AR104214A1 - Amidas cíclicas sustituidas como herbicidas - Google Patents

Amidas cíclicas sustituidas como herbicidas

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Publication number
AR104214A1
AR104214A1 ARP160100955A ARP160100955A AR104214A1 AR 104214 A1 AR104214 A1 AR 104214A1 AR P160100955 A ARP160100955 A AR P160100955A AR P160100955 A ARP160100955 A AR P160100955A AR 104214 A1 AR104214 A1 AR 104214A1
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Argentina
Prior art keywords
ring
alkyl
independently
atoms
haloalkyl
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ARP160100955A
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English (en)
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Edmund Taggi Andrew
Francis Bereznak James
Duncan Satterfield Andrew
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Du Pont
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Publication of AR104214A1 publication Critical patent/AR104214A1/es

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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00—Biocides, 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
    • A01N37/18—Biocides, 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 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues 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
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, 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
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    • 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
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    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/66—1,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A—HUMAN NECESSITIES
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    • 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
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    • 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
    • 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
    • C07D207/18—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—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 one double bond between ring members or between a ring member and a non-ring member 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
    • C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
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    • 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
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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
    • C07D401/10—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 aromatic rings
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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
    • C07D403/02—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
    • C07D403/10—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 linked by a carbon chain containing aromatic rings
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    • 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
    • C07D403/12—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 linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/10—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D417/00—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
    • 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
