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AR120074A1 - FUSED HETEROCYCLIC COMPOUNDS AND THEIR USE AS PEST CONTROL AGENTS - Google Patents

FUSED HETEROCYCLIC COMPOUNDS AND THEIR USE AS PEST CONTROL AGENTS

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Publication number
AR120074A1
AR120074A1 ARP200102337A ARP200102337A AR120074A1 AR 120074 A1 AR120074 A1 AR 120074A1 AR P200102337 A ARP200102337 A AR P200102337A AR P200102337 A ARP200102337 A AR P200102337A AR 120074 A1 AR120074 A1 AR 120074A1
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AR
Argentina
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group
alkyl
cycloalkyl
haloalkyl
alkynyl
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ARP200102337A
Other languages
Spanish (es)
Inventor
Gagan Kukreja
Lalit Kumar Jena
Suresh Kumar Suthar
Sandeep Ashok Kape
Viraj Singh
Rohit Saxena
Vishwanath Gade
Joni Kumar
Ravikumar Suryanarayana Saragur
Alexander G M Klausener
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Pi Industries Ltd
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Publication of AR120074A1 publication Critical patent/AR120074A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/14Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Se proveen compuestos heterocíclicos condensados con actividad insecticida y acaricida, composición para controlar o prevenir plagas de insectos o ácaros, combinación con al menos un agente adicional biológicamente activo y semilla que comprenden a estos compuestos y el uso de los mismos para el combate de plagas de insectos o ácaros en cultivos, cultivos hortícolas, control doméstico y de vectores y parásitos en animales y para la protección de plantas, partes de plantas y semillas. Reivindicación 1: Un compuesto de la fórmula (1), en el que, R¹ se selecciona a partir del grupo que consiste en C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil y C₃₋₈-cicloalquil-C₁₋₆-alquilo; Y se selecciona independientemente a partir de O y/o NRʸ; Rʸ se selecciona a partir del grupo que consiste en hidrógeno, ciano, C₁₋₄-alquilo, C₂₋₄-alquenilo, C₂₋₄-alquinilo, C₁₋₄-haloalquil, C₂₋₄-haloalquenil, C₃₋₅-cicloalquil y C₃₋₅-cicloalquil-C₁₋₃-alquilo; Q representa un sistema de anillos heterocíclico de 5 a 10 miembros, que está opcionalmente sustituido con uno o más grupos de R²; R² se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, nitro, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, C₁₋₆-cianoalquil, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, SCN, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, P(=O)(OR’’)₂, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; en el que cada grupo de R² está opcionalmente sustituido con uno o más grupos de R²ᵃ; R²ᵃ se selecciona a partir del grupo que consiste en halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, SCN, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; o dos R²ᵃ sustituyentes junto con el átomo al que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O, S y que opcionalmente incluyen de 1 a 3 miembros del anillo seleccionados a partir del grupo que consiste en C(=O), C(=S), S(O)₀₋₂ y Si(R’’)₂, pueden formar un anillo de 3 a 7 miembros, que por su parte está opcionalmente sustituido con uno o más grupos de R²ᵃᵃ; R²ᵃᵃ se selecciona a partir del grupo que consiste en halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR⁴, NR⁵R⁶, C(=O)R⁸, S(O)₀₋₂R⁷, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; A¹ y A² representan independientemente N o CRA; RA se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₃₋₈-cicloalquil, OR’’ y N(R’’)₂; en el que cada grupo de RA está opcionalmente sustituido con uno o más grupos de RA’; RA’ se selecciona a partir del grupo que consiste en halógeno, ciano, C₃₋₈-cicloalquil, OR’’ y N(R’’)₂; Z representa