AR107397A1 - DERIVATIVES OF BICYCLIC HETEROCICLES CONDENSED AS PESTICIDES - Google Patents

DERIVATIVES OF BICYCLIC HETEROCICLES CONDENSED AS PESTICIDES

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AR107397A1
AR107397A1 ARP170100149A ARP170100149A AR107397A1 AR 107397 A1 AR107397 A1 AR 107397A1 AR P170100149 A ARP170100149 A AR P170100149A AR P170100149 A ARP170100149 A AR P170100149A AR 107397 A1 AR107397 A1 AR 107397A1
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Argentina
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alkyl
alkoxy
cycloalkyl
alkylsulfinyl
alkylcarbonyl
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ARP170100149A
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Spanish (es)
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Andreas Turberg
Ulrich Grgens
Sascha Eilmus
Kerstin Ilg
Matthieu Willot
Dominik Hager
Nina Kausch-Busies
David Wilcke
Laura Hoffmeister
Rudiger Fischer
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Bayer Cropscience Ag
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Publication of AR107397A1 publication Critical patent/AR107397A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Su uso como acaricidas y/o insecticidas para el control de plagas de animales y procedimientos y compuestos intermedios para su preparación. Reivindicación 1: Compuestos de las fórmulas (1) ó (2), en los que Aa es nitrógeno o un resto de fórmula (3) (un átomo de carbono que tiene un doble enlace a Ab o a Ad); Ab es =N-, -S(O)ₘ-, -O-, -N(R⁷)-, =C(R²)- o -C(R⁹)(R¹⁰)-; Ac es =N-, -S(O)ₘ, -O-, -N(R⁷)-, =C(R³)- o -C(R¹¹)(R¹²)-; Ad es =N-, -S(O)ₘ-, -O-, -N(R⁷)-, =C(R⁸)- o -C(R¹³)(R¹⁴)-, donde sólo uno de los sustituyentes Ab, Ac o Ad puede ser oxígeno o -S(O)ₘ-; R¹ es C₁₋₆ alquilo, C₁₋₆ haloalquilo, C₁₋₆ cianoalquilo, C₁₋₆ hidroxialquilo, C₁₋₆ alcoxi-C₁₋₆ alquilo, C₁₋₆ haloalcoxi-C₁₋₆ alquilo, C₂₋₆ alquenilo, C₂₋₆ alqueniloxi-C₁₋₆ alquilo, C₂₋₆ haloalqueniloxi-C₁₋₆ alquilo, C₂₋₆ haloalquenilo, C₂₋₆ cianoalquenilo, C₂₋₆ alquinilo, C₂₋₆ alquiniloxi-C₁₋₆ alquilo, C₂₋₆ haloalquiniloxi-C₁₋₆ alquilo, C₂₋₆ haloalquinil, C₂₋₆ cianoalquinil, C₃₋₈cicloalquilo, C₃₋₈ cicloalquil-C₃₋₈ cicloalquilo, C₁₋₆ alquil-C₃₋₈ cicloalquilo, halo-C₃₋₈ cicloalquilo, amino, C₁₋₆ alquilamino, di-C₁₋₆ alquil-amino, C₃₋₁₀ cicloalquilamino, C₁₋₆ alquilcarbonil-amino, C₁₋₆ alquiltio-C₁₋₆ alquilo, C₁₋₆ haloalquiltio-C₁₋₆ alquilo, C₁₋₆ alquilsulfinil-C₁₋₆ alquilo, C₁₋₆ haloalquilsulfinil-C₁₋₆ alquilo, C₁₋₆ alquilsulfonil-C₁₋₆ alquilo, C₁₋₆ haloalquilsulfonil-C₁₋₆ alquilo, C₁₋₆ alcoxi-C₁₋₆ alquiltio-C₁₋₆ alquilo, C₁₋₆ alcoxi-C₁₋₆ alquilsulfinil-C₁₋₆ alquilo, C₁₋₆ alcoxi-C₁₋₆ alquilsulfonil-C₁₋₆ alquilo, C₁₋₆ alquilcarbonil-C₁₋₆ alquilo, C₁₋₆ haloalquilcarbonilo-C₁₋₆ alquilo, C₁₋₆ alcoxicarbonil-C₁₋₆ alquilo, C₁₋₆ haloalcoxicarbonil-C₁₋₆ alquilo, C₁₋₆ alquilsulfonilamino, aminosulfonil-C₁₋₆ alquilo, C₁₋₆ alquilaminosulfonil-C₁₋₆ alquilo, di-C₁₋₆ alquil-aminosulfonil-C₁₋₆ alquilo, o es en cada caso C₁₋₆ alquilo, C₁₋₆ alcoxi, C₂₋₆ alquenilo, C₂₋₆ alquinilo, C₃₋₈ cicloalquilo opcionalmente sustituido en forma simple o múltiple, idéntico o diferente, por arilo, hetarilo o heterociclilo, donde arilo, hetarilo o heterociclilo en cada caso opcionalmente en forma simple o múltiple, idéntico o diferente pueden estar sustituidos por halógeno, ciano, nitro, hidroxi, amino, carboxi, carbamoil, aminosulfonilo, C₁₋₆ alquilo, C₃₋₆ cicloalquilo, C₁₋₆ alcoxi, C₁₋₆ haloalquilo, C₁₋₆ haloalcoxi, C₁₋₆ alquiltio, C₁₋₆ alquilsulfinil, C₁₋₆ alquilsulfonil, C₁₋₆ alquilsulfimino, C₁₋₆ alquilsulfimino-C₁₋₆ alquilo, C₁₋₆ alquilsulfimino-C₂₋₆ alquilcarbonilo, C₁₋₆ alquilsulfoximino, C₁₋₆ alquilsulfoximino-C₁₋₆ alquilo, C₁₋₆ alquilsulfoximino-C₂₋₆ alquilcarbonilo, C₁₋₆ alcoxicarbonilo, C₁₋₆ alquilcarbonilo, C₃₋₆ trialquilsilil o bencilo, o R¹ es arilo, hetarilo o heterociclilo sustituidos en cada caso opcionalmente en forma simple o múltiple, idéntico o diferente por halógeno, ciano, nitro, hidroxi, amino, carboxi, carbamoil, C₁₋₆ alquilo, C₃₋₈ cicloalquilo, C₁₋₆ alcoxi, C₁₋₆ haloalquilo, C₁₋₆ haloalcoxi, C₁₋₆ alquiltio, C₁₋₆ alquilsulfinil, C₁₋₆ alquilsulfonil, C₁₋₆ alquilsulfimino, C₁₋₆ alquilsulfimino-C₁₋₆ alquilo, C₁₋₆ alquilsulfimino-C₂₋₆ alquilcarbonilo, C₁₋₆ alquilsulfoximino, C₁₋₆ alquilsulfoximino-C₁₋₆ alquilo, C₁₋₆ alquilsulfoximino-C₂₋₆ alquilcarbonilo, C₁₋₆ alcoxicarbonilo, C₁₋₆ alquilcarbonilo, C₃₋₆trialquilsilil, (=O) (sólo en el caso de heterociclilo) o (=O)₂ (sólo en el caso de heterociclilo); R², R³, R⁸, R⁹, R¹⁰, R¹¹, R¹², R¹³, R¹⁴ son independientemente hidrógeno, ciano, halógeno, nitro, acetilo, hidroxi, amino, SCN, tri-C₁₋₆ alquilsilil, C₃₋₈ cicloalquilo, C₃₋₈ cicloalquil-C₃₋₈ cicloalquilo, C₁₋₆ alquil-C₃₋₈ cicloalquilo, halo-C₃₋₈ cicloalquilo, C₁₋₆ alquilo, C₁₋₆ haloalquilo, C₁₋₆ cianoalquilo, C₁₋₆ hidroxialquilo, hidroxicarbonil-C₁₋₆ alcoxi, C₁₋₆ alcoxicarbonil-C₁₋₆ alquilo, C₁₋₆ alcoxi-C₁₋₆ alquilo, C₂₋₆ alquenilo, C₂₋₆ haloalquenilo, C₂₋₆ cianoalquenilo, C₂₋₆ alquinilo, C₂₋₆ haloalquinil, C₂₋₆ cianoalquinil, C₁₋₆ alcoxi, C₁₋₆ haloalcoxi, C₁₋₆ cianoalcoxi, C₁₋₆ alcoxicarbonil-C₁₋₆ alcoxi, C₁₋₆ alcoxi-C₁₋₆ alcoxi, C₁₋₆ alquilo de hidroxiimino, C₁₋₆ alcoxiimino, C₁₋₆ alquil-C₁₋₆ alcoxiimino, C₁₋₆ haloalquil-C₁₋₆ alcoxiimino, C₁₋₆ alquiltio, C₁₋₆ haloalquiltio, C₁₋₆ alcoxi-C₁₋₆ alquiltio, C₁₋₆ alquiltio-C₁₋₆ alquilo, C₁₋₆ alquilsulfinil, C₁₋₆ haloalquilsulfinil, C₁₋₆ alcoxi-C₁₋₆ alquilsulfinil, C₁₋₆ alquilsulfinil-C₁₋₆ alquilo, C₁₋₆ alquilsulfonil, C₁₋₆ haloalquilsulfonil, C₁₋₆ alcoxi-C₁₋₆ alquilsulfonil, C₁₋₆ alquilsulfonil-C₁₋₆ alquilo, C₁₋₆ alquilsulfoniloxi, C₁₋₆ alquilcarbonilo, C₁₋₆ alquiltiocarbonilo, C₁₋₆ haloalquilcarbonilo, C₁₋₆ alquilcarboniloxi, C₁₋₆ alcoxicarbonilo, C₁₋₆ haloalcoxicarbonilo, aminocarbonilo, C₁₋₆ alquilaminocarbonilo, C₁₋₆ alquilaminotiocarbonilo, di-C₁₋₆ alquil-aminocarbonilo, di-C₁₋₆ alquil-aminotiocarbonilo, C₂₋₆ alquenilaminocarbonilo, di-C₂₋₆ alquenilaminocarbonilo, C₃₋₈ cicloalquilaminocarbonilo, C₁₋₆ alquilsulfonilamino, C₁₋₆ alquilamino, di-C₁₋₆ alquilamino, aminosulfonilo, C₁₋₆ alquilaminosulfonil-, di-C₁₋₆ alquil-aminosulfonil, C₁₋₆ alquilsulfoximino, aminotiocarbonilo, C₁₋₆ alquilaminotiocarbonilo, di-C₁₋₆ alquil-aminotiocarbonilo, C₃₋₈cicloalquilamino o NHCO-C₁₋₆ alquilo (C₁₋₆ alquilcarbonilamino); R⁷ es hidrógeno, acetilo, C₁₋₄ alquilo, C₁₋₄ hidroxialquilo, C₁₋₄ haloalquilo, C₁₋₄ cianoalquilo, C₁₋₄ alcoxi-C₁₋₄ alquilo, C₁₋₄ haloalcoxi-C₁₋₄ alquilo, C₂₋₄ alquenilo, C₂₋₄ alqueniloxi-C₁₋₄ alquilo, C₂₋₄ haloalqueniloxi-C₁₋₄ alquilo, C₂₋₄ haloalquenilo, C₂₋₄ cianoalquenilo, C₂₋₄ alquinilo, C₂₋₄ alquiniloxi-C₁₋₄ alquilo, C₂₋₄ haloalquiniloxi-C₁₋₄ alquilo, C₂₋₄ haloalquinil, C₂₋₄ cianoalquinil, C₃₋₆ cicloalquilo, C₁₋₄ alquil-C₃₋₆ cicloalquilo, halo-C₃₋₆ cicloalquilo, C₁₋₄ alquiltio-C₁₋₄ alquilo, C₁₋₄ haloalquiltio-C₁₋₄ alquilo, C₁₋₄ alquilsulfinil-C₁₋₄ alquilo, C₁₋₄ haloalquilsulfinil-C₁₋₄ alquilo, C₁₋₄ alquilsulfonil-C₁₋₄ alquilo, C₁₋₄ alquilcarbonil-C₁₋₄ alquilo, C₁₋₄ haloalquilcarbonilo-C₁₋₄ alquilo, o es en cada caso C₁₋₄ alquilo, C₂₋₄ alquenilo, C₂₋₄ alquinilo opcionalmente sustituido en forma simple o doble, idéntico o diferente por arilo o heterociclilo, donde arilo o