AR093396A1 - Derivados de dihidrotiofeno como compuestos insecticidas - Google Patents

Derivados de dihidrotiofeno como compuestos insecticidas

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AR093396A1
AR093396A1 ARP130104083A ARP130104083A AR093396A1 AR 093396 A1 AR093396 A1 AR 093396A1 AR P130104083 A ARP130104083 A AR P130104083A AR P130104083 A ARP130104083 A AR P130104083A AR 093396 A1 AR093396 A1 AR 093396A1
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Argentina
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alkyl
substituted
alkylene
aryl
heterocyclyl
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ARP130104083A
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Syngenta Participations Ag
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/10Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/10Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/20Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom three- or four-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/80Biocides, 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/24Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/30Hetero atoms other than halogen
    • C07D333/32Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D333/40Thiophene-2-carboxylic acid
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/46Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom
    • C07D333/48Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings substituted on the ring sulfur atom by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/10Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02Heterocyclic 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
    • C07D413/12Heterocyclic 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Peptides Or Proteins (AREA)

Abstract

La presente también proporciona métodos para controlar insectos, acáridos, nematodos o moluscos, que comprenden aplicar a una plaga, al emplazamiento de una plaga o a una planta susceptible de ser atacada por una plaga un cantidad eficaz como insecticida, acaricida, nematicida o molusquicida de un compuesto de fórmula (1). Reivindicación 1: Un compuesto de fórmula (1), donde Q es un resto de fórmula (2) ó (3) donde P es el resto de fórmula (4), heterociclilo o heterociclilo sustituido con de uno a cinco Z; Y¹, Y², Y³ e Y⁴ son independientemente unos de otros C-H, C-R⁵ o nitrógeno; G¹ es oxígeno o azufre; R¹ es hidrógeno, alquilo C₁₋₈, alcoxi C₁₋₈-, (alquil C₁₋₈)carbonil- o (alcoxi C₁₋₈)carbonil-; R² es alquilo C₁₋₈ o alquilo C₁₋₈ sustituido con de uno a cinco R⁶, alquenilo C₂₋₈ o alquenilo C₂₋₈ sustituido con de uno a cinco R⁶, alquinilo C₂₋₈ o alquinilo C₂₋₈ sustituido con de uno a cinco R⁶, cicloalquilo C₃₋₁₀ o cicloalquilo C₃₋₁₀ sustituido con de uno a cinco R⁷, (cicloalquil C₃₋₁₀)-(alquileno C₁₋₄) o (cicloalquil C₃₋₁₀)-(alquileno C₁₋₄) sustituido con de uno a cinco R⁷, cicloalquenilo C₃₋₁₀ o cicloalquenilo C₃₋₁₀ sustituido con de uno a cinco R⁷, (cicloalquenil C₃₋₁₀)-(alquileno C₁₋₄) o (cicloalquenil C₃₋₁₀)-(alquileno C₁₋₄) sustituido con de uno a cinco R⁷, aril-(alquilen C₁₋₄)- o aril-(alquilen C₁₋₄)- donde el resto arilo está sustituido con de uno a cinco R⁸, heterociclil-(alquilen C₁₋₄)- o heterociclil-(alquilen C₁₋₄)- donde el resto heterociclilo está sustituido con de uno a cinco R⁸, aril-N(R²⁰)- o aril-N(R²⁰)- donde el resto arilo está sustituido con de uno a cinco R⁸, heterociclil-N(R²⁰)- o heterociclil-N(R²⁰)- donde el resto heterociclilo está sustituido con de uno a cinco R⁸, arilo o arilo sustituido con de uno a cinco R⁸, heterociclilo o heterociclilo sustituido con de uno a cinco R⁸, (alquil C₁₋₈)aminocarbonil-(alquileno C₁₋₄), (haloalquil C₁₋₈) aminocarbonil-(alquileno C₁₋₄), (cicloalquil C₃₋₈)-aminocarbonil-(alquileno C₁₋₄), (alquil C₁₋₈)aminocarbonil-, (haloalquil C₁₋₈)aminocarbonilo, (cicloalquil C₃₋₈)-aminocarbonilo, (alquil C₁₋₆)-O-N=CH-, (haloalquil C₁₋₆)-O-N=CH-, y donde un resto alquileno que actúe como puente puede incluir una unidad -C(R²¹)(R²²)- como miembro del puente; o R¹ y R² representan conjuntamente el grupo de fórmula (5); G² es O(R¹³), N(R¹⁴)(R¹⁵) o S(R¹⁶); G³ es N(R¹⁷)(R¹⁸) o S(R¹⁹); X⁴ es haloalquilo C₁₋₈; R⁴ es arilo o arilo sustituido con de uno a cinco R⁹, o heteroarilo o heteroarilo sustituido con de uno a cinco R⁹; cada R⁵ es independientemente halógeno, ciano, nitro, alquilo C₁₋₈, haloalquilo C₁₋₈, alquenilo C₁₋₈, haloalquenilo C₁₋₈, alquinilo C₁₋₈, haloalquinilo C₁₋₈, cicloalquilo C₃₋₁₀, (alcoxi C₁₋₈)-, (haloalcoxi C₁₋₈)-, (alquil C₁₋₈)tio-, (haloalquil C₁₋₈)tio-, (alquil C₁₋₈)sulfinil-, (haloalquil C₁₋₈)sulfinil-, (alquil C₁₋₈)sulfonil- o (haloalquil C₁₋₈)sulfonil-; o dos grupos R⁵ en átomos de carbono adyacentes forman conjuntamente un puente -CH=CH-CH=CH-; cada R⁶ es independientemente halógeno, ciano, nitro, hidroxi, amino, alquilamino C₁₋₈, (alquil C₁₋₈)₂amino, (alquil C₁₋₈)carbonilamino, (haloalquil C₁₋₈)carbonilamino, (alcoxi C₁₋₈)-, (haloalcoxi C₁₋₈)-, ariloxi o ariloxi sustituido con de uno a cinco R¹⁰, ariloxi-(alquileno C₁₋₄) o ariloxi-(alquileno C₁₋₄) donde el resto arilo está sustituido con de uno a cinco R¹⁰, (alquil C₁₋₈)carbonil-, (alcoxi C₁₋₈)carbonil-, mercapto, (alquil C₁₋₈)tio-, (haloalquil C₁₋₈)tio-, (alquil C₁₋₈)sulfinil-, (haloalquil C₁₋₈)sulfinil-, (alquil C₁₋₈)sulfonil-, (haloalquil C₁₋₈)sulfonil-, aril-(alquiltio C₁₋₄) o aril-(alquiltio C₁₋₄) donde el resto arilo está sustituido con de uno a cinco R¹⁰; cada R⁷ es independientemente halógeno, ciano, alquilo C₁₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, (alquil C₁₋₈)-O-N=, (haloalquil C₁₋₈)-O-N=; alcoxi C₁₋₈, (alcoxi C₁₋₄)-(alquilo C₁₋₄), (alcoxi C₁₋₈)carbonilo; cada R⁸ es independientemente halógeno, ciano, nitro, oxo, alquilo C₁₋₈, haloalquilo C₁₋₈, cianoalquilo C₁₋₈, alquenilo C₂₋₈, haloalquenilo C₂₋₈, alquinilo C₂₋₈, haloalquinilo C₂₋₈, cicloalquilo C₃₋₁₀, (cicloalquil C₃₋₁₀)-(alquileno C₁₋₄), hidroxi, (alcoxi C₁₋₈)-, (haloalcoxi C₁₋₈)-, mercapto, (alquil C₁₋₈)tio-, (haloalquil C₁₋₈)tio-, (alquil C₁₋₈)sulfinil-, (haloalquil C₁₋₈)sulfinil-, (alquil C₁₋₈)sulfonil-, (haloalquil C₁₋₈)sulfonil-, (alquil C₁₋₈)aminosulfonilo, (alquil C₁₋₈)₂aminosulfonil-, (alquil C₁₋₈)carbonil-, (alcoxi C₁₋₈)carbonil-, arilo o arilo sustituido con de uno a cinco R¹⁰, heterociclilo o heterociclilo sustituido con de uno a cinco R¹⁰, aril-(alquileno C₁₋₄) o aril-(alquileno C₁₋₄) donde el resto arilo está sustituido con de uno a cinco R¹⁰, heterociclil(alquileno C₁₋₄) o heterociclil-(alquileno C₁₋₄) donde el resto heterociclilo está sustituido con de uno a cinco R¹⁰, ariloxi o ariloxi sustituido con de uno a cinco R¹⁰, ariloxi-(alquileno C₁₋₄) o ariloxi-(alquileno C₁₋₄) donde el resto arilo está sustituido con de uno a cinco R¹⁰; cada R⁹ es independientemente halógeno, ciano, nitro, alquilo C₁₋₈, haloalquilo C₁₋₈, alquenilo C₂₋₈, haloalquenilo C₂₋₈, alquinilo C₂₋₈, haloalquinilo C₂₋₈, hidroxi, (alcoxi C₁₋₈)-, (haloalcoxi C₁₋₈)-, mercapto, (alquil C₁₋₈)tio-, (haloalquil C₁₋₈)tio-, (alquil C₁₋₈)sulfinil-, (haloalquil C₁₋₈)sulfinil-, (alquil C₁₋₈)sulfonil-, (haloalquil C₁₋₈)sulfonil-, (alquil C₁₋₈)carbonil-, (alcoxi C₁₋₈)carbonil-, arilo o arilo sustituido con de uno a cinco R¹⁰, o heterociclilo o heterociclilo sustituido con de uno a cinco R¹⁰; cada R¹⁰ es independientemente halógeno, ciano, nitro, alquilo C₁₋₄, haloalquilo C₁₋₄, (alcoxi C₁₋₄)- o (haloalcoxi C₁₋₄)-; cada Z es independientemente halógeno, alquilo C₁₋₁₂ o alquilo C₁₋₁₂ sustituido con de uno a cinco R⁶, nitro, alcoxi C₁₋₁₂ o alcoxi C₁₋₁₂ sustituido con de uno a cinco R⁶, ciano, (alquil C₁₋₁₂)sulfinilo, (alquil C₁₋₁₂)sulfonilo, (haloalquil C₁₋₁₂)sulfinilo, (haloalquil C₁₋₁₂)sulfonilo, hidroxilo o tiol; R¹³, R¹⁶ y R¹⁹ son independientemente alquilo C₁₋₄; R¹⁴, R¹⁵, R¹⁷ y R¹⁸ son independientemente hidrógeno o alquilo C₁₋₄; R²⁰ es hidrógeno o alquilo C₁₋₄; cada R²¹ y R²² es independientemente halógeno o alquilo C₁₋₄, o pueden formar conjuntamente un puente alquileno C₃₋₄; n es 0, 1 ó 2; o una de sus sales o N-óxidos.
ARP130104083A 2012-11-09 2013-11-07 Derivados de dihidrotiofeno como compuestos insecticidas AR093396A1 (es)

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US10517294B2 (en) 2019-12-31
WO2014072480A1 (en) 2014-05-15

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