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HRP20171019T1 - 1-(acetil)-piperidin i 1-(acetil)-piperazin derivati kao fungicidi za uporabu u zaštiti bilja - Google Patents

1-(acetil)-piperidin i 1-(acetil)-piperazin derivati kao fungicidi za uporabu u zaštiti bilja Download PDF

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Publication number
HRP20171019T1
HRP20171019T1 HRP20171019TT HRP20171019T HRP20171019T1 HR P20171019 T1 HRP20171019 T1 HR P20171019T1 HR P20171019T T HRP20171019T T HR P20171019TT HR P20171019 T HRP20171019 T HR P20171019T HR P20171019 T1 HRP20171019 T1 HR P20171019T1
Authority
HR
Croatia
Prior art keywords
pyrazol
thiazolyl
trifluoromethyl
enantiomer
piperidinyl
Prior art date
Application number
HRP20171019TT
Other languages
English (en)
Inventor
Robert James Pasteris
Mary Ann Hanagan
Rafael Shapiro
Original Assignee
E. I. Du Pont De Nemours And Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by E. I. Du Pont De Nemours And Company filed Critical E. I. Du Pont De Nemours And Company
Publication of HRP20171019T1 publication Critical patent/HRP20171019T1/hr

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/10—Spiro-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
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    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/10—Dispersions; Emulsions
    • A61K9/127—Liposomes
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/08—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D263/10—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D263/14—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with radicals substituted by oxygen atoms
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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    • C07D413/04—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 directly linked by a ring-member-to-ring-member bond
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    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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Claims (12)

1. Tvar odabrana između Formule 1, njene soli N-oksida, [image] pri čemu je R1 ili [image] pri čemu je R4 pričvršćen za pripadnika ugljikovog prstena, navedeni R4 je odabran između R4a; svaki R4a je nezavisno C1-C2 alkil, trifluorometil, Cl, Br, I ili metoksi; A je CH2; W je O; X je [image] ili i prsten koji sadrži X je zasićen, i pri čemu je veza X1 ili X2 koja je označena s „t“ povezana s atomom ugljika označenim s „q“ iz Formule 1, veza koja je označena s „u“ je povezana s ugljikom označenim s „r“ iz Formule 1, i veza koja je označena s „v“ je povezana s G; svaki R2 je nezavisno etil, metoksi, cijano ili hidroksi; G je odabran između [image] i [image] pri čemu je veza izbočena u lijevo povezana s X, a veza izbočena u desno je povezana sa Z1; i G je nesupstituiran; svaki R3a je H; J je odabran između [image] i [image] pri čemu je veza izbočena u lijevo povezana sa Z1; svaki R5 je nezavisno H, halogen, cijano, hidroksi, amino, nitro, -CHO, -C(=O)OH, -C(=O)NH2, -NR25R26, C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C1-C6 haloalkil, C2-C6 haloalkenil, C2-C6 haloalkinil, C3-C8 cikloalkil, C3-C8 halocikloalkil, C4-C10 alkilcikloalkil, C4-C10 cikloalkilalkil, C6-C14 cikloalkilcikloalkil, C4-C10 halocikloalkilalkil, C5-C10 alkilcikloalkilalkil, C3-C8 cikloalkenil, C3-C8 halocikloalkenil, C2-C6 alkoksialkil, C4-C10 cikloalkoksialkil, C3-C8 alkoksialkoksialkil, C2-C6 alkiltioalkil, C2-C6 alkilsulfinilalkil, C2-C6 alkilsulfonilalkil, C2-C6 alkilaminoalkil, C3-C8 dialkilaminoalkil, C2-C6 haloalkilaminoalkil, C4-C10 