O ó S; G¹, G², G³ y G⁴ representan independientemente N o CR³; en el que no más de dos N están presentes en el anillo E simultáneamente; R³ se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, nitro, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, SCN, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, P(=O)(OR’’)₂, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; en el que cada grupo de R³ está opcionalmente sustituido con uno o más grupos de R³ᵃ; R³ᵃ se selecciona a partir del grupo que consiste en halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; R⁴ se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, S(O)₂R⁷, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; en el que cada grupo de R⁴ está opcionalmente sustituido por R⁴ᵃ; R⁴ᵃ se selecciona a partir del grupo que consiste en halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR’’, NR’R’’, S(O)₀₋₂R’, C(=O)R’, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; R⁵ se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR⁴, NR’R’’, S(O)₀₋₂R⁷, C(=O)R⁸, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; en el que cada grupo de R⁵ está opcionalmente sustituido por R⁵ᵃ; R⁵ᵃ se selecciona a partir del grupo que consiste en halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR’’, NR’R’’, S(O)₀₋₂R’, C(=O)R’, Si(R’’)₃, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; R⁶ se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₁₋₆-cicloalquil y C(=O)R⁸; R⁷ se selecciona a partir del grupo que consiste en C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, NR⁵R⁶, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; en el que cada grupo de R⁷ está opcionalmente sustituido con uno o más grupos de R⁷ᵃ; R⁷ᵃ se selecciona a partir del grupo que consiste en halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR’’, NR’R’’, S(O)₀₋₂R’, C(=O)R’, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; R⁸ se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR⁴, NR⁵R⁶, N=S(O)₀₋₁(R⁹)₂, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; en el que cada grupo de R⁸ está opcionalmente sustituido con uno o más grupos de R⁸ᵃ; R⁸ᵃ se selecciona a partir del grupo que consiste en halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, OR’’, NR’R’’, S(O)₀₋₂R’, C(=O)R’, C₆₋₁₀-arilo, C₇₋₁₄-aralquil y C₃₋₁₀-heterociclilo; R⁹ se selecciona a partir del grupo que consiste en C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil y C(=O)R⁸; R¹⁰ se selecciona a partir del grupo que consiste en hidrógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₁₋₆-haloalquil, C₂₋₆-haloalquenil, C₃₋₈-cicloalquil, Si(R’’)₃, S(O)₀₋₂R⁷ y C(=O)R⁸; o dos sustituyentes R⁹ junto con el átomo al que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O y que opcionalmente incluyen sustitución de C(=O), pueden formar un anillo de 4 a 7 miembros, que por su parte está opcionalmente sustituido por uno o más grupos seleccionados a partir de halógeno, ciano, C₁₋₆-alquilo, C₁₋₆-haloalquil o C₁₋₆-alcoxi; o R⁹ y R¹⁰ sustituyentes junto con el átomo al que están unidos o junto con otros átomos seleccionados a partir del grupo que consiste en C, N, O y que opcionalmente incluyen sustitución de C(=O), pueden formar un anillo de 4 a 7 miembros, que por su parte está opcionalmente sustituido por uno o más grupos seleccionados a partir de halógeno, ciano, C₁₋₆-alquilo, C₁₋₆-haloalquil o C₁₋₆-alcoxi; R’ se selecciona a partir del grupo que consiste en hidrógeno, halógeno, ciano, C₁₋₆-alquilo, C₂₋₆-alquenilo, C₂₋₆-alquinilo, C₃₋₈-cicloalquil, OR’’, N(R’’)₂, S(O)₀₋₂R’’, C(=O)R’’, C(=O)OR’’ y C(=O)N(R’’)₂; R’’ se selecciona a partir del grupo que consiste en hidrógeno, C₁₋₆-alquilo, C₂₋₆-alquenilo y C₂₋₆-alquinilo y C₃₋₈-cicloalquil; en el que cada grupo de R’’ está opcionalmente sustituido por halógeno; cada