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AR117156A1 - Compuestos meta-diamida para controlar plagas de invertebrados - Google Patents

Compuestos meta-diamida para controlar plagas de invertebrados

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Publication number
AR117156A1
AR117156A1 ARP190103435A ARP190103435A AR117156A1 AR 117156 A1 AR117156 A1 AR 117156A1 AR P190103435 A ARP190103435 A AR P190103435A AR P190103435 A ARP190103435 A AR P190103435A AR 117156 A1 AR117156 A1 AR 117156A1
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Argentina
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alkyl
cycloalkyl
unsubstituted
substituted
haloalkyl
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ARP190103435A
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Andrew Jon Deangelis
Rachel Slack
Jr Thomas Francis Pahutski
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Fmc Corp
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C33/00—Unsaturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C33/40—Halogenated unsaturated alcohols
    • C07C33/50—Halogenated unsaturated alcohols containing six-membered aromatic rings and other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
    • 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
    • A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives 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
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P15/00—Biocides for specific purposes not provided for in groups A01P1/00 - A01P13/00
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P9/00—Molluscicides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/62—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/26—Radicals substituted by halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic 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
    • C07D333/06—Heterocyclic 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
    • C07D333/12—Radicals substituted by halogen atoms or nitro or nitroso radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Toxicology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Catching Or Destruction (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Se divulga compuestos de la fórmula (1), N-óxidos y sales de ellos, en donde Q, X, Y, A¹, A², L, R¹, R², R³, R⁴, R⁵, R⁶ᵃ, R⁶ᵇ, R⁷ y R⁸ son los definidos en la presente. También se divulgan composiciones que contienen los compuestos de la fórmula (1) y métodos para controlar una plaga de invertebrado que comprende poner en contacto a la plaga de invertebrado o su medio con una cantidad biológicamente efectiva de un compuesto o una composición de la presente. Reivindicación 1: Un compuesto seleccionado de la fórmula (1), N-óxidos y sales de él, en donde R¹ es H, F, Cl, Br, I, CH₃, o CF₃; R² es F, Cl, Br, I, CH₃, o CF₃; R³ y R⁴ son cada uno independientemente H o alquilo C₁₋₃; Q es fenilo, tiofenilo, furanilo, piridinilo o naftalenilo, cada uno no sustituido o sustituido con 1 a 3 R¹⁰; X es O ó S; Y es O ó S; R⁵ es H, C(O)OR¹¹, C(O)NR¹²R¹³, C(O)R¹⁴ o S(O)ₙR¹⁵; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno no sustituido o sustituido con por lo menos un Rˣ; A¹ es CR⁹ᵃ o N; A² es CR⁹ᵇ o N; R⁶ᵃ es H, halógeno, ciano, nitro, C(O)OR¹¹, C(O)NR¹²R¹³, C(O)R¹⁴, NR¹²R¹³, OR¹⁶, S(O)ₙR¹⁵ o SO₂NR¹²R¹³; o alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₇ o cicloalquilalquilo C₄₋₈, cada uno no sustituido o sustituido con por lo menos un Rˣ; R⁶ᵇ es H, halógeno, ciano, nitro, C(O)OR¹¹, C(O)NR¹²R¹³, C(O)R¹⁴, NR¹²R¹³, OR¹⁶, S(O)ₙR¹⁵ o SO₂NR¹²R¹³; o alquilo C₁₋₆, alquenilo C₂₋₆, alquilo C₂₋₆, cicloalquilo C₃₋₇ o cicloalquilalquilo C₄₋₈, cada uno no sustituido o sustituido con por lo menos un Rˣ; L es alquilenilo C₁₋₂, no sustituido o sustituido con 1 ó 2 alquilo C₁₋₃; R⁷ es H, C(O)OR¹¹, C(O)NR¹²R¹³, C(O)R¹⁴ o S(O)ₙR¹⁵; o alquilo C₁₋₆, cicloalquilo C₃₋₆, alquenilo C₂₋₆ o alquinilo C₂₋₆, cada uno no sustituido o sustituido con por lo menos un Rˣ; R⁸ es H, NR¹²R¹³, OR¹⁶, S(O)ₙR¹⁵ o SO₂NR¹²R¹³; o alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₇ o cicloalquilalquilo C₄₋₈, cada uno no sustituido o sustituido con por lo menos un Rˣ; o un fenilo, un anillo aromático heterocíclico de 5 ó 6 miembros o un anillo no aromático heterocíclico de 3 a 7 miembros, cada anillo contiene miembros del anillo seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxígeno, un