    • C07D417/10—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 linked by a carbon chain containing aromatic rings
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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
    • C07D417/12—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 linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

Abstract

Se describen, además, composiciones que contienen estos compuestos y métodos para controlar vegetación no deseada; los métodos comprenden poner la vegetación no deseada o su entorno en contacto con una cantidad eficaz de un compuesto o una composición de la presente solicitud. Reivindicación 1: Un compuesto seleccionado de la fórmula (1), N-óxidos y sales de estos, en donde: Q¹ es un anillo de fenilo o un sistema anular de naftalenilo; cada anillo o sistema anular está sustituido opcionalmente con 1 a 4 sustituyentes seleccionados independientemente de R⁷; o un -anillo heteroaromático de 5 a 6 miembros o un sistema anular heteroaromático bicíclico de 8 a 10 miembros; cada anillo o sistema anular contiene miembros anulares seleccionados de átomos de carbono y de 1 a 4 heteroátomos seleccionados independientemente de hasta 2 átomos de O, hasta 2 átomos de S y hasta 4 átomos de N, en donde hasta 3 miembros anulares de carbono se seleccionan independientemente de C(=O) y C(=S), y los miembros anulares de átomos de azufre se seleccionan independientemente de S(=O)ᵘ(=NR⁸)ᵛ; cada anillo o sistema anular está sustituido opcionalmente con hasta 4 sustituyentes seleccionados independientemente de R⁷ en miembros anulares de átomos de carbono y seleccionados de R⁹ en miembros anulares de átomos de nitrógeno; Q² es un anillo de fenilo o un sistema anular de naftalenilo; cada anillo o sistema anular está sustituido opcionalmente con hasta 5 sustituyentes seleccionados independientemente de R¹⁰; o un -anillo heteroaromático de 5 a 6 miembros o un sistema anular bicíclico heteroaromático de 8 a 10 miembros; cada anillo o sistema anular contiene miembros anulares seleccionados de átomos de carbono y de 1 a 4 heteroátomos seleccionados independientemente de hasta 2 átomos de O, hasta 2 átomos de S y hasta 4 átomos de N, en donde hasta 3 miembros anulares de carbono se seleccionan independientemente de C(=O) y C(=S), y los miembros anulares del átomos de azufre se seleccionan independientemente de S(=O)ᵘ(=NR⁸)ᵛ; cada anillo o sistema anular está sustituido opcionalmente con hasta 5 sustituyentes seleccionados independientemente de R¹⁰ en miembros anulares de átomos de carbono y seleccionados de R¹¹ en miembros anulares de átomos de nitrógeno; T es J¹-A-, en donde el enlace libre que se proyecta hacia la derecha cerca de A indica el punto de conexión de J¹-A- a Q¹; o T es R¹⁷ON=CR¹⁷ᵃ-, (R¹⁸)₂C=NO-, (R¹⁹)₂NN=CR¹⁷ᵃ-, (R¹⁸)₂C=NNR²⁰ᵃ-, R²⁰N=CR¹⁷ᵃ-, (R¹⁸)₂C=N-, R¹⁷ON=CR¹⁷ᵃC(R²³ᵇ)₂- o (R¹⁸)₂C=NOC(R²⁴ᵃ)₂-, en donde el enlace doble que se proyecta hacia la derecha indica el punto de conexión a Q¹; A es una cadena saturada, parcialmente insaturada o completamente insaturada que contiene de 1 a 3 átomos seleccionados de hasta 3 átomos de carbono, hasta 1 átomo de O, hasta 1 átomo de S y hasta 2 átomos de N; la cadena está sustituida opcionalmente con hasta 2 sustituyentes seleccionados independientemente de R¹⁵ en átomos de carbono y de R¹⁶ en átomos de nitrógeno; Y¹ y Y² son, cada uno, independientemente, O, S o NR¹²; J¹ es un anillo de fenilo o un sistema anular de naftalenilo; cada anillo