AR103024A1 - You piridoncarboxamidas selected or their salts as active substances against abiotic stress of plants - Google Patents

You piridoncarboxamidas selected or their salts as active substances against abiotic stress of plants

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Publication number
AR103024A1
AR103024A1 ARP150104080A ARP150104080A AR103024A1 AR 103024 A1 AR103024 A1 AR 103024A1 AR P150104080 A ARP150104080 A AR P150104080A AR P150104080 A ARP150104080 A AR P150104080A AR 103024 A1 AR103024 A1 AR 103024A1
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Argentina
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c1
alkyl
carbonyl
alkoxy
haloalkoxy
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ARP150104080A
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Spanish (es)
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Bickers Udo
Strek Harry
Dittgen Jan
Schmutzler Dirk
Poree Fabien
Ziemer Frank
Arve Lars
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Bayer Cropscience Ag
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Publication of AR103024A1 publication Critical patent/AR103024A1/en

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with heteroatoms or with carbon atoms having three bonds to hetero atoms, with at the most one to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78Carbon atoms having three bonds to hetero atoms, with at the most one to halogen, e.g. ester or nitrile radicals
    • C07D213/81Amides; Imides
    • C07D213/82Amides; Imides in position 3
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40Biocides, 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
    • 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
    • C07D401/06Heterocyclic 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 only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/06Heterocyclic 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 only aliphatic carbon atoms

Abstract

Estos compuestos se utilizan para aumentar la tolerancia en plantas contra el estrés abiótico, para fortalecer el crecimiento de plantas y/o para aumentar el rendimiento de plantas. These compounds are used to increase tolerance in plants against abiotic stress for enhancing the growth of plants and / or to increase the yield of plants. Reivindicación 1: El uso de piridincarboxamidas sustituidas de la fórmula general (1) o sales de las mismas, para aumentar la tolerancia contra el estrés abiótico en plantas, donde R¹ representa C₃₋₆-cicloalquilo, arilo o hetarilo, donde cada uno de estos tres radicales no está sustituido o está sustituido con uno o más radicales seleccionados entre halógeno, nitro, hidroxi, ciano, NR⁸R⁹, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, C₁₋₄-alquilsulfoxi, C₁₋₄-alquilsulfona, C₁₋₄-haloalquiltio, C₁₋₄-haloalquilsulfoxi, C₁₋₄-haloalquilsulfona, C₁₋₄-alcoxi-carbonilo, C₁₋₄-haloalcoxi-carbonilo, C₁₋₄-alquilcarboxi, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquilo C₁₋₆-alquilo, C₁₋₄-alcoxi-carbonil-C₁₋₄-alquilo, hidroxicarbonilo, hidroxicarbonil-C₁₋₄-alquilo, R⁸R⁹N-carbonilo; Claims 1. Use of substituted pyridinecarboxamides of