;EZA14,H,NH2,H,H,S,S]、[ZA3076;EZA14,H,NHMe,H,H,S,S]、[ZA3077;EZA14,H,NHEt,H,H,S,S]、[ZA3078;EZA14,H,NMe2,H,H,S,S]、[ZA3079;EZA14,H,NO2,H,H,S,S]、[ZA3080;EZA14,H,COOH,H,H,S,S]、[ZA3081;EZA14,H,F,H,H,S,S]、[ZA3082;EZA14,H,Cl,H,H,S,S]、[ZA3083;EZA14,H,2-pyridyl,H,H,S,S]、[ZA3084;EZA14,H,3-pyridyl,H,H,S,S]、[ZA3085;EZA14,H,4-pyridyl,H,H,S,S]、[ZA3086;EZA14,H,NHC(=O)CH3,H,H,S,S]、[ZA3087;EZA14,H,NMeC(=O)CH3,H,H,S,S]、[ZA3088;EZA14,H,NEtC(=O)CH3,H,H,S,S]、[ZA3089;EZA14,H,NHC(=O)OC(CH3)3,H,H,S,S]、[ZA3090;EZA14,H,NMeC(=O)OC(CH3)3,H,H,S,S]、[ZA3091;EZA14,H,C(=O)OCH3,H,H,S,S]、[ZA3092;EZA14,H,C(=O)OCH2CH3,H,H,S,S]、[ZA3093;EZA14,H,C(=O)NH2,H,H,S,S]、[ZA3094;EZA14,H,CH2OH,H,H,S,S]、[ZA3095;EZA14,H,CH2NH2,H,H,S,S]、[ZA3096;EZA14,H,NHC(=O)CH3,H,H,S,S]、[ZA3097;EZA14,H,CH2Ph,H,H,S,S]、[ZA3098;EZA14,H,1-pyrrolidinyl,H,H,S,S]、[ZA3099;EZA14,H,1-piperidinyl,H,H,S,S]、[ZA3100;EZA14,H,H,Me,H,S,S]、
[ZA3001; EZA3, Me, H, H, H, S, S], [ZA3002; EZA3, H, Me, H, H, S, S], [ZA3003; EZA3, HZA, Me, H, S , S], [ZA3004; EZA4, H, H, H, H, S, S], [ZA3005; EZA4, Me, H, H, H, S, S], [ZA3006; EZA4, H, H, Me , H, S, S], [ZA3007; EZA4, Me, Me, H, H, S, S], [ZA3008; EZA5, H, H, H, H, S, S], [ZA3009; EZA5, Me , H, H, H, S, S], [ZA3010; EZA5, H, Me, H, H, S, S], [ZA3011; EZA5, H, H, H, Me, S, S], [ZA3012 ; EZA5, H, Me, Me, H, S, S], [ZA3013; EZA6, H, H, H, H, S, S], [ZA3014; EZA6, H, Me, H, H, S, S ], [ZA3015; EZA6, H, H, Me, H, S, S], [ZA3016; EZA6, H, H, H, Me, S, S], [ZA3017; EZA6, Me, H, H, H , S, S], [ZA3018; EZA6, Me, Me, H, H, S, S], [ZA3019; EZA6, Me, H, Me, H, S, S], [ZA3020; EZA6, Me, H , H, Me, S, S], [ZA3021; EZA7, H, H, H, H, S, S], [ZA3022; EZA7, Me, H, H, H, S, S], [ZA3023; EZA7 , H, Me, H, H, S, S], [ZA3024; EZA7, H, H, H, Me, S, S], [ZA3025; EZA8, H, H, H, H, S, S], [ZA3026; EZA8, H, Me, H, H, S, S], [ZA3027; EZA8, H, H, H, Me, S, S], [ZA3028; EZA8, H, Me, Me, H, S , S], [ZA3029; EZA8, Me, H, H, H, S, S], [ZA3030; EZA8, Me, Me, H, H, S, S], [ZA3031; EZA8, Me, H, H , Me, S, S], [ZA3032; EZA8, Me, Me, Me, H, S, S], [ZA3033; EZA9, H, H, H, H, S, S], [ZA3034; EZA9, Me , H, H, H, S, S], [ZA3035; EZ A9, H, Me, H, H, S, S], [ZA3036; EZA9, H, H, H, Me, S, S], [ZA3037; EZA9, Me, H, Me, H, S, S] , [ZA3038; EZA10, H, H, H, H, S, S], [ZA3039; EZA10, Me, H, H, H, S, S], [ZA3040; EZA10, H, Me, H, H, S, S], [ZA3041; EZA10, H, H, H, Me, S, S], [ZA3042; EZA10, Me, H, Me, H, S, S], [ZA3043; EZA11, H, H, H, H, S, S], [ZA3044; EZA11, H, Me, H, H, S, S], [ZA3045; EZA11, H, H, Me, H, S, S], [ZA3046; EZA11, H, H, H, Me, S, S], [ZA3047; EZA11, Me, H, H, H, S, S], [ZA3048; EZA11, Me, Me, H, H, S, S], [ ZA3049; EZA11, Me, H, Me, H, S, S], [ZA3050; EZA11, Me, H, H, Me, S, S], [ZA3051; EZA12, H, H, H, H, S, S], [ZA3052; EZA12, H, Me, H, H, S, S], [ZA3053; EZA12, H, H, H, Me, S, S], [ZA3054; EZA12, Me, H, H, H, S, S], [ZA3055; EZA12, Me, Me, H, H, S, S], [ZA3056; EZA12, Me, H, H, Me, S, S], [ZA3057; EZA13, H, H, H, H, S, S], [ZA3058; EZA13, Me, H, H, H, S, S], [ZA3059; EZA13, H, H, Me, H, S, S], [ZA3060; EZA14, H, H, H, H, S, S], [ZA3061; EZA14, Me, H, H, H, S, S], [ZA3062; EZA14, H, Me, H, H, S, S] , [ZA3063; EZA14, H, Et, H, H, S, S], [ZA3064; EZA14, H, Pr, H, H, S, S], [ZA3065; EZA14, H, Ph, H, H, S, S], [ZA3066; EZA14, H, OMe, H, H, S, S], [ZA3067; EZA14, H, OEt, H, H, S, S], [ZA3068; EZA14, H, OPh , H, H, S, S], [ZA3069; EZA14, H, OCH2Ph, H, H, S, S], [ZA3070; EZA14, H, CF3, H, H, S, S], [ZA3071; EZA14 , H, OCF3, H, H, S, S], [ZA3072; EZA14, H, CN, H, H, S, S], [ZA3073; EZA14, H, OH, H, H, S, S], [ZA3074; EZA14, H, SH, H, H, S, S], [ZA3075; EZA14, H, NH2, H, H, S, S], [ZA3076; EZA14, H, NHMe, H, H, S , S], [ZA3077; EZA14, H, NHEt, H, H, S, S], [ZA3078; EZA14, H, NMe2, H, H, S, S], [ZA3079; EZA14, H, NO2, H , H, S, S], [ZA3080; EZA14, H, COOH, H, H, S, S], [ZA3081; EZA14, H, F, H, H, S, S], [ZA3082; EZA14, H , Cl, H, H, S, S], [ZA3083; EZA14, H, 2-pyridyl, H, H, S, S], [ZA3084; EZA14, H, 3-pyridyl, H, H, S, S ], [ZA3085; EZA14, H, 4-pyridyl, H, H, S, S], [ZA3086; EZA14, H, NHC (= O) CH3, H, H, S, S], [ZA3087; EZA14, H, NMeC (= O) CH3, H, H, S, S], [ZA3088; EZA14, H, NEtC (= O) CH3, H, H, S, S], [ZA3089; EZA14, H, NHC ( = O) OC (CH3) 3, H, H, S, S], [ZA3090; EZA14, H, NMeC (= O) OC (CH3) 3, H, H, S, S], [ZA3091; EZA14, H, C (= O) OCH3, H, H, S, S], [ZA3092; EZA14, H, C (= O) OCH2CH3, H, H, S, S], [ZA3093; EZA14, H, C ( = O) NH2, H, H, S, S], [ZA3094; EZA14, H, CH2OH, H, H, S, S], [ZA3095; EZA14, H, CH2NH2, H, H, S, S], [ZA3096; EZA14, H, NHC (= O) CH3, H, H, S, S], [ZA3097; EZA14, H, CH2P h, H, H, S, S], [ZA3098; EZA14, H, 1-pyrrolidinyl, H, H, S, S], [ZA3099; EZA14, H, 1-piperidinyl, H, H, S, S] , [ZA3100; EZA14, H, H, Me, H, S, S],
[ZA3101;EZA14,H,H,Et,H,S,S]、[ZA3102;EZA14,H,H,Pr,H,S,S]、[ZA3103;EZA14,H,H,Ph,H,S,S]、[ZA3104;EZA14,H,H,OMe,H,S,S]、[ZA3105;EZA14,H,H,OEt,H,S,S]、[ZA3106;EZA14,H,H,OPh,H,S,S]、[ZA3107;EZA14,H,H,OCH2Ph,H,S,S]、[ZA3108;EZA14,H,H,CF3,H,S,S]、[ZA3109;EZA14,H,H,OCF3,H,S,S]、[ZA3110;EZA14,H,H,CN,H,S,S]、[ZA3111;EZA14,H,H,OH,H,S,S]、[ZA3112;EZA14,H,H,SH,H,S,S]、[ZA3113;EZA14,H,H,NH2,H,S,S]、[ZA3114;EZA14,H,H,NHMe,H,S,S]、[ZA3115;EZA14,H,H,NHEt,H,S,S]、[ZA3116;EZA14,H,H,NMe2,H,S,S]、[ZA3117;EZA14,H,H,NO2,H,S,S]、[ZA3118;EZA14,H,H,COOH,H,S,S]、[ZA3119;EZA14,H,H,F,H,S,S]、[ZA3120;EZA14,H,H,Cl,H,S,S]、[ZA3121;EZA14,H,H,2-pyridyl,H,S,S]、[ZA3122;EZA14,H,H,3-pyridyl,H,S,S]、[ZA3123;EZA14,H,H,4-pyridyl,H,S,S]、[ZA3124;EZA14,H,H,NHC(=O)CH3,H,S,S]、[ZA3125;EZA14,H,H,NMeC(=O)CH3,H,S,S]、[ZA3126;EZA14,H,H,NEtC(=O)CH3,H,S,S]、[ZA3127;EZA14,H,H,NHC(=O)OC(CH3)3,H,S,S]、[ZA3128;EZA14,H,H,NMeC(=O)OC(CH3)3,H,S,S]、[ZA3129;EZA14,H,H,C(=O)OCH3,H,S,S]、[ZA3130;EZA14,H,H,C(=O)OCH2CH3,H,S,S]、[ZA3131;EZA14,H,H,C(=O)NH2,H,S,S]、[ZA3132;EZA14,H,H,CH2OH,H,S,S]、[ZA3133;EZA14,H,H,CH2NH2,H,S,S]、[ZA3134;EZA14,H,H,NHC(=O)CH3,H,S,S]、[ZA3135;EZA14,H,H,CH2Ph,H,S,S]、[ZA3136;EZA14,H,H,1-pyrrolidinyl,H,S,S]、[ZA3137;EZA14,H,H,1-piperidinyl,H,S,S]、[ZA3138;EZA14,H,H,Me,Me,S,S]、[ZA3139;EZA14,H,H,Et,Et,S,S]、[ZA3140;EZA14,H,H,OMe,OMe,S,S]、[ZA3141;EZA14,H,H,OEt,OEt,S,S]、[ZA3142;EZA14,H,H,OPr,OPr,S,S]、[ZA3143;EZA15,H,H,H,H,S,S]、[ZA3144;EZA15,Me,H,H,H,S,S]、[ZA3145;EZA15,H,Me,H,H,S,S]、[ZA3146;EZA15,H,H,Me,H,S,S]、[ZA3147;EZA15,H,H,H,Me,S,S]、[ZA3148;EZA16,H,H,H,H,S,S]、[ZA3149;EZA16,Me,H,H,H,S,S]、[ZA3150;EZA16,H,Me,H,H,S,S]、[ZA3151;EZA16,H,H,Me,H,S,S]、[ZA3152;EZA16,H,H,H,Me,S,S]、[ZA3153;EZA17,H,H,H,H,S,S]、[ZA3154;EZA17,Me,H,H,H,S,S]、[ZA3155;EZA17,H,Me,H,H,S,S]、[ZA3156;EZA17,H,H,Me,H,S,S]、[ZA3157;EZA17,H,H,H,Me,S,S]、[ZA3158;EZA18,H,H,H,H,S,S]、[ZA3159;EZA18,Me,H,H,H,S,S]、[ZA3160;EZA18,H,Me,H,H,S,S]、[ZA3161;EZA19,H,H,H,H,S,S]、[ZA3162;EZA19,Me,H,H,H,S,S]、[ZA3163;EZA19,H,Me,H,H,S,S]、[ZA3164;EZA20,H,H,H,H,S,S]、[ZA3165;EZA20,Me,H,H,H,S,S]、[ZA3166;EZA20,H,Me,H,H,S,S]、[ZA3167;EZA21,H,H,H,H,S,S]、[ZA3168;EZA21,Me,H,H,H,S,S]、[ZA3169;EZA21,H,Me,H,H,S,S]、[ZA3170;EZA22,H,H,H,H,S,S]、[ZA3171;EZA22,Me,H,H,H,S,S]、[ZA3172;EZA22,H,Me,H,H,S,S]、[ZA3173;EZA22,H,H,Me,H,S,S]、[ZA3174;EZA22,H,H,H,Me,S,S]、[ZA3175;EZA23,H,H,H,H,S,S]、[ZA3176;EZA23,Me,H,H,H,S,S]、[ZA3177;EZA23,H,Me,H,H,S,S]、[ZA3178;EZA23,H,H,Me,H,S,S]、[ZA3179;EZA23,H,H,H,Me,S,S]、[ZA3180;EZA24,H,H,H,H,S,S]、[ZA3181;EZA24,H,Me,H,H,S,S]、[ZA3182;EZA24,H,H,Me,H,S,S]、[ZA3183;EZA24,H,H,H,Me,S,S]、[ZA3184;EZA24,Me,H,H,H,S,S]、[ZA3185;EZA24,Me,Me,H,H,S,S]、[ZA3186;EZA24,Me,H,Me,H,S,S]、[ZA3187;EZA24,Me,H,H,Me,S,S]、[ZA3188;EZA25,H,H,H,H,S,S]、[ZA3189;EZA25,H,Me,H,H,S,S]、[ZA3190;EZA25,H,H,Me,H,S,S]、[ZA3191;EZA25,H,H,H,Me,S,S]、[ZA3192;EZA25,Me,H,H,H,S,S]、[ZA3193;EZA25,Me,Me,H,H,S,S]、[ZA3194;EZA25,Me,H,Me,H,S,S]、[ZA3195;EZA25,Me,H,H,Me,S,S]、[ZA3196;EZA26,H,H,H,H,S,S]、[ZA3197;EZA26,H,Me,H,H,S,S]、[ZA3198;EZA26,H,H,Me,H,S,S]、[ZA3199;EZA26,Me,H,H,H,S,S]、[ZA3200;EZA26,Me,Me,H,H,S,S]、
[ZA3101; EZA14, H, H, Et, H, S, S], [ZA3102; EZA14, H, H, Pr, H, S, S], [ZA3103; EZA14, H, H, Ph, H, S , S], [ZA3104; EZA14, H, H, OMe, H, S, S], [ZA3105; EZA14, H, H, OEt, H, S, S], [ZA3106; EZA14, H, H, OPh , H, S, S], [ZA3107; EZA14, H, H, OCH2Ph, H, S, S], [ZA3108; EZA14, H, H, CF3, H, S, S], [ZA3109; EZA14, H , H, OCF3, H, S, S], [ZA3110; EZA14, H, H, CN, H, S, S], [ZA3111; EZA14, H, H, OH, H, S, S], [ZA3112 ; EZA14, H, H, SH, H, S, S], [ZA3113; EZA14, H, H, NH2, H, S, S], [ZA3114; EZA14, H, H, NHMe, H, S, S ], [ZA3115; EZA14, H, H, NHEt, H, S, S], [ZA3116; EZA14, H, H, NMe2, H, S, S], [ZA3117; EZA14, H, H, NO, H , S, S], [ZA3118; EZA14, H, H, COOH, H, S, S], [ZA3119; EZA14, H, H, F, H, S, S], [ZA3120; EZA14, H, H , Cl, H, S, S], [ZA3121; EZA14, H, H, 2-pyridyl, H, S, S], [ZA3122; EZA14, H, H, 3-pyridyl, H, S, S], [ZA3123; EZA14, H, H, 4-pyridyl, H, S, S], [ZA3124; EZA14, H, H, NHC (= O) CH3, H, S, S], [ZA3125; EZA14, H, H, NMeC (= O) CH3, H, S, S], [ZA3126; EZA14, H, H, NEtC (= O) CH3, H, S, S], [ZA3127; EZA14, H, H, NHC ( = O) OC (CH3) 3, H, S, S], [ZA3128; EZA14, H, H, NMeC (= O) OC (CH3) 3, H, S, S], [ZA3129; EZA14, H, H, C (= O) OCH3, H, S, S], [ZA3130; EZA14, H, H, C (= O) OCH2CH3 , H, S, S], [ZA3131; EZA14, H, H, C (= O) NH2, H, S, S], [ZA3132; EZA14, H, H, CH2OH, H, S, S], [ ZA3133; EZA14, H, H, CH2NH2, H, S, S], [ZA3134; EZA14, H, H, NHC (= O) CH3, H, S, S], [ZA3135; EZA14, H, H, CH2Ph , H, S, S], [ZA3136; EZA14, H, H, 1-pyrrolidinyl, H, S, S], [ZA3137; EZA14, H, H, 1-piperidinyl, H, S, S], [ZA3138 ; EZA14, H, H, Me, Me, S, S], [ZA3139; EZA14, H, H, Et, Et, S, S], [ZA3140; EZA14, H, H, OMe, OMe, S, S ], [ZA3141; EZA14, H, H, OEt, OEt, S, S], [ZA3142; EZA14, H, H, OPr, OPr, S, S], [ZA3143; EZA15, H, H, H, H , S, S], [ZA3144; EZA15, Me, H, H, H, S, S], [ZA3145; EZA15, H, Me, H, H, S, S], [ZA3146; EZA15, H, H , Me, H, S, S], [ZA3147; EZA15, H, H, H, Me, S, S], [ZA3148; EZA16, H, H, H, H, S, S], [ZA3149; EZA16 , Me, H, H, H, S, S], [ZA3150; EZA16, H, Me, H, H, S, S], [ZA3151; EZA16, H, H, Me, H, S, S], [ZA3152; EZA16, H, H, H, Me, S, S], [ZA3153; EZA17, H, H, H, H, S, S], [ZA3154; EZA17, Me, H, H, H, S , S], [ZA3155; EZA17, H, Me, H, H, S, S], [ZA3156; EZA17, H, H, Me, H, S, S], [ZA3157; EZA17, H, H, H , Me, S, S], [ZA3158; EZA18, H, H, H, H, S, S], [ZA3159; EZA18, Me, H, H, H, S, S], [ZA3160; EZA18, H , Me, H, H, S, S], [ZA3161; EZA19, H, H, H, H, S, S], [ZA3162 ; EZA19, Me, H, H, H, S, S], [ZA3163; EZA19, H, Me, H, H, S, S], [ZA3164; EZA20, H, H, H, H, S, S ], [ZA3165; EZA20, Me, H, H, H, S, S], [ZA3166; EZA20, H, Me, H, H, S, S], [ZA3167; EZA21, H, H, H, H , S, S], [ZA3168; EZA21, Me, H, H, H, S, S], [ZA3169; EZA21, H, Me, H, H, S, S], [ZA3170; EZA22, H, H , H, H, S, S], [ZA3171; EZA22, Me, H, H, H, S, S], [ZA3172; EZA22, H, Me, H, H, S, S], [ZA3173; EZA22 , H, H, Me, H, S, S], [ZA3174; EZA22, H, H, H, Me, S, S], [ZA3175; EZA23, H, H, H, H, S, S], [ZA3176; EZA23, Me, H, H, H, S, S], [ZA3177; EZA23, H, Me, H, H, S, S], [ZA3178; EZA23, H, H, Me, H, S , S], [ZA3179; EZA23, H, H, H, Me, S, S], [ZA3180; EZA24, H, H, H, H, S, S], [ZA3181; EZA24, H, Me, H , H, S, S], [ZA3182; EZA24, H, H, Me, H, S, S], [ZA3183; EZA24, H, H, H, Me, S, S], [ZA3184; EZA24, Me , H, H, H, S, S], [ZA3185; EZA24, Me, Me, H, H, S, S], [ZA3186; EZA24, Me, H, Me, H, S, S], [ZA3187 ; EZA24, Me, H, H, Me, S, S], [ZA3188; EZA25, H, H, H, H, S, S], [ZA3189; EZA25, H, Me, H, H, S, S ], [ZA3190; EZA25, H, H, Me, H, S, S], [ZA3191; EZA25, H, H, H, Me, S, S], [ZA3192; EZA25, Me, H, H, H , S, S], [ZA3193; EZA25, Me, Me, H, H, S, S], [ZA3194; EZA25, Me, H, Me, H, S, S], [ZA3195; EZA25, Me, H , H, Me, S, S], [ZA3196; EZA26, H, H, H, H, S, S], [ZA3197; EZA26, H, Me, H, H, S, S], [ZA3198; EZA26 , H, H, Me, H, S, S], [ZA3199; EZA26, Me, H, H, H, S, S], [ZA3200; EZA26, Me, Me, H, H, S, S],
[ZA3201;EZA26,Me,H,Me,H,S,S]、[ZA3202;EZA26,C(=O)CH3,H,H,H,S,S]、[ZA3203;EZA26,C(=O)CH3,Me,H,H,S,S]、[ZA3204;EZA26,C(=O)CH3,H,Me,H,S,S]、[ZA3205;EZA26,C(=O)OC(CH3)3,H,H,H,S,S]、[ZA3206;EZA26,C(=O)OC(CH3)3,Me,H,H,S,S]、[ZA3207;EZA26,C(=O)OC(CH3)3,H,Me,H,S,S]、[ZA3208;EZA27,H,H,H,H,S,S]、[ZA3209;EZA27,Me,H,H,H,S,S]、[ZA3210;EZA27,H,Me,H,H,S,S]、[ZA3211;EZA27,H,Et,H,H,S,S]、[ZA3212;EZA27,H,Pr,H,H,S,S]、[ZA3213;EZA27,H,Ph,H,H,S,S]、[ZA3214;EZA27,H,OMe,H,H,S,S]、[ZA3215;EZA27,H,OEt,H,H,S,S]、[ZA3216;EZA27,H,OPh,H,H,S,S]、[ZA3217;EZA27,H,OCH2Ph,H,H,S,S]、[ZA3218;EZA27,H,CF3,H,H,S,S]、[ZA3219;EZA27,H,OCF3,H,H,S,S]、[ZA3220;EZA27,H,CN,H,H,S,S]、[ZA3221;EZA27,H,OH,H,H,S,S]、[ZA3222;EZA27,H,SH,H,H,S,S]、[ZA3223;EZA27,H,NH2,H,H,S,S]、[ZA3224;EZA27,H,NHMe,H,H,S,S]、[ZA3225;EZA27,H,NHEt,H,H,S,S]、[ZA3226;EZA27,H,NMe2,H,H,S,S]、[ZA3227;EZA27,H,NO2,H,H,S,S]、[ZA3228;EZA27,H,COOH,H,H,S,S]、[ZA3229;EZA27,H,F,H,H,S,S]、[ZA3230;EZA27,H,Cl,H,H,S,S]、[ZA3231;EZA27,H,2-pyridyl,H,H,S,S]、[ZA3232;EZA27,H,3-pyridyl,H,H,S,S]、[ZA3233;EZA27,H,4-pyridyl,H,H,S,S]、[ZA3234;EZA27,H,NHC(=O)CH3,H,H,S,S]、[ZA3235;EZA27,H,NMeC(=O)CH3,H,H,S,S]、[ZA3236;EZA27,H,NEtC(=O)CH3,H,H,S,S]、[ZA3237;EZA27,H,NHC(=O)OC(CH3)3,H,H,S,S]、[ZA3238;EZA27,H,NMeC(=O)OC(CH3)3,H,H,S,S]、[ZA3239;EZA27,H,C(=O)OCH3,H,H,S,S]、[ZA3240;EZA27,H,C(=O)OCH2CH3,H,H,S,S]、[ZA3241;EZA27,H,C(=O)NH2,H,H,S,S]、[ZA3242;EZA27,H,CH2OH,H,H,S,S]、[ZA3243;EZA27,H,CH2NH2,H,H,S,S]、[ZA3244;EZA27,H,NHC(=O)CH3,H,H,S,S]、[ZA3245;EZA27,H,CH2Ph,H,H,S,S]、[ZA3246;EZA27,H,1-pyrrolidinyl,H,H,S,S]、[ZA3247;EZA27,H,1-piperidinyl,H,H,S,S]、[ZA3248;EZA28,H,H,H,H,S,S]、[ZA3249;EZA28,Me,H,H,H,S,S]、[ZA3250;EZA28,H,Me,H,H,S,S]、[ZA3251;EZA29,H,H,H,H,S,S]、[ZA3252;EZA29,Me,H,H,H,S,S]、[ZA3253;EZA29,H,Me,H,H,S,S]、[ZA3254;EZA30,H,H,H,H,S,S]、[ZA3255;EZA30,H,H,Me,H,S,S]、[ZA3256;EZA30,H,H,Et,H,S,S]、[ZA3257;EZA30,H,H,Pr,H,S,S]、[ZA3258;EZA30,H,H,CH2Ph,H,S,S]、[ZA3259;EZA30,Me,H,H,H,S,S]、[ZA3260;EZA30,Me,H,Me,H,S,S]、[ZA3261;EZA30,Me,H,Et,H,S,S]、[ZA3262;EZA30,Me,H,Pr,H,S,S]、[ZA3263;EZA30,Me,H,CH2Ph,H,S,S]、[ZA3264;EZA30,H,Me,H,H,S,S]、[ZA3265;EZA30,H,Me,Me,H,S,S]、[ZA3266;EZA30,H,Me,Et,H,S,S]、[ZA3267;EZA30,H,Me,Pr,H,S,S]、[ZA3268;EZA30,H,Me,CH2Ph,H,S,S]、[ZA3269;EZA31,H,H,H,H,S,S]、[ZA3270;EZA31,Me,H,H,H,S,S]、[ZA3271;EZA31,H,Me,H,H,S,S]、[ZA3272;EZA31,H,H,Me,H,S,S]、[ZA3273;EZA31,H,H,H,Me,S,S]、[ZA3274;EZA32,H,H,H,H,S,S]、[ZA3275;EZA32,Me,H,H,H,S,S]、[ZA3276;EZA32,H,Me,H,H,S,S]、[ZA3277;EZA32,H,H,Me,H,S,S]、[ZA3278;EZA32,H,H,H,Me,S,S]、[ZA3279;EZA33,H,H,H,H,S,S]、[ZA3280;EZA33,H,H,Me,H,S,S]、[ZA3281;EZA33,H,H,Et,H,S,S]、[ZA3282;EZA33,H,H,Pr,H,S,S]、[ZA3283;EZA33,H,H,CH2Ph,H,S,S]、[ZA3284;EZA33,Me,H,H,H,S,S]、[ZA3285;EZA33,Me,H,Me,H,S,S]、[ZA3286;EZA33,Me,H,Et,H,S,S]、[ZA3287;EZA33,Me,H,Pr,H,S,S]、[ZA3288;EZA33,Me,H,CH2Ph,H,S,S]、[ZA3289;EZA33,H,Me,H,H,S,S]、[ZA3290;EZA33,H,Me,Me,H,S,S]、[ZA3291;EZA33,H,Me,Et,H,S,S]、[ZA3292;EZA33,H,Me,Pr,H,S,S]、[ZA3293;EZA33,H,Me,CH2Ph,H,S,S]、[ZA3294;EZA33,H,H,H,Me,S,S]、[ZA3295;EZA33,H,H,Me,Me,S,S]、[ZA3296;EZA33,H,H,Et,Me,S,S]、[ZA3297;EZA33,H,H,Pr,Me,S,S]、[ZA3298;EZA33,H,H,CH2Ph,Me,S,S]、[ZA3299;EZA34,H,H,H,H,S,S]、[ZA3300;EZA34,Me,H,H,H,S,S]、