heterociclilo pueden estar sustituidos en cada caso opcionalmente en forma simple o doble, idéntico o diferente por halógeno, ciano, C₁₋₄ alquilo, C₃₋₄ cicloalquilo, C₁₋₄ alcoxi, C₁₋₄ haloalquilo, C₁₋₄ haloalcoxi, C₁₋₄ alquiltio, C₁₋₄ alquilsulfinil o C₁₋₄ alquilsulfonil; Q es un sistema de anillos fusionado bicíclico o tricíclico parcialmente saturado o saturado heterocíclico o heteroaromático de 8, 9, 10, 11 ó 12 miembros, en el que opcionalmente puede estar contenido al menos un grupo carbonilo y/o donde el sistema de anillos está opcionalmente sustituido en forma simple o múltiple, idéntico o distinto, y en el que los sustituyentes pueden ser seleccionados independientemente de ciano, halógeno, nitro, acetilo, hidroxi, amino, SCN, tri-C₁₋₆ alquilsilil, C₃₋₈ cicloalquilo, C₃₋₈ cicloalquil-C₃₋₈ cicloalquilo, C₁₋₆ alquil-C₃₋₈ cicloalquilo, halo-C₃₋₈ cicloalquilo, C₁₋₆ alquilo, C₁₋₆ haloalquilo, C₁₋₆ cianoalquilo, C₁₋₆ hidroxialquilo, hidroxicarbonil-C₁₋₆ alcoxi, C₁₋₆ alcoxicarbonil-C₁₋₆ alquilo, C₁₋₆ alcoxi-C₁₋₆ alquilo, C₂₋₆ alquenilo, C₂₋₆ haloalquenilo, C₂₋₆ cianoalquenilo, C₂₋₆ alquinilo, C₂₋₆ alquiniloxi-C₁₋₄ alquilo, C₂₋₆ haloalquinil, C₂₋₆ cianoalquinil, C₁₋₆ alcoxi, C₁₋₆ haloalcoxi, C₁₋₆ haloalcoxi-C₁₋₆ alquilo, C₂₋₆ alqueniloxi-C₁₋₆ alquilo, C₂₋₆ haloalqueniloxi-C₁₋₆ alquilo, C₁₋₆ cianoalcoxi, C₁₋₆ alcoxicarbonil-C₁₋₆ alcoxi, C₁₋₆ alcoxi-C₁₋₆ alcoxi, C₁₋₆ alquilo de hidroxiimino, C₁₋₆ alcoxiimino, C₁₋₆ alquil-C₁₋₆ alcoxiimino, C₁₋₆ haloalquil-C₁₋₆ alcoxiimino, C₁₋₆ alquiltio, C₁₋₆ haloalquiltio, C₁₋₆ alcoxi-C₁₋₆ alquiltio, C₁₋₆ alquiltio-C₁₋₆ alquilo, C₁₋₆ alquilsulfinil, C₁₋₆ haloalquilsulfinil, C₁₋₆ alcoxi-C₁₋₆ alquilsulfinil, C₁₋₆ alquilsulfinil-C₁₋₆ alquilo, C₁₋₆ alquilsulfonil, C₁₋₆ haloalquilsulfonil, C₁₋₆ alcoxi-C₁₋₆ alquilsulfonil, C₁₋₆ alquilsulfonil-C₁₋₆ alquilo, C₁₋₆ alquilsulfoniloxi, C₁₋₆ alquilcarbonilo, C₁₋₆ alquilcarbonil-C₁₋₆ alquilo, C₁₋₆ alquiltiocarbonilo, C₁₋₆ haloalquilcarbonilo, C₁₋₆ alquilcarboniloxi, C₁₋₆ alcoxicarbonilo, C₁₋₆ haloalcoxicarbonilo, aminocarbonilo, C₁₋₆ alquilaminocarbonilo, C₁₋₆ alquilaminotiocarbonilo, di-C₁₋₆ alquil-aminocarbonilo, di-C₁₋₆ alquil-aminotiocarbonilo, C₂₋₆ alquenilaminocarbonilo, di-C₂₋₆ alquenilaminocarbonilo, C₃₋₈ cicloalquilaminocarbonilo, C₁₋₆ alquilsulfonilamino, C₁₋₆ alquilamino, di-C₁₋₆ alquilamino, aminosulfonilo, C₁₋₆ alquilaminosulfonil, di-C₁₋₆ alquil-aminosulfonil, C₁₋₆ alquilsulfoximino, aminotiocarbonilo, C₁₋₆ alquilaminotiocarbonilo, di-C₁₋₆ alquil-aminotiocarbonilo, C₃₋₈ cicloalquilamino, NHCO-C₁₋₆ alquilo (C₁₋₆ alquilcarbonilamino), o en el que los sustituyentes pueden ser seleccionados independientemente de fenilo o de un anillo heteroaromático de 5 ó 6 miembros, donde el fenilo o el anillo opcionalmente pueden estar sustituidos en forma simple o múltiple, idéntico o diferente por C₁₋₆ alquilo, C₂₋₆ alquenilo, C₂₋₆ alquinilo, C₃₋₆ cicloalquilo, C₁₋₆ haloalquilo, C₂₋₆ haloalquenilo, C₂₋₆ haloalquinilo, C₃₋₆ halocicloalquilo, halógeno, CN, NO₂, C₁₋₄ alcoxi, C₁₋₄ haloalcoxi; n es 0, 1 ó 2; m es 0, 1 ó 2; excepto el compuesto de la fórmula (4).Its use as acaricides and / or insecticides for the control of animal pests and intermediate procedures and compounds for their preparation. Claim 1: Compounds of formulas (1) or (2), wherein Aa is nitrogen or a remainder of formula (3) (a carbon atom having a double bond to Ab or Ad); Ab is = N-, -S (O) ₘ-, -O-, -N (R⁷) -, = C (R²) - or -C (R⁹) (R¹⁰) -; Ac is = N-, -S (O) ₘ, -O-, -N (R⁷) -, = C (R³) - or -C (R¹¹) (R¹²) -; Ad is = N-, -S (O) ₘ-, -O-, -N (R⁷) -, = C (R⁸) - or -C (R¹³) (R¹⁴) -, where only one of the substituents Ab, Ac or Ad can be oxygen or -S (O) ₘ-; R¹ is C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₁₋₆ cyanoalkyl, C₁₋₆ hydroxyalkyl, C₁₋₆ alkoxy-C₁₋₆ alkyl, C₁₋₆ haloalkoxy-C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkenyloxy-C₁₋₆ alkyl, C₂₋₆ haloalkenyloxy-C₁₋₆ alkyl, C₂₋₆ haloalkenyl, C₂₋₆ cyanoalkenyl, C₂₋₆ alkynyl, C₂₋₆ alkynyloxy-C₁₋₆ alkyl, C₂₋₆ haloalkyloxy-C₁₋₆ alkyl, C₂₋₆ haloalkynyl, C₂₋₆ cyanoalkynyl, C₃₋₈cycloalkyl, C₃₋₈ cycloalkyl-C₃₋₈ cycloalkyl, C₁₋₆ alkyl-C₃₋₈ cycloalkyl, halo-C₃₋₈ cycloalkyl, amino, C₁₋₆ alkylamino, di-C₁₋₆ alkyl-amino, C₃₋₁₀ cycloalkylamino, C₁₋₆ alkylcarbonyl-amino, C₁₋₆ alkylthio-C₁₋₆ alkyl, C₁₋₆ haloalkylthio-C₁₋₆ alkyl, C₁₋₆ alkylsulfinyl-C₁₋₆ alkyl , C₁₋₆ haloalkylsulfinyl-C₁₋₆ alkyl, C₁₋₆ alkylsulfonyl-C₁₋₆ a alkyl, C₁₋₆ haloalkylsulfonyl-C₁₋₆ alkyl, C₁₋₆ alkoxy-C₁₋₆ alkylthio-C₁₋₆ alkyl, C₁₋₆ alkoxy-C₁₋₆ alkylsulfinyl-C₁₋₆ alkyl, C₁₋₆ alkoxy-C₁₋₆ alkylsulfonyl-C₁₋₆ alkyl, C₁₋₆ alkylcarbonyl-C₁₋₆ alkyl, C₁₋₆ haloalkylcarbonyl-C₁₋₆ alkyl, C₁₋₆ alkoxycarbonyl-C₁₋₆ alkyl, C₁₋₆ haloalkoxycarbonyl-C₁₋₆ alkyl, C₁₋₆ alkylsulfonylamino, aminosulfonyl-C₁₋₆ alkyl, C₁₋₆ alkylaminosulfonyl-C₁₋₆ alkyl, di-C₁₋₆ alkyl-aminosulfonyl-C₁₋₆ alkyl, or is in each case C₁₋₆ alkyl, C₁₋₆ alkoxy, C₂₋ ₆ alkenyl, C₂₋₆ alkynyl, C₃₋₈ cycloalkyl optionally substituted in a single or multiple, identical or different form, by aryl, heteroaryl or heterocyclyl, where aryl, hetaryl or heterocyclyl in each case optionally in single or multiple, identical or different form may be substituted by halo eno, cyano, nitro, hydroxy, amino, carboxy, carbamoyl, aminosulfonyl, C₁₋₆ alkyl, C₃₋₆ cycloalkyl, C₁₋₆ alkoxy, C₁₋₆ haloalkyl, C₁₋₆ haloalkoxy, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl , C₁₋₆ alkylsulfonyl, C₁₋₆ alkylsulfimino, C₁₋₆ alkylsulfimino-C₁₋₆ alkyl, C₁₋₆ alkylsulfimino-C₂₋₆ alkylcarbonyl, C₁₋₆ alkylsulfoximino, C₁₋₆ alkylsulfoximino-C₁₋₆ alkyl, C₁₋₆ alkylsulfoximino -C₂₋₆ alkylcarbonyl, C₁₋₆ alkoxycarbonyl, C₁₋₆ alkylcarbonyl, C₃₋₆ trialkylsilyl or benzyl, or R¹ is aryl, heteroaryl or heterocyclyl substituted in each case optionally in single or multiple form, identical or different by halogen, cyano, nitro, hydroxy, amino, carboxy, carbamoyl, C₁₋₆ alkyl, C₃₋₈ cycloalkyl, C₁₋₆ alkoxy, C₁₋₆ haloalkyl, C₁₋₆ haloalkoxy, C₁₋₆ alkylthio, C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfonyl,C₁₋₆ alkylsulfimino, C₁₋₆ alkylsulfimino-C₁₋₆ alkyl, C₁₋₆ alkylsulfimino-C₂₋₆ alkylcarbonyl, C₁₋₆ alkylsulfoximino, C₁₋₆ alkylsulfoximino-C₁₋₆ alkyl, C₁₋₆ alkylsulfoximino-C₂₋₆ alkylcarbonyl, C₁₋₆ alkoxycarbonyl, C₁₋₆ alkylcarbonyl, C₃₋₆trialkylsilyl, (= O) (only in the case of heterocyclyl) or (= O) ₂ (only in the case of heterocyclyl); R², R³, R⁸, R⁹, R¹⁰, R¹¹, R¹², R¹³, R¹⁴ are independently hydrogen, cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri-C₁₋₆ alkylsilyl, C₃₋₈ cycloalkyl, C₃₋₈ cycloalkyl-C₃₋₈ cycloalkyl, C₁₋₆ alkyl-C₃₋₈ cycloalkyl, halo-C₃₋₈ cycloalkyl, C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₁₋₆ cyanoalkyl, C₁₋₆ hydroxyalkyl, hydroxycarbonyl-C₁₋₆ alkoxy , C₁₋₆ alkoxycarbonyl-C₁₋₆ alkyl, C₁₋₆ alkoxy-C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ haloalkenyl, C₂₋₆ cyanoalkenyl, C₂₋₆ alkynyl, C₂₋₆ haloalkynyl, C₂₋₆ cyanoalkynyl , C₁₋₆ alkoxy, C₁₋₆ haloalkoxy, C₁₋₆ cyanoalkoxy, C₁₋₆ alkoxycarbonyl-C₁₋₆ alkoxy, C₁₋₆ alkoxy-C₁₋₆ alkoxy, C₁₋₆ hydroxyimino alkyl, C₁₋₆ alkoxyimino, C₁₋ ₆ alkyl-C₁₋₆ alkoxyimino, C₁₋₆ haloalkyl-C₁₋₆ alkoxyimino, C₁₋₆ alkylthi or, C₁₋₆ haloalkylthio, C₁₋₆ alkoxy-C₁₋₆ alkylthio, C₁₋₆ alkylthio-C₁₋₆ alkyl, C₁₋₆ alkylsulfinyl, C₁₋₆ haloalkylsulfinyl, C₁₋₆ alkoxy-C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfinyl-C₁₋₆ alkyl, C₁₋₆ alkylsulfonyl, C₁₋₆ haloalkylsulfonyl, C₁₋₆ alkoxy-C₁₋₆ alkylsulfonyl, C₁₋₆ alkylsulfonyl-C₁₋₆ alkyl, C₁₋₆ alkylsulfonyloxy, C₁₋₆ alkylcarbonyl, C₁₋₆ alkylthiocarbonyl, C₁₋₆ haloalkylcarbonyl, C₁₋₆ alkylcarbonyloxy, C₁₋₆ alkoxycarbonyl, C₁₋₆ haloalkoxycarbonyl, aminocarbonyl, C₁₋₆ alkylaminocarbonyl, C₁₋₆ alkylaminothiocarbonyl, di-C₁₋₆ alkyl aminocarbonyl, di-C₁₋₆ alkyl- aminothiocarbonyl, C₂₋₆ alkenylaminocarbonyl, di-C₂₋₆ alkenylaminocarbonyl, C₃₋₈ cycloalkylaminocarbonyl, C₁₋₆ alkylsulfonylamino, C₁₋₆ alkylamino, di-C₁₋₆ alkylamino, aminosulfonyl, C₁₋ alquilaminosulfonil-, di-C₁₋₆ alkyl-aminosulfonyl, C₁₋₆ alquilsulfoximino, aminothiocarbonyl, alkylaminothiocarbonyl C₁₋₆ I, di-C₁₋₆ I alkylaminothiocarbonyl, C₃₋₈cicloalquilamino or NHCO-C₁₋₆ alkyl (C₁₋₆ alkylcarbonylamino); R⁷ is hydrogen, acetyl, C₁₋₄ alkyl, C₁₋₄ hydroxyalkyl, C₁₋₄ haloalkyl, C₁₋₄ cyanoalkyl, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₂₋₄ alkenyl , C₂₋₄ alkenyloxy-C₁₋₄ alkyl, C₂₋₄ haloalkenyloxy-C₁₋₄ alkyl, C₂₋₄ haloalkenyl, C₂₋₄ cyanoalkenyl, C₂₋₄ alkynyl, C₂₋₄ alkynyloxy-C₁₋₄ alkyl, C₂₋₄ haloalkyloxy -C₁₋₄ alkyl, C₂₋₄ haloalkynyl, C₂₋₄ cyanoalkynyl, C₃₋₆ cycloalkyl, C₁₋₄ alkyl-C₃₋₆ cycloalkyl, halo-C₃₋₆ cycloalkyl, C₁₋₄ alkylthio-C₁₋₄ alkyl, C₁₋ ₄ haloalkylthio-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₄ alkylcarbonyl-C₁₋₄ alkyl, C₁₋ ₄ haloalkylcarbonyl-C₁₋₄ alkyl, or is in each case C₁₋₄ alkyl, C₂ ₄ alkenyl, C₂₋₄ alkynyl optionally substituted in a simple or double form, identical or different by aryl or heterocyclyl, where aryl or heterocyclyl may be optionally substituted in each case in a simple or double form, identical or different by halogen, cyano, C₁₋ ₄ alkyl, C₃₋₄ cycloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkyl, C₁₋₄ haloalkoxy, C₁₋₄ alkylthio, C₁₋₄ alkylsulfinyl or C₁₋₄ alkylsulfonyl; Q is a bicyclic or tricyclic fused ring system partially saturated or saturated heterocyclic or heteroaromatic of 8, 9, 10, 11 or 12 members, in which at least one carbonyl group may optionally be contained and / or where the ring system is optionally substituted in a single or multiple form, identical or different, and in which the substituents can be independently selected from