AR120281A1 - Un compuesto de arilformamida que contiene óxido de azufre quiral o una sal del mismo, método de preparación, composición herbicida y uso del mismo - Google Patents

Un compuesto de arilformamida que contiene óxido de azufre quiral o una sal del mismo, método de preparación, composición herbicida y uso del mismo

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AR120281A1
AR120281A1 ARP200102924A ARP200102924A AR120281A1 AR 120281 A1 AR120281 A1 AR 120281A1 AR P200102924 A ARP200102924 A AR P200102924A AR P200102924 A ARP200102924 A AR P200102924A AR 120281 A1 AR120281 A1 AR 120281A1
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Argentina
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alkyl
halogen
substituted
halogenated
unsubstituted
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ARP200102924A
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English (en)
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Qi Cui
De Zhao
Xuegang Peng
Rongbao Hua
Lei Lian
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Qingdao Kingagroot Chemical Compounds Co Ltd
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Publication of AR120281A1 publication Critical patent/AR120281A1/es

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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/10—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles
    • C07D271/113—1,3,4-Oxadiazoles; Hydrogenated 1,3,4-oxadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/84—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 six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
    • A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; 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
    • A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
    • C07D249/14—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
    • C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
    • C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
    • C07D261/10—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more 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
    • C07D261/14—Nitrogen atoms
    • 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
    • C07D413/12—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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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D417/12—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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0803—Compounds with Si-C or Si-Si linkages
    • C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
    • C07F7/0812—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te comprising a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages

Abstract

La presente pertenece al campo técnico de los agroquímicos y se refiere, en particular, a un compuesto de arilformamida que contiene óxido de azufre quiral o una sal del mismo, un método de preparación, una composición herbicida y un uso del mismo. El compuesto de arilformamida que contiene óxido de azufre quiral o una sal del mismo presenta la fórmula estructural (1); Z¹, y Z² representan cada uno independientemente nitro, halógeno o ciano, etc.; X representa un resto de fórmula (2) sustituido o no sustituido, un resto de fórmula (3) sustituido o no sustituido, un resto de fórmula (4) sustituido o no sustituido, un resto de fórmula (5) sustituido o no sustituido, un resto de fórmula (6) sustituido o no sustituido, un resto de fórmula (7) sustituido o no sustituido, o un resto de fórmula (8) sustituido o no sustituido; Q representa halógeno, ciano, cianoalquilo