grupo de R¹ a R¹⁰, RA, R²ᵃ, R²ᵃᵃ, R³ᵃ, R⁴ᵃ, R⁵ᵃ, R⁷ᵃ y R⁸ᵃ está opcionalmente sustituido por uno o más grupos seleccionados a partir del grupo que consiste en X, CN, R’, OR’’, SR’, N(R’)₂, COOR’’ y CON(R’)₂; “n” es un número entero que varía del 0 a 2; o sus sales aceptables para la agricultura, isómeros / isómeros estructurales, estereoisómeros, diastereoisómeros, enantiómeros, tautómeros, polimorfos, complejos metálicos, N-óxidos u S-óxidos.Condensed heterocyclic compounds with insecticide and acaricide activity, composition to control or prevent insect pests or mites, combination with at least one additional biologically active agent and seed comprising these compounds and the use thereof for combating insect pests are provided. insects or mites in crops, horticultural crops, domestic and vector control and parasites in animals and for the protection of plants, plant parts and seeds. Claim 1: A compound of the formula (1), wherein R¹ is selected from the group consisting of C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl and C₃₋₈-cycloalkyl-C₁₋₆-alkyl; Y is independently selected from O and/or NRʸ; Rʸ is selected from the group consisting of hydrogen, cyano, C₁₋₄-alkyl, C₂₋₄-alkenyl, C₂₋₄-alkynyl, C₁₋₄-haloalkyl, C₂₋₄-haloalkenyl, C₃₋₅-cycloalkyl, and C₃₋₅-cycloalkyl-C₁₋₃-alkyl; Q represents a 5 to 10 membered heterocyclic ring system, which is optionally substituted with one or more R² groups; R² is selected from the group consisting of hydrogen, halogen, cyano, nitro, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋ ₈-cycloalkyl, C₁₋₆-cyanoalkyl, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, SCN, S(O)₀₋₁R⁹=NR¹⁰, N=S(O )₀₋₁(R⁹)₂, P(=O)(OR'')₂, Si(R'')₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl, and C₃₋₁₀-heterocyclyl; wherein each R² group is optionally substituted with one or more R²ᵃ groups; R²ᵃ is selected from the group consisting of halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, SCN, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, Si (R'')₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl, and C₃₋₁₀-heterocyclyl; or two R²ᵃ substituents together with the atom to which they are attached or together with other atoms selected from the group consisting of C, N, O, S and optionally including 1 to 3 ring members selected from the group consisting of in C(=O), C(=S), S(O)₀₋₂ and Si(R’’)₂, can form a 3- to 7-membered ring, which in turn is optionally substituted with one or more R²ᵃᵃ groups; R²ᵃᵃ is selected from the group consisting of halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR⁴, NR⁵R⁶, C(=O)R⁸, S(O)₀₋₂R⁷, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, Si(R’’)₃ , C₆₋₁₀-aryl, C₇₋₁₄-aralkyl, and C₃₋₁₀-heterocyclyl; A¹ and A² independently represent N or CRA; RA is selected from the group consisting of hydrogen, halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₃₋₈-cycloalkyl, OR'' and N(R'')₂; wherein each RA group is optionally substituted with one or more RA' groups; RA' is selected from the group consisting of halogen, cyano, C₃₋₈-cycloalkyl, OR'', and N(R'')₂; Z represents O or S; G¹, G², G³ and G⁴ independently represent N or CR³; wherein no more than two N are present in the E ring simultaneously; R³ is selected from the group consisting of hydrogen, halogen, cyano, nitro, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋ ₈-cycloalkyl, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, SCN, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹ )₂, P(=O)(OR'')₂, Si(R'')₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl, and C₃₋₁₀-heterocyclyl; wherein each R³ group is optionally substituted with one or more R³ᵃ groups; R³ᵃ is selected from the group consisting of halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR⁴, NR⁵R⁶, CR⁴=NR⁵, C(=O)R⁸, S(O)₀₋₂R⁷, S(O)₀₋₁R⁹=NR¹⁰, N=S(O)₀₋₁(R⁹)₂, Si(R ’’)₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl and C₃₋₁₀-heterocyclyl; R⁴ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, S( O)₂R⁷, Si(R'')₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl and C₃₋₁₀-heterocyclyl; wherein each R⁴ group is optionally substituted by R⁴ᵃ; R⁴ᵃ is selected from the group consisting of halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR'', NR'R'', S(O)₀₋₂R', C(=O)R', Si(R'')₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl and C₃₋₁₀ -heterocyclyl; R⁵ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR⁴, NR'R'', S(O)₀₋₂R⁷, C(=O)R⁸, Si(R'')₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl and C₃₋₁₀-heterocyclyl; wherein each group of R⁵ is optionally substituted by R⁵ᵃ; R⁵ᵃ is selected from the group consisting of halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR'', NR'R'', S(O)₀₋₂R', C(=O)R', Si(R'')₃, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl and C₃₋₁₀ -heterocyclyl; R⁶ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₁₋₆-cycloalkyl, and C( =O)R⁸; R⁷ is selected from the group consisting of C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, NR⁵R⁶, C₆₋ ₁₀-aryl, C₇₋₁₄-aralkyl and C₃₋₁₀-heterocyclyl; wherein each R⁷ group is optionally substituted with one or more R⁷ᵃ groups; R⁷ᵃ is selected from the group consisting of halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR'', NR'R'', S(O)₀₋₂R', C(=O)R', C₆₋₁₀-aryl, C₇₋₁₄-aralkyl, and C₃₋₁₀-heterocyclyl; R⁸ is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR⁴, NR⁵R⁶, N=S(O)₀₋₁(R⁹)₂, C₆₋₁₀-aryl, C₇₋₁₄-aralkyl, and C₃₋₁₀-heterocyclyl; wherein each R⁸ group is optionally substituted with one or more R⁸ᵃ groups; R⁸ᵃ is selected from the group consisting of halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, OR'', NR'R'', S(O)₀₋₂R', C(=O)R', C₆₋₁₀-aryl, C₇₋₁₄-aralkyl, and C₃₋₁₀-heterocyclyl; R⁹ is selected from the group consisting of C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, and C(=O )R⁸; R¹⁰ is selected from the group consisting of hydrogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₁₋₆-haloalkyl, C₂₋₆-haloalkenyl, C₃₋₈-cycloalkyl, Si(R'')₃, S(O)₀₋₂R⁷ and C(=O)R⁸; or two R⁹ substituents together with the atom to which they are attached or together with other atoms selected from the group consisting of C, N, O and optionally including C(=O) substitution, may form a ring of 4 to 7 members, which for its part is optionally substituted by one or more groups selected from halogen, cyano, C₁₋₆-alkyl, C₁₋₆-haloalkyl or C₁₋₆-alkoxy; or R⁹ and R¹⁰ substituents together with the atom to which they are attached or together with other atoms selected from the group consisting of C, N, O and optionally including C(=O) substitution, may form a ring of 4 to 7-membered, which for its part is optionally substituted by one or more groups selected from halogen, cyano, C₁₋₆-alkyl, C₁₋₆-haloalkyl or C₁₋₆-alkoxy; R' is selected from the group consisting of hydrogen, halogen, cyano, C₁₋₆-alkyl, C₂₋₆-alkenyl, C₂₋₆-alkynyl, C₃₋₈-cycloalkyl, OR'', N(R'' )₂, S(O)₀₋₂R'', C(=O)R'', C(=O)OR'' and C(=O)N(R'')₂; R'' is selected from the group consisting of hydrogen, C₁₋₆-alkyl, C₂₋₆-alkenyl, and C₂₋₆-alkynyl, and C₃₋₈-cycloalkyl; wherein each R'' group is optionally substituted by halogen; each group from R¹ to R¹⁰, RA, R²ᵃ, R²ᵃᵃ, R³ᵃ, R⁴ᵃ, R⁵ᵃ, R⁷ᵃ and R⁸ᵃ is optionally substituted by one or more groups selected from the group consisting of X, CN, R', OR'', SR ', N(R')₂, COOR" and CON(R')₂; "n" is an integer ranging from 0 to 2; or its agriculturally acceptable salts, isomers/structural isomers, stereoisomers, diastereoisomers, enantiomers, tautomers, polymorphs, metal complexes, N-oxides or S-oxides.

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