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HRP20180038T1 - Halogen-supstituirani derivati pirazola kao pesticidi - Google Patents

Halogen-supstituirani derivati pirazola kao pesticidi Download PDF

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Publication number
HRP20180038T1
HRP20180038T1 HRP20180038TT HRP20180038T HRP20180038T1 HR P20180038 T1 HRP20180038 T1 HR P20180038T1 HR P20180038T T HRP20180038T T HR P20180038TT HR P20180038 T HRP20180038 T HR P20180038T HR P20180038 T1 HRP20180038 T1 HR P20180038T1
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Croatia
Prior art keywords
methyl
ethyl
ylmethyl
butyl
alkyl
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HRP20180038TT
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Inventor
Michael Maue
Kerstin Ilg
Anne DÈCOR
Thomas Bretschneider
Julia Johanna Hahn
Werner Hallenbach
Reiner Fischer
Hans-Georg Schwarz
Ulrich Görgens
Klaus Raming
Johannes KÖBBERLING
Walter Hübsch
Andreas Turberg
Niels Lindner
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Bayer Cropscience Ag
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Publication of HRP20180038T1 publication Critical patent/HRP20180038T1/hr

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    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D401/12—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 chain containing hetero atoms as chain links
    • 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
    • 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
    • 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
    • A01N43/60—1,4-Diazines; Hydrogenated 1,4-diazines
    • 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
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero 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
    • A01N43/72—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
    • 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
    • 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
    • A01N43/72—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
    • A01N43/82—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 three ring hetero atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/14—Ectoparasiticides, e.g. scabicides
    • 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
    • C07D231/14—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 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
    • 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
    • C07D231/14—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 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
    • C07D231/18—One oxygen or sulfur atom
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D401/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07—ORGANIC CHEMISTRY
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    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
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    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings

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  • Organic Chemistry (AREA)
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  • General Health & Medical Sciences (AREA)