cikloalkilaminoalkil, C2-C6 alkilkarbonil, C2-C6 haloalkilkarbonil, C4-C8 cikloalkilkarbonil, C2-C6 alkoksikarbonil, C4-C8 cikloalkoksikarbonil, C5-C10 cikloalkilalkoksikarbonil, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil, C4-C8 cikloalkilaminokarbonil, C1-C6 alkoksi, C1-C6 haloalkoksi, C3-C8 cikloalkoksi, C3-C8 halocikloalkoksi, C4-C10 cikloalkilalkoksi, C2-C6 alkeniloksi, C2-C6 haloalkeniloksi, C2-C6 alkiniloksi, C2-C6 haloalkiniloksi, C2-C6 alkoksialkoksi, C2-C6 alkilkarboniloksi, C2-C6 haloalkilkarboniloksi, C4-C8 cikloalkilkarboniloksi, C3-C6 alkilkarbonilalkoksi, C1-C6 alkiltio, C1-C6 haloalkiltio, C3-C8 cikloalkiltio, C1-C6 alkilsulfinil, C1-C6 haloalkilsulfinil, C1-C6 alkilsulfonil, C1-C6 haloalkilsulfonil, C3-C8 cikloalkilsulfonil, C3-C10 trialkilsilil, C1-C6 alkilsulfonilamino, C1-C6 haloalkilsulfonilamino ili -Z2Q; svaki R25 je nezavisno H, C1-C6 alkil, C1-C6 haloalkil, C3-C8 cikloalkil, C2-C6 alkilkarbonil, C2-C6 haloalkilkarbonil, C2-C6 alkoksikarbonil ili C2-C6 haloalkoksikarbonil; svaki R26 je nezavisno C1-C6 alkil, C1-C6 haloalkil, C3-C8 cikloalkil, C2-C6 alkilkarbonil, C2-C6 haloalkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 haloalkoksikarbonil ili -Z4Q; svaki Q je nezavisno odabran između [image] svaki R7 je nezavisno C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C6 cikloalkil, C4-C10 cikloalkilalkil, C4-C10 alkilcikloalkil, C5-C10 alkilcikloalkilalkil, C1-C6 haloalkil, C2-C6 haloalkenil, C2-C6 haloalkinil, C3-C6 halocikloalkil, halogen, hidroksi, amino, cijano, nitro, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfinil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C1-C4 hidroksialkil, C2-C4 alkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil ili C3-C6 trialkilsilil; ili R5 i R7 su uzeti zajedno s atomima koji povezuju R5 i R7 kako bi tvorili 5- do 7-člani prsten koji kao članove prstena sadrži 2 do 7 atoma ugljika i opcionalno 1 do 3 heteroatoma odabranih između do 1 O, do 1 S, do 1 Si i do 1 N, prsten je opcionalno supstituiran na članovima prstena osim atoma koji povezuju R5 i R7 s do 4 supstituenta odabrana između R8; svaki R8 je nezavisno C1-C6 alkil, C2-C6 alkenil, C2-C6 alkinil, C3-C6 cikloalkil, C4-C10 cikloalkilalkil, C4-C10 alkilcikloalkil, C5-C10 alkilcikloalkilalkil, C1-C6 haloalkil, C2-C6 haloalkenil, C2-C6 haloalkinil, C3-C6 halocikloalkil, halogen, hidroksi, amino, cijano, nitro, C1-C4 alkoksi, C1-C4 haloalkoksi, C1-C4 alkiltio, C1-C4 alkilsulfinil, C1-C4 alkilsulfonil, C1-C4 haloalkiltio, C1-C4 haloalkilsulfinil, C1-C4 haloalkilsulfonil, C1-C4 alkilamino, C2-C8 dialkilamino, C3-C6 cikloalkilamino, C2-C4 alkoksialkil, C1-C4 hidroksialkil, C2-C4 alkilkarbonil, C2-C6 alkoksikarbonil, C2-C6 alkilkarboniloksi, C2-C6 alkilkarboniltio, C2-C6 alkilaminokarbonil, C3-C8 dialkilaminokarbonil ili C3-C6 trialkilsilil; svaki Z1 i Z2 je izravna veza; svaki Z4 je nezavisno C(=O) ili S(O)2; n je 0, 1 ili 2; k je 0, 1 ili 2; p je 0, 1 ili 2; i x je cijeli broj od 0 do 5.
2. Tvar iz patentnog zahtjeva 1, pri čemu G je G-1 svaki R5 je nezavisno H, cijano, C1-C6 alkil, C1-C6 haloalkil, C1-C6 alkoksi, C1-C6 haloalkoksi, -NR25R26 ili Z2Q; svaki R7 je nezavisno C1-C3 alkil, C1-C3 haloalkil, halogen, hidroksi, amino, cijano, nitro, C1-C2 alkoksi ili C1-C2 haloalkoksi; ili R5 i R7 su uzeti zajedno s atomima koji povezuju R5 i R7 kako bi tvorili 5- do 7-člani prsten koji kao članove prstena sadrži 2 do 7 atoma ugljika i opcionalno 1 do 3 heteroatoma odabranih između do 1 O, do 1 S i do 1 N, opcionalno supstituiran s do 2 supstituenta odabrana između R8; svaki R8 je nezavisno C1-C3 alkil; n je 0; i x je 1 ili 2.