o nitro, etc.; Y representa hidrógeno, etc.; en el que el compuesto tiene ventajas de excelente actividad herbicida, mayor seguridad de los cultivos y especialmente buena selectividad para cultivos clave tales como trigo, arroz, maíz. Reivindicación 1: Un compuesto de arilformamida que contiene óxido de azufre quiral o una sal del mismo, caracterizado porque el compuesto presenta la fórmula estructural (1), en donde: Z¹, y Z² representan cada uno independientemente nitro, halógeno, ciano, formilo, tiociano, sulfhidrilo, un grupo que contiene o no halógeno seleccionado entre alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquenilo, cicloalquilalquilo y cicloalquenilalquilo, OR¹, COR¹, COOR¹, OCOR¹, OCOOR¹, NR³SO₂R², OSO₂R², S(O)ₘR², NR³COR¹, NR³COOR¹, C(O)NR³OR¹, SO₂OR¹, C(O)NR⁴R⁵, NR³C(O)NR⁴R⁵, OC(O)NR⁴R⁵, SO₂NR⁴R⁵, C(S)R¹, C(S)OR¹, C(S)SR², C(O)SR², SC(O)R¹, SC(S)R¹, OC(S)R¹, -alquil-C(S)R¹, -alquil-C(S)OR¹, -alquil-C(O)SR¹, -alquil-C(S)SR¹, -alquil-SC(O)R¹, -alquil-OC(S)R¹, -alquil-SC(S)R¹, -O-alquil-NR⁴R⁵, -S-alquil-NR⁴R⁵, -alquil-Oalquil-NR⁴R⁵, -alquil-S-alquil-NR⁴R⁵, -alquil-(C=S)ₙ-NR⁴R⁵, -NH-alquil-NR⁴R⁵, -alquil-OR¹, -alquil-COR¹, -alquil-CO₂R¹, -alquil-OCOR¹, -alquil-NR³COR¹, -alquil-SO₂OR¹, -alquil-NR³SO₂R², -alquil-OSO₂R², -alquil-S(O)ₘR², -alquil-CONR⁴R⁵, -alquil-SO₂NR⁴R⁵, NR⁴R⁵, un resto de fórmula (9), P(O)(OR⁶)₂, CH₂P(O)(OR⁶)₂, -SO₂NR⁴R⁵-alquil-S(O)ₘR², -alquil-CN, arilo, heteroarilo, heterociclilo, arilalquilo, heteroarilalquilo, o heterociclilalquilo; R¹, R³, R⁴, y R⁵ representan cada uno independientemente hidrógeno, arilo, arilalquilo, heteroarilo, heteroarilalquilo, alquilo, alquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, cicloalquilo, cicloalquilo halogenado, alcoxialquilo, cicloalquilalquilo en los que grupos como se mencionó, cada uno de ellos está sustituido por grupos s seleccionados del grupo que consiste en ciano, halógeno, nitro, tiociano, OR⁷, S(O)ₘR⁹, NR⁷R⁸, NR⁸OR⁷, COR⁷, OCOR⁷, SCOR⁷, NR⁸COR⁷, CO₂R⁷, COSR⁷, CONR⁷R⁸, y alcoxialcoxicarbonilo; R² representa independientemente arilo, arilalquilo, heteroarilo, heteroarilalquilo, alquilo, alquenilo, alquinilo, cicloalquilo, cicloalquilalquilo, en donde cada uno de los últimos 5 grupos, tal como se los mencionó, está sustituido con grupos s seleccionados del grupo que consiste en ciano, halógeno, nitro, tiociano, OR⁷, S(O)ₘR⁹, NR⁷R⁸, NR⁸OR⁷, COR⁷, OCOR⁷, SCOR⁷, NR⁸COR⁷, CO₂R⁷, COSR⁷, CONR⁷R⁸, y alcoxialcoxicarbonilo; R⁶ representa independientemente metilo, o etilo; R⁷, y R⁸ representan cada uno independientemente hidrógeno, alquilo, alquenilo, o alquinilo; R⁹ representa independientemente alquilo, alquenilo, o alquinilo; X representa los restos de fórmula (2) - (8), cada uno de los cuales está sustituido o no sustituido; R¹¹ representa independientemente hidrógeno, halógeno, ciano, nitro, alquilo sin sustituir o sustituido con R¹³, cicloalquilo sin sustituir o sustituido con R¹⁴, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, cicloalquenilo, NH₂, aminoacilo, carboxilo, alcoxialcoxicarbonilo, OR¹⁵, -alquil-OR¹⁵, C(O)R¹⁶, -alquil-C(O)R¹⁶, C(O)OR¹⁶, -alquil-C(O)OR¹⁶, S(O)ₘR¹⁶, -alquil-S(O)ₘR¹⁶, N(R¹⁶)₂, C(O)N(R¹⁶)₂, NHC(O)R¹⁷, heterociclilo, heterociclilalquilo, heterocicliloxi, heterociclilcarbonilo, arilo, arilalquilo, ariloxi, arilcarbonilo, heteroarilo, heteroarilalquilo, heteroariloxi, heteroarilcarbonilo; R¹² representa independientemente hidrógeno, alquilo sin sustituir o sustituido con R¹⁸, cicloalquilo, cicloalquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, cicloalquenilo, arilo; o, cuando M es el resto de fórmula (4), -(CH₂)₄- o -CH=CH-CH=CH- formado por R¹¹ y R¹², el átomo de nitrógeno unido a R¹² y el átomo de carbono unido a R¹¹ forman juntos un anillo de 6 miembros; R¹⁵ representa independientemente alquilo que está sin sustituir o sustituido con un sustituyente seleccionado de R²¹, cicloalquilo, cicloalquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, cicloalquenilo o fenilo; R¹⁶ representa independientemente alquilo, alquilo halogenado, cicloalquilo, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado o cicloalquenilo; R²¹ representa independientemente halógeno, ciano, cicloalquilo, hidroxi, sulfhidrilo, alcoxi, C(O)R²², carboxilo, alcoxicarbonilo, alcoxialcoxicarbonilo, -S(O)ₘ-alquilo, heteroarilo, heterociclilo o fenilo que no está sustituido o está sustituido con uno o más grupos seleccionados independientemente de R²³; R¹⁷ y R²² representan cada uno independientemente hidrógeno, alquilo o N(R²⁴)R²⁵; R²³ representa independientemente halógeno, ciano, nitro, alquilo, alquilo no sustituido o sustituido por R³¹, cicloalquilo, cicloalquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, cicloalquenilo, alquilcarbonilo, cicloalquilcarbonilo, alquilcarbonilo halogenado, cicloalquilcarbonilo halogenado, alcoxicarbonilo, alcoxicarbonilo halogenado, alquilaminocarbonilo, alquilaminocarbonilo halogenado, bis(alquil)aminocarbonilo, OR³², S(O)ₘR³³, alquilaminosulfonilo, bis(alquil)aminosulfonilo, NH₂, alquilamino, bisalquilamino, arilo, heteroarilo, heterociclilo; R²⁴ y R²⁵ representan cada uno independientemente hidrógeno, alquilo o fenilo; o, la cadena de alquilideno formada por R²⁴ y R²⁵, y el o los átomos de nitrógeno unidos a R²⁴ y R²⁵ juntos forman un anillo de 3 - 7 miembros, dicha cadena de alquilideno contiene opcionalmente un O, S, S(O), S(O)₂, NH o N-alquilo y opcionalmente sustituido con un grupo oxo o tio; R¹³, R¹⁴, R¹⁸ y R³¹ representan cada uno independientemente halógeno, ciano, nitro, carboxilo, alcoxicarbonilo, alcoxialcoxicarbonilo, S(O)ₘR⁴¹, OR⁴², alquilo, alquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, arilo, heteroarilo, o heterociclilo; R³² representa independientemente hidrógeno, alquilo, alquilo halogenado, cicloalquilo, cicloalquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado o cicloalquenilo; R³³ representa independientemente alquilo, alquilo halogenado, cicloalquilo, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado o cicloalquenilo; R⁴¹ y R⁴² representan cada uno independientemente hidrógeno, alquilo, alquilo halogenado, cicloalquilo, cicloalquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, cicloalquenilo, fenilo o bencilo; Q representa halógeno, ciano, cianoalquilo, nitro, N(R⁵¹)₂, -alquil-N(R⁵¹)₂, -alquil-N⁺(R⁵¹)₃, CON(R⁵¹)₂, -alquil-CON(R⁵¹)₂, alquilo sustituido por amino y carboxilo, OR⁵², -alquil-OR⁵², COR⁵², COOR⁵², COSR⁵², -alquil-COR⁵², -alquil-COOR⁵², -alquil-COSR⁵², -alquil-OCOR⁵², Si(R⁵²)₃, -alquil-O-Si(R⁵²)₃, -alquil-O-N=C(R⁵²)₂, S(O)ₘR⁵³, -alquil-S(O)ₘR⁵³, alquilo, alquilo halogenado; grupo alquenilo o alquinilo que no está sustituido o sustituido con al menos un grupo seleccionado entre halógeno, ciano, cicloalquilo, alquilcarbonilo, alcoxicarbonilo, alcoxi, alquilsulfanilo, alquilsulfinilo, alquilsulfonilo o trialquilsililo; cicloalquilo o cicloalquilalquilo sustituido o no sustituido; heterociclilo, arilo, heteroarilo, heterociclilalquilo, arilalquilo o heteroarilalquilo sustituidos o no sustituidos; Y representa hidrógeno, OR⁵⁴, SR⁵⁴, COR⁵⁴, OCOR⁵⁴, COOR⁵⁴, CON(R⁵⁵)₂, N(R⁵⁵)₂, NR⁵⁶COOR⁵⁴, NR⁵⁶CON(R⁵⁵)₂, -alquil-R⁵⁷, alquilo libre de halógeno o que contiene halógeno, alquenilo libre de halógeno o que contiene halógeno, alquinilo libre