[ZA3201; EZA26, Me, H, Me, H, S, S], [ZA3202; EZA26, C (= O) CH3, H, H, H, S, S], [ZA3203; EZA26, C (= O ) CH3, Me, H, H, S, S], [ZA3204; EZA26, C (= O) CH3, H, Me, H, S, S], [ZA3205; EZA26, C (= O) OC (CH3 ) 3, H, H, H, S, S], [ZA3206; EZA26, C (= O) OC (CH3) 3, Me, H, H, S, S], [ZA3207; EZA26, C (= O ) OC (CH3) 3, H, Me, H, S, S], [ZA3208; EZA27, H, H, H, H, S, S], [ZA3209; EZA27, Me, H, H, H, S , S], [ZA3210; EZA27, H, Me, H, H, S, S], [ZA3211; EZA27, H, Et, H, H, S, S], [ZA3212; EZA27, H, Pr, H , H, S, S], [ZA3213; EZA27, H, Ph, H, H, S, S], [ZA3214; EZA27, H, OMe, H, H, S, S], [ZA3215; EZA27, H , OEt, H, H, S, S], [ZA3216; EZA27, H, OPh, H, H, S, S], [ZA3217; EZA27, H, OCH2Ph, H, H, S, S], [ZA3218 ; EZA27, H, CF3, H, H, S, S], [ZA3219; EZA27, H, OCF3, H, H, S, S], [ZA3220; EZA27, H, CN, H, H, S, S ], [ZA3221; EZA27, H, OH, H, H, S, S], [ZA3222; EZA27, H, SH, H, H, S, S], [ZA3223; EZA27, H, NH2, H, H , S, S], [ZA3224; EZA27, H, NHMe, H, H, S, S], [ZA3225; EZA27, H, NHEt, H, H, S, S], [ZA3226; EZA27, H, NMe2 , H, H, S, S], [ZA3227; EZA27, H, NO2, H, H, S, S], [ZA3228; EZA27, H, COOH, H, H, S, S], [ZA3229; EZA27 , H, F, H, H, S, S], [ZA3230; EZA27, H, Cl, H, H, S, S], [ZA3231; EZA27, H, 2-pyridyl, H, H, S, S], [ZA3232; EZA27, H, 3-pyridyl, H, H, S, S], [ZA3233; EZA27, H, 4-pyridyl, H, H, S, S], [ ZA3234; EZA27, H, NHC (= O) CH3, H, H, S, S], [ZA3235; EZA27, H, NMeC (= O) CH3, H, H, S, S], [ZA3236; EZA27, H, NEtC (= O) CH3, H, H, S, S], [ZA3237; EZA27, H, NHC (= O) OC (CH3) 3, H, H, S, S], [ZA3238; EZA27, H, NMeC (= O) OC (CH3) 3, H, H, S, S], [ZA3239; EZA27, H, C (= O) OCH3, H, H, S, S], [ZA3240; EZA27, H, C (= O) OCH2CH3, H, H, S, S], [ZA3241; EZA27, H, C (= O) NH2, H, H, S, S], [ZA3242; EZA27, H, CH2OH, H, H, S, S], [ZA3243; EZA27, H, CH2NH2, H, H, S, S], [ZA3244; EZA27, H, NHC (= O) CH3, H, H, S, S], [ZA3245; EZA27, H, CH2Ph, H, H, S, S], [ZA3246; EZA27, H, 1-pyrrolidinyl, H, H, S, S], [ZA3247; EZA27, H, 1-piperidinyl, H , H, S, S], [ZA3248; EZA28, H, H, H, H, S, S], [ZA3249; EZA28, Me, H, H, H, S, S], [ZA3250; EZA28, H , Me, H, H, S, S], [ZA3251; EZA29, H, H, H, H, S, S], [ZA3252; EZA29, Me, H, H, H, S, S], [ZA3253 ; EZA29, H, Me, H, H, S, S], [ZA3254; EZA30, H, H, H, H, S, S], [ZA3255; EZA30, H, H, Me, H, S, S ], [ZA3256; EZA30, H, H, Et, H, S, S], [ZA3257; EZA30, H, H, Pr, H, S, S], [ZA3258; EZA30, H, H, CH2Ph, H , S, S], [ZA3259; EZA30, Me, H, H, H, S, S], [ZA3260; EZA30, Me, H , Me, H, S, S], [ZA3261; EZA30, Me, H, Et, H, S, S], [ZA3262; EZA30, Me, H, Pr, H, S, S], [ZA3263; EZA30 , Me, H, CH2Ph, H, S, S], [ZA3264; EZA30, H, Me, H, H, S, S], [ZA3265; EZA30, H, Me, Me, H, S, S], [ZA3266; EZA30, H, Me, Et, H, S, S], [ZA3267; EZA30, H, Me, Pr, H, S, S], [ZA3268; EZA30, H, Me, CH2Ph, H, S , S], [ZA3269; EZA31, H, H, H, H, S, S], [ZA3270; EZA31, Me, H, H, H, S, S], [ZA3271; EZA31, H, Me, H , H, S, S], [ZA3272; EZA31, H, H, Me, H, S, S], [ZA3273; EZA31, H, H, H, Me, S, S], [ZA3274; EZA32, H , H, H, H, S, S], [ZA3275; EZA32, Me, H, H, H, S, S], [ZA3276; EZA32, H, Me, H, H, S, S], [ZA3277 ; EZA32, H, H, Me, H, S, S], [ZA3278; EZA32, H, H, H, Me, S, S], [ZA3279; EZA33, H, H, H, H, S, S ], [ZA3280; EZA33, H, H, Me, H, S, S], [ZA3281; EZA33, H, H, Et, H, S, S], [ZA3282; EZA33, H, H, Pr, H , S, S], [ZA3283; EZA33, H, H, CH2Ph, H, S, S], [ZA3284; EZA33, Me, H, H, H, S, S], [ZA3285; EZA33, Me, H , Me, H, S, S], [ZA3286; EZA33, Me, H, Et, H, S, S], [ZA3287; EZA33, Me, H, Pr, H, S, S], [ZA3288; EZA33 , Me, H, CH2Ph, H, S, S], [ZA3289; EZA33, H, Me, H, H, S, S], [ZA3290; EZA33, H, Me, Me, H, S, S], [ZA3291; EZA33, H, Me, Et, H, S, S], [ZA3292; EZA33, H, Me, Pr, H, S, S], [ZA3 293; EZA33, H, Me, CH2Ph, H, S, S], [ZA3294; EZA33, H, H, H, Me, S, S], [ZA3295; EZA33, H, H, Me, Me, S, S], [ZA3296; EZA33, H, H, Et, Me, S, S], [ZA3297; EZA33, H, H, Pr, Me, S, S], [ZA3298; EZA33, H, H, CH2Ph, Me, S, S], [ZA3299; EZA34, H, H, H, H, S, S], [ZA3300; EZA34, Me, H, H, H, S, S],
[ZA3301;EZA34,H,Me,H,H,S,S]、[ZA3302;EZA34,H,H,H,Me,S,S]、[ZA3303;EZA35,H,H,H,H,S,S]、[ZA3304;EZA35,H,H,Me,H,S,S]、[ZA3305;EZA35,H,H,Et,H,S,S]、[ZA3306;EZA35,H,H,Pr,H,S,S]、[ZA3307;EZA35,H,H,CH2Ph,H,S,S]、[ZA3308;EZA35,Me,H,H,H,S,S]、[ZA3309;EZA35,Me,H,Me,H,S,S]、[ZA3310;EZA35,Me,H,Et,H,S,S]、[ZA3311;EZA35,Me,H,Pr,H,S,S]、[ZA3312;EZA35,Me,H,CH2Ph,H,S,S]、[ZA3313;EZA35,H,Me,H,H,S,S]、[ZA3314;EZA35,H,Me,Me,H,S,S]、[ZA3315;EZA35,H,Me,Et,H,S,S]、[ZA3316;EZA35,H,Me,Pr,H,S,S]、[ZA3317;EZA35,H,Me,CH2Ph,H,S,S]、[ZA3318;EZA35,H,H,H,Me,S,S]、[ZA3319;EZA35,H,H,Me,Me,S,S]、[ZA3320;EZA35,H,H,Et,Me,S,S]、[ZA3321;EZA35,H,H,Pr,Me,S,S]、[ZA3322;EZA35,H,H,CH2Ph,Me,S,S]、[ZA3323;EZA36,H,H,H,H,S,S]、[ZA3324;EZA36,Me,H,H,H,S,S]、[ZA3325;EZA36,H,Me,H,H,S,S]、[ZA3326;EZA36,H,H,Me,H,S,S]、[ZA3327;EZA37,H,H,H,H,S,S]、[ZA3328;EZA37,Me,H,H,H,S,S]、[ZA3329;EZA37,H,H,Me,H,S,S]、[ZA3330;EZA37,H,H,H,Me,S,S]、[ZA3331;EZA37,Me,Me,H,H,S,S]、[ZA3332;EZA38,H,H,H,H,S,S]、[ZA3333;EZA38,Me,H,H,H,S,S]、[ZA3334;EZA38,H,H,Me,H,S,S]、[ZA3335;EZA38,H,H,H,Me,S,S]、[ZA3336;EZA38,Me,Me,H,H,S,S]、[ZA3337;EZA39,H,H,H,H,S,S]、[ZA3338;EZA39,Me,H,H,H,S,S]、[ZA3339;EZA39,H,Me,H,H,S,S]、[ZA3340;EZA39,H,H,Me,H,S,S]、[ZA3341;EZA39,H,H,H,Me,S,S]、[ZA3342;EZA40,H,H,H,H,S,S]、[ZA3343;EZA40,Me,H,H,H,S,S]、[ZA3344;EZA40,H,Me,H,H,S,S]、[ZA3345;EZA40,H,H,Me,H,S,S]、[ZA3346;EZA40,H,H,H,Me,S,S]、[ZA3347;EZA41,H,H,H,H,S,S]、[ZA3348;EZA41,Me,H,H,H,S,S]、[ZA3349;EZA41,H,Me,H,H,S,S]、[ZA3350;EZA41,H,H,H,Me,S,S]、[ZA3351;EZA42,H,H,H,H,S,S]、[ZA3352;EZA42,H,Me,H,H,S,S]、[ZA3353;EZA42,H,H,Me,H,S,S]、[ZA3354;EZA42,H,H,H,Me,S,S]、[ZA3355;EZA42,Me,H,H,H,S,S]、[ZA3356;EZA42,Me,Me,H,H,S,S]、[ZA3357;EZA42,Me,H,Me,H,S,S]、[ZA3358;EZA42,Me,H,H,Me,S,S]、[ZA3359;EZA43,H,H,H,H,S,S]、[ZA3360;EZA43,H,H,Me,H,S,S]、[ZA3361;EZA43,H,H,Et,H,S,S]、[ZA3362;EZA43,H,H,Pr,H,S,S]、[ZA3363;EZA43,H,H,CH2Ph,H,S,S]、[ZA3364;EZA44,H,H,H,H,S,S]、[ZA3365;EZA44,H,H,Me,H,S,S]、[ZA3366;EZA44,H,H,Et,H,S,S]、[ZA3367;EZA44,H,H,Pr,H,S,S]、[ZA3368;EZA44,H,H,CH2Ph,H,S,S]、
[ZA3301; EZA34, H, Me, H, H, S, S], [ZA3302; EZA34, H, H, H, Me, S, S], [ZA3303; EZA35, HZA, H, H, H, S , S], [ZA3304; EZA35, H, H, Me, H, S, S], [ZA3305; EZA35, H, H, Et, H, S, S], [ZA3306; EZA35, H, H, Pr , H, S, S], [ZA3307; EZA35, H, H, CH2Ph, H, S, S], [ZA3308; EZA35, Me, H, H, H, S, S], [ZA3309; EZA35, Me , H, Me, H, S, S], [ZA3310; EZA35, Me, H, Et, H, S, S], [ZA3311; EZA35, Me, H, Pr, H, S, S], [ZA3312 ; EZA35, Me, H, CH2Ph, H, S, S], [ZA3313; EZA35, H, Me, H, H, S, S], [ZA3314; EZA35, H, Me, Me, H, S, S ], [ZA3315; EZA35, H, Me, Et, H, S, S], [ZA3316; EZA35, H, Me, Pr, H, S, S], [ZA3317; EZA35, H, Me, CH2Ph, H , S, S], [ZA3318; EZA35, H, H, H, Me, S, S], [ZA3319; EZA35, H, H, Me, Me, S, S], [ZA3320; EZA35, H, H , Et, Me, S, S], [ZA3321; EZA35, H, H, Pr, Me, S, S], [ZA3322; EZA35, H, H, CH2Ph, Me, S, S], [ZA3323; EZA36 , H, H, H, H, S, S], [ZA3324; EZA36, Me, H, H, H, S, S], [ZA3325; EZA36, H, Me, H, H, S, S], [ZA3326; EZA36, H, H, Me, H, S, S], [ZA3327; EZA37, H, H, H, H, S, S], [ZA3328; EZA37, Me, H, H, H, S , S], [ZA3329; EZA37, H, H, Me, H, S, S], [ZA3330; EZA37, H, H, H, Me, S, S], [ZA3331; EZA37, Me, Me, H , H, S, S], [ZA3332; EZA38, H, H, H, H, S, S], [ZA3333; EZA38, Me, H, H, H, S, S], [ZA3334; EZA38, H, H, Me, H, S, S], [ZA3335; EZA38, H, H, H, Me, S, S], [ZA3336; EZA38, Me, Me, H, H, S, S], [ZA3337; EZA39, H, H, H, H, S, S], [ZA3338; EZA39, Me, H, H, H, S, S], [ ZA3339; EZA39, H, Me, H, H, S, S], [ZA3340; EZA39, H, H, Me, H, S, S], [ZA3341; EZA39, H, H, H, Me, S, S], [ZA3342; EZA40, H, H, H, H, S, S], [ZA3343; EZA40, Me, H, H, H, S, S], [ZA3344; EZA40, H, Me, H, H, S, S], [ZA3345; EZA40, H, H, Me, H, S, S], [ZA3346; EZA40, H, H, H, Me, S, S], [ZA3347; EZA41, H, H, H, H, S, S], [ZA3348; EZA41, Me, H, H, H, S, S], [ZA3349; EZA41, H, Me, H, H, S, S], [ZA3350; EZA41, H, H, H, Me, S, S], [ZA3351; EZA42, H, H, H, H, S, S], [ZA3352; EZA42, H, Me, H, H, S, S] , [ZA3353; EZA42, H, H, Me, H, S, S], [ZA3354; EZA42, H, H, H, Me, S, S], [ZA3355; EZA42, Me, H, H, H, S, S], [ZA3356; EZA42, Me, Me, H, H, S, S], [ZA3357; EZA42, Me, H, Me, H, S, S], [ZA3358; EZA42, Me, H, H, Me, S, S], [ZA3359; EZA43, H, H, H, H, S, S], [ZA3360; EZA43, H, H, Me, H, S, S], [ZA3361; EZA43, H, H, Et, H, S, S], [ZA3362; EZA43, H, H, Pr, H, S, S], [ZA3363; EZA43, H, H, CH2Ph, H, S, S], [ ZA3364; EZA44, H, H, H, H, S, S], [ZA3365; EZA44, H, H, Me, H, S, S], [ZA3366; EZA44, H, H, Et, H, S, S] [ZA3367; EZA44, H, H, Pr, H, S, S], [ZA3368; EZA44, H, H, CH2Ph, H, S, S],
例えば、本発明化合物ZA2とは、式(T1)で示される化合物において置換基番号がZA2である化合物を意味し、式(T1)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound ZA2 of the present invention means a compound having the substituent number ZA2 in the compound represented by the formula (T1), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T1). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
For example, the compound ZA2 of the present invention means a compound having the substituent number ZA2 in the compound represented by the formula (T1), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T1). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
式(T2)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T2)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZB1~ZB3368と表し、本発明化合物ZB1~ZB3368をまとめて本発明化合物SX2と表す)は、上記の製造法に準じて製造することができる。 Formula (T2)
In the compound represented by formula (T2), the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T2), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZB1 to ZB3368, respectively, and the compounds of the present invention ZB1 to ZB3368 are collectively represented as compound of the present invention SX2).
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T2)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZB1~ZB3368と表し、本発明化合物ZB1~ZB3368をまとめて本発明化合物SX2と表す)は、上記の製造法に準じて製造することができる。 Formula (T2)
In the compound represented by formula (T2), the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T2), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZB1 to ZB3368, respectively, and the compounds of the present invention ZB1 to ZB3368 are collectively represented as compound of the present invention SX2).
例えば、本発明化合物ZB2とは、式(T2)で示される化合物において置換基番号がZA2である化合物を意味し、式(T2)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound of the present invention ZB2 means a compound having the substituent number ZA2 in the compound represented by the formula (T2), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T2). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
For example, the compound of the present invention ZB2 means a compound having the substituent number ZA2 in the compound represented by the formula (T2), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T2). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
式(T3)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T3)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZC1~ZC3368と表し、本発明化合物ZC1~ZC3368をまとめて本発明化合物SX3と表す)は、上記の製造法に準じて製造することができる。 Formula (T3)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T3), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZC1 to ZC3368, and the compounds of the present invention ZC1 to ZC3368 are collectively represented as compound of the present invention SX3).
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T3)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZC1~ZC3368と表し、本発明化合物ZC1~ZC3368をまとめて本発明化合物SX3と表す)は、上記の製造法に準じて製造することができる。 Formula (T3)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T3), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZC1 to ZC3368, and the compounds of the present invention ZC1 to ZC3368 are collectively represented as compound of the present invention SX3).
例えば、本発明化合物ZC2とは、式(T3)で示される化合物において置換基番号がZA2である化合物を意味し、式(T3)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound of the present invention ZC2 means a compound having the substituent number ZA2 in the compound represented by the formula (T3), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T3). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
For example, the compound of the present invention ZC2 means a compound having the substituent number ZA2 in the compound represented by the formula (T3), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T3). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
式(T4)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T4)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZD1~ZD3368と表し、本発明化合物ZD1~ZD3368をまとめて本発明化合物SX4と表す)は、上記の製造法に準じて製造することができる。 Formula (T4)
In which the combination of E Z , X and A is a combination described in any one of substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by formula (T4), the substituent number ZA1 To ZA3368 are represented by the present compounds ZD1 to ZD3368, and the present compounds ZD1 to ZD3368 are collectively represented by the present compound SX4).
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T4)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZD1~ZD3368と表し、本発明化合物ZD1~ZD3368をまとめて本発明化合物SX4と表す)は、上記の製造法に準じて製造することができる。 Formula (T4)
In which the combination of E Z , X and A is a combination described in any one of substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by formula (T4), the substituent number ZA1 To ZA3368 are represented by the present compounds ZD1 to ZD3368, and the present compounds ZD1 to ZD3368 are collectively represented by the present compound SX4).
例えば、本発明化合物ZD2とは、式(T4)で示される化合物において置換基番号がZA2である化合物を意味し、式(T4)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound of the present invention ZD2 means a compound having the substituent number ZA2 in the compound represented by the formula (T4). In the compound represented by the formula (T4), E Z is EZA1, and R 400 is methyl. a group, R 401, R 402 and R 403 are hydrogen atoms, X is an oxygen atom, a compound represented by the following a, is NH.
For example, the compound of the present invention ZD2 means a compound having the substituent number ZA2 in the compound represented by the formula (T4). In the compound represented by the formula (T4), E Z is EZA1, and R 400 is methyl. a group, R 401, R 402 and R 403 are hydrogen atoms, X is an oxygen atom, a compound represented by the following a, is NH.
式(T5)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T5)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZE1~ZE3368と表し、本発明化合物ZE1~ZE3368をまとめて本発明化合物SX5と表す)は、上記の製造法に準じて製造することができる。 Formula (T5)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T5), the substituent number ZA1 To ZA3368 are represented by the present compounds ZE1 to ZE3368, respectively, and the present compounds ZE1 to ZE3368 are collectively represented by the present compound SX5), and can be produced according to the above production method.