átomo de azufre y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros del anillo de átomos de carbono se seleccionan independientemente de C(=O) y C(=S) y el miembro del anillo de átomo de azufre se selecciona de S, S(O) o S(O)₂, cada anillo no sustituido o sustituido con por lo menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄ o alcoxicarbonilo C₁₋₄; cada Rˣ es independientemente halógeno, ciano, nitro, hidroxi, alquilo C₁₋₆, haloalquilo C₁₋₆, cicloalquilo C₃₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆, C(O)OR¹¹, C(O)NR¹²R¹³, NR¹²R¹³, C(O)R¹⁴, S(O)ₙR¹⁵ o SO₂NR¹²R¹³; R⁹ᵃ es H, halógeno, ciano, nitro, C(O)OR¹¹, C(O)NR¹²R¹³, C(O)R¹⁴, NR¹²R¹³, OR¹⁶, S(O)ₙR¹⁵ o SO₂NR¹²R¹³; o alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₇ o cicloalquilalquilo C₄₋₈, no sustituido o sustituido con por lo menos un Rˣ; R⁹ᵇ es H, halógeno, ciano, nitro, C(O)OR¹¹, C(O)NR¹²R¹³, C(O)R¹⁴, NR¹²R¹³, OR¹⁶, S(O)ₙR¹⁵ o SO₂NR¹²R¹³; o alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₇ o cicloalquilalquilo C₄₋₈, cada uno no sustituido o sustituido con por lo menos un Rˣ; cada R¹⁰ es independientemente halógeno, ciano, nitro, C(O)OR¹¹, C(O)NR¹²R¹³, C(O)R¹⁴, NR¹²R¹³, OR¹⁶, S(O)ₙR¹⁵ o SO₂NR¹²R¹³; o alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₇ o cicloalquilalquilo C₄₋₈, cada uno no sustituido o sustituido con por lo menos un Rˣ; y cuando dos R¹⁰ están unidos a átomos de carbono adyacentes, dichos dos R¹⁰ se pueden tomar junto con los átomos de carbono a los cuales están unidos y formar un anillo de 3 a 7 miembros que contiene miembros del anillo seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de dos átomos de oxígeno, un átomo de azufre y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros del anillo de átomos de carbono se seleccionan independientemente de C(=O) y C(=S) y el miembro del anillo de átomo de azufre se selecciona de S, S(O) o S(O)₂, dicho anillo es no sustituido o sustituido con por lo menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; cada R¹¹ es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆ o halocicloalquilo C₃₋₆; o fenilo, no sustituido o sustituido con por lo menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄ o alcoxicarbonilo C₁₋₄; cada R¹² es independientemente H, alquilo C₁₋₆, haloalquilo C₁₋₄, C(O)R¹⁷ o S(O)₂R¹⁷; o fenilo o un anillo aromático heterocíclico de 5 ó 6 miembros, cada uno no sustituido o sustituido con por lo menos un sustituyente seleccionado independientemente del grupo que consiste en ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄ o alcoxicarbonilo C₁₋₄; cada R¹³ es independientemente H, alquilo C₁₋₆ o haloalquilo C₁₋₄; o R¹² y R¹³ se toman junto con el átomo de nitrógeno al cual están unidos y forman un anillo de 3 a 7 miembros que contiene miembros del anillo seleccionados de átomos de carbono y hasta 2 heteroátomos independientemente seleccionados de un átomo de oxígeno, un átomo de azufre y hasta 2 átomos de nitrógeno, en donde hasta 2 miembros del anillo de átomos de carbono se seleccionan independientemente de C(=O) y C(=S) y el miembro del anillo de átomo de azufre se selecciona de S, S(O) o S(O)₂, dicho anillo no sustituido o sustituido con por lo menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄ o alcoxicarbonilo C₁₋₄; cada R¹⁴ es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆ o halocicloalquilo C₃₋₆; o fenilo, no sustituido o sustituido con por lo menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄ o alcoxicarbonilo C₁₋₄; cada R¹⁵ es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆ o halocicloalquilo C₃₋₆; o fenilo, no sustituido o sustituido con por lo menos un sustituyente independientemente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄ o alcoxicarbonilo C₁₋₄; cada R¹⁶ es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆ o halocicloalquilo C₃₋₆; o fenilo, no sustituido o sustituido con por lo menos un sustituyente seleccionado del grupo que consiste en halógeno, ciano, nitro, alquilo C₁₋₄, cicloalquilo C₃₋₆, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄ o alcoxicarbonilo C₁₋₄; cada R¹⁷ es independientemente alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆ o halocicloalquilo C₃₋₆; y cada n es independientemente 0, 1 ó 2.
ARP190103435A 2018-11-26 2019-11-22 Compuestos meta-diamida para controlar plagas de invertebrados AR117156A1 (es)

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