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  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Claims (12)

1. Spojevi s općom formulom (I), [image] u kojoj R1 predstavlja vodik ili predstavlja C1-C6-alkil, C2-C6-alkenil, C3-C6-alkinil, C3-C7-cikloalkil, C3-C7-cikloalkil-C1-C3-alkil, C1-C6-alkilkarbonil, C1-C6-alkoksikarbonil, aril- (C1-C3)-alkil, heteroaril-(C1-C3)-alkil koji su proizvoljno mono- ili polisupstituirani međusobno neovisno s halogenom, cijano, alkoksi i alkoksikarbonilom, te kemijske skupine A1 predstavlja CR2 ili dušik, A2 predstavlja CR3 ili dušik, A3 predstavlja CR4 ili dušik i A4 predstavlja CR5 ili dušik, ali gdje ne više od tri kemijske skupine A1 do A4 istovremeno predstavljaju dušik; R2, R3, R4 i R5 međusobno neovisno predstavljaju vodik, halogen, cijano, nitro, proizvoljno supstituiran C1-C6-alkil, C3-C6-cikloalkil, C1-C6-alkoksi, N-C1-C6-alkoksi-imino-C1-C3-alkil, C1-C6-alkilsulfanil, C1-C6-alkilsulfinil, C1-C6-alkilsulfonil, N-C1-C6-alkilamino ili N,N-di-C1-C6-alkilamino; W predstavlja kisik ili sumpor; Q predstavlja vodik, hidroksi, formil ili jednu od skupina C1-C6-alkil, C3-C6-alkenil, C3-C6-alkinil, C3-C6-cikloalkil, C1-C5-heterocikloalkil, C1-C4-alkoksi, C1-C6-alkil-C3-C6-cikloalkil, C3-C6-cikloalkil-C1-C6-alkil, C1-C6-hidroksialkil, aril-(C1-C3)-alkil, heteroaril-(C1-C3)-alkil, N-C1-C4-alkilamino, N-C1-C4-alkilkarbonilamino ili N,N-di-C1-C4-alkilamino koje su proizvoljno mono- ili polisupstituirane neovisno jedna od druge s hidroksi, nitro, amino, halogenom, alkoksi, cijano, hidroksikarbonilom, alkoksikarbonilom, alkilkarbamoilom, cikloalkilkarbamoilom, fenil; ili Q predstavlja aril supstituiran sa 0 - 4 supstituenata V ili 5- ili 6-člani heteroaromatski spoj supstituiran sa 0 - 4 supstituenata V, gdje V međusobno neovisno predstavlja halogen, cijano, nitro, proizvoljno supstituiran C1-C6-alkil, C1-C4-alkenil, C1-C4-alkinil, C3-C6-cikloalkil, C1-C6-alkoksi, N-C1-C6-alkoksi-imino-C1-C3-alkil, C1-C6-alkilsulfanil, C1-C6-alkilsulfinil, C1-C6-alkilsulfonil, N,N-di-(C1-C6-alkil) amino; T predstavlja jedan od 5-članih heteroaromatika T1-T7 koji su navedeni ispod, gdje je veza na glavnu skupinu pirazola označena sa zvjezdicom, [image] [image] gdje R6 međusobno neovisno predstavljaju halogen, cijano, nitro, amino ili proizvoljno halogen-supstituiran C1-C6-alkil, C1-C6-alkiloksi, C1-C6-alkilkarbonil, C1-C6-alkilsulfanil, C1-C6-alkilsulfinil, C1-C6-alkilsulfonil, i n predstavlja vrijednost 0-1; Z1 predstavlja proizvoljno supstituiran C1-C6-alkil, C3-C6-cikloalkil, i Z2 predstavlja vodik, halogen, cijano, nitro, amino ili proizvoljno supstituiran C1-C6-alkil, C1-C6-alkilkarbonil, C1-C6-alkilsulfanil, C1-C6-alkilsulfinil, C1-C6-alkilsulfonil, i Z3 predstavlja vodik ili proizvoljno supstituiran C1-C6-alkil, C3-C6-cikloalkil, C1-C4-alkenil, C1-C4-alkinil, aril i hetaril.