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T5)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZE1~ZE3368と表し、本発明化合物ZE1~ZE3368をまとめて本発明化合物SX5と表す)は、上記の製造法に準じて製造することができる。 Formula (T5)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T5), the substituent number ZA1 To ZA3368 are represented by the present compounds ZE1 to ZE3368, respectively, and the present compounds ZE1 to ZE3368 are collectively represented by the present compound SX5), and can be produced according to the above production method.
例えば、本発明化合物ZE2とは、式(T5)で示される化合物において置換基番号がZA2である化合物を意味し、式(T5)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound ZE2 of the present invention means a compound having the substituent number ZA2 in the compound represented by the formula (T5), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T5). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
For example, the compound ZE2 of the present invention means a compound having the substituent number ZA2 in the compound represented by the formula (T5), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T5). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
式(T6)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T6)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZF1~ZF3368と表し、本発明化合物ZF1~ZF3368をまとめて本発明化合物SX6と表す)は、上記の製造法に準じて製造することができる。 Formula (T6)
In which the combination of E Z , X and A is a combination described in any one of substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by formula (T6), the substituent number ZA1 To ZA3368 are represented by the present compounds ZF1 to ZF3368, and the present compounds ZF1 to ZF3368 are collectively represented by the present compound SX6).
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T6)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZF1~ZF3368と表し、本発明化合物ZF1~ZF3368をまとめて本発明化合物SX6と表す)は、上記の製造法に準じて製造することができる。 Formula (T6)
In which the combination of E Z , X and A is a combination described in any one of substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by formula (T6), the substituent number ZA1 To ZA3368 are represented by the present compounds ZF1 to ZF3368, and the present compounds ZF1 to ZF3368 are collectively represented by the present compound SX6).
例えば、本発明化合物ZF2とは、式(T6)で示される化合物において置換基番号がZA2である化合物を意味し、式(T6)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound of the present invention ZF2 means a compound having the substituent number ZA2 in the compound represented by the formula (T6), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T6). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
For example, the compound of the present invention ZF2 means a compound having the substituent number ZA2 in the compound represented by the formula (T6), E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T6). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
式(T7)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T7)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZG1~ZG3368と表し、本発明化合物ZG1~ZG3368をまとめて本発明化合物SX7と表す)は、上記の製造法に準じて製造することができる。 Formula (T7)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T7), the substituent number ZA1 To ZA3368 are represented by the compounds of the present invention ZG1 to ZG3368, respectively, and the compounds of the present invention ZG1 to ZG3368 are collectively represented by the present compound SX7).
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T7)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZG1~ZG3368と表し、本発明化合物ZG1~ZG3368をまとめて本発明化合物SX7と表す)は、上記の製造法に準じて製造することができる。 Formula (T7)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T7), the substituent number ZA1 To ZA3368 are represented by the compounds of the present invention ZG1 to ZG3368, respectively, and the compounds of the present invention ZG1 to ZG3368 are collectively represented by the present compound SX7).
例えば、本発明化合物ZG2とは、式(T7)で示される化合物において置換基番号がZA2である化合物を意味し、式(T7)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound of the present invention ZG2 means a compound having the substituent number ZA2 in the compound represented by the formula (T7). In the compound represented by the formula (T7), E Z is EZA1, and R 400 is methyl. And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
For example, the compound of the present invention ZG2 means a compound having the substituent number ZA2 in the compound represented by the formula (T7). In the compound represented by the formula (T7), E Z is EZA1, and R 400 is methyl. And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
式(T8)
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T8)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZH1~ZH3368と表し、本発明化合物ZH1~ZH3368をまとめて本発明化合物SX8と表す)は、上記の製造法に準じて製造することができる。 Formula (T8)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T8), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZH1 to ZH3368, respectively, and the compounds of the present invention ZH1 to ZH3368 are collectively represented as compound of the present invention SX8), and can be produced according to the above production method.
で示される化合物において、EZ、X及びAの組合せが、置換基番号ZA1~ZA3368のいずれかに記載の組合わせである化合物(以下、式(T8)で示される化合物において、置換基番号ZA1~ZA3368の化合物を、それぞれ本発明化合物ZH1~ZH3368と表し、本発明化合物ZH1~ZH3368をまとめて本発明化合物SX8と表す)は、上記の製造法に準じて製造することができる。 Formula (T8)
In which the combination of E Z , X and A is a combination described in any one of the substituent numbers ZA1 to ZA3368 (hereinafter, in the compound represented by the formula (T8), the substituent number ZA1 To ZA3368 are represented as compounds of the present invention ZH1 to ZH3368, respectively, and the compounds of the present invention ZH1 to ZH3368 are collectively represented as compound of the present invention SX8), and can be produced according to the above production method.
例えば、本発明化合物ZH2とは、式(T8)で示される化合物において置換基番号がZA2である化合物を意味し、式(T8)で示される化合物においてEZがEZA1であり、R400がメチル基であり、R401、R402及びR403が水素原子であり、Xが酸素原子であり、AがNHである下記で示される化合物を表す。
For example, the compound of the present invention ZH2 means a compound having the substituent number ZA2 in the compound represented by the formula (T8), and E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T8). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
For example, the compound of the present invention ZH2 means a compound having the substituent number ZA2 in the compound represented by the formula (T8), and E Z is EZA1 and R 400 is methyl in the compound represented by the formula (T8). And R 401 , R 402 and R 403 are hydrogen atoms, X is an oxygen atom, and A is NH.
本発明化合物は、殺菌剤等の植物病害防除剤、殺虫剤、殺ダニ剤、殺センチュウ剤、植物成長調節剤又は共力剤(以下、本成分と記す。)と、混用又は併用することができる。以下に、本発明化合物と本成分との組合せの例を記載する。例えば、テブコナゾール(tebuconazole)+SXとは、テブコナゾール(tebuconazole)とSXとの組合せを意味する。尚、SXの略号は本発明化合物SX1、本発明化合物SX2、本発明化合物SX3、本発明化合物SX4、本発明化合物SX5、本発明化合物SX6、本発明化合物SX7及び本発明化合物SX8から選ばれるいずれか1つの化合物を意味する。また、括弧内の数字はCAS登録番号を表す。
The compound of the present invention can be used in combination or in combination with plant disease control agents such as fungicides, insecticides, acaricides, nematocides, plant growth regulators or synergists (hereinafter referred to as “this component”). it can. Below, the example of the combination of this invention compound and this component is described. For example, tebuconazole + SX means a combination of tebuconazole and SX. The abbreviation for SX is any one selected from the present compound SX1, the present compound SX2, the present compound SX3, the present compound SX4, the present compound SX5, the present compound SX6, the present compound SX7 and the present compound SX8. One compound is meant. The numbers in parentheses represent CAS registration numbers.
テブコナゾール(tebuconazole)+SX、プロチオコナゾール(prothioconazole)+SX、メトコナゾール(metconazole)+SX、イプコナゾール(ipconazole)+SX、トリチコナゾール(triticonazole)+SX、ジフェノコナゾール(difenoconazole)+SX、イマザリル(imazalil)+SX、トリアジメノール(triadimenol)+SX、テトラコナゾール(tetraconazole)+SX、フルトリアホール(flutriafol)+SX、ブロムコナゾール(bromuconazole)+SX、プロピコナゾール(propiconazole)+SX、メフェントリフルコナゾール(mefentrifluconazole)+SX、イプフェントリフルコナゾール(ipfentrifluconazole)+SX、エポキシコナゾール(epoxiconazole)+SX、シプロコナゾール(cyproconazole)+SX、マンデストロビン(mandestrobin)+SX、アゾキシストロビン(azoxystrobin)+SX、ピラクロストロビン(pyraclostrobin)+SX、トリフロキシストロビン(trifloxystrobin)+SX、フルオキサストロビン(fluoxastrobin)+SX、ピコキシストロビン(picoxystrobin)+SX、フェナミドン(fenamidone)+SX、ジモキシストロビン(dimoxystrobin)+SX、メトミノストロビン(metominostrobin)+SX、ピリベンカルブ(pyribencarb)+SX、セダキサン(sedaxane)+SX、ペンフルフェン(penflufen)+SX、フルキサピロキサド(fluxapyroxad)+SX、フルオピラム(fluopyram)+SX、ベンゾビンジフルピル(benzovindiflupyr)+SX、ボスカリド(boscalid)+SX、カルボキシン(carboxin)+SX、ペンチオピラド(penthiopyrad)+SX、フルトラニル(flutolanil)+SX、ビキサフェン(bixafen)+SX、ピジフルメトフェン(pydiflumetofen)+SX、3-ジフルオロメチル-N-(7-フルオロ-1,1,3-トリメチルインダン-4-イル)-1-メチルピラゾール-4-カルボキサミド(1383809-87-7)+SX、N-シクロプロピル-3-(ジフルオロメチル)-5-フルオロ-N-(5-クロロ-2-イソプロピルベンジル)-1-メチル-1H-ピラゾール-4-カルボキサミド(1255734-28-1)+SX、3-ジフルオロメチル-1-メチル-N-(1,1,3-トリメチルインダン-4-イル)ピラゾール-4-カルボキサミド(141573-94-6)+SX、3-ジフルオロメチル-1-メチル-N-[(3R)-1,1,3-トリメチルインダン-4-イル]ピラゾール-4-カルボキサミド(1352994-67-2)+SX、メタラキシル(metalaxyl)+SX、メタラキシルM(metalaxyl-M)+SX、メトラフェノン(metrafenone)+SX、シフルフェナミド(cyflufenamid)+SX、プロキナジド(proquinazid)+SX、3-クロロ-5-フェニル-6-メチル-4-(2,6-ジフルオロフェニル)ピリダジン(1358061-55-8)+SX、1-(2-{[1-(4-クロロフェニル)-1H-ピラゾール-3-イル]オキシメチル}-3-メチルフェニル)-4-メチル-1,4-ジヒドロテトラゾール-5-オン(1472649-01-6)+SX、4-(2-ブロモ-4-フルオロフェニル)-N-(2-クロロ-6-フルオロフェニル)-1,3-ジメチル-1H-ピラゾール-5-アミン(1362477-26-6)+SX、フェンピコキサミド(fenpicoxamid)+SX、N’-(2,5-ジメチル-4-フェノキシフェニル)-N-エチル-N-メチルメタンイミドアミド(1052688-31-9)+SX、イソチアニル(isotianil)+SX、オキソリニック酸(oxolinic acid)+SX、フェリムゾン(ferimzone)+SX、フサライド(phthalide)+SX、カスガマイシン(kasugamycin)+SX、テブフロキン(tebufloquin)+SX、キノフメリン(quinofumelin)+SX、フェンピラザミン(fenpyrazamine)+SX、プロシミドン(procymidone)+SX、フルジオキソニル(fludioxonil)+SX、トルクロホスメチル(tolclofos-methyl)+SX、チアベンダゾール(thiabendazole)+SX、エタボキサム(ethaboxam)+SX、ピカルブトラゾクス(picarbutrazox)+SX、オキサチアピプロリン(oxathiapiprolin)+SX、イミノクタジン酢酸塩(iminoctadine triacetate)+SX、イミノクタジンアルベシル酸塩(iminoctadine albesilate)+SX、フェンプロピモルフ(fenpropimorph)+SX、フェンプロピジン(fenpropidin)+SX、スピロキサミン(spiroxamine)+SX、クロロタロニル(chlorothalonil)+SX、フォルペット(folpet)+SX、キャプタン(captan)+SX、チウラム(thiram)+SX、シルチオファム(silthiofam)+SX、マンコゼブ(mancozeb)+SX、カルタップ(cartap)+SX、クロチアニジン(clothianidin)+SX、チアメトキサム(thiamethoxam)+SX、イミダクロプリド(imidacloprid)+SX、チアクロプリド(thiacloprid)+SX、フルピラジフロン(flupyradifurone)+SX、スルホキサフロル(sulfoxaflor)+SX、トリフルメゾピリム(triflumezopyrim)+SX、ジクロロメゾチアズ(dicloromezotiaz)+SX、ベータシフルトリン(beta-cyfluthrin)+SX、テフルトリン(tefluthrin)+SX、フィプロニル(fipronil)+SX、クロラントラニリプロール(chlorantraniliprole)+SX、シアントラニリプロール(cyantraniliprole)+SX、テトラニリプロール(tetraniliprole)+SX、チオジカルブ(thiodicarb)+SX、カルボフラン(carbofuran)+SX、フルキサメタミド(fluxametamide)+SX、アフォキソラネル(afoxolaner)+SX、フルララネル(fluralaner)+SX、ブロフラニリド(broflanilide)+SX、アバメクチン(abamectin)+SX、フルエンスルホン(fluensulfone)+SX、フルアザインドリジン(fluazaindolizine)+SX、チオキサザフェン(tioxazafen)+SX、(E)-N-{1-[(6-クロロピリジン-3-イル)メチル]ピリジン-2(1H)-イリデン}-2,2,2-トリフルオロアセトアミド(1689566-03-7)+SX、菌根菌(Mycorrhizal Fungi)+SX、バチルス・フィルムス菌(Bacillus firmus)+SX、バチルス・アミロリケファシエンス菌(Bacillus amyloliquefaciens)+SX、パスツーリア・ニシザワエ菌(Pasteuria nishizawae)+SX、パスツーリア・ペネトランス菌(Pasteuria penetrans)+SX。
Tebuconazole + SX, prothioconazole + SX, metconazole + SX, ipconazole + SX, triticonazole + SX, difenoconazole + SX, imazalil + SX triadimenol) + SX, tetraconazole + SX, flutriafol + SX, bromuconazole + SX, propiconazole + SX, mefentrifluconazole + SX, ipfentrifluconazole (SX) ipfentrifluconazole) + SX, epoxiconazole + SX, cyproconazole + SX, mandestrobin + SX, azoxystrobin + SX, pyraclostrobin + SX, trifloxystrobin ( trifloxystrobin) + SX, fluoxast Robin (fluoxastrobin) + SX, picoxystrobin (SX), fenamidone (fenamidone) + SX, dimoxystrobin (SX) + metominostrobin (SX), pyribencarb (SX), sedaxane (SX) Penflufen + SX, fluxapyroxad + SX, fluopyram + SX, benzovindiflupyr + SX, boscalid + SX, carboxin + SX, penthiopyrad + SX, flutolanil (flutolanil) + SX, bixafen + SX, pydiflumetofen + SX, 3-difluoromethyl-N- (7-fluoro-1,1,3-trimethylindan-4-yl) -1-methylpyrazole -4-carboxamide (1383809-87-7) + SX, N-cyclopropyl-3- (difluoromethyl) -5 Fluoro-N- (5-chloro-2-isopropylbenzyl) -1-methyl-1H-pyrazole-4-carboxamide (1255734-28-1) + SX, 3-difluoromethyl-1-methyl-N- (1,1 , 3-Trimethylindan-4-yl) pyrazole-4-carboxamide (141573-94-6) + SX, 3-difluoromethyl-1-methyl-N-[(3R) -1,1,3-trimethylindan-4 -Yl] pyrazole-4-carboxamide (1352994-67-2) + SX, metalaxyl + SX, metalaxyl-M + SX, metrafenone + SX, cyflufenamid + SX, proquinazid + SX, 3-chloro-5-phenyl-6-methyl-4- (2,6-difluorophenyl) pyridazine (1358061-55-8) + SX, 1- (2-{[1- (4-chlorophenyl) -1H-pi Zol-3-yl] oxymethyl} -3-methylphenyl) -4-methyl-1,4-dihydrotetrazol-5-one (1472649-01-6) + SX, 4- (2-bromo-4-fluorophenyl) ) -N- (2-chloro-6-fluorophenyl) -1,3-dimethyl-1H-pyrazol-5-amine (1362477-26-6) + SX, fenpicoxamid + SX, N '-( 2,5-dimethyl-4-phenoxyphenyl) -N-ethyl-N-methylmethanimidamide (1052688-31-9) + SX, isotianil + SX, oxolinic acid + SX, ferimzone + SX , Phthalide + SX, kasugamycin + SX, tebufloquin + SX, quinofumelin + SX, fenpyrazamine + SX, procymidone + SX, fludioxonil (flu) dioxonil + SX, tolclofos-methyl + SX, thiabendazole + SX, ethaboxam + SX, picarbutrazox + SX, oxathiapiprolin + SX, iminoctadine acetate triacetate + SX, iminoctadine albesilate + SX, fenpropimorph + SX, fenpropidin + SX, spiroxamine + SX, chlorothalonil + SX, folpet + SX, captan ( captan + SX, thiram + SX, silthiofam + SX, mancozeb + SX, cartap + SX, clothianidin + SX, thiamethoxam + SX, imidacloprid + SX, thiacloprid + SX, thiacloprid + SX + SX, flupyradifurone + SX Sulfoxaflor + SX, triflumezopyrim + SX, dicloromezotiaz + SX, beta-cyfluthrin + SX, tefluthrin + SX, fipronil + SX, chlorantraniliprolol (chlorantraniliprole) + SX, cyantraniliprole + SX, tetraniliprole + SX, thiodicarb + SX, carbofuran + SX, fluxametamide + SX, afoxolaner + SX, uralflner + SX, broflanilide + SX, abamectin + SX, fluensulfone + SX, fluazaindolizine + SX, tioxazafen + SX, (E) -N- {1-[(6-chloro Pyridin-3-yl) methyl] pyridine-2 (1H ) -Iridene} -2,2,2-trifluoroacetamide (1689566-03-7) + SX, Mycorrhizal Fungi + SX, Bacillus firmus + SX, Bacillus amyloliquefaciens (Bacillus amyloliquefaciens) + SX, Pasteuria nishizawae + SX, Pasteuria penetrans + SX.
本発明化合物と本活性成分との比は、特に限定されるものではないが、重量比(本発明化合物:本活性成分)は例えば、1000:1~1:1000、500:1~1:500、100:1~1:100、50:1~1:50、20:1~1:20、10:1~1:10、3:1~1:3、1:1~1:500、1:1~1:100、1:1~1:50、1:1~1:20、1:1~1:10である。
The ratio of the compound of the present invention to the active ingredient is not particularly limited, but the weight ratio (the compound of the present invention: the active ingredient) is, for example, 1000: 1 to 1: 1000, 500: 1 to 1: 500. 100: 1 to 1: 100, 50: 1 to 1:50, 20: 1 to 1:20, 10: 1 to 1:10, 3: 1 to 1: 3, 1: 1 to 1: 500, 1 1: 1 to 1: 100, 1: 1 to 1:50, 1: 1 to 1:20, and 1: 1 to 1:10.
本発明化合物を植物に処理することにより、苗立ち率向上、健全葉数増加、草丈増、植物体重量増加、葉面積増加、種子又は果実の数又は重量の増加、着花数又は着果数の増加、根部生長の増加等の、植物の成長を促進する効果が得られる。また、本発明化合物を植物に処理することにより、高温ストレスもしくは低温ストレス等の温度ストレス、乾燥ストレスもしくは過湿ストレス等の水分ストレス、又は塩ストレス等の非生物的ストレスに対する耐性が向上される。
By treating the compound of the present invention with a plant, improvement in seedling establishment rate, increase in the number of healthy leaves, increase in plant height, increase in plant weight, increase in leaf area, increase in the number or weight of seeds or fruits, number of flowers or number of fruits The effect of promoting the growth of the plant, such as an increase in plant weight and an increase in root growth, is obtained. In addition, by treating the compound of the present invention with a plant, tolerance to temperature stress such as high temperature stress or low temperature stress, moisture stress such as drought stress or excessive humidity stress, or abiotic stress such as salt stress is improved.
次に製剤例を示す。なお、製剤例において部とは重量部を表す。
Next, formulation examples are shown. In the preparation examples, “part” means “part by weight”.
製剤例1 SX50部、リグニンスルホン酸カルシウム3部、ラウリル硫酸マグネシウム2部及び合成含水酸化珪素45部をよく粉砕混合することにより、製剤を得る。
Formulation Example 1 A formulation is obtained by thoroughly pulverizing and mixing 50 parts of SX, 3 parts of calcium lignin sulfonate, 2 parts of magnesium lauryl sulfate and 45 parts of synthetic silicon hydroxide.
製剤例2 SX20部とソルビタントリオレエート1.5部とを、ポリビニルアルコール2部を含む水溶液28.5部と混合し、湿式粉砕法で微粉砕した後、この中に、キサンタンガム0.05部及びアルミニウムマグネシウムシリケート0.1部を含む水溶液40部を加え、さらにプロピレングリコール10部を加えて攪拌混合し、製剤を得る。
Formulation Example 2 After 20 parts of SX and 1.5 parts of sorbitan trioleate are mixed with 28.5 parts of an aqueous solution containing 2 parts of polyvinyl alcohol and finely pulverized by a wet grinding method, 0.05 parts of xanthan gum and 40 parts of an aqueous solution containing 0.1 part of aluminum magnesium silicate is added, and further 10 parts of propylene glycol is added and mixed by stirring to obtain a preparation.
製剤例3 SX2部、カオリンクレー88部及びタルク10部をよく粉砕混合することにより、製剤を得る。
Formulation Example 3 A formulation is obtained by thoroughly pulverizing and mixing 2 parts of SX, 88 parts of kaolin clay and 10 parts of talc.
製剤例4 SX5部、ポリオキシエチレンスチリルフェニルエーテル14部、ドデシルベンゼンスルホン酸カルシウム6部及びキシレン75部をよく混合することにより、製剤を得る。
Formulation Example 4 A formulation is obtained by thoroughly mixing 5 parts of SX, 14 parts of polyoxyethylene styryl phenyl ether, 6 parts of calcium dodecylbenzenesulfonate and 75 parts of xylene.
製剤例5 SX2部、合成含水酸化珪素1部、リグニンスルホン酸カルシウム2部、ベントナイト30部及びカオリンクレー65部をよく粉砕混合した後、水を加えてよく練り合せ、造粒乾燥することにより、製剤を得る。
Formulation Example 5 After thoroughly mixing 2 parts of SX, 1 part of synthetic hydrous silicon oxide, 2 parts of calcium lignin sulfonate, 30 parts of bentonite and 65 parts of kaolin clay, adding water and kneading and granulating and drying, A formulation is obtained.
製剤例6 SX20部;ホワイトカーボンとポリオキシエチレンアルキルエーテルサルフェートアンモニウム塩との混合物(重量割合1:1)35部及び水を混合し全量を100部とし、粉砕機を用いて処理することにより、製剤を得る。
Formulation Example 6 SX 20 parts; 35 parts of a mixture of white carbon and polyoxyethylene alkyl ether sulfate ammonium salt (weight ratio 1: 1) and water were mixed to make a total amount of 100 parts, and processed using a pulverizer. A formulation is obtained.
次に、試験例を示す。試験例1~試験例3における無処理区とは、本発明化合物を含有するジメチルスルホキシド希釈液の代わりにジメチルスルホキシドを分注する以外は各々の試験例に記載されたのと同じ条件で行った試験区を表す。また、試験例4~試験例19における無処理とは、本発明化合物を含む製剤と水との混合物の茎葉散布を行わなかったことを表す。
防除効果は、調査時の供試植物上の病斑の面積を目視観察し、本発明化合物を処理した植物の病斑の面積と、無処理の植物の病斑の面積とを比較することにより評価した。 Next, test examples are shown. The untreated section in Test Example 1 to Test Example 3 was performed under the same conditions as described in each test example, except that dimethyl sulfoxide was dispensed instead of the dimethyl sulfoxide diluted solution containing the compound of the present invention. Represents a test zone. The term “no treatment” in Test Example 4 to Test Example 19 indicates that the mixture of the preparation containing the compound of the present invention and water was not sprayed.
The control effect is obtained by visually observing the area of the lesion on the test plant at the time of the survey, and comparing the area of the lesion on the plant treated with the compound of the present invention with the area of the lesion on the untreated plant. evaluated.
防除効果は、調査時の供試植物上の病斑の面積を目視観察し、本発明化合物を処理した植物の病斑の面積と、無処理の植物の病斑の面積とを比較することにより評価した。 Next, test examples are shown. The untreated section in Test Example 1 to Test Example 3 was performed under the same conditions as described in each test example, except that dimethyl sulfoxide was dispensed instead of the dimethyl sulfoxide diluted solution containing the compound of the present invention. Represents a test zone. The term “no treatment” in Test Example 4 to Test Example 19 indicates that the mixture of the preparation containing the compound of the present invention and water was not sprayed.
The control effect is obtained by visually observing the area of the lesion on the test plant at the time of the survey, and comparing the area of the lesion on the plant treated with the compound of the present invention with the area of the lesion on the untreated plant. evaluated.