the general formula (1) or salts thereof, to increase tolerance against abiotic stress in plants, where R¹ represents C₃₋₆-cycloalkyl, aryl or hetaryl, where each of these three radicals is unsubstituted or substituted by one or more radicals selected from halogen, nitro, hydroxy, cyano, NR⁸R⁹, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁ ₋₄-alkylthio, C₁₋₄-alkylsulfoxy, C₁₋₄-alkylsulfone, C₁₋₄-haloalkylthio, C₁₋₄-haloalquilsulfoxi, C₁₋₄-haloalkyl sulfone, C₁₋₄-alkoxycarbonyl, C₁₋₄-haloalkoxy-carbonyl , C₁₋₄-alkylcarboxy, C₃₋₆-cycloalkyl, C₃₋₆-cycloalkyl-C₁₋₆ alkyl, C₁₋₄-alkoxycarbonylamino C₁₋₄-alkyl, hydroxycarbonyl, hydroxycarbonyl-C₁₋₄-alkyl, R⁸R⁹N- carbonyl; R² representa hidrógeno; R² represents hydrogen; y R³ y R⁴ en forma independiente entre sí representan hidrógeno, C₁₋₁₆-alquilo, C₂₋₁₆-alquenilo o C₂₋₁₆-alquinilo, donde cada uno de los últimos 3 residuos no está sustituido o está sustituido con uno o más radicales seleccionados entre halógeno; and R³ and R⁴ independently of one another hydrogen, C₁₋₁₆-alkyl, -alkenyl or C₂₋₁₆ C₂₋₁₆-alkynyl, where each of the last 3 residues is unsubstituted or substituted by one or more radicals selected halogen; hidroxi, ciano, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, C₁₋₄-alquilamino, di[C₁₋₄-alquil]-amino, hidroxicarbonilo, [C₁₋₄-alcoxi]-carbonilo, [C₁₋₄-haloalcoxi]-carbonilo, C₃₋₆-cicloalquilo, que no está sustituido o está sustituido, arilo, que no está sustituido o está sustituido, heteroarilo, que no está sustituido o está sustituido o heterociclilo, que no está sustituido o está sustituido, o representan [C₁₋₄-alcoxi]-carbonil-carbonilo, [C₁₋₄-alcoxi]-carbonil-C₁₋₈-alquil-carbonilo, C₁₋₁₆-alquilcarbonilo, C₁₋₁₆-haloalquilcarbonilo, o representan C₃₋₆-cicloalquilo, C₄₋₆-cicloalquenilo, C₃₋₆-cicloalquilo, que está condensado en una posición del anillo con un anillo carbocíclico saturado o insaturado de entre 4 y 6 miembros, o C₄₋₆-cicloalquenilo, que está condensado en una posición del anillo con un anillo carbocíclico saturado o insaturado de entre 4 y 6 miembros, hydroxy, cyano, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄-alkylthio, C₁₋₄-alkylamino, di [C₁₋₄-alkyl] -amino, hydroxycarbonyl, [C₁₋₄-alkoxy] -carbonyl [C₁₋₄ -haloalkoxy] carbonyl, C₃₋₆ cycloalkyl, which is unsubstituted or substituted, aryl which is unsubstituted or substituted, heteroaryl which is unsubstituted or substituted, or heterocyclyl which is not unsubstituted or substituted, or represent [C₁₋₄-alkoxy] carbonyl-carbonyl, [C₁₋₄-alkoxy] -carbonyl-C₁₋₈-alkylcarbonyl, C₁₋₁₆-alkylcarbonyl, haloalkylcarbonyl C₁₋₁₆-or represent C₃₋₆-cycloalkyl, C₄₋₆-cycloalkenyl, C₃₋₆ cycloalkyl, which is condensed at a position of the ring with a carbocyclic ring, saturated or unsaturated 4 to 6 members, or C₄₋₆-cycloalkenyl, which is condensed at a position of the ring with a carbocyclic ring, saturated or unsaturated 4 to 6 members, donde cada uno de los últimos 4 residuos no está sustituido o está sustituido con uno o más residuos seleccionados entre halógeno, hidroxi, ciano, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, C₁₋₄-alquilamino, di[C₁₋₄-alquil]-amino, [C₁₋₄-alcoxi]-carbonilo, [C₁₋₄-haloalcoxi]-carbonilo, C₃₋₆-cicloalquilo, arilo, que