2. Spojevi prema zahtjevu 1 naznačeni time da R1 predstavlja vodik, metil, etil, n-propil, izopropil, n-butil, izobutil, s-butil, t-butil, metoksimetil, etoksimetil, propoksimetil, metilkarbonil, etilkarbonil, n-propilkarbonil, izopropilkarbonil, s-butilkarbonil, t-butilkarbonil, metoksikarbonil, etoksikarbonil, n-propoksikarbonil, izopropoksikarbonil, s-butoksikarbonil, t-butoksikarbonil, cijanometil, 2-cijanoetil, benzil, 4-metoksibenzil, pirid-2-ilmetil, pirid-3-ilmetil, pirid-4-ilmetil, 4-kloropirid-3-ilmetil; kemijske skupine A1 predstavlja CR2 ili dušik, A2 predstavlja CR3 ili dušik, A3 predstavlja CR4 ili dušik i A4 predstavlja CR5 ili dušik, ali gdje ne više od tri kemijske skupine A1 do A4 istovremeno predstavljaju dušik; R2 i R5 međusobno neovisno predstavljaju vodik, metil, fluor ili klor i R3 i R4 međusobno neovisno predstavljaju vodik, fluor, klor, brom, jod, cijano, nitro, metil, etil, fluorometil, difluorometil, klorodifluorometil, trifluorometil, 2,2,2-trifluoroetil, metoksi, etoksi, n-propoksi, 1-metiletoksi, fluorometoksi, difluorometoksi, klorodifluorometoksi, diklorofluorometoksi, trifluorometoksi, 2,2,2-trifluoroetoksi, 2-kloro-2,2-difluoroetoksi, pentafluoroetoksi, N-metoksiiminometil, 1-(N-metoksiimino)etil, metilsulfanil, trifluorometilsulfanil, metilsulfonil, metilsulfinil, trifluorometilsulfonil, trifluorometilsulfinil; W predstavlja kisik ili sumpor; Q predstavlja vodik, metil, etil, n-propil, 1-metiletil, 1,1-dimetiletil, 1-metilpropil, n-butil, 2-metilpropil, 2-metilbutil, hidroksietil, 2-hidroksipropil, cijanometil, 2-cijanoetil, 2-fluoroetil, 2,2-difluoroetil, 2,2,2-trifluoroetil, 1-trifluorometiletil, 2,2-difluoropropil, 3,3,3-trifluoropropil, 2,2-dimetil-3-fluoropropil, ciklopropil, 1-cijanociklopropil, 1-metoksikarbonilciklopropil, 1-(N-metilkarbamoil)ciklopropil, 1-(N-ciklopropilkarbamoil)ciklopropil, ciklopropilmetil, ciklobutil, ciklopentil, cikloheksil, 1-ciklopropiletil, bis(ciklopropil)metil, 2,2-dimetilciklopropilmetil, 2-fenilciklopropil, 2,2-diklorociklopropil, trans-2-klorociklopropil, cis-2-klorociklopropil, 2,2-difluorociklopropil, trans-2-fluorociklopropil, cis-2-fluorociklopropil, trans-4-hidroksicikloheksil, 4-trifluorometilcikloheksil, prop-2-enil, 2-metilprop-2-enil, prop-2-inil, 1,1-dimetilbut-2-inil, 3-kloroprop-2-enil, 3,3-dikloroprop-2-enil, 3,3-dikloro-1,1-dimetilprop-2-enil, fenil, 2-klorofenil, 3-klorofenil, 4-klorofenil, oksetan-3-il, tietan-3-il, 1-oksidotietan-3-il, 1,1-dioksidotietan-3-il, izoksazol-3-ilmetil, 1,2,4-triazol-3-ilmetil, 3-metiloksetan-3-ilmetil, benzil, 2,6-difluorofenilmetil, 3-fluorofenilmetil, 2-fluorofenilmetil, 2,5-difluorofenilmetil, 1-feniletil, 4-klorofeniletil, 2-trifluorometilfeniletil, 1-piridin-2-iletil, piridin-2-ilmetil, 5-fluoropiridin-2-ilmetil, (6-kloropiridin-3-il)metil, pirimidin-2-ilmetil, metoksi, 2-etoksietil, 2-(metilsulfanil)etil, 1-metil-2-(etilsulfanil)etil, 2-metil-1-(metilsulfanil)propan-2-il, metoksikarbonil, metoksikarbonilmetil, NH2, N-etilamino, N-alilamino, N,N-dimetilamino, N,N-dietilamino; ili Q predstavlja fenil, naftil, piridazin, pirazin, pirimidin, triazin, piridin, pirazol, tiazol, izotiazol, oksazol, izoksazol, triazol, imidazol, furan, tiofen, pirol, oksadiazol, tiadiazol supstituiran sa 0 - 4 supstituenata V, gdje V međusobno neovisno predstavlja fluor, klor, brom, jod, cijano, nitro, metil, etil, difluorometil, triklorometil, klorodifluorometil, diklorofluorometil, trifluorometil, 1-fluoroetil, 2-fluoroetil, 2,2-difluoroetil, 