試験例1 トマト葉かび病菌(Cladosporium fulvum)に対する防除試験
本発明化合物1、4、5、8、9、16、17、20、21、25、31、35、37、38又は42を1500ppm含有するようにジメチルスルホキシドで希釈し、タイタープレート(96ウェル)に1μL分注した後、あらかじめトマト葉かび病菌(チトクロームbをコードする遺伝子のうち、チトクロームbの129番目のアミノ酸残基がフェニルアラニンからロイシンに置換されるよう塩基配列が変異したQoI耐性株)の胞子を接種したジャガイモ煎汁液体培地(PDB培地)を150μL分注した。このプレートを5日間、18℃で培養しトマト葉かび病菌を増殖させたのち、タイタープレートの各ウェルの550nmの吸光度を測定し、その値をトマト葉かび病菌の生育度とした。その結果、本発明化合物1、4、5、8、9、16、17、20、21、25、31、35、37、38又は42を処理した区における生育度はいずれも、無処理区における生育度の50%以下であった。 Test Example 1 Control test against tomato leaf mold (Cladosporium fulvum) 1500 ppm of present compound 1, 4, 5, 8, 9, 16, 17, 20, 21, 25, 31, 35, 37, 38 or 42 After diluting with dimethyl sulfoxide and dispensing 1 μL into a titer plate (96-well), the 129th amino acid residue of cytochrome b was changed from phenylalanine to leucine in advance. 150 μL of a potato broth liquid medium (PDB medium) inoculated with spores of a QoI resistant strain whose base sequence was mutated so as to be replaced was dispensed. This plate was cultured at 18 ° C. for 5 days to proliferate the tomato leaf mold, and then the absorbance at 550 nm of each well of the titer plate was measured, and the value was taken as the growth degree of the tomato leaf mold. As a result, the growth degree in the group treated with the compound 1, 4, 5, 8, 9, 16, 17, 20, 21, 25, 31, 35, 37, 38 or 42 of the present invention is all in the untreated group. It was 50% or less of the degree of growth.
本発明化合物1、4、5、8、9、16、17、20、21、25、31、35、37、38又は42を1500ppm含有するようにジメチルスルホキシドで希釈し、タイタープレート(96ウェル)に1μL分注した後、あらかじめトマト葉かび病菌(チトクロームbをコードする遺伝子のうち、チトクロームbの129番目のアミノ酸残基がフェニルアラニンからロイシンに置換されるよう塩基配列が変異したQoI耐性株)の胞子を接種したジャガイモ煎汁液体培地(PDB培地)を150μL分注した。このプレートを5日間、18℃で培養しトマト葉かび病菌を増殖させたのち、タイタープレートの各ウェルの550nmの吸光度を測定し、その値をトマト葉かび病菌の生育度とした。その結果、本発明化合物1、4、5、8、9、16、17、20、21、25、31、35、37、38又は42を処理した区における生育度はいずれも、無処理区における生育度の50%以下であった。 Test Example 1 Control test against tomato leaf mold (Cladosporium fulvum) 1500 ppm of present compound 1, 4, 5, 8, 9, 16, 17, 20, 21, 25, 31, 35, 37, 38 or 42 After diluting with dimethyl sulfoxide and dispensing 1 μL into a titer plate (96-well), the 129th amino acid residue of cytochrome b was changed from phenylalanine to leucine in advance. 150 μL of a potato broth liquid medium (PDB medium) inoculated with spores of a QoI resistant strain whose base sequence was mutated so as to be replaced was dispensed. This plate was cultured at 18 ° C. for 5 days to proliferate the tomato leaf mold, and then the absorbance at 550 nm of each well of the titer plate was measured, and the value was taken as the growth degree of the tomato leaf mold. As a result, the growth degree in the group treated with the compound 1, 4, 5, 8, 9, 16, 17, 20, 21, 25, 31, 35, 37, 38 or 42 of the present invention is all in the untreated group. It was 50% or less of the degree of growth.
試験例2 コムギ葉枯病菌(Septoria tritici)に対する防除試験
本発明化合物1、2、4、5、8、9、10、11、14、15、16、17、18、19、20、21、24、25、27、28、29、31、33、35、38又は42を1500ppm含有するようにジメチルスルホキシドで希釈し、タイタープレート(96ウェル)に1μL分注した後、あらかじめコムギ葉枯病菌の胞子を接種したジャガイモ煎汁液体培地(PDB培地)を150μL分注した。このプレートを5日間、18℃で培養しコムギ葉枯病菌を増殖させたのち、タイタープレートの各ウェルの550nmの吸光度を測定し、その値をコムギ葉枯病菌の生育度とした。その結果、本発明化合物1、2、4、5、8、9、10、11、14、15、16、17、18、19、20、21、24、25、27、28、29、31、33、35、38又は42を処理した区における生育度はいずれも、無処理区における生育度の50%以下であった。 Test Example 2 Control Test against Wheat Leaf Blight Fungus (Septoria tritici) Compound 1, 2, 4, 5, 8, 9, 10, 11, 14, 15, 16, 17, 18, 19, 20, 21, 24 of the present invention , 25, 27, 28, 29, 31, 33, 35, 38 or 42, diluted with dimethyl sulfoxide so as to contain 1500 ppm, dispensed 1 μL into a titer plate (96 well), and then pre-spores of wheat leaf blight fungus 150 μL of the potato broth liquid medium (PDB medium) inoculated with the above was dispensed. This plate was cultured at 18 ° C. for 5 days to grow wheat leaf blight fungi. Then, the absorbance at 550 nm of each well of the titer plate was measured, and the value was taken as the growth degree of wheat leaf blight fungi. As a result, the compounds 1, 2, 4, 5, 8, 9, 10, 11, 14, 15, 16, 17, 18, 19, 20, 21, 24, 25, 27, 28, 29, 31, The growth degree in the section treated with 33, 35, 38 or 42 was 50% or less of the growth degree in the untreated section.
本発明化合物1、2、4、5、8、9、10、11、14、15、16、17、18、19、20、21、24、25、27、28、29、31、33、35、38又は42を1500ppm含有するようにジメチルスルホキシドで希釈し、タイタープレート(96ウェル)に1μL分注した後、あらかじめコムギ葉枯病菌の胞子を接種したジャガイモ煎汁液体培地(PDB培地)を150μL分注した。このプレートを5日間、18℃で培養しコムギ葉枯病菌を増殖させたのち、タイタープレートの各ウェルの550nmの吸光度を測定し、その値をコムギ葉枯病菌の生育度とした。その結果、本発明化合物1、2、4、5、8、9、10、11、14、15、16、17、18、19、20、21、24、25、27、28、29、31、33、35、38又は42を処理した区における生育度はいずれも、無処理区における生育度の50%以下であった。 Test Example 2 Control Test against Wheat Leaf Blight Fungus (Septoria tritici) Compound 1, 2, 4, 5, 8, 9, 10, 11, 14, 15, 16, 17, 18, 19, 20, 21, 24 of the present invention , 25, 27, 28, 29, 31, 33, 35, 38 or 42, diluted with dimethyl sulfoxide so as to contain 1500 ppm, dispensed 1 μL into a titer plate (96 well), and then pre-spores of wheat leaf blight fungus 150 μL of the potato broth liquid medium (PDB medium) inoculated with the above was dispensed. This plate was cultured at 18 ° C. for 5 days to grow wheat leaf blight fungi. Then, the absorbance at 550 nm of each well of the titer plate was measured, and the value was taken as the growth degree of wheat leaf blight fungi. As a result, the compounds 1, 2, 4, 5, 8, 9, 10, 11, 14, 15, 16, 17, 18, 19, 20, 21, 24, 25, 27, 28, 29, 31, The growth degree in the section treated with 33, 35, 38 or 42 was 50% or less of the growth degree in the untreated section.
試験例3 ダイズ炭疽病菌(Colletotrichum truncatum)に対する防除試験
本発明化合物1、4、5、8、9、20、21又は35を1500ppm含有するようにジメチルスルホキシドで希釈し、タイタープレート(96ウェル)に1μL分注した後、あらかじめダイズ炭疽病菌の胞子を接種したジャガイモ煎汁液体培地(PDB培地)を150μL分注した。このプレートを4日間、18℃で培養しダイズ炭疽病菌を増殖させたのち、タイタープレートの各ウェルの550nmの吸光度を測定し、その値をダイズ炭疽病菌の生育度とした。その結果、本発明化合物1、4、5、8、9、20、21又は35を処理した区における生育度はいずれも、無処理区における生育度の50%以下であった。 Test Example 3 Control test against soybean anthracnose fungus (Colletotrichum truncatum) The compound 1, 4, 5, 8, 9, 20, 21 or 35 of the present invention was diluted with dimethyl sulfoxide so as to contain 1500 ppm, and the titer plate (96 wells) was diluted. After 1 μL was dispensed, 150 μL of a potato broth liquid medium (PDB medium) inoculated with spores of soybean anthrax in advance was dispensed. This plate was cultured at 18 ° C. for 4 days to propagate soybean anthracnose fungi, and then the absorbance at 550 nm of each well of the titer plate was measured, and the value was taken as the degree of growth of soybean anthracnose fungus. As a result, the growth degree in the group treated with the present compound 1, 4, 5, 8, 9, 20, 21 or 35 was 50% or less of the growth degree in the untreated group.
本発明化合物1、4、5、8、9、20、21又は35を1500ppm含有するようにジメチルスルホキシドで希釈し、タイタープレート(96ウェル)に1μL分注した後、あらかじめダイズ炭疽病菌の胞子を接種したジャガイモ煎汁液体培地(PDB培地)を150μL分注した。このプレートを4日間、18℃で培養しダイズ炭疽病菌を増殖させたのち、タイタープレートの各ウェルの550nmの吸光度を測定し、その値をダイズ炭疽病菌の生育度とした。その結果、本発明化合物1、4、5、8、9、20、21又は35を処理した区における生育度はいずれも、無処理区における生育度の50%以下であった。 Test Example 3 Control test against soybean anthracnose fungus (Colletotrichum truncatum) The compound 1, 4, 5, 8, 9, 20, 21 or 35 of the present invention was diluted with dimethyl sulfoxide so as to contain 1500 ppm, and the titer plate (96 wells) was diluted. After 1 μL was dispensed, 150 μL of a potato broth liquid medium (PDB medium) inoculated with spores of soybean anthrax in advance was dispensed. This plate was cultured at 18 ° C. for 4 days to propagate soybean anthracnose fungi, and then the absorbance at 550 nm of each well of the titer plate was measured, and the value was taken as the degree of growth of soybean anthracnose fungus. As a result, the growth degree in the group treated with the present compound 1, 4, 5, 8, 9, 20, 21 or 35 was 50% or less of the growth degree in the untreated group.
試験例4 オオムギ網斑病(Pyrenophora teres)に対する防除試験
プラスチックポットに土壌を詰め、そこにオオムギ(品種;ニシノホシ)を播種し、温室で7日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、8、15、16、18、25、26、27、30、34、35、45、46、49、51又は54を、濃度が500ppmとなるように水と混合し、該混合物を、上記オオムギの葉面に充分付着するように茎葉散布した。散布後オオムギを風乾し、2日後にオオムギ網斑病菌胞子の水懸濁液を噴霧接種した。接種後オオムギを昼間23℃、夜間20℃の温室内で多湿下に3日間置き、次に温室内で7日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、8、15、16、18、25、26、27、30、34、35、45、46、49、51又は54を処理したオオムギにおける病斑面積はいずれも、無処理のオオムギにおける病斑面積の30%以下であった。 Test Example 4 Control test against Pyrenophora teres A plastic pot was filled with soil, and barley (cultivar; Nishinohoshi) was seeded there and allowed to grow in a greenhouse for 7 days. The present compound 1, 8, 15, 16, 18, 25, 26, 27, 30, 34, 35, 45, 46, 49, 51 or 54 formulated according to the method described in Formulation Example 6, It mixed with water so that a density | concentration might be 500 ppm, and this mixture was sprayed with foliage so that it might adhere enough to the leaf surface of the said barley. After spraying, the barley was air-dried, and two days later, a water suspension of barley reticular fungus spores was spray-inoculated. After inoculation, the barley was placed under high humidity in a greenhouse at 23 ° C. during the daytime and 20 ° C. during the night for 3 days and then cultivated in the greenhouse for 7 days. As a result, there was no lesion area in the barley treated with the compound 1, 8, 15, 16, 18, 25, 26, 27, 30, 34, 35, 45, 46, 49, 51 or 54 of the present invention. It was 30% or less of the lesion area in the treated barley.
プラスチックポットに土壌を詰め、そこにオオムギ(品種;ニシノホシ)を播種し、温室で7日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、8、15、16、18、25、26、27、30、34、35、45、46、49、51又は54を、濃度が500ppmとなるように水と混合し、該混合物を、上記オオムギの葉面に充分付着するように茎葉散布した。散布後オオムギを風乾し、2日後にオオムギ網斑病菌胞子の水懸濁液を噴霧接種した。接種後オオムギを昼間23℃、夜間20℃の温室内で多湿下に3日間置き、次に温室内で7日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、8、15、16、18、25、26、27、30、34、35、45、46、49、51又は54を処理したオオムギにおける病斑面積はいずれも、無処理のオオムギにおける病斑面積の30%以下であった。 Test Example 4 Control test against Pyrenophora teres A plastic pot was filled with soil, and barley (cultivar; Nishinohoshi) was seeded there and allowed to grow in a greenhouse for 7 days. The present compound 1, 8, 15, 16, 18, 25, 26, 27, 30, 34, 35, 45, 46, 49, 51 or 54 formulated according to the method described in Formulation Example 6, It mixed with water so that a density | concentration might be 500 ppm, and this mixture was sprayed with foliage so that it might adhere enough to the leaf surface of the said barley. After spraying, the barley was air-dried, and two days later, a water suspension of barley reticular fungus spores was spray-inoculated. After inoculation, the barley was placed under high humidity in a greenhouse at 23 ° C. during the daytime and 20 ° C. during the night for 3 days and then cultivated in the greenhouse for 7 days. As a result, there was no lesion area in the barley treated with the compound 1, 8, 15, 16, 18, 25, 26, 27, 30, 34, 35, 45, 46, 49, 51 or 54 of the present invention. It was 30% or less of the lesion area in the treated barley.
試験例5 オオムギ網斑病(Pyrenophora teres)に対する防除試験
プラスチックポットに土壌を詰め、そこにオオムギ(品種;ニシノホシ)を播種し、温室で7日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物7、11、17、28、31、36、39、40、46、49又は50を、濃度が200ppmとなるように水と混合し、該混合物を、上記オオムギの葉面に充分付着するように茎葉散布した。散布後オオムギを風乾し、2日後にオオムギ網斑病菌胞子の水懸濁液を噴霧接種した。接種後オオムギを昼間23℃、夜間20℃の温室内で多湿下に3日間置き、次に温室内で7日間栽培した後、病斑面積を調査した。その結果、本発明化合物7、11、17、28、31、36、39、40、46、49又は50を処理したオオムギにおける病斑面積はいずれも、無処理のオオムギにおける病斑面積の30%以下であった。 Test Example 5 Pyrenophora teres control test A plastic pot was filled with soil, and barley (variety: Nishinohoshi) was seeded there and allowed to grow in a greenhouse for 7 days. The compound of the present invention 7, 11, 17, 28, 31, 36, 39, 40, 46, 49, or 50 formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration becomes 200 ppm. Then, the mixture was sprayed on the foliage so that it sufficiently adhered to the leaf surface of the barley. After spraying, the barley was air-dried, and two days later, a water suspension of barley reticular fungus spores was spray-inoculated. After inoculation, the barley was placed under high humidity in a greenhouse at 23 ° C. during the daytime and 20 ° C. during the night for 3 days and then cultivated in the greenhouse for 7 days. As a result, the lesion area in the barley treated with the present compound 7, 11, 17, 28, 31, 36, 39, 40, 46, 49 or 50 is 30% of the lesion area in the untreated barley. It was the following.
プラスチックポットに土壌を詰め、そこにオオムギ(品種;ニシノホシ)を播種し、温室で7日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物7、11、17、28、31、36、39、40、46、49又は50を、濃度が200ppmとなるように水と混合し、該混合物を、上記オオムギの葉面に充分付着するように茎葉散布した。散布後オオムギを風乾し、2日後にオオムギ網斑病菌胞子の水懸濁液を噴霧接種した。接種後オオムギを昼間23℃、夜間20℃の温室内で多湿下に3日間置き、次に温室内で7日間栽培した後、病斑面積を調査した。その結果、本発明化合物7、11、17、28、31、36、39、40、46、49又は50を処理したオオムギにおける病斑面積はいずれも、無処理のオオムギにおける病斑面積の30%以下であった。 Test Example 5 Pyrenophora teres control test A plastic pot was filled with soil, and barley (variety: Nishinohoshi) was seeded there and allowed to grow in a greenhouse for 7 days. The compound of the present invention 7, 11, 17, 28, 31, 36, 39, 40, 46, 49, or 50 formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration becomes 200 ppm. Then, the mixture was sprayed on the foliage so that it sufficiently adhered to the leaf surface of the barley. After spraying, the barley was air-dried, and two days later, a water suspension of barley reticular fungus spores was spray-inoculated. After inoculation, the barley was placed under high humidity in a greenhouse at 23 ° C. during the daytime and 20 ° C. during the night for 3 days and then cultivated in the greenhouse for 7 days. As a result, the lesion area in the barley treated with the present compound 7, 11, 17, 28, 31, 36, 39, 40, 46, 49 or 50 is 30% of the lesion area in the untreated barley. It was the following.
試験例6 イネいもち病(Magnaporthe grisea)に対する防除試験
プラスチックポットに土壌を詰め、そこにイネ(品種;ヒノヒカリ)を播種し、温室内で20日間生育させた。その後、製剤例6に記載の方法に準じて製剤化された本発明化合物2、3、4、5、9、10、14、15、18、20、24、25、26、28、45、47、49又は50を濃度が500ppmとなるように水と混合し、該混合物を、上記イネの葉面に充分付着するように茎葉散布した。散布後、イネを風乾し、昼間24℃、夜間20℃多湿下で、前記散布処理をしたイネと、イネいもち病菌に罹病したイネ苗(品種;ヒノヒカリ)とを接触させながら6日間置いた後、病斑面積を調査した。その結果、本発明化合物2、3、4、5、9、10、14、15、18、20、24、25、26、28、45、47、49又は50を処理したイネにおける病斑面積はいずれも、無処理のイネにおける病斑面積の30%以下であった。 Test Example 6 Control test against rice blast (Magnaporthe grisea) A plastic pot was filled with soil, rice (cultivar: Hinohikari) was sown there, and allowed to grow in a greenhouse for 20 days. Thereafter, the present compound 2, 3, 4, 5, 9, 10, 14, 15, 18, 20, 24, 25, 26, 28, 45, 47 formulated according to the method described in Formulation Example 6. 49 or 50 was mixed with water to a concentration of 500 ppm, and the mixture was sprayed on the foliage so as to adhere well to the leaf surface of the rice. After spraying, the rice is air-dried and left for 6 days in contact with a rice seedling (variety: Hinohikari) that has been treated with the rice blast fungus under a high humidity of 24 ° C in the daytime and 20 ° C in the nighttime. The lesion area was investigated. As a result, the lesion area in rice treated with the compound 2, 3, 4, 5, 9, 10, 14, 15, 18, 20, 24, 25, 26, 28, 45, 47, 49, or 50 of the present invention was All were 30% or less of the lesion area in untreated rice.
プラスチックポットに土壌を詰め、そこにイネ(品種;ヒノヒカリ)を播種し、温室内で20日間生育させた。その後、製剤例6に記載の方法に準じて製剤化された本発明化合物2、3、4、5、9、10、14、15、18、20、24、25、26、28、45、47、49又は50を濃度が500ppmとなるように水と混合し、該混合物を、上記イネの葉面に充分付着するように茎葉散布した。散布後、イネを風乾し、昼間24℃、夜間20℃多湿下で、前記散布処理をしたイネと、イネいもち病菌に罹病したイネ苗(品種;ヒノヒカリ)とを接触させながら6日間置いた後、病斑面積を調査した。その結果、本発明化合物2、3、4、5、9、10、14、15、18、20、24、25、26、28、45、47、49又は50を処理したイネにおける病斑面積はいずれも、無処理のイネにおける病斑面積の30%以下であった。 Test Example 6 Control test against rice blast (Magnaporthe grisea) A plastic pot was filled with soil, rice (cultivar: Hinohikari) was sown there, and allowed to grow in a greenhouse for 20 days. Thereafter, the present compound 2, 3, 4, 5, 9, 10, 14, 15, 18, 20, 24, 25, 26, 28, 45, 47 formulated according to the method described in Formulation Example 6. 49 or 50 was mixed with water to a concentration of 500 ppm, and the mixture was sprayed on the foliage so as to adhere well to the leaf surface of the rice. After spraying, the rice is air-dried and left for 6 days in contact with a rice seedling (variety: Hinohikari) that has been treated with the rice blast fungus under a high humidity of 24 ° C in the daytime and 20 ° C in the nighttime. The lesion area was investigated. As a result, the lesion area in rice treated with the compound 2, 3, 4, 5, 9, 10, 14, 15, 18, 20, 24, 25, 26, 28, 45, 47, 49, or 50 of the present invention was All were 30% or less of the lesion area in untreated rice.
試験例7 イネいもち病(Magnaporthe grisea)に対する防除試験
プラスチックポットに土壌を詰め、そこにイネ(品種;ヒノヒカリ)を播種し、温室内で20日間生育させた。その後、製剤例6に記載の方法に準じて製剤化された本発明化合物17、19、27、31、38、39又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記イネの葉面に充分付着するように茎葉散布した。散布後、イネを風乾し、昼間24℃、夜間20℃多湿下で、前記散布処理をしたイネと、イネいもち病菌に罹病したイネ苗(品種;ヒノヒカリ)とを接触させながら6日間置いた後、病斑面積を調査した。その結果、本発明化合物17、19、27、31、38、39又は54を処理したイネにおける病斑面積はいずれも、無処理のイネにおける病斑面積の30%以下であった。 Test Example 7 Control test against rice blast (Magnaporthe grisea) A plastic pot was filled with soil, rice (cultivar: Hinohikari) was sown therein, and allowed to grow in a greenhouse for 20 days. Thereafter, the compound of the present invention 17, 19, 27, 31, 38, 39 or 54 formulated according to the method described in Formulation Example 6 was mixed with water to a concentration of 200 ppm, and the mixture was The foliage was sprayed so as to adhere well to the leaf surface of rice. After spraying, the rice is air-dried and left for 6 days in contact with a rice seedling (variety: Hinohikari) that has been treated with the rice blast fungus under a high humidity of 24 ° C in the daytime and 20 ° C in the nighttime. The lesion area was investigated. As a result, the lesion area in the rice treated with the present compound 17, 19, 27, 31, 38, 39 or 54 was 30% or less of the lesion area in the untreated rice.
プラスチックポットに土壌を詰め、そこにイネ(品種;ヒノヒカリ)を播種し、温室内で20日間生育させた。その後、製剤例6に記載の方法に準じて製剤化された本発明化合物17、19、27、31、38、39又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記イネの葉面に充分付着するように茎葉散布した。散布後、イネを風乾し、昼間24℃、夜間20℃多湿下で、前記散布処理をしたイネと、イネいもち病菌に罹病したイネ苗(品種;ヒノヒカリ)とを接触させながら6日間置いた後、病斑面積を調査した。その結果、本発明化合物17、19、27、31、38、39又は54を処理したイネにおける病斑面積はいずれも、無処理のイネにおける病斑面積の30%以下であった。 Test Example 7 Control test against rice blast (Magnaporthe grisea) A plastic pot was filled with soil, rice (cultivar: Hinohikari) was sown therein, and allowed to grow in a greenhouse for 20 days. Thereafter, the compound of the present invention 17, 19, 27, 31, 38, 39 or 54 formulated according to the method described in Formulation Example 6 was mixed with water to a concentration of 200 ppm, and the mixture was The foliage was sprayed so as to adhere well to the leaf surface of rice. After spraying, the rice is air-dried and left for 6 days in contact with a rice seedling (variety: Hinohikari) that has been treated with the rice blast fungus under a high humidity of 24 ° C in the daytime and 20 ° C in the nighttime. The lesion area was investigated. As a result, the lesion area in the rice treated with the present compound 17, 19, 27, 31, 38, 39 or 54 was 30% or less of the lesion area in the untreated rice.