de halógeno o que contiene halógeno, cicloalquilo libre de halógeno o que contiene halógeno, arilalquilo sustituido o no sustituido, o heteroarilalquilo sustituido o no sustituido; R⁵⁷ representa independientemente alquenilo libre de halógeno o que contiene halógeno, alquinilo libre de halógeno o que contiene halógeno, cicloalquilo libre de halógeno o que contiene halógeno, CN, OR⁶¹, OCOR⁶¹, COOR⁶¹, COR⁶¹, -O-(C=O)-O-R⁶¹, OSO₂R⁶², SO₂OR⁶¹, S(O)ₘR⁶², N(R⁶³)₂, CON(R⁶³)₂, SO₂N(R⁶³)₂, NR⁶⁴COR⁶¹, NR⁶⁴SO₂R⁶², o -O-(C=O)-N(R⁶³)₂; R⁵², R⁵⁴, y R⁶¹ representan cada uno independientemente hidrógeno, alquilo libre de halógeno o que contiene halógeno, alquenilo libre de halógeno o que contiene halógeno, alquinilo libre de halógeno o que contiene halógeno, cicloalquilo libre de halógeno o que contiene halógeno, cicloalquilalquilo libre de halógeno o que contiene halógeno, cicloalquenilo libre de halógeno o que contiene halógeno, alcoxialquilo libre de halógeno o que contiene halógeno, heterociclilo sustituido o no sustituido, heterociclilalquilo sustituido o no sustituido, heterocicliloxialquilo sustituido o no sustituido, arilo sustituido o no sustituido, arilalquilo sustituido o no sustituido, ariloxialquilo sustituido o no sustituido, heteroarilo sustituido o no sustituido, heteroarilalquilo sustituido o no sustituido, o heteroariloxialquilo sustituido o no sustituido; R⁵³ y R⁶² representan cada uno independientemente alquilo libre de halógeno o que contiene halógeno, alquenilo libre de halógeno o que contiene halógeno, alquinilo libre de halógeno o que contiene halógeno, cicloalquilo libre de halógeno o que contiene halógeno, cicloalquilalquilo libre de halógeno o que contiene halógeno, cicloalquenilo libre de halógeno o que contiene halógeno, alcoxialquilo libre de halógeno o que contiene halógeno, heterociclilo no sustituido o sustituido, heterociclilalquilo sustituido o no sustituido, arilo sustituido o no sustituido, arilalquilo sustituido o no sustituido, heteroarilo sustituido o no sustituido, o heteroarilalquilo sustituido o no sustituido; R⁵¹, R⁵⁵, R⁵⁶, R⁶³, y R⁶⁴ representan cada uno independientemente hidrógeno, nitro, alcoxiaminocarbonilo, trialquilsililo, dialquilfosfonilo, N(R⁷¹)₂, CON(R⁷¹)₂, OR⁷¹, COR⁷¹, CO₂R⁷¹, COSR⁷¹, OCOR⁷¹, S(O)ₘR⁷², alquilo, alquilo halogenado, alquenilo, alquenilo halogenado, alquinilo, alquinilo halogenado, cicloalquilo, cicloalquenilo, cicloalquilo halogenado, alcoxialquilo, cicloalquilalquilo, arilo, arilalquilo, ariloxi, ariloxialquilo, arilalquiloxi, arilcarbonilo, arilsulfonilo, heteroarilo, heteroarilalquilo, heteroariloxi, heterocicliloxialquilo, heteroarilalquiloxi, heteroarilcarbonilo, heteroarilsulfonilo, heterociclilo, heterociclilalquilo, heterocicliloxi, heterocicliloxialquilo, heterociclilalquiloxi, heterociclilcarbonilo, heterociclilsulfonilo, -alquil-NR²¹-arilo, -alquil-NR²¹-heteroarilo, -alquil-NR²¹-heterociclilo, en donde cada uno de los últimos 35 grupos, tal como se los mencionó, está sustituido por 0, 1, 2 ó 3 grupos seleccionados del grupo que consiste en ciano, halógeno, nitro, cianotio, OR⁷¹, S(O)ₘR⁷², N(R⁷¹)₂, NR⁷¹OR⁷¹, COR⁷¹, OCOR⁷¹, SCOR⁷², NR⁷¹COR⁷¹, NR⁷¹SO₂R⁷², CO₂R⁷¹, COSR⁷¹, CON(R⁷¹)₂ y alcoxialcoxicarbonilo; R⁷¹ representa independientemente hidrógeno, alquilo, alquenilo, alquinilo, cicloalquilo o cicloalquilalquilo; R⁷² representa independientemente alquilo, alquenilo, alquinilo, cicloalquilo o cicloalquilalquilo; r representa 0, 1 ó 2; m representa independientemente 0, 1 ó 2; n representa independientemente 0 ó 1; s representa independientemente 0, 1, 2 ó 3.
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