2,2,2-trifluoroetil, 1,2,2,2-tetrafluoroetil, 1-kloro-1,2,2,2-tetrafluoroetil, 2,2,2-trikloroetil, 2-kloro-2,2-difluoroetil, 1,1-difluoroetil, pentafluoroetil, pentafluoro-tert-butil, heptafluoro-n-propil, heptafluoroizopropil, nonafluoro-n-butil, ciklopropil, ciklobutil, metoksi, etoksi, n-propoksi, 1-metiletoksi, fluorometoksi, difluorometoksi, klorodifluorometoksi, diklorofluorometoksi, trifluorometoksi, 2,2,2-trifluoroetoksi, 2-kloro-2,2-difluoroetoksi, pentafluoroetoksi, N-metoksiiminometil, 1-(N-metoksiimino)etil, metilsulfanil, metilsulfonil, metilsulfinil, trifluorometilsulfonil, trifluorometilsulfinil, trifluorometilsulfanil, N,N-dimetilamino; T predstavlja jedan od 5-članih heteroaromatika T1-T7 koji su navedeni ispod, gdje je veza na glavnu skupinu pirazola označena sa zvjezdicom, [image] [image] gdje R6 međusobno neovisno predstavljaju halogen, cijano, nitro, amino, metil, etil, 1-metiletil, tert-butil, trifluorometil, difluorometil, metoksi, etoksi, trifluorometoksi, 2,2-difluoroetoksi, 2,2,2-trifluoroetoksi, metilkarbonil, etilkarbonil, trifluorometilkarbonil, metilsulfanil, metilsulfinil, metilsulfonil, trifluorometilsulfonil, trifluorometilsulfanil, trifluorometilsulfinil, i n predstavlja vrijednosti 0-1; Z1 predstavlja metil, etil, 1,1-dimetiletil, difluorometil, triklorometil, klorodifluorometil, diklorofluorometil, trifluorometil, bromodiklorometil, 1-fluoroetil, 1-fluoro-1-metiletil, 2-fluoroetil, 2,2-difluoroetil, 2,2,2-trifluoroetil, 1,2,2,2-tetrafluoroetil, 1-kloro-1,2,2,2-tetrafluoroetil, 2,2,2-trikloroetil, 2-kloro-2,2-difluoroetil, 1,1-difluoroetil, pentafluoroetil, pentafluoro-tert-butil, heptafluoro-n-propil, heptafluoroizopropil, nonafluoro-n-butil, ciklopropil, 1-klorociklopropil, 1-fluorociklopropil, 1-bromociklopropil, 1-cijanociklopropil, 1-trifluorometilciklopropil, ciklobutil i 2,2-difluoro-1-metilciklopropil, i Z2 predstavlja vodik, halogen, cijano, nitro, amino, metil, etil, 1,1-dimetiletil, difluorometil, triklorometil, klorodifluorometil, diklorofluorometil, trifluorometil, bromodiklorometil, 1-fluoroetil, 1-fluoro-1-metiletil, 2-fluoroetil, 2,2-difluoroetil, 2,2,2-trifluoroetil, 1,2,2,2-tetrafluoretil, 1-kloro-1,2,2,2-tetrafluoroetil, 2,2,2-trikloroetil, 2-kloro-2,2-difluoroetil, 1,1-difluoroetil, pentafluoroetil, pentafluoro-tert-butil, heptafluoro-n-propil, heptafluoroizopropil, nonafluoro-n-butil, metilsulfanil, metilsulfinil, metilsulfonil, etiltio, etilsulfinil, etilsulfonil, trifluorometilsulfanil, trifluorometilsulfinil, trifluorometilsulfonil, klorodifluorometilsulfanil, klorodifluorometilsulfinil, klorodifluorometilsulfonil, diklorofluorometilsulfanil, diklorofluorometilsulfinil, diklorofluorometilsulfonil i Z3 predstavlja vodik, metil, etil, n-propil, izopropil, n-butil, izobutil, s-butil, t-butil, etenil, 1-propenil, 2-propenil, 1-propinil, 1-butinil, difluorometil, triklorometil, klorodifluorometil, diklorofluorometil, trifluorometil, 1-fluoroetil, 1-fluoro-1-metiletil, 2-fluoroetil, 2,2-difluoroetil, 2,2,2-trifluoroetil, fenil, 2-klorofenil, 3-klorofenil, 4-klorofenil, 2,5-diklorofenil, 3,4-diklorofenil, 2,6-diklorofenil 2,6-dikloro-4-trifluorometilfenil, 3-kloro-5-trifluorometilpiridin-2-il.