o sistema anular está sustituido opcionalmente con hasta 5 sustituyentes seleccionados independientemente de R⁷; o un anillo heterocíclico de 4 a 6-miembros o un sistema anular heteroaromático bicíclico de 8 a 10 miembros; cada anillo o sistema anular contiene miembros anulares seleccionados de átomos de carbono y de 1 a 4 heteroátomos seleccionados independientemente de hasta 2 átomos de O, hasta 2 átomos de S y hasta 4 átomos de N, en donde hasta 3 miembros anulares de carbono se seleccionan independientemente de C(=O) y C(=S), y los miembros anulares de átomos de azufre se seleccionan independientemente de S(=O)ᵘ(=NR⁸)ᵛ; cada anillo o sistema anular está sustituido opcionalmente con hasta 5 sustituyentes seleccionados independientemente de R⁷ en miembros anulares de átomos de carbono y seleccionados de R⁹ en miembros anulares de átomos de nitrógeno; o cicloalquilalcoxi C₄₋₁₀, cicloalquilalquilo C₄₋₁₀, alqueniloxi C₂₋₈, haloalqueniloxi C₂₋₈, alcoxialcoxi C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alquilsulfoniloxi C₁₋₈, haloalquilsulfoniloxi C₁₋₈, alquiltio C₁₋₈, haloalquiltio C₁₋₈, cicloalquiltio C₃₋₈, alquilsulfinilo C₁₋₈,haloalquilsulfinilo C₁₋₈, alquilsulfonilo C₁₋₈, haloalquilsulfonilo C₁₋₈, alquinilo C₂₋₈, haloalquinilo C₂₋₈, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, haloalcoxialcoxi C₃₋₈, haloalcoxihaloalquilo C₂₋₈, haloalquilo C₁₋₈, halocicloalquilo C₃₋₈, alquilcarboniloxi C₂₋₈ o haloalquilcarboniloxi C₂₋₈; J² es -CR²R³- o –CR²R³-CR²ᵃR³ᵃ-, en donde la porción -CR²R³- se conecta a N; R¹ es H, hidroxi, amino, ciano, formilo, alquilcarbonilalquilo C₃₋₈, -CPh=N-O(alquilo C₁₋₄), -C(alquilo C₁₋₄)=N-O(alquilo C₁₋₄), -C(O)NH₂, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₃₋₆, cianoalquilo C₂₋₆, cicloalquilo C₃₋₆, cicloalquilalquilo C₄₋₈, alcoxialquilo C₂₋₈, alcoxialcoxialquilo C₃₋₈, haloalcoxialquilo C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alquilcarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, alquilaminocarbonilo C₂₋₈, dialquilaminocarbonilo C₃₋₁₀, cicloalquilaminocarbonilo C₄₋₁₀, alcoxi C₁₋₆, alquiltio C₁₋₆, haloalquiltio C₁₋₆, cicloalquiltio C₃₋₈, alquilsulfinilo C₁₋₆, haloalquilsulfinilo C₁₋₆, cicloalquilsulfinilo C₃₋₈, alquilsulfonilo C₁₋₆, haloalquilsulfonilo C₁₋₆, cicloalquilsulfonilo C₃₋₈, alquilaminosulfonilo C₁₋₆, dialquilaminosulfonilo C₂₋₈, trialquilsililo C₃₋₁₀, fenilcarbonilo o G¹; R² y R³ son, cada uno, independientemente, H, halógeno, hidroxi, alquilo C₁₋₄, haloalquilo C₁₋₄ o alcoxi C₁₋₄; o R² y R³ se toman en conjunto con el átomo de carbono al cual están unidos para formar un anillo de cicloalquilo C₃₋₇; R²ᵃ y R³ᵃ son, cada uno, independientemente, H, halógeno o alquilo C₁₋₄; o R²ᵃ y R³ᵃ se toman en conjunto con el átomo de carbono al cual están unidos para formar un anillo de cicloalquilo C₃₋₇; R⁴ y R⁵ son, cada uno, independientemente, H, halógeno, hidroxilo, alcoxi C₁₋₄ o alquilo C₁₋₄; R⁶ es H, hidroxi, amino, alquilo C₁₋₈, haloalquilo C₁₋₈, alquenilo C₂₋₆, alquinilo C₃₋₆, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alquilcarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, alquilaminocarbonilo C₂₋₈, dialquilaminocarbonilo C₃₋₁₀, cicloalquilaminocarbonilo C₄₋₁₀, alcoxi C₁₋₆, alquiltio C₁₋₆, haloalquiltio C₁₋₆, cicloalquiltio C₃₋₈, alquilsulfinilo C₁₋₆, haloalquilsulfinilo C₁₋₆, cicloalquilsulfinilo C₃₋₈ alquilsulfonilo C₁₋₆, haloalquilsulfonilo C₁₋₆, cicloalquilsulfonilo C₃₋₈, alquilaminosulfonilo