試験例8 コムギ葉枯病(Septoria tritici)に対する防除試験
プラスチックポットに土壌を詰め、そこにコムギ(品種;アポジー)を播種し、温室内で10日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物12、26、32、45、46、47、48、51又は54を濃度が500ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、4日後にコムギ葉枯病菌胞子の水懸濁液を噴霧接種した。接種後コムギを18℃多湿下に3日間置き、次に照明下に14日から18日間置いた後、病斑面積を調査した。その結果、本発明化合物12、26、32、45、46、47、48、51又は54を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 8 Control test against wheat leaf blight (Septoria tritici) A plastic pot was filled with soil, and wheat (cultivar; Apoge) was seeded there and allowed to grow in a greenhouse for 10 days. The compound of the present invention 12, 26, 32, 45, 46, 47, 48, 51, or 54 formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 500 ppm, and the mixture is mixed. Then, the stems and leaves were sprayed so as to adhere well to the leaves of the wheat. After spraying, the wheat was air-dried, and after 4 days, an aqueous suspension of wheat leaf blight spores was spray-inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, then placed under illumination for 14 to 18 days, and then the lesion area was examined. As a result, the lesion area in the wheat treated with the present compound 12, 26, 32, 45, 46, 47, 48, 51 or 54 was 30% or less of the lesion area in the untreated wheat. .
プラスチックポットに土壌を詰め、そこにコムギ(品種;アポジー)を播種し、温室内で10日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物12、26、32、45、46、47、48、51又は54を濃度が500ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、4日後にコムギ葉枯病菌胞子の水懸濁液を噴霧接種した。接種後コムギを18℃多湿下に3日間置き、次に照明下に14日から18日間置いた後、病斑面積を調査した。その結果、本発明化合物12、26、32、45、46、47、48、51又は54を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 8 Control test against wheat leaf blight (Septoria tritici) A plastic pot was filled with soil, and wheat (cultivar; Apoge) was seeded there and allowed to grow in a greenhouse for 10 days. The compound of the present invention 12, 26, 32, 45, 46, 47, 48, 51, or 54 formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 500 ppm, and the mixture is mixed. Then, the stems and leaves were sprayed so as to adhere well to the leaves of the wheat. After spraying, the wheat was air-dried, and after 4 days, an aqueous suspension of wheat leaf blight spores was spray-inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, then placed under illumination for 14 to 18 days, and then the lesion area was examined. As a result, the lesion area in the wheat treated with the present compound 12, 26, 32, 45, 46, 47, 48, 51 or 54 was 30% or less of the lesion area in the untreated wheat. .
試験例9 コムギ葉枯病(Septoria tritici)に対する防除試験
プラスチックポットに土壌を詰め、そこにコムギ(品種;アポジー)を播種し、温室内で10日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、7、8、9、10、11、13、14、16、17、18、19、20、21、22、24、27、28、29、30、31、33、34、35、36、37、38、40、41、42、44、45、46、48、49、50、53又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、4日後にコムギ葉枯病菌胞子の水懸濁液を噴霧接種した。接種後コムギを18℃多湿下に3日間置き、次に照明下に14日から18日間置いた後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、7、8、9、10、11、13、14、16、17、18、19、20、21、22、24、27、28、29、30、31、33、34、35、36、37、38、40、41、42、44、45、46、48、49、50、53又は54を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 9 Control Trial for Wheat Leaf Blight (Septoria tritici) A plastic pot was filled with soil, and wheat (cultivar; Apoge) was seeded there, and allowed to grow in a greenhouse for 10 days. Compound 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 13, 14, 16, 17, 18, 19, 20 formulated according to the method described in Formulation Example 6 21, 22, 24, 27, 28, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 42, 44, 45, 46, 48, 49, 50, 53 or 54 Was mixed with water so as to have a concentration of 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the leaf surface of the wheat. After spraying, the wheat was air-dried, and after 4 days, an aqueous suspension of wheat leaf blight spores was spray-inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, then placed under illumination for 14 to 18 days, and then the lesion area was examined. As a result, the compounds 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 13, 14, 16, 17, 18, 19, 20, 21, 22, 24, 27, 28, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 42, 44, 45, 46, 48, 49, 50, 53 or 54 The lesion area in untreated wheat was 30% or less.
プラスチックポットに土壌を詰め、そこにコムギ(品種;アポジー)を播種し、温室内で10日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、7、8、9、10、11、13、14、16、17、18、19、20、21、22、24、27、28、29、30、31、33、34、35、36、37、38、40、41、42、44、45、46、48、49、50、53又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、4日後にコムギ葉枯病菌胞子の水懸濁液を噴霧接種した。接種後コムギを18℃多湿下に3日間置き、次に照明下に14日から18日間置いた後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、7、8、9、10、11、13、14、16、17、18、19、20、21、22、24、27、28、29、30、31、33、34、35、36、37、38、40、41、42、44、45、46、48、49、50、53又は54を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 9 Control Trial for Wheat Leaf Blight (Septoria tritici) A plastic pot was filled with soil, and wheat (cultivar; Apoge) was seeded there, and allowed to grow in a greenhouse for 10 days. Compound 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 13, 14, 16, 17, 18, 19, 20 formulated according to the method described in Formulation Example 6 21, 22, 24, 27, 28, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 42, 44, 45, 46, 48, 49, 50, 53 or 54 Was mixed with water so as to have a concentration of 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the leaf surface of the wheat. After spraying, the wheat was air-dried, and after 4 days, an aqueous suspension of wheat leaf blight spores was spray-inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, then placed under illumination for 14 to 18 days, and then the lesion area was examined. As a result, the compounds 1, 2, 3, 4, 5, 7, 8, 9, 10, 11, 13, 14, 16, 17, 18, 19, 20, 21, 22, 24, 27, 28, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 42, 44, 45, 46, 48, 49, 50, 53 or 54 The lesion area in untreated wheat was 30% or less.
試験例10 コムギ葉枯病(Septoria tritici)に対する防除試験
プラスチックポットに土壌を詰め、そこにコムギ(品種;アポジ-)を播種し、温室内で10日間生育させコムギ葉枯病菌胞子の水懸濁液を噴霧接種した。接種後コムギを18℃多湿下に3日間置いた後、製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、8、9、10、14、17、19、20、24、27、29、30、31、33、34、35、36、37、38、40、41、45又は50を濃度が200ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、照明下に14日から18日間置いた後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、8、9、10、14、17、19、20、24、27、29、30、31、33、34、35、36、37、38、40、41、45又は50を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 10 Control test against wheat leaf blight (Septoria tritici) A plastic pot was filled with soil, and then wheat (cultivar; apogee) was seeded there, grown in a greenhouse for 10 days, and water suspension of wheat leaf blight fungus spores. The solution was spray inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, and then formulated according to the method described in Formulation Example 6, 1, 2, 3, 4, 5, 8, 9, 10, 14, 17, 19, 20, 24, 27, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 45 or 50 is mixed with water to a concentration of 200 ppm, and the mixture Was sprayed on the foliage so as to adhere well to the leaf surface of the wheat. After spraying, the wheat was air-dried and placed under illumination for 14 to 18 days, and then the lesion area was examined. As a result, the present compounds 1, 2, 3, 4, 5, 8, 9, 10, 14, 17, 19, 20, 24, 27, 29, 30, 31, 33, 34, 35, 36, 37, The lesion area in the wheat treated with 38, 40, 41, 45 or 50 was 30% or less of the lesion area in the untreated wheat.
プラスチックポットに土壌を詰め、そこにコムギ(品種;アポジ-)を播種し、温室内で10日間生育させコムギ葉枯病菌胞子の水懸濁液を噴霧接種した。接種後コムギを18℃多湿下に3日間置いた後、製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、8、9、10、14、17、19、20、24、27、29、30、31、33、34、35、36、37、38、40、41、45又は50を濃度が200ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、照明下に14日から18日間置いた後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、8、9、10、14、17、19、20、24、27、29、30、31、33、34、35、36、37、38、40、41、45又は50を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 10 Control test against wheat leaf blight (Septoria tritici) A plastic pot was filled with soil, and then wheat (cultivar; apogee) was seeded there, grown in a greenhouse for 10 days, and water suspension of wheat leaf blight fungus spores. The solution was spray inoculated. After inoculation, the wheat was placed under high humidity at 18 ° C. for 3 days, and then formulated according to the method described in Formulation Example 6, 1, 2, 3, 4, 5, 8, 9, 10, 14, 17, 19, 20, 24, 27, 29, 30, 31, 33, 34, 35, 36, 37, 38, 40, 41, 45 or 50 is mixed with water to a concentration of 200 ppm, and the mixture Was sprayed on the foliage so as to adhere well to the leaf surface of the wheat. After spraying, the wheat was air-dried and placed under illumination for 14 to 18 days, and then the lesion area was examined. As a result, the present compounds 1, 2, 3, 4, 5, 8, 9, 10, 14, 17, 19, 20, 24, 27, 29, 30, 31, 33, 34, 35, 36, 37, The lesion area in the wheat treated with 38, 40, 41, 45 or 50 was 30% or less of the lesion area in the untreated wheat.
試験例11 コムギさび病(Puccinia recondita)に対する防除試験
プラスチックポットに土壌を詰め、そこにコムギ(品種;シロガネ)を播種し、温室内で9日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物16、20、21、22、26、28、45、49、50、51又は52を濃度が500ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、20℃、照明下で5日間栽培した後、コムギのさび病菌の胞子をふりかけ接種した。接種後コムギを23℃、暗黒多湿下に1日間置いた後、20℃、照明下で8日間栽培し、病斑面積を調査した。その結果、本発明化合物16、20、21、22、26、28、45、49、50、51又は52を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 11 Control test against wheat rust (Puccinia recondita) A plastic pot was filled with soil, and then wheat (cultivar: Shirogane) was sown therein and allowed to grow in a greenhouse for 9 days. The present compound 16, 20, 21, 22, 26, 28, 45, 49, 50, 51, or 52 formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration is 500 ppm. The mixture was sprayed on the foliage so as to adhere well to the leaf surface of the wheat. After spraying, the wheat was air-dried and cultivated under light at 20 ° C. for 5 days, and then sprinkled with spores of wheat rust fungus. After inoculation, the wheat was placed in a dark and humid environment at 23 ° C. for 1 day, and then cultivated at 20 ° C. for 8 days under illumination. As a result, the lesion area in the wheat treated with the present compound 16, 20, 21, 22, 26, 28, 45, 49, 50, 51 or 52 is 30% of the lesion area in the untreated wheat. It was the following.
プラスチックポットに土壌を詰め、そこにコムギ(品種;シロガネ)を播種し、温室内で9日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物16、20、21、22、26、28、45、49、50、51又は52を濃度が500ppmとなるように水と混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、20℃、照明下で5日間栽培した後、コムギのさび病菌の胞子をふりかけ接種した。接種後コムギを23℃、暗黒多湿下に1日間置いた後、20℃、照明下で8日間栽培し、病斑面積を調査した。その結果、本発明化合物16、20、21、22、26、28、45、49、50、51又は52を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 11 Control test against wheat rust (Puccinia recondita) A plastic pot was filled with soil, and then wheat (cultivar: Shirogane) was sown therein and allowed to grow in a greenhouse for 9 days. The present compound 16, 20, 21, 22, 26, 28, 45, 49, 50, 51, or 52 formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration is 500 ppm. The mixture was sprayed on the foliage so as to adhere well to the leaf surface of the wheat. After spraying, the wheat was air-dried and cultivated under light at 20 ° C. for 5 days, and then sprinkled with spores of wheat rust fungus. After inoculation, the wheat was placed in a dark and humid environment at 23 ° C. for 1 day, and then cultivated at 20 ° C. for 8 days under illumination. As a result, the lesion area in the wheat treated with the present compound 16, 20, 21, 22, 26, 28, 45, 49, 50, 51 or 52 is 30% of the lesion area in the untreated wheat. It was the following.
試験例12 コムギさび病(Puccinia recondita)に対する防除試験
プラスチックポットに土壌を詰め、そこにコムギ(品種;シロガネ)を播種し、温室内で9日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、24、25、27、29、31、32、33、34、35、36、37、38、39、40、41、49、50、51、52又は53を濃度が200ppmとなるようにと混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、20℃、照明下で5日間栽培した後、コムギのさび病菌の胞子をふりかけ接種した。接種後コムギを23℃、暗黒多湿下に1日間置いた後、20℃、照明下で8日間栽培し、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、24、25、27、29、31、32、33、34、35、36、37、38、39、40、41、49、50、51、52又は53を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 12 Control test against wheat rust (Puccinia recondita) A plastic pot was stuffed with soil, seeded with wheat (cultivar: Shirogane), and grown in a greenhouse for 9 days. Compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18 formulated according to the method described in Formulation Example 6 19, 24, 25, 27, 29, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 49, 50, 51, 52 or 53 so that the concentration is 200 ppm. The mixture was sprayed on the foliage so that the mixture was well attached to the leaf surface of the wheat. After spraying, the wheat was air-dried and cultivated under light at 20 ° C. for 5 days, and then sprinkled with spores of wheat rust fungus. After inoculation, the wheat was placed in a dark and humid environment at 23 ° C. for 1 day, and then cultivated at 20 ° C. for 8 days under illumination. As a result, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18, 19, 24, 25, 27, 29, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 49, 50, 51, 52 or 53, the lesion area in any wheat treated with untreated wheat It was 30% or less of the area.
プラスチックポットに土壌を詰め、そこにコムギ(品種;シロガネ)を播種し、温室内で9日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、24、25、27、29、31、32、33、34、35、36、37、38、39、40、41、49、50、51、52又は53を濃度が200ppmとなるようにと混合し、該混合物を、上記コムギの葉面に充分付着するように茎葉散布した。散布後コムギを風乾し、20℃、照明下で5日間栽培した後、コムギのさび病菌の胞子をふりかけ接種した。接種後コムギを23℃、暗黒多湿下に1日間置いた後、20℃、照明下で8日間栽培し、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、24、25、27、29、31、32、33、34、35、36、37、38、39、40、41、49、50、51、52又は53を処理したコムギにおける病斑面積はいずれも、無処理のコムギにおける病斑面積の30%以下であった。 Test Example 12 Control test against wheat rust (Puccinia recondita) A plastic pot was stuffed with soil, seeded with wheat (cultivar: Shirogane), and grown in a greenhouse for 9 days. Compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18 formulated according to the method described in Formulation Example 6 19, 24, 25, 27, 29, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 49, 50, 51, 52 or 53 so that the concentration is 200 ppm. The mixture was sprayed on the foliage so that the mixture was well attached to the leaf surface of the wheat. After spraying, the wheat was air-dried and cultivated under light at 20 ° C. for 5 days, and then sprinkled with spores of wheat rust fungus. After inoculation, the wheat was placed in a dark and humid environment at 23 ° C. for 1 day, and then cultivated at 20 ° C. for 8 days under illumination. As a result, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18, 19, 24, 25, 27, 29, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 49, 50, 51, 52 or 53, the lesion area in any wheat treated with untreated wheat It was 30% or less of the area.
試験例13 ダイズさび病(Phakopsora pachyrhizi)に対する防除試験
プラスチックポットに土壌を詰め、そこにダイズ(品種;黒千石)を播種し、温室内で13日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、45、46、48、49、50、51、52、53又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記ダイズの葉面に充分付着するように茎葉散布した。散布後ダイズを風乾し、4日後にダイズさび病菌(Phakopsora pachyrhizi)胞子の水懸濁液を噴霧接種した。接種後ダイズを昼間23℃、夜間20℃の温室内で多湿下に1日間置き、次に温室内で14日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、45、46、48、49、50、51、52、53又は54を処理したダイズにおける病斑面積はいずれも、無処理のダイズにおける病斑面積の30%以下であった。 Test Example 13 Control test against soybean rust (Phakopsora pachyrhizi) A plastic pot was filled with soil, and soybean (cultivar; Kurosengoku) was sown therein and allowed to grow in a greenhouse for 13 days. The present compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 formulated according to the method described in Formulation Example 6 , 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42 , 43, 45, 46, 48, 49, 50, 51, 52, 53 or 54 are mixed with water so that the concentration is 200 ppm, and the mixture is sprayed on the foliage so that it adheres well to the leaves of the soybean. did. After spraying, the soybeans were air-dried, and 4 days later, a water suspension of soybean rust fungus (Phakopsora pachyrhizi) was spray-inoculated. After inoculation, soybeans were placed in a humid room at 23 ° C. in the daytime and at 20 ° C. for one day under high humidity, then cultivated in the greenhouse for 14 days, and then the lesion area was examined. As a result, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 45, 46, 48, 49, The lesion area in soybean treated with 50, 51, 52, 53 or 54 was 30% or less of the lesion area in untreated soybean.
プラスチックポットに土壌を詰め、そこにダイズ(品種;黒千石)を播種し、温室内で13日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、45、46、48、49、50、51、52、53又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記ダイズの葉面に充分付着するように茎葉散布した。散布後ダイズを風乾し、4日後にダイズさび病菌(Phakopsora pachyrhizi)胞子の水懸濁液を噴霧接種した。接種後ダイズを昼間23℃、夜間20℃の温室内で多湿下に1日間置き、次に温室内で14日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、16、17、18、19、20、21、22、23、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、42、43、45、46、48、49、50、51、52、53又は54を処理したダイズにおける病斑面積はいずれも、無処理のダイズにおける病斑面積の30%以下であった。 Test Example 13 Control test against soybean rust (Phakopsora pachyrhizi) A plastic pot was filled with soil, and soybean (cultivar; Kurosengoku) was sown therein and allowed to grow in a greenhouse for 13 days. The present compound 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17 formulated according to the method described in Formulation Example 6 , 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42 , 43, 45, 46, 48, 49, 50, 51, 52, 53 or 54 are mixed with water so that the concentration is 200 ppm, and the mixture is sprayed on the foliage so that it adheres well to the leaves of the soybean. did. After spraying, the soybeans were air-dried, and 4 days later, a water suspension of soybean rust fungus (Phakopsora pachyrhizi) was spray-inoculated. After inoculation, soybeans were placed in a humid room at 23 ° C. in the daytime and at 20 ° C. for one day under high humidity, then cultivated in the greenhouse for 14 days, and then the lesion area was examined. As a result, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 45, 46, 48, 49, The lesion area in soybean treated with 50, 51, 52, 53 or 54 was 30% or less of the lesion area in untreated soybean.
試験例14 ダイズさび病(Phakopsora pachyrhizi)に対する防除試験
プラスチックポットに土壌を詰め、そこにダイズ(品種;黒千石)を播種し、温室内で10日間生育させ、ダイズさび病菌胞子の水懸濁液を噴霧接種した。接種後ダイズを昼間23℃、夜間20℃の温室内で多湿下に1日間置き、次に温室で2日間栽培した後、製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、20、21、22、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、45、46、49、50、51、52、53又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記ダイズの葉面に充分付着するように茎葉散布した。散布後ダイズを風乾し、温室内で8日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、20、21、22、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、45、46、49、50、51、52、53又は54を処理したダイズにおける病斑面積はいずれも、無処理のダイズにおける病斑面積の30%以下であった。 Test Example 14 Control Test against Soybean Rust (Phakopsora pachyrhizi) A plastic pot was filled with soil, soybean (variety: Kurosengoku) was sown there, grown in a greenhouse for 10 days, and an aqueous suspension of soybean rust fungus spores. Was spray-inoculated. After inoculation, the present compound 1 was formulated according to the method described in Formulation Example 6 after placing soybeans in a humid room at 23 ° C. in the daytime and 20 ° C. for 1 day in a humid room and then cultivating in the greenhouse for 2 days. 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 45, 46, 49, 50, 51, 52, 53 or 54 so that the concentration is 200 ppm. The mixture was mixed with water, and the mixture was sprayed with foliage so as to adhere well to the leaf surface of the soybean. After spraying, the soybeans were air-dried and cultivated in a greenhouse for 8 days, and then the lesion area was examined. As a result, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 45, 46, 49, 50, 51, 52, 53 or 54 The lesion area in the treated soybean was 30% or less of the lesion area in the untreated soybean.
プラスチックポットに土壌を詰め、そこにダイズ(品種;黒千石)を播種し、温室内で10日間生育させ、ダイズさび病菌胞子の水懸濁液を噴霧接種した。接種後ダイズを昼間23℃、夜間20℃の温室内で多湿下に1日間置き、次に温室で2日間栽培した後、製剤例6に記載の方法に準じて製剤化された本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、20、21、22、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、45、46、49、50、51、52、53又は54を濃度が200ppmとなるように水と混合し、該混合物を、上記ダイズの葉面に充分付着するように茎葉散布した。散布後ダイズを風乾し、温室内で8日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、2、3、4、5、6、7、8、9、10、11、12、13、14、15、17、18、19、20、21、22、24、25、26、27、28、29、30、31、32、33、34、35、36、37、38、39、40、41、45、46、49、50、51、52、53又は54を処理したダイズにおける病斑面積はいずれも、無処理のダイズにおける病斑面積の30%以下であった。 Test Example 14 Control Test against Soybean Rust (Phakopsora pachyrhizi) A plastic pot was filled with soil, soybean (variety: Kurosengoku) was sown there, grown in a greenhouse for 10 days, and an aqueous suspension of soybean rust fungus spores. Was spray-inoculated. After inoculation, the present compound 1 was formulated according to the method described in Formulation Example 6 after placing soybeans in a humid room at 23 ° C. in the daytime and 20 ° C. for 1 day in a humid room and then cultivating in the greenhouse for 2 days. 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 45, 46, 49, 50, 51, 52, 53 or 54 so that the concentration is 200 ppm. The mixture was mixed with water, and the mixture was sprayed with foliage so as to adhere well to the leaf surface of the soybean. After spraying, the soybeans were air-dried and cultivated in a greenhouse for 8 days, and then the lesion area was examined. As a result, the compounds 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 17, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 45, 46, 49, 50, 51, 52, 53 or 54 The lesion area in the treated soybean was 30% or less of the lesion area in the untreated soybean.
試験例15 キュウリ炭そ病(Colletotrichum lagenarium)に対する防除試験
プラスチックポットに土壌を詰め、そこにキュウリ(品種;相模半白)を播種し、温室内で19日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物
1、2、10、14、17、19、20、24、27、28、31、33、37、38、40又は41を濃度が200ppmとなるように水と混合し、該混合物を、上記キュウリ葉面に充分付着するように茎葉散布した。散布後キュウリを風乾し、1日後にキュウリ炭そ病菌胞子の水懸濁液を噴霧接種した。接種後はじめは23℃、多湿下に1日間置き、続いて昼間24℃、夜間20℃の温室で6日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、2、10、14、17、19、20、24、27、28、31、33、37、38、40又は41を処理したキュウリにおける病斑面積はいずれも、無処理のキュウリにおける病斑面積の30%以下であった。 Test Example 15 Control test against cucumber anthracnose (Colletotrichum lagenarium) A plastic pot was filled with soil, and cucumber (variety; Sagamihanjiro) was sown there and allowed to grow in a greenhouse for 19 days. The present compound 1, 2, 10, 14, 17, 19, 20, 24, 27, 28, 31, 33, 37, 38, 40 or 41 formulated according to the method described in Formulation Example 6 The mixture was mixed with water so as to be 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the cucumber leaf surface. After spraying, the cucumber was air-dried, and one day later, an aqueous suspension of cucumber anthracnose fungus spores was spray-inoculated. After inoculation, it was first placed at 23 ° C. under high humidity for 1 day, and then cultivated in a greenhouse at 24 ° C. during the day and 20 ° C. during the night, and then the lesion area was examined. As a result, there was no lesion area on the cucumber treated with the compound 1, 2, 10, 14, 17, 19, 20, 24, 27, 28, 31, 33, 37, 38, 40 or 41 of the present invention. It was 30% or less of the lesion area in the treated cucumber.