no está sustituido o está sustituido, heteroarilo, que no está sustituido o está sustituido o heterociclilo, que no está sustituido o está sustituido, o representan arilo, heteroarilo, o heterociclilo, donde cada uno de estos tres radicales no está sustituido o está sustituido con uno o más radicales seleccionados entre halógeno, nitro, hidroxi, ciano, NR⁸R⁹, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, C₁₋₄-alquilsulfoxi, C₁₋₄-alquilsulfona, C₁₋₄-haloalquiltio, C₁₋₄-haloalquilsu where each of the last 4 residues is unsubstituted or substituted with one or more residues selected from halogen, hydroxy, cyano, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, C₁₋₄ haloalkoxy- , C₁₋₄-alkylthio, C₁₋₄-alkylamino, di [C₁₋₄-alkyl] -amino, [C₁₋₄-alkoxy] carbonyl, [C₁₋₄ -haloalkoxy] carbonyl, C₃₋₆-cycloalkyl, aryl which it is unsubstituted or substituted, heteroaryl which is unsubstituted or substituted, or heterocyclyl, which is unsubstituted or substituted, or represent aryl, heteroaryl, or heterocyclyl, where each of these three radicals is unsubstituted or It is substituted with one or more radicals selected from halogen, nitro, hydroxy, cyano, NR⁸R⁹, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄-alkylthio, C₁ ₋₄-alkylsulfoxy, C₁₋₄-alkyl sulfone, C₁₋₄-haloalkylthio, C₁₋₄-haloalquilsu lfoxi, C₁₋₄-haloalquilsulfona, C₁₋₄-alcoxi-carbonilo, C₁₋₄-haloalcoxi-carbonilo, C₁₋₄-alquilcarboxi, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquilo C₁₋₆-alquilo, C₁₋₄-alcoxi-carbonil-C₁₋₄-alquilo, hidroxicarbonilo, hidroxicarbonil-C₁₋₄-alquilo, R⁸R⁹N-carbonilo, o R³ representa hidrógeno, C₁₋₆-alquilo y R⁴ representa C₁₋₆-alquilo, C₁₋₆-alcoxi, C₂₋₆-alqueniloxi, C₂₋₆-alquiniloxi o C₂₋₆-haloalcoxi o C₁₋₆-alquil-SO₂, o R³ y R⁴ junto con el átomo de N que los conecta representan un residuo aminoácido natural en su forma racémica o en sus formas D y L respectivas, o R³ y R⁴ junto con el átomo de N que los conecta forman un anillo carbocíclico o heterocíclico de entre cuatro y ocho miembros, que además del átomo de N puede contener heteroátomos del anillo adicionales, preferiblemente hasta dos heteroátomos del anillo adicionales seleccionados entre N, O y S y que no está sust lfoxi, C₁₋₄-haloalkyl sulfone, C₁₋₄-alkoxycarbonyl, C₁₋₄-haloalkoxy-carbonyl, C₁₋₄-alkylcarboxy, C₃₋₆-cycloalkyl, C₃₋₆-cycloalkyl-C₁₋₆ alkyl, C₁₋₄ -alkoxy-carbonyl-C₁₋₄-alkyl, hydroxycarbonyl, hydroxycarbonyl-C₁₋₄-alkyl, R⁸R⁹N-carbonyl, or R³ represents hydrogen, C₁₋₆-alkyl and R⁴ represents C₁₋₆-alkyl, C₁₋₆-alkoxy, C₂₋₆-alkenyloxy, C₂₋₆-alkynyloxy or C₂₋₆-haloalkoxy or C₁₋₆-alkyl-SO₂, or R³ and R⁴ together with the N atom connecting them represent a natural amino acid residue in racemic form or in their shapes and D L corresponding, or R³ and R⁴ together with the N atom connecting them form a carbocyclic or heterocyclic ring of four to eight members, in addition to the N atom may contain heteroatoms the additional ring, preferably up to two heteroatoms of the additional ring selected from N, O and S and which it is not noun ituido o está sustituido con uno o