C₁₋₆, dialquilaminosulfonilo C₂₋₈, trialquilsililo C₃₋₁₀ o G¹; cada R⁷ es, independientemente, halógeno, hidroxilo, ciano, nitro, alquilo C₁₋₄, cianoalquilo C₁₋₄, cianoalcoxi C₁₋₄, haloalquilo C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, nitroalquilo C₁₋₄, nitroalquenilo C₂₋₄, alcoxialquilo C₂₋₄, alcoxialcoxialquilo C₃₋₈, haloalcoxialquilo C₂₋₄, cicloalquilo C₃₋₄, halocicloalquilo C₃₋₄, ciclopropilmetilo, 1-metilciclopropilo, 2-metilciclopropilo, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alqueniloxi C₂₋₄, haloalqueniloxi C₂₋₄, alquiniloxi C₃₋₄, haloalquiniloxi C₃₋₄, cicloalcoxi C₃₋₄, alquiltio C₁₋₄, haloalquiltio C₁₋₄, alquilsulfinilo C₁₋₄, haloalquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfonilo C₁₋₄, hidroxi, -CHO, alquilcarbonilo C₂₋₄, alquilcarboniloxi C₂₋₄, alquilsulfoniloxi C₁₋₄, haloalquilsulfoniloxi C₁₋₄, amino, alquilamino C₁₋₄, dialquilamino C₂₋₄, formilamino, alquilcarbonilamino C₂₋₄, -SF₅, -SCN, trialquilsililo C₃₋₄, trimetilsililmetilo o trimetilsililmetoxi; o dos R⁷ adyacentes se toman en conjunto con los átomos de carbono a los cuales están unidos para formar un anillo de cicloalquilo C₃₋₇; cada R¹⁰ es, independientemente, halógeno, hidroxilo, ciano, nitro, alquilo C₁₋₈, haloalquilo C₁₋₈, nitroalquilo C₁₋₈, alquenilo C₂₋₈, alcoxialquilo C₂₋₄, alcoxialcoxialquilo C₃₋₈, cianoalquilo C₁₋₄, cianoalcoxi C₁₋₄, haloalquenilo C₂₋₈, nitroalquenilo C₂₋₈, alquinilo C₂₋₈, haloalquinilo C₂₋₈, cicloalquilalquilo C₄₋₁₀, halocicloalquilalquilo C₄₋₁₀, alquilcicloalquilalquilo C₅₋₁₂, cicloalquilalquenilo C₅₋₁₂, cicloalquilalquinilo C₅₋₁₂, cicloalquilo C₃₋₈, halocicloalquilo C₃₋₈, alquilcicloalquilo C₄₋₁₀, cicloalquilcicloalquilo C₆₋₁₂, cicloalquenilo C₃₋₈, halocicloalquenilo C₃₋₈, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, cicloalcoxialquilo C₄₋₁₀, alcoxialcoxialquilo C₃₋₁₀, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alquilaminoalquilo C₂₋₈, haloalquilaminoalquilo C₂₋₈, cicloalquilaminoalquilo C₄₋₁₀, dialquilaminoalquilos C₃₋₁₀, -CHO, alquilcarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, -C(=O)OH, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, cicloalquilalcoxicarbonilo C₅₋₁₂, -C(=O)NH₂, alquilaminocarbonilo C₂₋₈, cicloalquilaminocarbonilo C₄₋₁₀, dialquilaminocarbonilo C₃₋₁₀, hidroxi, alcoxi C₁₋₈, haloalcoxi C₁₋₈, alcoxialcoxi C₂₋₈, alqueniloxi C₂₋₈, haloalqueniloxi C₂₋₈, alquiniloxi C₃₋₈, haloalquiniloxi C₃₋₈, cicloalcoxi C₃₋₈, halocicloalcoxi C₃₋₈, cicloalquilalcoxi C₄₋₁₀, alquilcarbonilalcoxi C₃₋₁₂, alquilcarboniloxi C₂₋₈, haloalquilcarboniloxi C₂₋₈, cicloalquilcarboniloxi C₄₋₁₀, alquilsulfoniloxi C₁₋₈, haloalquilsulfoniloxi C₁₋₈, alquiltio C₁₋₈,haloalquiltio C₁₋₈, cicloalquiltio C₃₋₈, alquilsulfinilo C₁₋₈, haloalquilsulfinilo C₁₋₈, alquilsulfonilo C₁₋₈, haloalquilsulfonilo C₁₋₈, cicloalquilsulfonilo C₃₋₈, amino, alquilamino C₁₋₈, haloalquilamino C₁₋₆, cicloalquilamino C₃₋₈, dialquilamino C₂₋₈, halodialquilamino C₂₋₈, formilamino, alquilcarbonilamino C₂₋₈, haloalquilcarbonilamino C₂₋₈, alquilsulfonilamino C₁₋₆, haloalquilsulfonilamino C₁₋₆, -SF₅, -SCN, trialquilsililo C₃₋₁₂, trialquilsililalquilo C₄₋₁₂, trialquilsililalcoxi C₄₋₁₂ o G²; o dos R¹⁰ adyacentes se toman en conjunto con los átomos de carbono a los cuales están unidos para formar un anillo de cicloalquilo C₃₋₇; cada R⁷ es, independientemente, halógeno, hidroxilo, ciano, nitro, alquilo C₁₋₈, alcoxialquilo C₂₋₄, alcoxialcoxialquilo