プラスチックポットに土壌を詰め、そこにキュウリ(品種;相模半白)を播種し、温室内で19日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物
1、2、10、14、17、19、20、24、27、28、31、33、37、38、40又は41を濃度が200ppmとなるように水と混合し、該混合物を、上記キュウリ葉面に充分付着するように茎葉散布した。散布後キュウリを風乾し、1日後にキュウリ炭そ病菌胞子の水懸濁液を噴霧接種した。接種後はじめは23℃、多湿下に1日間置き、続いて昼間24℃、夜間20℃の温室で6日間栽培した後、病斑面積を調査した。その結果、本発明化合物1、2、10、14、17、19、20、24、27、28、31、33、37、38、40又は41を処理したキュウリにおける病斑面積はいずれも、無処理のキュウリにおける病斑面積の30%以下であった。 Test Example 15 Control test against cucumber anthracnose (Colletotrichum lagenarium) A plastic pot was filled with soil, and cucumber (variety; Sagamihanjiro) was sown there and allowed to grow in a greenhouse for 19 days. The present compound 1, 2, 10, 14, 17, 19, 20, 24, 27, 28, 31, 33, 37, 38, 40 or 41 formulated according to the method described in Formulation Example 6 The mixture was mixed with water so as to be 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the cucumber leaf surface. After spraying, the cucumber was air-dried, and one day later, an aqueous suspension of cucumber anthracnose fungus spores was spray-inoculated. After inoculation, it was first placed at 23 ° C. under high humidity for 1 day, and then cultivated in a greenhouse at 24 ° C. during the day and 20 ° C. during the night, and then the lesion area was examined. As a result, there was no lesion area on the cucumber treated with the compound 1, 2, 10, 14, 17, 19, 20, 24, 27, 28, 31, 33, 37, 38, 40 or 41 of the present invention. It was 30% or less of the lesion area in the treated cucumber.
試験例16 オオムギ雲形病(Rhynchosporium secalis)に対する防除試験
プラスチックポットに土壌を詰め、そこにオオムギ(品種;ニシノホシ)を播種し、温室で7日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物26、28、35、39又は46を濃度が200ppmとなるように水と混合し、該混合物を、上記オオムギの葉面に充分付着するように茎葉散布した。散布後オオムギを風乾し、1日後にオオムギ雲形病菌胞子の水懸濁液を噴霧接種した。接種後オオムギを15℃多湿下に3日間置き、次に温室内で14日間栽培した後、病斑面積を調査した。その結果、本発明化合物26、28、35、39又は46を処理したオオムギにおける病斑面積はいずれも、無処理のオオムギにおける病斑面積の30%以下であった。 Test Example 16 Control test against barley cloud disease (Rhynchosporium secalis) A plastic pot was stuffed with soil, seeded with barley (variety: Nishinohoshi), and grown in a greenhouse for 7 days. The compound 26, 28, 35, 39 or 46 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 200 ppm, and the mixture is sufficiently applied to the leaves of the barley. The foliage was sprayed to adhere. After spraying, the barley was air-dried, and one day later, an aqueous suspension of barley cloud fungus spores was spray-inoculated. After inoculation, the barley was placed under humid conditions at 15 ° C. for 3 days, and then cultivated in a greenhouse for 14 days. As a result, the lesion area in the barley treated with the compound 26, 28, 35, 39 or 46 of the present invention was 30% or less of the lesion area in the untreated barley.
プラスチックポットに土壌を詰め、そこにオオムギ(品種;ニシノホシ)を播種し、温室で7日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物26、28、35、39又は46を濃度が200ppmとなるように水と混合し、該混合物を、上記オオムギの葉面に充分付着するように茎葉散布した。散布後オオムギを風乾し、1日後にオオムギ雲形病菌胞子の水懸濁液を噴霧接種した。接種後オオムギを15℃多湿下に3日間置き、次に温室内で14日間栽培した後、病斑面積を調査した。その結果、本発明化合物26、28、35、39又は46を処理したオオムギにおける病斑面積はいずれも、無処理のオオムギにおける病斑面積の30%以下であった。 Test Example 16 Control test against barley cloud disease (Rhynchosporium secalis) A plastic pot was stuffed with soil, seeded with barley (variety: Nishinohoshi), and grown in a greenhouse for 7 days. The compound 26, 28, 35, 39 or 46 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 200 ppm, and the mixture is sufficiently applied to the leaves of the barley. The foliage was sprayed to adhere. After spraying, the barley was air-dried, and one day later, an aqueous suspension of barley cloud fungus spores was spray-inoculated. After inoculation, the barley was placed under humid conditions at 15 ° C. for 3 days, and then cultivated in a greenhouse for 14 days. As a result, the lesion area in the barley treated with the compound 26, 28, 35, 39 or 46 of the present invention was 30% or less of the lesion area in the untreated barley.
試験例17 キュウリべと病(Pseudoperonospora cubensis)に対する防除試験
プラスチックポットに土壌を詰め、そこにキュウリ(品種;相模半白)を播種し、温室内で19日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物14を濃度が200ppmとなるように水と混合し、該混合物を、上記キュウリ葉面に充分付着するように茎葉散布した。散布後キュウリを風乾し、1日後にキュウリべと病菌胞子の水懸濁液を噴霧接種した。接種後はじめは23℃、多湿下に1日間置き、続いて昼間24℃、夜間20℃の温室で6日間栽培した後、病斑面積を調査した。その結果、本発明化合物14を処理したキュウリにおける病斑面積は、無処理のキュウリにおける病斑面積の30%以下であった。 Test Example 17 Control test against cucumber downy mildew (Pseudoperonospora cubensis) A plastic pot was filled with soil, and cucumber (variety; Sagamihanjiro) was sown there and allowed to grow in a greenhouse for 19 days. The compound 14 of the present invention formulated according to the method described in Formulation Example 6 was mixed with water so as to have a concentration of 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the cucumber leaf surface. After spraying, the cucumber was air-dried, and one day later, a water suspension of cucumber downy mildew spores was spray-inoculated. After inoculation, it was first placed at 23 ° C. under high humidity for 1 day, and then cultivated in a greenhouse at 24 ° C. during the day and 20 ° C. during the night, and then the lesion area was examined. As a result, the lesion area in the cucumber treated with the compound 14 of the present invention was 30% or less of the lesion area in the untreated cucumber.
プラスチックポットに土壌を詰め、そこにキュウリ(品種;相模半白)を播種し、温室内で19日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物14を濃度が200ppmとなるように水と混合し、該混合物を、上記キュウリ葉面に充分付着するように茎葉散布した。散布後キュウリを風乾し、1日後にキュウリべと病菌胞子の水懸濁液を噴霧接種した。接種後はじめは23℃、多湿下に1日間置き、続いて昼間24℃、夜間20℃の温室で6日間栽培した後、病斑面積を調査した。その結果、本発明化合物14を処理したキュウリにおける病斑面積は、無処理のキュウリにおける病斑面積の30%以下であった。 Test Example 17 Control test against cucumber downy mildew (Pseudoperonospora cubensis) A plastic pot was filled with soil, and cucumber (variety; Sagamihanjiro) was sown there and allowed to grow in a greenhouse for 19 days. The compound 14 of the present invention formulated according to the method described in Formulation Example 6 was mixed with water so as to have a concentration of 200 ppm, and the mixture was sprayed on the foliage so as to adhere well to the cucumber leaf surface. After spraying, the cucumber was air-dried, and one day later, a water suspension of cucumber downy mildew spores was spray-inoculated. After inoculation, it was first placed at 23 ° C. under high humidity for 1 day, and then cultivated in a greenhouse at 24 ° C. during the day and 20 ° C. during the night, and then the lesion area was examined. As a result, the lesion area in the cucumber treated with the compound 14 of the present invention was 30% or less of the lesion area in the untreated cucumber.
試験例18 インゲン菌核病(Sclerotinia sclerotiorum)に対する防除試験
プラスチックポットに土壌を詰め、そこにインゲン(品種;長鶉菜豆)を播種し、温室内で8日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物8を濃度が500ppmとなるように水と混合し、該混合物を、上記インゲン葉面に充分付着するように茎葉散布した。散布後インゲンを風乾し、インゲン菌核病菌の菌糸含有PDA培地をインゲン葉面上に置いた。接種後全てのインゲンは夜間のみ多湿下におき、接種4日後に病斑面積を調査した。その結果、本発明化合物8を処理したインゲンにおける病斑面積は、無処理のインゲンにおける病斑面積の30%以下であった。 Test Example 18 Control Test against Sclerotinia sclerotiorum A plastic pot was filled with soil, and green beans (variety; Nagatake peas) were sown there and allowed to grow in a greenhouse for 8 days. The compound 8 of the present invention formulated in accordance with the method described in Formulation Example 6 was mixed with water to a concentration of 500 ppm, and the mixture was sprayed on the foliage so that the mixture was sufficiently attached to the kidney leaf surface. After spraying, the kidney beans were air-dried and a mycelia-containing PDA medium of kidney bean sclerotia was placed on the leaf surface of kidney beans. After the inoculation, all kidney beans were placed under high humidity only at night, and the lesion area was examined 4 days after the inoculation. As a result, the lesion area in the kidney beans treated with Compound 8 of the present invention was 30% or less of the lesion area in the untreated kidney beans.
プラスチックポットに土壌を詰め、そこにインゲン(品種;長鶉菜豆)を播種し、温室内で8日間生育させた。製剤例6に記載の方法に準じて製剤化された本発明化合物8を濃度が500ppmとなるように水と混合し、該混合物を、上記インゲン葉面に充分付着するように茎葉散布した。散布後インゲンを風乾し、インゲン菌核病菌の菌糸含有PDA培地をインゲン葉面上に置いた。接種後全てのインゲンは夜間のみ多湿下におき、接種4日後に病斑面積を調査した。その結果、本発明化合物8を処理したインゲンにおける病斑面積は、無処理のインゲンにおける病斑面積の30%以下であった。 Test Example 18 Control Test against Sclerotinia sclerotiorum A plastic pot was filled with soil, and green beans (variety; Nagatake peas) were sown there and allowed to grow in a greenhouse for 8 days. The compound 8 of the present invention formulated in accordance with the method described in Formulation Example 6 was mixed with water to a concentration of 500 ppm, and the mixture was sprayed on the foliage so that the mixture was sufficiently attached to the kidney leaf surface. After spraying, the kidney beans were air-dried and a mycelia-containing PDA medium of kidney bean sclerotia was placed on the leaf surface of kidney beans. After the inoculation, all kidney beans were placed under high humidity only at night, and the lesion area was examined 4 days after the inoculation. As a result, the lesion area in the kidney beans treated with Compound 8 of the present invention was 30% or less of the lesion area in the untreated kidney beans.
試験例19 キュウリうどんこ病(Sphaerotheca fuliginea)に対する防除試験
プラスチックポットに土壌を詰め、そこにキュウリ(品種;相模半白)を播種し、温室内で12日間生育させた。その後、製剤例6に記載の方法に準じて製剤化された本発明化合物25又は46を濃度が500ppmとなるように水と混合し、該混合物を、上記キュウリの葉面に充分付着するように茎葉散布した。散布後キュウリを風乾し、昼間24℃、夜間20度の温室に1日間置いた後、キュウリうどんこ病菌に罹病したキュウリ苗(品種;相模半白)の胞子をふりかけ接種した。キュウリを昼間24℃、夜間20度の温室に8日間栽培した後、病斑面積を調査した。その結果、本発明化合物25又は46を処理したキュウリにおける病斑面積はいずれも、無処理のキュウリにおける病斑面積の30%以下であった。 Test Example 19 Control test against cucumber powdery mildew (Sphaerotheca fuliginea) A plastic pot was filled with soil, and cucumber (cultivar; Sagamihanjiro) was sown therein and allowed to grow in a greenhouse for 12 days. Thereafter, the compound 25 or 46 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration becomes 500 ppm, and the mixture is sufficiently adhered to the leaf surface of the cucumber. The foliage was sprayed. After spraying, the cucumber was air-dried, placed in a greenhouse at 24 ° C. in the daytime and 20 ° C. for 1 day, and then inoculated with spores of cucumber seedlings (variety: Sagamihanjiro) afflicted with the cucumber powdery mildew. Cucumber was cultivated in a greenhouse at 24 ° C. in the daytime and 20 ° C. for 8 days, and then the lesion area was examined. As a result, the lesion area in the cucumber treated with the compound 25 or 46 of the present invention was 30% or less of the lesion area in the untreated cucumber.
プラスチックポットに土壌を詰め、そこにキュウリ(品種;相模半白)を播種し、温室内で12日間生育させた。その後、製剤例6に記載の方法に準じて製剤化された本発明化合物25又は46を濃度が500ppmとなるように水と混合し、該混合物を、上記キュウリの葉面に充分付着するように茎葉散布した。散布後キュウリを風乾し、昼間24℃、夜間20度の温室に1日間置いた後、キュウリうどんこ病菌に罹病したキュウリ苗(品種;相模半白)の胞子をふりかけ接種した。キュウリを昼間24℃、夜間20度の温室に8日間栽培した後、病斑面積を調査した。その結果、本発明化合物25又は46を処理したキュウリにおける病斑面積はいずれも、無処理のキュウリにおける病斑面積の30%以下であった。 Test Example 19 Control test against cucumber powdery mildew (Sphaerotheca fuliginea) A plastic pot was filled with soil, and cucumber (cultivar; Sagamihanjiro) was sown therein and allowed to grow in a greenhouse for 12 days. Thereafter, the compound 25 or 46 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water so that the concentration becomes 500 ppm, and the mixture is sufficiently adhered to the leaf surface of the cucumber. The foliage was sprayed. After spraying, the cucumber was air-dried, placed in a greenhouse at 24 ° C. in the daytime and 20 ° C. for 1 day, and then inoculated with spores of cucumber seedlings (variety: Sagamihanjiro) afflicted with the cucumber powdery mildew. Cucumber was cultivated in a greenhouse at 24 ° C. in the daytime and 20 ° C. for 8 days, and then the lesion area was examined. As a result, the lesion area in the cucumber treated with the compound 25 or 46 of the present invention was 30% or less of the lesion area in the untreated cucumber.
参考試験例1
製剤例6に記載の方法に準じて製剤化された本発明化合物35、36又は44を、濃度が500ppmとなるように水と混合し、該混合物を、容器に植えたキャベツ苗(第2~3本葉展開期)の葉面に充分付着するように茎葉散布した。散布後キャベツを風乾し、この苗の茎葉部を切り取り、ろ紙を敷いた容器内に入れた。これにコナガ2齢幼虫5頭を放した。5日後、生存虫数を数え、次式より死虫率を求めた。
死虫率%=(1-生存虫数/5)×100
その結果、本発明化合物35、36又は44を処理したキャベツはいずれも死虫率80%以上を示した。 Reference test example 1
The compound 35, 36 or 44 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 500 ppm, and the mixture is added to cabbage seedling (second to second seeds) planted in a container. The leaves were sprayed so as to adhere well to the leaf surface (3 leaf development stage). After spraying, the cabbage was air-dried, and the stems and leaves of this seedling were cut out and placed in a container with filter paper. To this, five 5th instar larvae were released. After 5 days, the number of live insects was counted, and the death rate was calculated from the following formula.
Death rate% = (1−Number of surviving insects / 5) × 100
As a result, the cabbage treated with the compound 35, 36 or 44 of the present invention exhibited a death rate of 80% or more.
製剤例6に記載の方法に準じて製剤化された本発明化合物35、36又は44を、濃度が500ppmとなるように水と混合し、該混合物を、容器に植えたキャベツ苗(第2~3本葉展開期)の葉面に充分付着するように茎葉散布した。散布後キャベツを風乾し、この苗の茎葉部を切り取り、ろ紙を敷いた容器内に入れた。これにコナガ2齢幼虫5頭を放した。5日後、生存虫数を数え、次式より死虫率を求めた。
死虫率%=(1-生存虫数/5)×100
その結果、本発明化合物35、36又は44を処理したキャベツはいずれも死虫率80%以上を示した。 Reference test example 1
The compound 35, 36 or 44 of the present invention formulated according to the method described in Formulation Example 6 is mixed with water to a concentration of 500 ppm, and the mixture is added to cabbage seedling (second to second seeds) planted in a container. The leaves were sprayed so as to adhere well to the leaf surface (3 leaf development stage). After spraying, the cabbage was air-dried, and the stems and leaves of this seedling were cut out and placed in a container with filter paper. To this, five 5th instar larvae were released. After 5 days, the number of live insects was counted, and the death rate was calculated from the following formula.
Death rate% = (1−Number of surviving insects / 5) × 100
As a result, the cabbage treated with the compound 35, 36 or 44 of the present invention exhibited a death rate of 80% or more.
次に、本発明化合物を植物に処理することにより、非生物的ストレスに対する耐性が向上された参考試験例を示す。
Next, reference test examples in which tolerance to abiotic stress is improved by treating the compound of the present invention with plants will be shown.
参考試験例2
10% カラーコートレッド水溶液(V/V)(Becker Underwood,Inc.製:着色剤)、及び10% CF-Clear水溶液(V/V)(Becker Underwood,Inc.製:結合剤)を混合してスラリー溶液を調製した。製剤例6に記載の方法に準じて製剤化された本発明化合物51を、得られたスラリー溶液に添加し、トウモロコシ種子1gあたり500μgの本発明化合物51が付着するように、トウモロコシに種子にコーティング処理を施した。処理後のトウモロコシをペーパータオルに播種し、27℃で3日間栽培した。栽培したトウモロコシを5日間氷で包んだ(低温ストレスを付与)。その後、3日間27℃で栽培した。栽培後、以下の式により生存率を求めた。その結果、低温ストレスを与えなかった試験区の生存率が0%であったのに対し、本発明化合物51を処理した試験区における生存率は30%以上であった。生存個体数は目視で判定した。
生存率(%)=生存個体数/供試個体数×100 Reference test example 2
10% Color Coat Red aqueous solution (V / V) (Becker Underwood, Inc .: colorant) and 10% CF-Clear aqueous solution (V / V) (Becker Underwood, Inc .: binder) were mixed. A slurry solution was prepared. The compound 51 of the present invention formulated according to the method described in Formulation Example 6 is added to the resulting slurry solution, and the seed is coated on the corn so that 500 μg of the compound 51 of the present invention adheres per gram of corn seed. Treated. The treated corn was sown on a paper towel and cultivated at 27 ° C. for 3 days. Cultivated corn was wrapped in ice for 5 days (low temperature stress applied). Thereafter, it was cultivated at 27 ° C. for 3 days. After cultivation, the survival rate was determined by the following formula. As a result, the survival rate of the test group not subjected to low temperature stress was 0%, whereas the survival rate of the test group treated with the compound 51 of the present invention was 30% or more. The number of surviving individuals was determined visually.
Survival rate (%) = number of surviving individuals / number of test individuals x 100
10% カラーコートレッド水溶液(V/V)(Becker Underwood,Inc.製:着色剤)、及び10% CF-Clear水溶液(V/V)(Becker Underwood,Inc.製:結合剤)を混合してスラリー溶液を調製した。製剤例6に記載の方法に準じて製剤化された本発明化合物51を、得られたスラリー溶液に添加し、トウモロコシ種子1gあたり500μgの本発明化合物51が付着するように、トウモロコシに種子にコーティング処理を施した。処理後のトウモロコシをペーパータオルに播種し、27℃で3日間栽培した。栽培したトウモロコシを5日間氷で包んだ(低温ストレスを付与)。その後、3日間27℃で栽培した。栽培後、以下の式により生存率を求めた。その結果、低温ストレスを与えなかった試験区の生存率が0%であったのに対し、本発明化合物51を処理した試験区における生存率は30%以上であった。生存個体数は目視で判定した。
生存率(%)=生存個体数/供試個体数×100 Reference test example 2
10% Color Coat Red aqueous solution (V / V) (Becker Underwood, Inc .: colorant) and 10% CF-Clear aqueous solution (V / V) (Becker Underwood, Inc .: binder) were mixed. A slurry solution was prepared. The compound 51 of the present invention formulated according to the method described in Formulation Example 6 is added to the resulting slurry solution, and the seed is coated on the corn so that 500 μg of the compound 51 of the present invention adheres per gram of corn seed. Treated. The treated corn was sown on a paper towel and cultivated at 27 ° C. for 3 days. Cultivated corn was wrapped in ice for 5 days (low temperature stress applied). Thereafter, it was cultivated at 27 ° C. for 3 days. After cultivation, the survival rate was determined by the following formula. As a result, the survival rate of the test group not subjected to low temperature stress was 0%, whereas the survival rate of the test group treated with the compound 51 of the present invention was 30% or more. The number of surviving individuals was determined visually.
Survival rate (%) = number of surviving individuals / number of test individuals x 100
本発明により、植物病害を防除することができる。
According to the present invention, plant diseases can be controlled.