más residuos seleccionados entre halógeno, C₁₋₄-alquilo, C₁₋₄-haloalquilo, [C₁₋₄-alcoxi]-carbonilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, hidroxi y donde un anillo heterocíclico puede contener un grupo n oxo o R³ y R⁴ junto con el átomo de N que los, conecta representan el grupo-N=CR⁵-NR⁶R⁷, y donde R⁵ representa hidrógeno o C₁₋₆-alquilo; ituido or substituted with one or more residues selected from halogen, C₁₋₄-alkyl, C₁₋₄-haloalkyl, [C₁₋₄-alkoxy] carbonyl, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄ -alkylthio, hydroxy, and where a heterocyclic ring may contain an oxo group n or R³ and R⁴ together with the N atom which connects represent the group -N = CR⁵-NR⁶R⁷, and wherein R⁵ represents hydrogen or C₁₋₆-alkyl ; R⁶ y R⁷ en forma independiente entre sí representan hidrógeno o C₁₋₆-alquilo, o R⁶, R⁷ forman junto con el átomo de N que los conecta un anillo heterocíclico preferiblemente saturado de entre cinco y siete miembros, como por ejemplo piperidinilo, pirrolidinilo o morfolinilo; R⁶ and R⁷ independently of one another hydrogen or C₁₋₆-alkyl, or R⁶, R⁷ form together with the N atom connecting them a heterocyclic ring preferably saturated five to seven members, such as piperidinyl, pyrrolidinyl or morpholinyl; y R⁸ y R⁹ en forma independiente entre sí representan hidrógeno o C₁₋₆-alquilo; R⁸ and R⁹ and independently of one another represent hydrogen or C₁₋₆-alkyl; yn representa 0, 1 ó 2. Reivindicación 12: Piridincarboxamidas sustituidas de la fórmula (1), o sales de las mismas, donde R¹ representa C₃₋₆-cicloalquilo, fenilo o hetarilo, donde cada uno de estos tres residuos no está sustituido o está sustituido con uno o más residuos seleccionados entre halógeno, nitro, hidroxi, ciano, NR⁸R⁹, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, C₁₋₄-alquilsulfoxi, C₁₋₄-alquilsulfona, C₁₋₄-haloalquiltio, C₁₋₄-haloalquilsulfoxi, C₁₋₄-haloalquilsulfona, C₁₋₄-alcoxi-carbonilo, C₁₋₄-haloalcoxi-carbonilo, C₁₋₄-alquilcarboxi, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquilo C₁₋₆-alquilo, C₁₋₄-alcoxi-carbonil-C₁₋₄-alquilo, hidroxicarbonilo, hidroxicarbonil-C₁₋₄-alquilo, R⁸R⁹N-carbonilo; n represents 0, 1 or 2. Claim 12: pyridinecarboxamides substituted of the formula (1) or salts thereof, wherein R¹ represents C₃₋₆-cycloalkyl, phenyl or hetaryl, where each of these three residues is unsubstituted or It is substituted with one or more residues selected from halogen, nitro, hydroxy, cyano, NR⁸R⁹, C₁₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄-alkylthio, C₁ ₋₄-alkylsulfoxy, C₁₋₄-alkylsulfone, C₁₋₄-haloalkylthio, C₁₋₄-haloalquilsulfoxi, C₁₋₄-haloalkyl sulfone, C₁₋₄-alkoxycarbonyl, C₁₋₄-haloalkoxy-carbonyl, C₁₋₄-alkylcarboxy , C₃₋₆-cycloalkyl, C₃₋₆-cycloalkyl-C₁₋₆ alkyl, C₁₋₄-alkoxycarbonylamino C₁₋₄-alkyl, hydroxycarbonyl, hydroxycarbonyl-C₁₋₄-alkyl, R⁸R⁹N-carbonyl; R² representa hidrógeno; R² represents hydrogen; y R³ representa etilo; and R³ represents ethyl; y R⁴ representa CH₂CH₂-R¹⁰ y R¹⁰ representa hidrógeno, C₁₋₈-alquilo, C₂₋₈-alquenilo o C₂₋₈-alquinilo, donde cada uno de los últimos 3 residuos no está sustituido o está sustituido con uno o más residuos seleccionados