C₃₋₈, cianoalquilo C₁₋₄, cianoalcoxi C₁₋₄, haloalquilo C₁₋₈, nitroalquilo C₁₋₈, alquenilo C₂₋₈, haloalquenilo C₂₋₈, nitroalquenilo C₂₋₈, alquinilo C₂₋₈, haloalquinilo C₂₋₈, cicloalquilalquilo C₄₋₁₀, halocicloalquilalquilo C₄₋₁₀, alquilcicloalquilalquilo C₅₋₁₂, cicloalquilalquenilo C₅₋₁₂, cicloalquilalquinilo C₅₋₁₂, cicloalquilo C₃₋₈, halocicloalquilo C₃₋₈, alquilcicloalquilo C₄₋₁₀, cicloalquilcicloalquilo C₆₋₁₂, cicloalquenilo C₃₋₈, halocicloalquenilo C₃₋₈, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, cicloalcoxialquilo C₄₋₁₀, alcoxialcoxialquilo C₃₋₁₀, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alquilaminoalquilo C₂₋₈, haloalquilaminoalquilo C₂₋₈, cicloalquilaminoalquilo C₄₋₁₀, dialquilaminoalquilos C₃₋₁₀, -CHO, alquilcarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, -C(=O)OH, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, cicloalquilalcoxicarbonilo C₅₋₁₂, -C(=O)NH₂, alquilaminocarbonilo C₂₋₈, cicloalquilaminocarbonilo C₄₋₁₀, dialquilaminocarbonilo C₃₋₁₀, hidroxi, alcoxi C₁₋₈, haloalcoxi C₁₋₈, alcoxialcoxi C₂₋₈, alqueniloxi C₂₋₈, haloalqueniloxi C₂₋₈, alquiniloxi C₃₋₈, haloalquiniloxi C₃₋₈, cicloalcoxi C₃₋₈, halocicloalcoxi C₃₋₈, cicloalquilalcoxi C₄₋₁₀, alquilcarbonilalcoxi C₃₋₁₀, alquilcarboniloxi C₂₋₈, haloalquilcarboniloxi C₂₋₈, cicloalquilcarboniloxi C₄₋₁₀, alquilsulfoniloxi C₁₋₈, haloalquilsulfoniloxi C₁₋₈, alquiltio C₁₋₈, haloalquiltio C₁₋₈, cicloalquiltio C₃₋₈, alquilsulfinilo C₁₋₈, haloalquilsulfinilo C₁₋₈, alquilsulfonilo C₁₋₈, haloalquilsulfonilo C₁₋₈, cicloalquilsulfonilo C₃₋₈, amino, alquilamino C₁₋₈, haloalquilamino C₁₋₆, cicloalquilamino C₃₋₈, dialquilamino C₂₋₈, halodialquilamino C₂₋₈, formilamino, alquilcarbonilamino C₂₋₈, haloalquilcarbonilamino C₂₋₈, alquilsulfonilamino C₁₋₆, haloalquilsulfonilamino C₁₋₆, -SF₅, -SCN, trialquilsililo C₃₋₁₂, trialquilsililalquilo C₄₋₁₂, trialquilsililalcoxi C₄₋₁₂; o dos R⁷ adyacentes se toman en conjunto con los átomos de carbono a los cuales están unidos para formar un anillo de cicloalquilo C₃₋₇; cada R⁸ es independientemente H, ciano, alquilcarbonilo C₂₋₃ o haloalquilcarbonilo C₂₋₃; cada R⁹, R⁹ y R¹¹ es independientemente ciano, alquilo C₁₋₃, alquenilo C₂₋₃, alquinilo C₂₋₃, cicloalquilo C₃₋₆, alcoxialquilo C₂₋₃, alcoxi C₁₋₃, alquilcarbonilo C₂₋₃, alcoxicarbonilo C₂₋₃, alquilaminoalquilo C₂₋₃ o dialquilaminoalquilo C₃₋₄; cada R¹² es independientemente H, ciano, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, -(C=O)CH₃ o -(C=O)CF₃; cada G¹ es independientemente fenilo, fenilmetilo, piridinilmetilo, fenilcarbonilo, fenoxi, feniletinilo, fenilsulfonilo, fenilcarbonilalquilo; o un anillo heteroaromático de 5 ó 6 miembros; cada uno sustituido opcionalmente en miembros anulares con hasta 5 sustituyentes seleccionados independientemente de R¹³; cada G² es independientemente fenilo, fenilmetilo, piridinilmetilo, fenilcarbonilo, fenilcarbonilalquilo, fenoxi, feniletinilo, fenilsulfonilo; o un anillo heteroaromático de 5 ó 6 miembros; cada uno sustituido opcionalmente en miembros anulares con hasta 5 sustituyentes seleccionados independientemente de R¹⁴; cada R¹³ y R¹⁴ es independientemente halógeno, ciano, hidroxi, amino, nitro, -CHO, -C(=O)OH, -C(=O)NH₂, -SO₂NH₂, alquilo C₁₋₆, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, alquilcarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, alcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, cicloalquilalcoxicarbonilo C₅₋₁₂, alquilaminocarbonilo