Claims (17)
- 式(I)
〔式中、
Gは、ベンゼン環、チオフェン環、フラン環、ピラゾール環、イミダゾール環、オキサゾール環、イソオキサゾール環、チアゾール環、オキサジアゾール環、チアジアゾール環、ピリジン環、ピラジン環、ピリミジン環又はピリダジン環(該ベンゼン環、該チオフェン環、該フラン環、該ピラゾール環、該イミダゾール環、該オキサゾール環、該イソオキサゾール環、該チアゾール環、該ピリジン環、該ピラジン環、該ピリミジン環及び該ピリダジン環は群Lより選ばれる1以上の置換基を有していてもよい)を表し、
AはNR12、酸素原子又は硫黄原子を表し、
R12は、群Mより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Mより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Mより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表し、
Xは酸素原子又は硫黄原子を表し、
Eは、NR300R301を表し、
R300及びR301はそれらが結合する窒素原子と一緒になって、3-8員非芳香族複素環基{該3-8員非芳香族複素環基は、群Dより選ばれる1以上の置換基を有していてもよく、群Dより選ばれる複数の置換基は、同一でも異なっていてもよい。}を形成する。
群D:ハロゲン原子、群Aより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Aより選ばれる1以上の置換基を有していてもよい3-8員複素環基、群Aより選ばれる1以上の置換基を有していてもよいC6-C10アリール基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、OR23、S(=Y46)tR24、C(=Y1)R25、C(=Y2)OR26、OC(=Y3)R27、C(=Y4)NHR28、C(=Y5)NR29R30、S(=Y47)tNHR31、S(=Y48)tNR32R33、SC(=O)R34、NHR35、NR36R37、NHC(=Y6)R38、NR39C(=Y7)R40、NHS(=Y49)tR41、NR42S(=Y50)tR43、NHC(=Y8)OR44、NR45C(=Y9)OR46、OC(=Y10)NHR47、OC(=Y11)NR48R49、NHC(=Y12)NHR50、NR51C(=Y13)NHR52、NHC(=Y14)NR53R54、NR55C(=Y15)NR56R57、C(=Y61)NH2、OC(=Y62)NH2、NHC(=Y63)NH2、OC(=Y64)OR131、SC(=Y65)OR132、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシイミノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラジノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラゾノ基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基、(群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基、群Aより選ばれる1以上の置換基を有していてもよいC1-C6アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R23、R24、R25、R26、R27、R28、R29、R30、R31、R32、R33、R34、R35、R36、R37、R38、R39、R40、R41、R42、R43、R44、R45、R46、R47、R48、R49、R50、R51、R52、R53、R54、R55、R56、R57、R131及びR132は、各々独立して、群Aより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Aより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Aより選ばれる1以上の置換基を有していてもよい3-8員複素環基、又は群Aより選ばれる1以上の置換基を有していてもよいC6-C10アリール基を表し、
tは0、1又は2を表し、
Y1、Y2、Y3、Y4、Y5、Y6、Y7、Y8、Y9、Y10、Y11、Y12、Y13、Y14、Y15、Y61、Y62、Y63、Y64及びY65は、各々独立して、酸素原子または硫黄原子を表し、
Y46、Y47、Y48、Y49及びY50は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R58又はN-C(=O)OR58(但し、tが2の場合、Y46、Y47、Y48、Y49及びY50は同一又は異なっていてもよい)を表す。
群L:ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基、シアノ基及びニトロ基からなる群。
群M:ハロゲン原子、ヒドロキシ基、スルファニル基、1以上のハロゲン原子を有していてもよいC1-C6アルコキシ基、1以上のハロゲン原子を有していてもよいC1-C6アルキルチオ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルアミノ基、1以上のハロゲン原子を有していてもよいジ(C1-C3アルキル)アミノ基、ニトロ基、及びシアノ基からなる群。
群A:ハロゲン原子、OR59、S(=Y51)zR60、C(=Y16)R61、C(=Y17)OR62、OC(=Y18)R63、C(=Y19)NHR64、C(=Y20)NR65R66、S(=Y52)zNHR67、S(=Y53)zNR68R69、SC(=O)R70、NHR71、NR72R73、NHC(=Y21)R74、NR75C(=Y22)R76、NHS(=Y54)zR77、NR78S(=Y55)zR79、NHC(=Y23)OR80、NR81C(=Y24)OR82、OC(=Y25)NHR83、OC(=Y26)NR84R85、NHC(=Y27)NHR86、NR87C(=Y28)NHR88、NHC(=Y29)NR89R90、NR91C(=Y30)NR92R93、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシイミノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラジノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラゾノ基、群Bより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキル)カルボニルイミノ基、群Bより選ばれる1以上の置換基を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、群Bより選ばれる1以上の置換基を有していてもよい5-6員非芳香族複素環基、及び群Bより選ばれる1以上の置換基を有していてもよいフェニル基からなる群。
群B:ハロゲン原子、OR95、S(=Y56)aR96、C(=Y31)R97、C(=Y32)OR98、OC(=Y33)R99、C(=Y34)NHR100、C(=Y35)NR101R102、S(=Y57)aNHR103、S(=Y58)aNR104R105、SC(=O)R106、NHR107、NR108R109、NHC(=Y36)R110、NR111C(=Y37)R112、NHS(=Y59)aR113、NR114S(=Y60)aR115、NHC(=Y38)OR116、NR117C(=Y39)OR118、OC(=Y40)NHR119、OC(=Y41)NR120R121、NHC(=Y42)NHR122、NR123C(=Y43)NHR124、NHC(=Y44)NR125R126、NR127C(=Y45)NR128R129、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R59、R60、R61、R62、R63、R64、R65、R66、R67、R68、R69、R70、R71、R72、R73、R74、R75、R76、R77、R78、R79、R80、R81、R82、R83、R84、R85、R86、R87、R88、R89、R90、R91、R92及びR93は、各々独立して、群Bより選ばれる1以上の置換基を有していてもよいC1-C3鎖式炭化水素基、群Bより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Cより選ばれる1以上の置換基を有していてもよい5-6員複素環基、又は群Cより選ばれる1以上の置換基を有していてもよいフェニル基を表し、
R95、R96、R97、R98、R99、R100、R101、R102、R103、R104、R105、R106、R107、R108、R109、R110、R111、R112、R113、R114、R115、R116、R117、R118、R119、R120、R121、R122、R123、R124、R125、R126、R127、R128及びR129は、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、1以上のハロゲン原子を有していてもよい5-6員複素環基、又は1以上のハロゲン原子を有していてもよいフェニル基を表し、
z及びaは、各々独立して、0、1又は2を表し、
Y16、Y17、Y18、Y19、Y20、Y21、Y22、Y23、Y24、Y25、Y26、Y27、Y28、Y29、Y30、Y31、Y32、Y33、Y34、Y35、Y36、Y37、Y38、Y39、Y40、Y41、Y42、Y43、Y44及びY45は、各々独立して、酸素原子または硫黄原子を表し、
Y51、Y52、Y53、Y54及びY55は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R94又はN-C(=O)OR94(但し、zが2の場合、Y51、Y52、Y53、Y54及びY55は同一又は異なっていてもよい)を表し、
Y56、Y57、Y58、Y59及びY60は、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R130又はN-C(=O)OR130(但し、aが2の場合、Y56、Y57、Y58、Y59及びY60は同一又は異なっていてもよい)を表し、
R58、R94及びR130は、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基又は水素原子を表す。
群C:ハロゲン原子、OR95、S(=Y56)aR96、C(=Y31)R97、C(=Y32)OR98、OC(=Y33)R99、C(=Y34)NHR100、C(=Y35)NR101R102、S(=Y57)aNHR103、S(=Y58)aNR104R105、SC(=O)R106、NHR107、NR108R109、NHC(=Y36)R110、NR111C(=Y37)R112、NHS(=Y59)aR113、NR114S(=Y60)aR115、NHC(=Y38)OR116、NR117C(=Y39)OR118、OC(=Y40)NHR119、OC(=Y41)NR120R121、NHC(=Y42)NHR122、NR123C(=Y43)NHR124、NHC(=Y44)NR125R126、NR127C(=Y45)NR128R129、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、及び1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基からなる群を表す。〕
で示される化合物を含有する植物病害防除剤。 Formula (I)
[Where,
G is a benzene ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, oxadiazole ring, thiadiazole ring, pyridine ring, pyrazine ring, pyrimidine ring or pyridazine ring (the benzene Ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, pyridine ring, pyrazine ring, pyrimidine ring and pyridazine ring from group L Which may have one or more selected substituents),
A represents NR 12 , an oxygen atom or a sulfur atom,
R 12 is a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group M, or C3-C6 optionally having one or more substituents selected from group M. A cycloalkyl group, a C1-C6 alkoxy group optionally having one or more substituents selected from group M, or a (C1-C6 alkyl) carbonyl group;
X represents an oxygen atom or a sulfur atom,
E represents NR 300 R 301 ;
R 300 and R 301 , together with the nitrogen atom to which they are attached, are a 3-8 membered non-aromatic heterocyclic group (the 3-8 membered non-aromatic heterocyclic group is one or more selected from group D It may have a substituent, and a plurality of substituents selected from group D may be the same or different. } Is formed.
Group D: halogen atom, C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group A, optionally having one or more substituents selected from group A 3 -8-membered heterocyclic group, C6-C10 aryl group optionally having one or more substituents selected from group A, C3-C6 optionally having one or more substituents selected from group A Cycloalkyl group, OR 23 , S (= Y 46 ) t R 24 , C (= Y 1 ) R 25 , C (= Y 2 ) OR 26 , OC (= Y 3 ) R 27 , C (= Y 4 ) NHR 28 , C (= Y 5 ) NR 29 R 30 , S (= Y 47 ) t NHR 31 , S (= Y 48 ) t NR 32 R 33 , SC (═O) R 34 , NHR 35 , NR 36 R 37 , NHC (= Y 6 ) R 38 , NR 39 C (= Y 7 ) R 40 , NHS (= Y 49 ) t R 41 , NR 42 S (= Y 50 ) t R 43 , NHC (= Y 8 ) OR 44 NR 45 C (= Y 9) OR 46, OC (= Y 10) NHR 47, OC (= Y 11) NR 48 R 49, NHC (= Y 12) NHR 50, NR 51 C (= Y 13) NHR 52 , NHC (= Y 14 ) NR 53 R 54 , NR 55 C (= Y 15 ) NR 56 R 57 , C (= Y 61 ) NH 2 , OC (= Y 62 ) NH 2 , NHC (= Y 63 ) NH 2 , OC (= Y 64 ) OR 131 , SC (= Y 65 ) OR 132 , a C1-C6 alkoxyimino group optionally having one or more substituents selected from group A, 1 selected from group A C1-C6 alkyl hydrazino group optionally having one or more substituents, C1-C6 alkyl hydrazono group optionally having one or more substituents selected from group A, 1 selected from group A C3-C6 cycloalkyl group, cyanoimino group, nitroimino group, ( C1-C6 alkoxy) carbonylimino group optionally having one or more substituents selected from A, (C1-C6 alkyl optionally having one or more substituents selected from Group A) carbonylimino Group, C1-C6 alkylimino group optionally having one or more substituents selected from group A, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfanyl group, carboxy group and amino group A group.
R 23, R 24, R 25 , R 26, R 27, R 28, R 29, R 30, R 31, R 32, R 33, R 34, R 35, R 36, R 37, R 38, R 39 R 40 , R 41 , R 42 , R 43 , R 44 , R 45 , R 46 , R 47 , R 48 , R 49 , R 50 , R 51 , R 52 , R 53 , R 54 , R 55 , R 56 , R 57 , R 131 and R 132 are each independently a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group A, one or more selected from group A A C3-C6 cycloalkyl group optionally having one or more substituents, a 3-8 membered heterocyclic group optionally having one or more substituents selected from group A, or one or more selected from group A Represents a C6-C10 aryl group optionally having the following substituents:
t represents 0, 1 or 2;
Y 1, Y 2, Y 3 , Y 4, Y 5, Y 6, Y 7, Y 8, Y 9, Y 10, Y 11, Y 12, Y 13, Y 14, Y 15, Y 61, Y 62 Y 63 , Y 64 and Y 65 each independently represents an oxygen atom or a sulfur atom,
Y 46 , Y 47 , Y 48 , Y 49 and Y 50 are each independently an oxygen atom, N—CN, N—NO 2 , N—C (═O) R 58 or N—C (═O). OR 58 (provided that when t is 2, Y 46 , Y 47 , Y 48 , Y 49 and Y 50 may be the same or different).
Group L: a group consisting of a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group .
Group M: halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, 1 or more A group consisting of a C1-C3 alkylamino group optionally having one halogen atom, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
Group A: halogen atom, OR 59 , S (= Y 51 ) z R 60 , C (= Y 16 ) R 61 , C (= Y 17 ) OR 62 , OC (= Y 18 ) R 63 , C (= Y 19 ) NHR 64 , C (= Y 20 ) NR 65 R 66 , S (= Y 52 ) z NHR 67 , S (= Y 53 ) z NR 68 R 69 , SC (═O) R 70 , NHR 71 , NR 72 R 73 , NHC (= Y 21 ) R 74 , NR 75 C (= Y 22 ) R 76 , NHS (= Y 54 ) z R 77 , NR 78 S (= Y 55 ) z R 79 , NHC (= Y 23) OR 80, NR 81 C (= Y 24) OR 82, OC (= Y 25) NHR 83, OC (= Y 26) NR 84 R 85, NHC (= Y 27) NHR 86, NR 87 C (= Y 28 ) NHR 88 , NHC (═Y 29 ) NR 89 R 90 , NR 91 C (═Y 30 ) NR 92 R 93 , C1-C3 optionally having one or more substituents selected from group B Alkoxyimino group, group A C1-C3 alkyl hydrazino group optionally having one or more substituents selected from B, a C1-C3 alkyl hydrazono group optionally having one or more substituents selected from Group B, group C3-C6 cycloalkyl group, cyanoimino group, nitroimino group optionally having one or more substituents selected from B, (C1-C3 optionally having one or more substituents selected from group B) Alkoxy) carbonylimino group, (C1-C3 alkyl optionally having one or more substituents selected from group B), carbonylimino group, optionally having one or more substituents selected from group B C1-C3 alkylimino group, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfanyl group, carboxy group, amino group, may have one or more substituents selected from group B 5-6 membered non-aromatic heterocyclic group, and one or more of the group consisting of a phenyl group which may have a substituent selected from the group B.
Group B: halogen atom, OR 95 , S (= Y 56 ) a R 96 , C (= Y 31 ) R 97 , C (= Y 32 ) OR 98 , OC (= Y 33 ) R 99 , C (= Y 34 ) NHR 100 , C (= Y 35 ) NR 101 R 102 , S (= Y 57 ) a NHR 103 , S (= Y 58 ) a NR 104 R 105 , SC (═O) R 106 , NHR 107 , NR 108 R 109 , NHC (= Y 36 ) R 110 , NR 111 C (= Y 37 ) R 112 , NHS (= Y 59 ) a R 113 , NR 114 S (= Y 60 ) a R 115 , NHC (= Y 38) OR 116, NR 117 C (= Y 39) OR 118, OC (= Y 40) NHR 119, OC (= Y 41) NR 120 R 121, NHC (= Y 42) NHR 122, NR 123 C (= Y 43 ) NHR 124 , NHC (= Y 44 ) NR 125 R 126 , NR 127 C (= Y 45 ) NR 128 R 129 , C1-C3 alkoxy which may have one or more halogen atoms Mino group, C1-C3 alkyl hydrazino group optionally having one or more halogen atoms, C1-C3 alkyl hydrazono group optionally having one or more halogen atoms, having one or more halogen atoms C3-C6 cycloalkyl group, cyanoimino group, nitroimino group, (C1-C3 alkoxy optionally having one or more halogen atoms) carbonylimino group, (having one or more halogen atoms) Optionally C1-C3 alkyl) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfanyl group, carboxy group Group consisting of a group and an amino group.
R59 , R60 , R61 , R62 , R63 , R64 , R65 , R66 , R67 , R68 , R69 , R70 , R71 , R72 , R73 , R74 , R75 R76 , R77 , R78 , R79 , R80 , R81 , R82 , R83 , R84 , R85 , R86 , R87 , R88 , R89 , R90 , R91 , R 92 and R 93 each independently has a C1-C3 chain hydrocarbon group which may have one or more substituents selected from group B, and has one or more substituents selected from group B An optionally substituted C3-C6 cycloalkyl group, a 5-6 membered heterocyclic group optionally having one or more substituents selected from group C, or one or more substituents selected from group C Represents an optionally substituted phenyl group,
R 95, R 96, R 97 , R 98, R 99, R 100, R 101, R 102, R 103, R 104, R 105, R 106, R 107, R 108, R 109, R 110, R 111 R112 , R113 , R114 , R115 , R116 , R117 , R118 , R119 , R120 , R121 , R122 , R123 , R124 , R125 , R126 , R127 , R 128 and R 129 are each independently a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, and a C3-C6 cycloalkyl group optionally having one or more halogen atoms. Represents a 5-6 membered heterocyclic group optionally having one or more halogen atoms, or a phenyl group optionally having one or more halogen atoms;
z and a each independently represent 0, 1 or 2,
Y 16, Y 17, Y 18 , Y 19, Y 20, Y 21, Y 22, Y 23, Y 24, Y 25, Y 26, Y 27, Y 28, Y 29, Y 30, Y 31, Y 32 Y 33 , Y 34 , Y 35 , Y 36 , Y 37 , Y 38 , Y 39 , Y 40 , Y 41 , Y 42 , Y 43 , Y 44 and Y 45 are each independently an oxygen atom or sulfur Represents an atom,
Y 51 , Y 52 , Y 53 , Y 54 and Y 55 are each independently an oxygen atom, N—CN, N—NO 2 , N—C (═O) R 94 or N—C (═O). OR 94 (provided that when z is 2, Y 51 , Y 52 , Y 53 , Y 54 and Y 55 may be the same or different),
Y 56 , Y 57 , Y 58 , Y 59 and Y 60 are each independently an oxygen atom, N—CN, N—NO 2 , N—C (═O) R 130 or N—C (═O). OR 130 (provided that when a is 2, Y 56 , Y 57 , Y 58 , Y 59 and Y 60 may be the same or different),
R 58 , R 94 and R 130 each independently represents a C1-C3 chain hydrocarbon group which may have one or more halogen atoms or a hydrogen atom.
Group C: halogen atom, OR 95 , S (= Y 56 ) a R 96 , C (= Y 31 ) R 97 , C (= Y 32 ) OR 98 , OC (= Y 33 ) R 99 , C (= Y 34 ) NHR 100 , C (= Y 35 ) NR 101 R 102 , S (= Y 57 ) a NHR 103 , S (= Y 58 ) a NR 104 R 105 , SC (═O) R 106 , NHR 107 , NR 108 R 109 , NHC (= Y 36 ) R 110 , NR 111 C (= Y 37 ) R 112 , NHS (= Y 59 ) a R 113 , NR 114 S (= Y 60 ) a R 115 , NHC (= Y 38) OR 116, NR 117 C (= Y 39) OR 118, OC (= Y 40) NHR 119, OC (= Y 41) NR 120 R 121, NHC (= Y 42) NHR 122, NR 123 C (= Y 43 ) NHR 124 , NHC (= Y 44 ) NR 125 R 126 , NR 127 C (= Y 45 ) NR 128 R 129 , C1-C3 alkoxy which may have one or more halogen atoms Mino group, C1-C3 alkyl hydrazino group optionally having one or more halogen atoms, C1-C3 alkyl hydrazono group optionally having one or more halogen atoms, having one or more halogen atoms C3-C6 cycloalkyl group, cyanoimino group, nitroimino group, (C1-C3 alkoxy optionally having one or more halogen atoms) carbonylimino group, (having one or more halogen atoms) Optionally C1-C3 alkyl) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfanyl group, carboxy group A group, an amino group, a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, and one or more halogen atoms It represents the group consisting also be C3-C6 cycloalkyl group. ]
The plant disease control agent containing the compound shown by. - 式(II)
〔式中、
Gxは、ベンゼン環、チオフェン環、フラン環、ピラゾール環、イミダゾール環、オキサゾール環、イソオキサゾール環、チアゾール環、オキサジアゾール環、チアジアゾール環、ピリジン環、ピラジン環、ピリミジン環又はピリダジン環(該ベンゼン環、該チオフェン環、該フラン環、該ピラゾール環、該イミダゾール環、該オキサゾール環、該イソオキサゾール環、該チアゾール環、該ピリジン環、該ピラジン環、該ピリミジン環及び該ピリダジン環は群Lxより選ばれる1以上の置換基を有していてもよい)を表し、
AxはNR12x、酸素原子又は硫黄原子を表し、
R12xは、群Mxより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Mxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Mxより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ基、又は(C1-C6アルキル)カルボニル基を表し、
Xxは酸素原子又は硫黄原子を表し、
Exは、NR200xR201xを表し、
R200x及びR201xはそれらが結合する窒素原子と一緒になって、3-8員非芳香族複素環基{該3-8員非芳香族複素環基は、群Exより選ばれるいずれか1つの置換基を有していてもよく、群Dxより選ばれる1以上の置換基を有していてもよく、群Dxより選ばれる複数の置換基は、同一でも異なっていてもよい。}を形成する。
群Dx:ハロゲン原子、群Axより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、OR23x、S(=Y46x)txR24x、C(=Y1x)R25x、C(=Y2x)OR26x、OC(=Y3x)R27x、C(=Y4x)NHR28x、C(=Y5x)NR29xR30x、S(=Y47x)txNHR31x、S(=Y48x)txNR32xR33x、SC(=O)R34x、NHR35x、NR36xR37x、NHC(=Y6x)R38x、NR39xC(=Y7x)R40x、NHS(=Y49x)txR41x、NR42xS(=Y50x)txR43x、NHC(=Y8x)OR44x、NR45xC(=Y9x)OR46x、OC(=Y10x)NHR47x、OC(=Y11x)NR48xR49x、NHC(=Y12x)NHR50x、NR51xC(=Y13x)NHR52x、NHC(=Y14x)NR53xR54x、NR55xC(=Y15x)NR56xR57x、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシイミノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラジノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルヒドラゾノ基、群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルコキシ)カルボニルイミノ基、(群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキル)カルボニルイミノ基、群Axより選ばれる1以上の置換基を有していてもよいC1-C6アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
群Ex:群Axより選ばれる1以上の置換基を有していてもよい3-8員複素環基、群Axより選ばれる1以上の置換基を有していてもよいC6-C10アリール基、及び群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基からなる群。
R23x、R24x、R25x、R26x、R27x、R28x、R29x、R30x、R31x、R32x、R33x、R34x、R35x、R36x、R37x、R38x、R39x、R40x、R41x、R42x、R43x、R44x、R45x、R46x、R47x、R48x、R49x、R50x、R51x、R52x、R53x、R54x、R55x、R56x及びR57xは、各々独立して、群Axより選ばれる1以上の置換基を有していてもよいC1-C6鎖式炭化水素基、群Axより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Axより選ばれる1以上の置換基を有していてもよい3-8員複素環基、又は群Axより選ばれる1以上の置換基を有していてもよいC6-C10アリール基を表し、
txは0、1又は2を表し、
Y1x、Y2x、Y3x、Y4x、Y5x、Y6x、Y7x、Y8x、Y9x、Y10x、Y11x、Y12x、Y13x、Y14x、及びY15xは、各々独立して、酸素原子または硫黄原子を表し、
Y46x、Y47x、Y48x、Y49x及びY50xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R58x又はN-C(=O)OR58x(但し、txが2の場合、Y46x、Y47x、Y48x、Y49x及びY50xは同一又は異なっていてもよい)を表す。
群Lx:ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基、シアノ基及びニトロ基からなる群。
群Mx:ハロゲン原子、ヒドロキシ基、スルファニル基、1以上のハロゲン原子を有していてもよいC1-C6アルコキシ基、1以上のハロゲン原子を有していてもよいC1-C6アルキルチオ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルアミノ基、1以上のハロゲン原子を有していてもよいジ(C1-C3アルキル)アミノ基、ニトロ基、及びシアノ基からなる群。
群Ax:ハロゲン原子、OR59x、S(=Y51x)zxR60x、C(=Y16x)R61x、C(=Y17x)OR62x、OC(=Y18x)R63x、C(=Y19x)NHR64x、C(=Y20x)NR65xR66x、S(=Y52x)zxNHR67x、S(=Y53x)zxNR68xR69x、SC(=O)R70x、NHR71x、NR72xR73x、NHC(=Y21x)R74x、NR75xC(=Y22x)R76x、NHS(=Y54x)zxR77x、NR78xS(=Y55x)zxR79x、NHC(=Y23x)OR80x、NR81xC(=Y24x)OR82x、OC(=Y25x)NHR83x、OC(=Y26x)NR84xR85x、NHC(=Y27x)NHR86x、NR87xC(=Y28x)NHR88x、NHC(=Y29x)NR89xR90x、NR91xC(=Y30x)NR92xR93x、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシイミノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラジノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルヒドラゾノ基、群Bxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキル)カルボニルイミノ基、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、群Bxより選ばれる1以上の置換基を有していてもよい5-6員非芳香族複素環基、及び群Bxより選ばれる1以上の置換基を有していてもよいフェニル基からなる群。
群Bx:ハロゲン原子、OR95x、S(=Y56x)axR96x、C(=Y31x)R97x、C(=Y32x)OR98x、OC(=Y33x)R99x、C(=Y34x)NHR100x、C(=Y35x)NR101xR102x、S(=Y57x)axNHR103x、S(=Y58x)axNR104xR105x、SC(=O)R106x、NHR107x、NR108xR109x、NHC(=Y36x)R110x、NR111xC(=Y37x)R112x、NHS(=Y59x)axR113x、NR114xS(=Y60x)axR115x、NHC(=Y38x)OR116x、NR117xC(=Y39x)OR118x、OC(=Y40x)NHR119x、OC(=Y41x)NR120xR121x、NHC(=Y42x)NHR122x、NR123xC(=Y43x)NHR124x、NHC(=Y44x)NR125xR126x、NR127xC(=Y45x)NR128xR129x、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基及びアミノ基からなる群。
R59x、R60x、R61x、R62x、R63x、R64x、R65x、R66x、R67x、R68x、R69x、R70x、R71x、R72x、R73x、R74x、R75x、R76x、R77x、R78x、R79x、R80x、R81x、R82x、R83x、R84x、R85x、R86x、R87x、R88x、R89x、R90x、R91x、R92x及びR93xは、各々独立して、群Bxより選ばれる1以上の置換基を有していてもよいC1-C3鎖式炭化水素基、群Bxより選ばれる1以上の置換基を有していてもよいC3-C6シクロアルキル基、群Cxより選ばれる1以上の置換基を有していてもよい5-6員複素環基、又は群Cxより選ばれる1以上の置換基を有していてもよいフェニル基を表し、
R95x、R96x、R97x、R98x、R99x、R100x、R101x、R102x、R103x、R104x、R105x、R106x、R107x、R108x、R109x、R110x、R111x、R112x、R113x、R114x、R115x、R116x、R117x、R118x、R119x、R120x、R121x、R122x、R123x、R124x、R125x、R126x、R127x、R128x及びR129xは、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、1以上のハロゲン原子を有していてもよい5-6員複素環基、又は1以上のハロゲン原子を有していてもよいフェニル基を表し、
zx及びaxは、各々独立して、0、1又は2を表し、
Y16x、Y17x、Y18x、Y19x、Y20x、Y21x、Y22x、Y23x、Y24x、Y25x、Y26x、Y27x、Y28x、Y29x、Y30x、Y31x、Y32x、Y33x、Y34x、Y35x、Y36x、Y37x、Y38x、Y39x、Y40x、Y41x、Y42x、Y43x、Y44x及びY45xは、各々独立して、酸素原子または硫黄原子を表し、
Y51x、Y52x、Y53x、Y54x及びY55xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R94x又はN-C(=O)OR94x(但し、zxが2の場合、Y51x、Y52x、Y53x、Y54x及びY55xは同一又は異なっていてもよい)を表し、
Y56x、Y57x、Y58x、Y59x及びY60xは、各々独立して、酸素原子、N-CN、N-NO2、N-C(=O)R130x又はN-C(=O)OR130x(但し、axが2の場合、Y56x、Y57x、Y58x、Y59x及びY60xは同一又は異なっていてもよい)を表し、
R58x、R94x及びR130xは、各々独立して、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基又は水素原子を表す。
群Cx:ハロゲン原子、OR95x、S(=Y56x)axR96x、C(=Y31x)R97x、C(=Y32x)OR98x、OC(=Y33x)R99x、C(=Y34x)NHR100x、C(=Y35x)NR101xR102x、S(=Y57x)axNHR103x、S(=Y58x)axNR104xR105x、SC(=O)R106x、NHR107x、NR108xR109x、NHC(=Y36x)R110x、NR111xC(=Y37x)R112x、NHS(=Y59x)axR113x、NR114xS(=Y60x)axR115x、NHC(=Y38x)OR116x、NR117xC(=Y39x)OR118x、OC(=Y40x)NHR119x、OC(=Y41x)NR120xR121x、NHC(=Y42x)NHR122x、NR123xC(=Y43x)NHR124x、NHC(=Y44x)NR125xR126x、NR127xC(=Y45x)NR128xR129x、1以上のハロゲン原子を有していてもよいC1-C3アルコキシイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラジノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルヒドラゾノ基、1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基、シアノイミノ基、ニトロイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルコキシ)カルボニルイミノ基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルイミノ基、1以上のハロゲン原子を有していてもよいC1-C3アルキルイミノ基、オキソ基、チオキソ基、シアノ基、ニトロ基、ヒドロキシ基、スルファニル基、カルボキシ基、アミノ基、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、及び1以上のハロゲン原子を有していてもよいC3-C6シクロアルキル基からなる群を表す。〕
で示される化合物。 Formula (II)
[Where,
G x is a benzene ring, thiophene ring, furan ring, pyrazole ring, imidazole ring, oxazole ring, isoxazole ring, thiazole ring, oxadiazole ring, thiadiazole ring, pyridine ring, pyrazine ring, pyrimidine ring or pyridazine ring The benzene ring, the thiophene ring, the furan ring, the pyrazole ring, the imidazole ring, the oxazole ring, the isoxazole ring, the thiazole ring, the pyridine ring, the pyrazine ring, the pyrimidine ring, and the pyridazine ring are group L. which may have one or more substituents selected from x ),
A x represents NR 12x , an oxygen atom or a sulfur atom,
R 12x may have one or more substituents optionally may be C1-C6 chain hydrocarbon group optionally having a one or more substituents selected from the group M x is selected from the group M x C3 -C6 cycloalkyl group, a C1-C6 alkoxy group optionally having one or more substituents selected from the group M x , or a (C1-C6 alkyl) carbonyl group,
X x represents an oxygen atom or a sulfur atom,
E x represents NR 200x R 201x,
R 200x and R 201x , together with the nitrogen atom to which they are bonded, form a 3-8 membered non-aromatic heterocyclic group {wherein the 3-8 membered non-aromatic heterocyclic group is selected from the group E x may have one substituent may have one or more substituents selected from the group D x, a plurality of substituents selected from the group D x may be the same or different . } Is formed.