3. Tvar iz patentnog zahtjeva 2, pri čemu R1 je U-1 svaki R4a je nezavisno C1-C2 alkil, trifluorometil, Cl ili Br; i X je X1.
4. Tvar iz patentnog zahtjeva 3, pri čemu J je J-29, i 3-pozicija od J-29 je povezana sa Z1 i 5-pozicija oa J-29 je povezana s R5; R5 je Z2Q; svaki R7 je nezavisno metil, F, Cl, Br, hidroksi, cijano ili metoksi; i x je 1.
5. Tvar iz patentnog zahtjeva 1 odabrana ili se sastoji od: 4-[4-[(5R)-4,5-dihidro-5-fenil-3-izoksazolil]-2-tiazolil]-1-[[5-metil-3-(trifluorometil)-1H-pirazol-1-il]acetil]piperidina i njegovog enantiomera, 1-[[5-metil-3-(trifluorometil)-1H-pirazol-1-il]acetil]-4-[4-(5-fenil-3-izoksazolil)-2-tiazolil]piperidina, 1-[4-[4-[(5R)-4,5-dihidro-5-metil-5-fenil-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(triffuorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(3aS,9bR),3a,4,5,9b-tetrahidronaft[2,1-d]izoksazol-3-il]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-4,5-dihidro-5-fenil-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-etil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 2-[3,5-bis(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(5R)-4,5-dihidro-5-fenil-3-izoksazolil]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-3’,4’-dihidrospiro[izoksazol-5(4H),1’,(2’H)-naftalen]-3-il]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(triffuorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-2,3-dihidrospiro[1H-inden-1,5’(4’H)-izoksazol]-3’-il]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 2-[5-kloro-3-(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(5R)-4,5-dihidro-5-fenil-3-izoksazoli]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 2-[(5R)-4,5-dihidro-3-[2-[1-[2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]acetil]-4-piperidinil]-4-tiazolil]-5-izoksazolil]-1H-izoindol-1,3(2H)-diona i njegovog enantiomera, 2-[5-kloro-3-(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(1R)-2,3-dihidrospiro[1H-inden-1,5’(4’H)-izoksazol]-3’-il]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 2-[5-kloro-3-(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(1’R)-3’,4’-dihidrospiro[izoksazol-5(4H),1’(2’H)-naftalen]-3-il]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-(3R)-spiro[benzofuran-3(2H),5’(4’H)-izoksazol]-3’-il-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 1-[4-[4-[(1R)-2,3-dihidrospiro[1H-inden-1,5’(4’H)-izoksazol]-3’-il]-2-tiazolil]-1-piperidinil]-2-(3,5-dimetil-1H-pirazol-1-il)etanona i njegovog enantiomera, 2-[3,5-bis(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(1’R)-3’,4’-dihidrospiro[izoksazol-5(4H),1’(2’H)-naftalen]-3-il]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 2-[3,5-bis(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(1R)-2,3-dihidrospiro[1H-indene-1,5’(4’H)-izoksazol]-3’-il]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-5-(2,6-diklorofenil)-4,5-dihidro-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-4,5-dihidro-5-[2-fluorofenil]-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-4,5-dihidro-5-(2-metilfenil)-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-5-(2,6-dimetilfenil)-4,5-dihidro-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 1-[4-[4-[(1’R)-3’,4’-dihidrospiro[izoksazol-5(4H),1’(2’H)-naftalen]-3-il]-2-tiazolil]-1-piperidinil]-2-(3,5-dimetil-1H-pirazol-1-il)etanona i njegovog enantiomera, 1-[4-[4-[(5R)-5-(2,6-difluorofenil)-4,5-dihidro-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 2-[(5R)-4,5-dihidro-3-[2-[1-[2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]acetil]-4-piperidinil]-4-tiazolil]-5-izoksazolil]benzonitrila i njegovog enantiomera, 2-[3,5-bis(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(5R)-4,5-dihidro-5-metil-5-fenil-3-izoksazolil]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-5-(2-klorofenil)-4,5-dihidro-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 1-[4-[4-[(5R)-4,5-dihidro-5-fenil-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[3-metil-5-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, 1-[4-[4-[(4S)-2,3-dihidrospiro[4H-1-benzopiran-4,5’(4’H)-izoksazol]-3’-il]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanona i njegovog enantiomera, (5R)-4,5-dihidro-3-[2-[1-[2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]acetil]-4-piperidinil]-4-tiazolil]-5-fenil-5-izoksazolkarbonitrila i njegovog enantiomera, i 2-[5-kloro-3-(trifluorometil)-1H-pirazol-1-il]-1-[4-[4-[(5R)-4,5-dihidro-5-metil-5-fenil-3-izoksazolil]-2-tiazolil]-1-piperidinil]etanona i njegovog enantiomera.