C₂₋₈, dialquilaminocarbonilo C₃₋₁₀, alcoxi C₁₋₆, haloalcoxi C₁₋₆, alquilcarboniloxi C₂₋₈, alquiltio C₁₋₆, haloalquiltio C₁₋₆, alquilsulfinilo C₁₋₆, haloalquilsulfinilo C₁₋₆, alquilsulfonilo C₁₋₆, haloalquilsulfonilo C₁₋₆, alquilaminosulfonilo C₁₋₆, dialquilaminosulfonilo C₂₋₈, trialquilsililo C₃₋₁₀, alquilamino C₁₋₆, dialquilamino C₂₋₈, alquilcarbonilamino C₂₋₈, alquilsulfonilamino C₁₋₆, fenilo, piridinilo o tienilo; cada R¹⁵ es independientemente halógeno, ciano, hidroxi, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alcoxialquilo C₂₋₄, alquilcarbonilo C₂₋₄, alcoxicarbonilo C₂₋₄ o cicloalquilo C₃₋₆; cada R¹⁶ es independientemente ciano, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, alquilcarbonilo C₂₋₄, alcoxicarbonilo C₂₋₄ o cicloalquilo C₃₋₆; cada R¹⁷ es independientemente H, alquilo C₁₋₆, cicloalquilo C₃₋₈, cicloalquilalquilo C₄₋₈, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₃₋₆, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alcoxicarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, alquilaminocarbonilo C₂₋₈, dialquilaminocarbonilo C₃₋₁₀, cicloalquilcaminocarbonilo C₄₋₁₀, alquilsulfinilo C₁₋₆, haloalquilsulfinilo C₁₋₆, cicloalquilsulfinilo C₃₋₈, alquilsulfonilo C₁₋₆, haloalquilsulfonilo C₁₋₆, cicloalquilsulfonilo C₃₋₈, alquilaminosulfonilo C₁₋₆, dialquilaminosulfonilo C₂₋₈, trialquilsililo C₃₋₁₀ o G¹; cada R¹⁷ᵃ es independientemente H, alquilo C₁₋₆, cicloalquilo C₃₋₈, cicloalquilalquilo C₄₋₈, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₃₋₆, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alcoxi C₁₋₆, alquiltio C₁₋₆, haloalquiltio C₁₋₆, cicloalquiltio C₃₋₈, trialquilsililo C₃₋₁₀ o G¹; cada R¹⁸ es independientemente H, hidroxi, alquilo C₁₋₆, cicloalquilo C₃₋₈, cicloalquilalquilo C₄₋₈, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₃₋₆, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alquilcarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, alquilaminocarbonilo C₂₋₈, dialquilaminocarbonilo C₃₋₁₀, cicloalquilaminocarbonilo C₄₋₁₀, alcoxi C₁₋₆, alquiltio C₁₋₆, haloalquiltio C₁₋₆, cicloalquiltio C₃₋₈, alquilsulfinilo C₁₋₆, haloalquilsulfinilo C₁₋₆, cicloalquilsulfinilo C₃₋₈, alquilsulfonilo C₁₋₆, haloalquilsulfonilo C₁₋₆, cicloalquilsulfonilo C₃₋₈, alquilaminosulfonilo C₁₋₆, dialquilaminosulfonilo C₂₋₈, trialquilsililo C₃₋₁₀ o G¹; cada R¹⁹ es independientemente H, alquilo C₁₋₆, cicloalquilo C₃₋₈, cicloalquilalquilo C₄₋₈, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₃₋₆, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alcoxicarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo C₂₋₈, cicloalcoxicarbonilo C₄₋₁₀, alquilaminocarbonilo C₂₋₈, dialquilaminocarbonilo C₃₋₁₀, cicloalquilcaminocarbonilo C₄₋₁₀, alcoxi C₁₋₈, alquilsulfinilo C₁₋₆, haloalquilsulfinilo C₁₋₆, cicloalquilsulfinilo C₃₋₈, alquilsulfonilo C₁₋₆, haloalquilsulfonilo C₁₋₆, cicloalquilsulfonilo C₃₋₈, alquilaminosulfonilo C₁₋₆, dialquilaminosulfonilo C₂₋₈, trialquilsililo C₃₋₁₀ o G¹; cada R²⁰ es independientemente H, hidroxi, amino, alquilo C₁₋₆, cicloalquilo C₃₋₈, cicloalquilalquilo C₄₋₈, haloalquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₃₋₆, alcoxialquilo C₂₋₈, haloalcoxialquilo C₂₋₈, alquiltioalquilo C₂₋₈, alquilsulfinilalquilo C₂₋₈, alquilsulfonilalquilo C₂₋₈, alcoxicarbonilo C₂₋₈, haloalquilcarbonilo C₂₋₈, cicloalquilcarbonilo C₄₋₁₀, alcoxicarbonilo C₂₋₈, haloalcoxicarbonilo
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