3. Spojevi prema zahtjevu 1 ili 2 naznačeni time da Z1 predstavlja trifluorometil, 1-klorociklopropil, 1-fluorociklopropil ili pentafluoroetil, Z2 predstavlja trifluorometil, nitro, metilsulfanil, metilsulfinil, metilsulfonil, fluor, klor, brom, cijano ili jod, Z3 predstavlja metil, etil, n-propil ili vodik, R1 predstavlja vodik, metil, etil, n-propil, izopropil, n-butil, izobutil, s-butil, t-butil, metoksimetil, etoksimetil, propoksimetil, metilkarbonil, etilkarbonil, n-propilkarbonil, izopropilkarbonil, s-butilkarbonil, t-butilkarbonil, metoksikarbonil, etoksikarbonil, n-propoksikarbonil, izopropoksikarbonil, s-butoksikarbonil, t-butoksikarbonil, cijanometil, 2-cijanoetil, benzil, 4-metoksibenzil, pirid-2-ilmetil, pirid-3-ilmetil, pirid-4-ilmetil, 4-kloropirid-3-ilmetil, A1 i A4 svaki predstavljaju CH, A2 predstavlja CH ili N, A3 predstavlja CR4 i R4 predstavlja metil, etil, fluor, klor, brom ili jod, T predstavlja jedan od 5-članih heteroaromatika T1-T7 koji su navedeni ispod, gdje je veza na glavnu skupinu pirazola označena sa zvjezdicom, [image] [image] gdje R6 predstavlja vodik, metil, etil, 2-metiletil, 2,2-dimetiletil, fluor, klor, brom, jod, nitro, trifluorometil, amino W predstavlja kisik i Q predstavlja vodik, metil, etil, n-propil, 1-metiletil, 1,1-dimetiletil, n-butil, 1-metilpropil, 2-metilpropil, 2-metilbutil, hidroksietil, 2-hidroksipropil, cijanometil, 2-cijanoetil, 2-fluoroetil, 2,2-difluoroetil, 2,2,2-trifluoroetil, 1-trifluorometiletil, 2,2-difluoropropil, 3,3,3-trifluoropropil, 2,2-dimetil-3-fluoropropil, ciklopropil, 1-cijanociklopropil, 1-metoksikarbonilciklopropil, 1-(N-metilkarbamoil)ciklopropil, 1-(N-ciklopropilkarbamoil)ciklopropil, ciklopropilmetil, ciklobutil, ciklopentil, cikloheksil, 1-ciklopropiletil, bis(ciklopropil)metil, 2,2-dimetilciklopropilmetil, 2-fenilciklopropil, 2,2-diklorociklopropil, trans-2-klorociklopropil, cis-2-klorociklopropil, 2,2-difluorociklopropil, trans-2-fluorociklopropil, cis-2-fluorociklopropil, trans-4-hidroksicikloheksil, 4-trifluorometilcikloheksil, prop-2-enil, 2-metilprop-2-enil, prop-2-inil, 1,1-dimetilbut-2-inil, 3-kloroprop-2-enil, 3,3-dikloroprop-2-enil, 3,3-dikloro-1,1-dimetilprop-2-enil, fenil, 2-klorofenil, 3-klorofenil, 4-klorofenil, oksetan-3-il, tietan-3-il, 1-oksidotietan-3-il, 1,1-dioksidotietan-3-il, izoksazol-3-ilmetil, 1,2,4-triazol-3-ilmetil, 3-metiloksetan-3-ilmetil, benzil, 2,6-difluorofenilmetil, 3-fluorofenilmetil, 2-fluorofenilmetil, 2,5-difluorofenilmetil, 1-feniletil, 4-klorofeniletil, 2-trifluormetilfeniletil, 1-piridin-2-iletil, piridin-2-ilmetil, (6-kloropiridin-3-il)metil, 5-fluoropiridin-2-ilmetil, pirimidin-2-ilmetil, metoksi, 2-etoksietil, 2-(metilsulfanil)etil, 1-metil-2-(etilsulfanil)etil, 