6. Tvar iz bilo kojeg od patentnih zahtjeva 1 do 5 koja je 1-[4-[4-[(5R)-5-(2,6-difluorofenil)-4,5-dihidro-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanon i njegov enentiomer.
7. Metoda za suzbijanje bolesti biljaka uzrokovanih Oomycota gljivičnim biljnim patogenima obuhvaća primjenu na biljku ili njen dio, ili na biljno sjeme, fungicidne učinkovite količine tvari odabrane iz grupe koja se sastoji od tvari iz bilo kojeg od patentnih zahtjeva 1 do 6.
8. Fungicidni sastav obuhvaća (1) fungicidnu učinkovitu količinu tvari odabrane iz grupe koja se sastoji od tvari iz bilo kojeg od patentnih zahtjeva 1 do 6; i (2) najmanje jedne dodatne sastavnice odabrane iz grupe koja se sastoji od surfaktanata, krutih diluenata i tekućih diluenata.
9. Fungicidni sastav obuhvaća (1) tvar odabranu iz grupe koja se sastoji od tvari iz bilo kojeg od patentnih zahtjeva 1 do 6; i (2) najmanje jednog dodatnog fungicida.
10. Tvar iz patentnog zahtjeva 9 pri čemu je najmanje jedan fungicid odabran između acibenzolara, aldimorfa, amisulbroma, anilazina, azakonazola, azoksistrobina, benalaksila, benodanila, benomila, bentijavalikarba, bentijavalikarb-izopropila, binapakrila, bifenila, bitertanola, biksafena, blasticidina-S, Bordeaux smjese (tribazični bakreni sulfat), boskalid/nikobifena, bromukonazola, bupirimata, butiobata, karboksina, karpropamida, kaptafola, kaptana, karbendazima, kloroneba, klorotalonila, 5-koro-6-(2,4,6-trifluorofenil)-7-(4-metilpiperidin-1-il)[1,2,4]triazolo[1,5-a]pirimidina, klozolinata, klotrimazola, bakrenog oksiklorida, bakrenih soli kao što je bakreni sulfat i bakreni hidroksid, ciazofamida, ciflufenamida, cimoksanila, ciprokonazola, ciprodinila, diklofluanida, diklocimeta, diklomezina, diklorana, dietofenkarba, difenokonazola, diflumetorima, dimetirimola, N-[2-(1,3-dimetilbutil)fenil]-5-fluoro-1,3-dimetil-1H-pirazol-4-karboksamida, dimetomorfa, dimoksistrobina, dinikonazola, dinikonazola-M, dinokapa, diskostrobina, ditijanona, dodemorfa, dodina, ekonazola, edifenfosa, enestroburina, epoksikonazola, etakonazola, etaboksama, etirimola, etridiazola, famoksadona, fenamidona, fenarimola, fenbukonazola, fenkaramida, fenfurama, fenheksamidae, fenoksanila, fenpiklonila, fenpropidina, fenpropimorfa, fentin acetata, fentin klorida, fentin hidroksida, ferbama, ferfurazoata, ferimzona, fluazinama, fludioksonila, flumetovera, flumorfa, fluopikolida, fluopirama, fluoksastrobina, flukinkonazola, flukinkonazola, flusilazola, flusulfamida, flutolanila, flutriafola, folpeta, fosetil-aluminija, fuberidazola, furalaksila, furametapira, heksakonazola, himeksazola, guzatina, imazalila, imibenkonazola, iminoktadina, jodikarba, ipkonazola, iprobenfoa, iprodiona, iprovalikarba, izokonazola, izoprotiolana, izotijanila, kasugamicina, krezoksim-metila, mankozeba, mandipropamida, maneba, mapanipirina, mefenoksama, mepronila, meptildinokapa, metalaksila, metkonazola, metasulfokarba, metirama, metominostrobina, mepanipirima, metirama, metrafenona, mikonazola, miklobutanila, naftifina, neo-asozin (željeznog metanarsonata), nuarimola, oktilinona, ofuraca, orisastrobina, oksadiksila, oksolinske kiseline, okspokonazola, oksikarboksina, oksitetraciklina, paklobutrazola, penkonazola, pencikurona, pentiopirada, perfurazoata, fosfonske kiseline, ftalida, pikobenzamida, pikoksistrobina, piperalina, polioksina, probenazola, prokloraza, procimidona, propamokarba, propamokarb-hidroklorida, propikonazola, propineba, prokinazida, protiokarba, protiokonazola, piraklostrobina, priazofosa, piribenkarba, pirifenoksa, pirimetanila, pirifenoksa, pirolnitrina, pirokilona, kinkonazola, kinoksifena, kintozena, siltiofama, simekonazola, spiroksamina, streptomicina, sulfura, tebukonazola, tekrazena, tekloftalama, teknazena, terbinafina, tetrakonazola, tijabendazola, tifluzamida, tiofanata, tiofanat-metila, tirama, tijadinila, tolklofos-metila, tolifluanida, triadimefona, trijadimenola, triarimola, triazoksida, triciklazola, tridemorfa, triflumizola, trimopramid triciklazola, trifloksistrobina, triforina, tritikonazola, unikonazola, validamicina, vinklozolina, zineba, zirama i zoksamida.
11. Sastav iz patentnog zahtjeva 9 pri čemu najmanje jedan dodatni fungicid uključuje najmanje jednu tvar odabranu iz grupe koja se sastoji od: (1) alkilenbis(ditokarbamat) fungicida; (2) cimoksanila; (3) fenilamidnog fungicida; (4) pirimidinonskog fungicida; (5) klorotalonila; (6) karboksamida koji djeluju na kompleks II fungalnih mitohondrijskih respiratornih transportnih mjesta za elektrone; (7) kinoksifena; (8) metrafenona; (9) ciflufenamida; (10) ciprodenila; (11) tvari na bazi bakra; (12) ftalimidnih fungicida; (13) fosetil-aluminija; (14) benzimidazol fungicida; (15) ciazofamida; (16) fluazinama; (17) iprovalikarba; (18) propamokarba; (19) validomicina; (20) diklorofenil dikarboksimidnih fungicida; (21) zoksamida; (22) fluopikolida; (23) mandipropamida; (24) amida karboksilne kiseline koji djeluju na biosintezu fosfolipida i odlaganje u staničnu membranu; (25) dimetomorfa; (26) inhibitora biosinteze ne-DMI sterola; (27) inhibitora demetilaze u biosintezi sterola; (28) bc1 kompleksa fungicida; i soli tvari navedenih od (1) do (28).
12. Sastav iz bilo kojeg od patentnih zahtjeva 8-11 pri čemu je sastavnica (1) 1-[4-[4-[5-(2,6-difluorofenil)-4,5-dihidro-3-izoksazolil]-2-tiazolil]-1-piperidinil]-2-[5-metil-3-(trifluorometil)-1H-pirazol-1-il]etanon.
HRP20171019TT 2006-07-27 2017-07-04 1-(acetil)-piperidin i 1-(acetil)-piperazin derivati kao fungicidi za uporabu u zaštiti bilja HRP20171019T1 (hr)

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ES2637336T3 (es) 2017-10-11
HUS2000021I1 (hu) 2020-07-28
MX337779B (es) 2016-03-18
CN104774201A (zh) 2015-07-15
CN106986866B (zh) 2020-03-03
WO2008013925A3 (en) 2008-04-03
PL3239145T3 (pl) 2019-09-30
EP2712616A1 (en) 2014-04-02
GT200900017A (es) 2011-09-06
EP2049111B1 (en) 2017-05-24

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