cyano, halogen, nitro, acetyl, hydroxy, amino, SCN, tri-C₁₋₆ alkylsilyl, C₃₋₈ cycloalkyl, C₃ ₋₈ cycloalkyl-C₃₋₈ cycloalkyl, C₁₋₆ alkyl-C₃₋₈ cycloalkyl, halo-C₃₋₈ cycloalkyl, C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₁₋₆ cyanoalkyl, C₁₋₆ hydroxyalkyl, hydroxycarbonyl-C₁₋ ₆ alkoxy, C₁₋₆ alkoxycarbonyl-C₁₋₆ alkyl, C₁₋₆ alkoxy-C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ haloalkenyl, C₂₋₆ cyanoalkenyl, C₂₋₆ alkynyl, C₂₋₆ alkynyloxy-C₁₋ ₄ alkyl, C₂₋₆ haloalkynyl, C₂₋₆ cyanoalkynyl, C₁₋₆ alkoxy, C₁₋₆ haloalkoxy, C₁₋₆ haloalkoxy-C₁₋₆ alkyl, C₂₋₆ alkenyloxy-C₁₋₆ alkyl, C₂₋₆ haloalkenyloxy-C₁₋₆ alkyl, C₁₋₆ cyanoalkoxy, C₁₋₆ alkoxycarbonyl-C₁₋₆ alkoxy, C₁₋₆ alkoxy-C₁₋₆ alkoxy, C₁₋₆ hydroxyimino alkyl, C₁₋₆ alkoxyimino, C₁₋₆ alkyl-C₁₋₆ alkoxyimino, C₁ ₋₆ haloalkyl-C₁₋₆ alkoxyimino, C₁₋₆ alkylthio, C₁₋₆ haloalkylthio, C₁₋₆ alkoxy-C₁₋₆ alkylthio, C₁₋₆ alkylthio-C₁₋₆ alkyl, C₁₋₆ alkylsulfinyl, C₁₋₆ haloalkylsulfinyl, C₁ ₋₆ alkoxy-C₁₋₆ alkylsulfinyl, C₁₋₆ alkylsulfinyl-C₁₋₆ alkyl, C₁₋₆ alkylsulfonyl, C₁₋₆ haloalkylsulfonyl, C₁₋₆ alkoxy-C₁₋₆ alkylsulfonyl, C₁₋₆ alkylsulfonyl-C₁₋₆ alkyl, C₁ ₋₆ alkylsulfonyloxy, C₁₋₆ alkylcarbonyl, C₁₋₆ alkylcarbonyl- C₁₋₆ alkyl, C₁₋₆ alkylthiocarbonyl, C₁₋₆ haloalkylcarbonyl, C₁₋₆ alkylcarbonyloxy, C₁₋₆ alkoxycarbonyl, C₁₋₆ haloalkoxycarbonyl, aminocarbonyl, C₁₋₆ alkylaminocarbonyl, C₁₋₆ alkylaminothiocarbonyl, di-C₁₋₆ alkyl aminocarbonyl , di-C₁₋₆ alkyl-aminothiocarbonyl, C₂₋₆ alkenylaminocarbonyl, di-C₂₋₆ alkenylaminocarbonyl, C₃₋₈ cycloalkylaminocarbonyl, C₁₋₆ alkylsulfonylamino, C₁₋₆ alkylamino, di-C₁₋₆ alkylamino, aminosulfonyl, C₁₋₆ alkylaminosulfonyl , di-C₁₋₆ alkyl-aminosulfonyl, C₁₋₆ alkylsulfoximino, aminothiocarbonyl, C₁₋₆ alkylamino thiocarbonyl, di-C₁₋₆ alkyl-aminothiocarbonyl, C₃₋₈ cycloalkylamino, NHCO-C₁₋₆ alkyl (C₁₋₆ alkylcarbonylamino), or wherein the substituents can be independently selected from phenyl or from a 5- or 6-membered heteroaromatic ring, where the phenyl or the ring optionally they may be substituted in a single or multiple form, identical or different by C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₃₋₆ cycloalkyl, C₁₋₆ haloalkyl, C₂₋₆ haloalkenyl, C₂₋₆ haloalkynyl, C₃ ₋₆ halocycloalkyl, halogen, CN, NO₂, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy; n is 0, 1 or 2; m is 0, 1 or 2; except the compound of the formula (4).

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