2-metil-1-(metilsulfanil)propan-2-il, metoksikarbonil, metoksikarbonilmetil, NH2, N-etilamino, N-alilamino, N,N-dimetilamino, N,N-dietilamino; ili Q predstavlja fenil, naftil, piridazin, pirazin, pirimidin, triazin, piridin, pirazol, tiazol, izotiazol, oksazol, izoksazol, triazol, imidazol, furan, tiofen, pirol, oksadiazol, tiadiazol supstituiran sa 0 - 4 supstituenata V, gdje V međusobno neovisno predstavlja fluor, klor, brom, jod, cijano, nitro, metil, etil, difluorometil, triklorometil, klorodifluorometil, diklorofluorometil, trifluorometil, 1-fluoroetil, 2-fluoroetil, 2,2-difluoroetil, 2,2,2-trifluoroetil, 1,2,2,2-tetrafluoroetil, 1-kloro-1,2,2,2-tetrafluoroetil, 2,2,2-trikloroetil, 2-kloro-2,2-difluoroetil, 1,1-difluoroetil, pentafluoroetil, pentafluoro-tert-butil, heptafluoro-n-propil, heptafluoroizopropil, nonafluoro-n-butil, ciklopropil, ciklobutil, metoksi, etoksi, n-propoksi, 1-metiletoksi, fluorometoksi, difluorometoksi, klorodifluorometoksi, diklorofluorometoksi, trifluorometoksi, 2,2,2-trifluoroetoksi, 2-kloro-2,2-difluoroetoksi, pentafluoroetoksi, N-metoksiiminometil, 1-(N-metoksiimino)etil, metilsulfanil, metilsulfonil, metilsulfinil, trifluorometilsulfonil, trifluorometilsulfinil, trifluorometilsulfanil, N,N-dimetilamino.
4. Spojevi prema zahtjevu 1 prema općoj formuli I (c) [image] naznačeni time da su radikali A1, A2, A3, A4, Q, R1, R6, W, Z1, Z2 i Z3 definirani kao u bilo kojem od zahtjeva 1 do 3.
5. Uporaba spojeva s općom formulom (I) prema bilo kojem od zahtjeva 1 do 4 naznačena time da je za kontrolu insekata, arahnida i nematoda, pri čemu je isključen kirurški, terapeutski i dijagnostički tretman ljudskog ili životinjskog tijela.
6. Farmaceutski pripravci naznačeni time da sadrže barem jedan spoj prema bilo kojem od zahtjeva 1 do 4.
7. Spojevi prema bilo kojem od zahtjeva 1 do 4 naznačeni time da su za uporabu kao lijekovi.
8. Uporaba spojeva prema bilo kojem od zahtjeva 1 do 4 naznačena time da je za pripremanje farmaceutskih pripravaka za kontrolu parazita na životinjama.
9. Postupak za pripremanje pripravaka za zaštitu usjeva naznačen time da sadrži spojeve prema bilo kojem od zahtjeva 1 do 4 i uobičajene ekstendere i/ili surfaktante.
10. Postupak za kontrolu štetočina, naznačen time da se spoj prema bilo kojem od zahtjeva 1 do 4 ostavlja da djeluje na štetočine i/ili njihovo stanište, pri čemu je isključen kirurški, terapeutski i dijagnostički tretman ljudskog ili životinjskog tijela.
11. Uporaba spojeva prema bilo kojem od zahtjeva 1 do 4 naznačena time da je za zaštitu materijala za uzgoj biljaka.
12. Spoj 4-bromo-2'-metil-4'-(metilsulfinil)-5'-(trifluorometil)-2'H-1,3'-bipirazol.
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