entre halógeno, hidroxi, ciano, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, C₁₋₄-alquilamino, di[C₁₋₄-alquil]-amino, hidroxicarbonilo, [C₁₋₄-alcoxi]-carbonilo, [C₁₋₄-haloalcoxi]-carbonilo, o, representa [C₁₋₄-alcoxi]-carbonil-carbonilo, [C₁₋₄-alcoxi]-carbonil-C₁₋₈-alquil-carbonilo, C₁₋₁₆-alquilcarbonilo, C₁₋₁₆-haloalquilcarbonilo, o representa C₃₋₆-cicloalquilo, C₄₋₆-cicloalquenilo donde cada uno de los dos últimos residuos mencionados no está sustituido o está sustituido con uno o más residuos seleccionados entre halógeno, hidroxi, ciano, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio and R⁴ represents CH₂CH₂-R¹⁰ and R¹⁰ represents hydrogen, C₁₋₈ alkyl, C₂₋₈ alkenyl or alkynyl C₂₋₈ where each of the last 3 residues is unsubstituted or substituted with one or more residues selected from halogen, hydroxy, cyano, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄-alkylthio, C₁₋₄-alkylamino, di [C₁₋₄-alkyl] -amino, hydroxycarbonyl, [C₁₋₄-alkoxy] alkylcarbonyl, [C₁₋₄ -haloalkoxy] carbonyl, or represents [C₁₋₄-alkoxy] carbonyl-carbonyl, [C₁₋₄-alkoxy] -carbonyl-C₁₋₈-alkyl-carbonyl, C₁₋₁₆- alkylcarbonyl, haloalkylcarbonyl C₁₋₁₆-or represents C₃₋₆-cycloalkyl, C₄₋₆-cycloalkenyl wherein each of the last two mentioned residues is unsubstituted or substituted with one or more residues selected from halogen, hydroxy, cyano, C₁ ₋₄-alkyl, C₁₋₄-haloalkyl, C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄ alkylthio- , C₁₋₄-alquilamino, di[C₁₋₄-alquil]-amino, [C₁₋₄-alcoxi]-carbonilo, [C₁₋₄-haloalcoxi]-carbonilo, C₃₋₆-cicloalquilo, fenilo, heteroarilo o heterociclilo, o representa fenilo, heteroarilo, o heterociclilo, donde cada uno de estos tres radicales no está sustituido o está sustituido con uno o más radicales seleccionados entre halógeno, nitro, hidroxi, ciano, NR⁸R⁹, C₁₋₄-alquilo, C₁₋₄-haloalquilo, C₁₋₄-alcoxi, C₁₋₄-haloalcoxi, C₁₋₄-alquiltio, C₁₋₄-alquilsulfoxi, C₁₋₄-alquilsulfona, C₁₋₄-haloalquiltio, C₁₋₄-haloalquilsulfoxi, C₁₋₄-haloalquilsulfona, C₁₋₄-alcoxi-carbonilo, C₁₋₄-haloalcoxi-carbonilo, C₁₋₄-alquilcarboxi, C₃₋₆-cicloalquilo, C₃₋₆-cicloalquilo C₁₋₆-alquilo, C₁₋₄-alcoxi-carbonil-C₁₋₄-alquilo, hidroxicarbonilo, hidroxicarbonil-C₁₋₄-alquilo, R⁸R⁹N-carbonilo; , C₁₋₄-alkylamino, di [C₁₋₄-alkyl] -amino, [C₁₋₄-alkoxy] carbonyl, [C₁₋₄ -haloalkoxy] carbonyl, C₃₋₆-cycloalkyl, phenyl, heteroaryl or heterocyclyl, or represents phenyl, heteroaryl, or heterocyclyl, where each of these three radicals is unsubstituted or substituted by one or more radicals selected from halogen, nitro, hydroxy, cyano, NR⁸R⁹, C₁₋₄-alkyl, C₁₋₄-haloalkyl , C₁₋₄-alkoxy, C₁₋₄-haloalkoxy, C₁₋₄-alkylthio, C₁₋₄-alkylsulfoxy, C₁₋₄-alkylsulfone, C₁₋₄-haloalkylthio, C₁₋₄-haloalquilsulfoxi, C₁₋₄-haloalkyl sulfone, C₁ ₋₄-alkoxycarbonyl, C₁₋₄-haloalkoxy-carbonyl, C₁₋₄-alkylcarboxy, C₃₋₆-cycloalkyl, C₃₋₆-cycloalkyl-C₁₋₆ alkyl, C₁₋₄-alkoxycarbonylamino C₁₋₄- hydroxycarbonyl, hydroxycarbonyl-alkyl C₁₋₄-alkyl, R⁸R⁹N-carbonyl; y R⁸ y R⁹ en forma independiente entre sí representan hidrógeno o C₁₋₆-alquilo. R⁸ and R⁹ and independently of one another represent hydrogen or C₁₋₆ alkyl.
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