Group D x : halogen atom, C1-C6 chain hydrocarbon group optionally having one or more substituents selected from group A x , OR 23x , S (= Y 46x ) tx R 24x , C (= Y 1x ) R 25x , C (= Y 2x ) OR 26x , OC (= Y 3x ) R 27x , C (= Y 4x ) NHR 28x , C (= Y 5x ) NR 29x R 30x , S (= Y 47x ) tx NHR 31x, S (= Y 48x) tx NR 32x R 33x, SC (= O) R 34x, NHR 35x, NR 36x R 37x, NHC (= Y 6x) R 38x, NR 39x C (= Y 7x) R 40x, NHS (= Y 49x) tx R 41x, NR 42x S (= Y 50x) tx R 43x, NHC (= Y 8x) OR 44x, NR 45x C (= Y 9x) OR 46x, OC (= Y 10x) NHR 47x , OC (= Y 11x ) NR 48x R 49x , NHC (= Y 12x ) NHR 50x , NR 51x C (= Y 13x ) NHR 52x , NHC (= Y 14x ) NR 53x R 54x , NR 55x C (= Y 15x) NR 56x R 57x, 1 or more substituents which may have a C1-C6 alkoxyimino group selected from the group A x, have the one or more substituents selected from the group A x and optionally C1-C6 may be alkyl hydrazino group, one or more substituents have may have C1-C6 alkyl hydrazono group, one or more substituents selected from the group a x selected from the group a x A C3-C6 cycloalkyl group, a cyanoimino group, a nitroimino group, (a C1-C6 alkoxy optionally having one or more substituents selected from group A x ), a carbonylimino group, 1 or more substituents C1-C6 alkyl may have) carbonyl imino group, one or more substituents which may have a C1-C6 alkylimino group selected from the group a x selected from a x Oxo group, thioxo group, A group consisting of a cyano group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group, and an amino group.
Group E x: 1 or more substituents may be a 3-8 membered heterocyclic group selected from the group A x, may have one or more substituents selected from the group A x C6- C10 aryl group, and one or more substituents the group consisting also be C3-C6 cycloalkyl group optionally having selected from the group a x.
R 23x, R 24x, R 25x , R 26x, R 27x, R 28x, R 29x, R 30x, R 31x, R 32x, R 33x, R 34x, R 35x, R 36x, R 37x, R 38x, R 39x , R 40x, R 41x, R 42x, R 43x, R 44x, R 45x, R 46x, R 47x, R 48x, R 49x, R 50x, R 51x, R 52x, R 53x, R 54x, R 55x, R 56x and R 57x are each independently 1 or more may C1-C6 have a substituent chain hydrocarbon group selected from the group a x, one or more substituents selected from the group a x a may be C3-C6 cycloalkyl group, one or more substituents may have a 3-8-membered heterocyclic group selected from the group a x, or one or more substituents selected from the group a x Represents a C6-C10 aryl group optionally having a group;
tx represents 0, 1 or 2,
Y 1x, Y 2x, Y 3x , Y 4x, Y 5x, Y 6x, Y 7x, Y 8x, Y 9x, Y 10x, Y 11x, Y 12x, Y 13x, Y 14x, and Y 15x are each independently Represents an oxygen atom or a sulfur atom,
Y 46x, Y 47x, Y 48x , Y 49x and Y 50x are each independently an oxygen atom, N-CN, N-NO 2, N-C (= O) R 58x or N-C (= O) oR 58x (provided that when tx is 2, Y 46x, Y 47x, Y 48x, Y 49x and Y 50x can also be the same or different) represents a.
Group L x : a halogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a C1-C3 alkoxy group optionally having one or more halogen atoms, a cyano group, and a nitro group group.
Group M x : halogen atom, hydroxy group, sulfanyl group, C1-C6 alkoxy group optionally having one or more halogen atoms, C1-C6 alkylthio group optionally having one or more halogen atoms, A group consisting of a C1-C3 alkylamino group optionally having one or more halogen atoms, a di (C1-C3 alkyl) amino group optionally having one or more halogen atoms, a nitro group, and a cyano group.
Group A x : halogen atom, OR 59x , S (= Y 51x ) zx R 60x , C (= Y 16x ) R 61x , C (= Y 17x ) OR 62x , OC (= Y 18x ) R 63x , C (= Y 19x ) NHR 64x , C (= Y 20x ) NR 65x R 66x , S (= Y 52x ) zx NHR 67x , S (= Y 53x ) zx NR 68x R 69x , SC (= O) R 70x , NHR 71x , NR 72x R 73x , NHC (= Y 21x ) R 74x , NR 75x C (= Y 22x ) R 76x , NHS (= Y 54x ) zx R 77x , NR 78x S (= Y 55x ) zx R 79x , NHC (= Y 23x) OR 80x, NR 81x C (= Y 24x) OR 82x, OC (= Y 25x) NHR 83x, OC (= Y 26x) NR 84x R 85x, NHC (= Y 27x) NHR 86x, NR 87x C ( = Y 28x) NHR 88x, has NHC (= Y 29x) NR 89x R 90x, NR 91x C (= Y 30x) NR 92x R 93x, one or more substituents selected from the group B x There may C1-C3 alkoxyimino group optionally, one or more substituents optionally C1-C3 may be alkyl hydrazino group having a selected from the group B x, have one or more substituents selected from the group B x An optionally substituted C1-C3 alkyl hydrazono group, a C3-C6 cycloalkyl group optionally having one or more substituents selected from group B x , a cyanoimino group, a nitroimino group, (selected from group B x 1 or more substituents have optionally may C1-C3 alkoxy) carbonyl imino group, (1 or more substituents may C1-C3 alkyl optionally having selected from the group B x) carbonylimino group, the group 1 or more substituents have C1-C3 may be alkylimino group selected from B x, oxo group, thioxo group, cyano group, nitro group, hydroxy group, sulfanyl group, carboxy group, amino Group may have 1 or more 5-6 membered and may have a substituent non-aromatic heterocyclic group and one or more substituents selected from the group B x, selected from the group B x A group consisting of phenyl groups.
Group B x: halogen atoms, OR 95x, S (= Y 56x) ax R 96x, C (= Y 31x) R 97x, C (= Y 32x) OR 98x, OC (= Y 33x) R 99x, C (= Y 34x ) NHR 100x , C (= Y 35x ) NR 101x R 102x , S (= Y 57x ) ax NHR 103x , S (= Y 58x ) ax NR 104x R 105x , SC (= O) R 106x , NHR 107x , NR 108x R 109x, NHC (= Y 36x) R 110x, NR 111x C (= Y 37x) R 112x, NHS (= Y 59x) ax R 113x, NR 114x S (= Y 60x) ax R 115x, NHC (= Y 38x ) OR 116x , NR 117x C (= Y 39x ) OR 118x , OC (= Y 40x ) NHR 119x , OC (= Y 41x ) NR 120x R 121x , NHC (= Y 42x ) NHR 122x , NR 123x C ( = Y 43x) NHR 124x, NHC (= Y 44x) NR 125x R 126x, NR 127x C (= Y 45x) NR 128x R 129x, 1 or more halogen atoms A C1-C3 alkoxyimino group which may have a child, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and a C1-C3 which may have one or more halogen atoms Alkylhydrazono group, C3-C6 cycloalkyl group optionally having one or more halogen atoms, cyanoimino group, nitroimino group, (C1-C3 alkoxy optionally having one or more halogen atoms) carbonylimino Group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group, thioxo group, cyano A group consisting of a group, a nitro group, a hydroxy group, a sulfanyl group, a carboxy group and an amino group.
R 59x, R 60x, R 61x , R 62x, R 63x, R 64x, R 65x, R 66x, R 67x, R 68x, R 69x, R 70x, R 71x, R 72x, R 73x, R 74x, R 75x , R 76x, R 77x, R 78x, R 79x, R 80x, R 81x, R 82x, R 83x, R 84x, R 85x, R 86x, R 87x, R 88x, R 89x, R 90x, R 91x, R 92x and R 93X are each independently 1 or more may C1-C3 may have a substituent chain hydrocarbon group selected from the group B x, one or more substituents selected from the group B x has optionally may C3-C6 cycloalkyl group, one or more substituents selected from the group C 1 or more substituents optionally may be 5-6 membered heterocyclic group having a to chosen from x, or the group C x Represents a phenyl group optionally having a group;
R 95x, R 96x, R 97x , R 98x, R 99x, R 100x, R 101x, R 102x, R 103x, R 104x, R 105x, R 106x, R 107x, R 108x, R 109x, R 110x, R 111x , R 112x, R 113x, R 114x, R 115x, R 116x, R 117x, R 118x, R 119x, R 120x, R 121x, R 122x, R 123x, R 124x, R 125x, R 126x, R 127x, R 128x and R 129x each independently represents a C1-C3 chain hydrocarbon group optionally having one or more halogen atoms, and a C3-C6 cycloalkyl group optionally having one or more halogen atoms. Represents a 5-6 membered heterocyclic group optionally having one or more halogen atoms, or a phenyl group optionally having one or more halogen atoms;
zx and ax each independently represent 0, 1 or 2;
Y 16x, Y 17x, Y 18x , Y 19x, Y 20x, Y 21x, Y 22x, Y 23x, Y 24x, Y 25x, Y 26x, Y 27x, Y 28x, Y 29x, Y 30x, Y 31x, Y 32x , Y 33x, Y 34x, Y 35x, Y 36x, Y 37x, Y 38x, Y 39x, Y 40x, Y 41x, Y 42x, Y 43x, Y 44x and Y 45x are each independently an oxygen atom or a sulfur Represents an atom,
Y 51x , Y 52x , Y 53x , Y 54x and Y 55x are each independently an oxygen atom, N—CN, N—NO 2 , N—C (═O) R 94x or N—C (═O) OR 94x (provided that when zx is 2, Y 51x , Y 52x , Y 53x , Y 54x and Y 55x may be the same or different)
Y 56x , Y 57x , Y 58x , Y 59x and Y 60x are each independently an oxygen atom, N—CN, N—NO 2 , N—C (═O) R 130x or N—C (═O) OR 130x (provided that when ax is 2, Y 56x , Y 57x , Y 58x , Y 59x and Y 60x may be the same or different),
R 58x , R 94x and R 130x each independently represents a C1-C3 chain hydrocarbon group or hydrogen atom which may have one or more halogen atoms.
Group C x: halogen atoms, OR 95x, S (= Y 56x) ax R 96x, C (= Y 31x) R 97x, C (= Y 32x) OR 98x, OC (= Y 33x) R 99x, C (= Y 34x ) NHR 100x , C (= Y 35x ) NR 101x R 102x , S (= Y 57x ) ax NHR 103x , S (= Y 58x ) ax NR 104x R 105x , SC (= O) R 106x , NHR 107x , NR 108x R 109x, NHC (= Y 36x) R 110x, NR 111x C (= Y 37x) R 112x, NHS (= Y 59x) ax R 113x, NR 114x S (= Y 60x) ax R 115x, NHC (= Y 38x ) OR 116x , NR 117x C (= Y 39x ) OR 118x , OC (= Y 40x ) NHR 119x , OC (= Y 41x ) NR 120x R 121x , NHC (= Y 42x ) NHR 122x , NR 123x C ( = Y 43x) NHR 124x, NHC (= Y 44x) NR 125x R 126x, NR 127x C (= Y 45x) NR 128x R 129x, 1 or more halogen atoms A C1-C3 alkoxyimino group which may have a child, a C1-C3 alkylhydrazino group which may have one or more halogen atoms, and a C1-C3 which may have one or more halogen atoms Alkylhydrazono group, C3-C6 cycloalkyl group optionally having one or more halogen atoms, cyanoimino group, nitroimino group, (C1-C3 alkoxy optionally having one or more halogen atoms) carbonylimino Group, (C1-C3 alkyl optionally having one or more halogen atoms) carbonylimino group, C1-C3 alkylimino group optionally having one or more halogen atoms, oxo group, thioxo group, cyano Group, nitro group, hydroxy group, sulfanyl group, carboxy group, amino group, C1-C3 chain carbon which may have one or more halogen atoms It represents the group consisting of hydrogen radicals, and one or more halogen atoms have a C3-C6 cycloalkyl group. ]
A compound represented by - R200x及びR201xが、それらが結合する窒素原子と一緒になって4-7員非芳香族複素環基を形成し、該4-7員非芳香族複素環基が、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい、請求項2に記載の化合物。 R 200x and R 201x together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group selected from the group D x One or more substituents selected from the group E x , and the substituents selected from the plurality of groups D x may be the same or different. The compound of claim 2, which may be
- 4-7員非芳香族複素環基が、群Dxより選ばれる1又は2の置換基を有していてもよい4-7員非芳香族複素環基である、請求項3に記載の化合物。 The 4-7 membered non-aromatic heterocyclic group is a 4-7 membered non-aromatic heterocyclic group which may have one or two substituents selected from the group D x . Compound.
- NR200xR201xが、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい。}である、請求項2に記載の化合物。 NR 200x R 201x is an azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1, 2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group Imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, and hexa The hydropyridazinyl group is a group D x One or more substituents selected from the group E x may be included, and the substituents selected from the plurality of groups D x may be the same or different. It may be. } The compound of claim 2, wherein
- 群Dxより選ばれる1又は2の置換基を有していてもよい4-7員非芳香族複素環基が、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基(該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は群Dxより選ばれる1又は2の置換基を有していてもよい)である、請求項4に記載の化合物。 A 4-7-membered non-aromatic heterocyclic group optionally having 1 or 2 substituents selected from group D x is an azetidinyl group, a pyrrolidinyl group, a piperidinyl group, an azepan-1-yl group, a pyrazolidinyl group, Imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydro Pyridazinyl group (the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1 , 2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiadi Group, piperazinyl group, and hexahydro-pyridazinyl group may have one or two substituents selected from the group D x), the compound of claim 4.
- Gxが群Lxより選ばれる1以上の置換基を有していてもよいベンゼン環であり、Axが酸素原子であり、Xxが酸素原子である請求項2~請求項6いずれかに記載の化合物。 G x is a benzene ring which may have one or more substituents selected from the group L x , A x is an oxygen atom, and X x is an oxygen atom. Compound described in 1.
- NR200xR201xが、式(E1)-式(E27)
{式中、♯は炭素原子との結合位置を表し、
R1、R2、R3、R4、R5、R6、R7、R8、R9、及びR10は各々独立して、水素原子、ハロゲン原子、1以上のハロゲン原子を有していてもよいC1-C3鎖式炭化水素基、1以上のハロゲン原子を有していてもよいC1-C3アルコキシ基又はシアノ基を表し、
R11は、水素原子、1以上のハロゲン原子を有していてもよいC1-C3アルキル基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニル基、(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルオキシ基又は(1以上のハロゲン原子を有していてもよいC1-C3アルキル)カルボニルチオ基を表す。}からなる群より選ばれる1つの基である請求項2に記載の化合物。 NR 200x R 201x is represented by formula (E1) -formula (E27)
{Wherein # represents the bonding position with the carbon atom,
R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 each independently have a hydrogen atom, a halogen atom, or one or more halogen atoms. A C1-C3 chain hydrocarbon group which may have one or more, a C1-C3 alkoxy group which may have one or more halogen atoms, or a cyano group,
R 11 represents a hydrogen atom, a C1-C3 alkyl group optionally having one or more halogen atoms, a (C1-C3 alkyl optionally having one or more halogen atoms) carbonyl group, (one or more A C1-C3 alkyl) carbonyloxy group which may have a halogen atom or a (C1-C3 alkyl which may have one or more halogen atoms) carbonylthio group. The compound according to claim 2, which is one group selected from the group consisting of: - Axが酸素原子又は硫黄原子である、請求項8に記載の化合物。 The compound according to claim 8, wherein A x is an oxygen atom or a sulfur atom.
- 式(E1)-(E27)からなる群より選ばれる1つの基が式(E14)-式(E26)からなる群より選ばれる1つの基であり、Axが酸素原子であり、Xxが酸素原子であり、Gxが群Lxから選ばれる1以上の置換基を有していてもよいベンゼン環である、請求項8に記載の化合物。 One group selected from the group consisting of formulas (E1) to (E27) is one group selected from the group consisting of formula (E14) to formula (E26), A x is an oxygen atom, and X x is The compound according to claim 8, which is an oxygen atom and G x is a benzene ring optionally having one or more substituents selected from group L x .
- Gxがピリジン環、又はフッ素原子及びメチル基からなる群より選ばれる1以上の置換基を有していてもよいベンゼン環であり、AxC(Xx)Exがオキサジアゾール環に対してパラ位に結合し、Axが酸素原子又はNHであり、Xxが酸素原子であり、Exがアゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、ピペラジニル基及びヘキサヒドロピリダジニル基は、1以上のハロゲン原子又はフェニル基を有していてもよいC1-C6アルキル基、オキソ基、(C1-C6アルコキシ)カルボニル基、ヒドロキシ基、C1-C6アルコキシ基、C1-C3アルキルアミノ基、ジ(C1-C3アルキル)アミノ基、シアノ基及びC1-C6アルコキシイミノ基からなる群より選ばれる1以上の置換基を有していてもよく、フェニル基を1つ有していてもよい。}である、請求項2に記載の化合物。 G x is a pyridine ring or a benzene ring which may have one or more substituents selected from the group consisting of a fluorine atom and a methyl group, and A x C (X x ) E x is an oxadiazole ring. And A x is an oxygen atom or NH, X x is an oxygen atom, E x is an azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group Oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, piperazinyl group or hexahydropyridazinyl group {the azetidinyl group, Pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolyl A dinyl group, an isoxazolidinyl group, a morpholino group, a thiomorpholino group, a 1,2-oxazinyl group, a 1,3-oxazinyl group, a piperazinyl group, and a hexahydropyridazinyl group are one or more halogen atoms or phenyl C1-C6 alkyl group, oxo group, (C1-C6 alkoxy) carbonyl group, hydroxy group, C1-C6 alkoxy group, C1-C3 alkylamino group, di (C1-C3 alkyl) amino which may have a group It may have one or more substituents selected from the group consisting of a group, a cyano group and a C1-C6 alkoxyimino group, and may have one phenyl group. } The compound of claim 2, wherein
- R300及びR301が、それらが結合する窒素原子と一緒になって4-7員非芳香族複素環基を形成し、該4-7員非芳香族複素環基が、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい、請求項1に記載の植物病害防除剤。 R 300 and R 301 together with the nitrogen atom to which they are attached form a 4-7 membered non-aromatic heterocyclic group, the 4-7 membered non-aromatic heterocyclic group selected from the group D x One or more substituents selected from the group E x , and the substituents selected from the plurality of groups D x may be the same or different. The plant disease control agent of Claim 1 which may be good.
- NR300R301が、アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、又はヘキサヒドロピリダジニル基{該アゼチジニル基、ピロリジニル基、ピペリジニル基、アゼパン-1-イル基、ピラゾリジニル基、イミダゾリジニル基、オキサゾリジニル基、チアゾリジニル基、イソオキサゾリジニル基、モルホリノ基、チオモルホリノ基、1,2-オキサジニル基、1,3-オキサジニル基、1,3-チアジニル基、ピペラジニル基、及びヘキサヒドロピリダジニル基は、群Dxより選ばれる1以上の置換基を有していてもよく、さらに群Exより選ばれる1つの置換基を有していてもよく、複数の群Dxより選ばれる置換基は、同一でも異なっていてもよい。}である、請求項1に記載の植物病害防除剤。 NR 300 R 301 is an azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group, imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1, 2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, or hexahydropyridazinyl group {the azetidinyl group, pyrrolidinyl group, piperidinyl group, azepan-1-yl group, pyrazolidinyl group Imidazolidinyl group, oxazolidinyl group, thiazolidinyl group, isoxazolidinyl group, morpholino group, thiomorpholino group, 1,2-oxazinyl group, 1,3-oxazinyl group, 1,3-thiazinyl group, piperazinyl group, and hexa hydro pyridazinyl group, group D x Ri may optionally have one or more substituents selected, may further have one substituent selected from the group E x, substituents selected from a plurality of group D x is be the same or different It may be. } The plant disease control agent of Claim 1 which is.
- Gが群Lxより選ばれる1以上の置換基を有していてもよいベンゼン環であり、Aが酸素原子であり、Xが酸素原子である請求項1、請求項12又は請求項13に記載の植物病害防除剤。 G, which is a benzene ring optionally having one or more substituents selected from the group L x , A is an oxygen atom, and X is an oxygen atom. The plant disease control agent as described.
- 請求項2~請求項11いずれかに記載の化合物の有効量を植物又は土壌に処理することによる、植物病害の防除方法。 A method for controlling plant diseases by treating a plant or soil with an effective amount of the compound according to any one of claims 2 to 11.
- 植物病害を防除するための、請求項2~請求項11いずれかに記載の化合物の使用。
Use of the compound according to any one of claims 2 to 11 for controlling plant diseases.
- 請求項2~11いずれかに記載の化合物、及び1つ以上の他の殺菌活性成分、殺虫活性成分、殺ダニ活性成分、殺センチュウ活性成分、植物成長調節成分又は共力剤をさらに含む有害生物防除組成物。 A pest further comprising a compound according to any of claims 2 to 11 and one or more other fungicidal active ingredients, insecticidal active ingredients, acaricidal active ingredients, nematicidal active ingredients, plant growth regulators or synergists Control composition.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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JP2015253226 | 2015-12-25 | ||
JP2015-253226 | 2015-12-25 | ||
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