AR087609A1 - MICROBIOCIDES - Google Patents

MICROBIOCIDES

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Publication number
AR087609A1
AR087609A1 ARP120103063A AR087609A1 AR 087609 A1 AR087609 A1 AR 087609A1 AR P120103063 A ARP120103063 A AR P120103063A AR 087609 A1 AR087609 A1 AR 087609A1
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Argentina
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alkyl
independently selected
heterocycle
adjacent
halogen
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Spanish (es)
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Syngenta Participations Ag
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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
    • 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
    • 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
    • A01N43/40—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
    • A01N43/42—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 condensed with carbocyclic rings
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
    • 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
    • A01N43/713—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
    • 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
    • A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/24—Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/53—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/24—Heterocyclic 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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55—Acids; Esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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 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
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
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    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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 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
    • C07D213/78—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
    • C07—ORGANIC CHEMISTRY
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    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/84—Nitriles
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/89—Heterocyclic 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 with hetero atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/20—Oxygen atoms
    • C07D215/24—Oxygen atoms attached in position 8
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D215/38—Nitrogen atoms
    • C07D215/40—Nitrogen atoms attached in position 8
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • 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
    • C07D401/14—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 three or more hetero 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
    • C07D405/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic 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)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Reivindicación 1: Un método para aplicar a plantas útiles, al emplazamiento de estas o a su material de propagación un compuesto de fórmula (1) donde L¹ es N o C-D¹; L² es N o C-D²; L³ es N o C-D³; L⁴ es N o C-D⁴; L⁵ es N o C-D⁵; L⁶ es N o C-D⁶; D¹, D², D³, D⁴, D⁵ y D⁶ independientemente de los demás, representan hidrógeno, halógeno, CN, NO₂, alquilo C₁₋₈, cicloalquilo C₃₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, fenilo, un heterociclo de 5 ó 6 miembros que contiene de uno a cuatro heteroátomos seleccionados independientemente entre O, S y N, siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de azufre y oxígeno adyacentes, COR¹, OR², SH, alquiltio C₁₋₈, alquilsulfinilo C₁₋₈, alquilsulfonilo C₁₋₈, feniltio, fenilsulfinilo, fenilsulfonilo, N(R³)₂, CO₂R², O(CO)R¹, CON(R³)₂, NR³COR¹, CR¹N-OR², donde el alquilo, cicloalquilo, alquenilo, alquinilo, fenilo y heterociclo están opcionalmente sustituidos con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OR², alquilo C₁₋₄ y haloalquilo C₁₋₄; o D¹ y D⁵, D² y D⁵, D³ y D⁶ o D⁴ y D6, independientemente del otro, junto con el fragmento al que están enlazados, pueden formar un anillo carbocíclico de 5 a 7 miembros parcial o completamente insaturado o un anillo heterocíclico de 5 a 7 miembros parcial o completamente insaturado que contiene de uno a tres heteroátomos seleccionados independientemente entre O, S, N y N(R³), siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de oxígeno y azufre adyacentes, y donde el anillo formado por D¹ y D⁵, D² y D⁵, D³ y D⁶ o D⁴ y D⁶ está opcionalmente sustituido con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OH, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄ y haloalcoxi C₁₋₄; X representa los restos de fórmula X-2, X-3, X-4 ó X-5; Z¹, Z², Z³, Z⁵, Z⁶, Z⁷, Z⁸, Z⁹, Z¹⁰, Z¹¹, Z¹³ y Z¹⁴, independientemente de los demás, representan CR⁴R⁵, C=O o C=CR⁶R⁷; Z⁴ y Z¹² representan CR⁸R⁹, SiR¹⁰R¹¹, C=O o C=CR⁶R⁷; donde las agrupaciones de fórmula X-2, X-3, X-4 y X-5 contienen como máximo un anillo que contiene solamente uno de los radicales Z¹ - Z¹⁴, dos de los radicales Z¹ - Z¹⁴, tres de los radicales Z¹ - Z¹⁴ o cuatro de los radicales de Z¹ - Z¹⁴ como miembros del anillo; y donde ninguno de Z¹, Z², Z³, Z⁴, Z⁵, Z⁶, Z⁷, Z⁸, Z⁹, Z¹⁰, Z¹¹, Z¹², Z¹³ y Z¹⁴ representa un átomo de carbono sustituido con dos OH; Q se selecciona del grupo compuesto por los compuestos de fórmula Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8 y Q-9; cada Y¹, Y², Y³ e Y⁴, independientemente de los demás, representan hidrógeno, halógeno, CN, NO₂, alquilo C₁₋₈, cicloalquilo C₃₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, bencilo, fenilo, un heterociclo de 5 ó 6 miembros que contiene de uno a tres heteroátomos seleccionados independientemente entre O, S y N, siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de azufre y oxígeno adyacentes, COR¹, OR², SH, alquiltio C₁₋₈, alquilsulfinilo C₁₋₈, alquilsulfonilo C₁₋₈, feniltio, fenilsulfinilo, fenilsulfonilo, N(R³)₂, CO₂R², O(CO)R¹, CON(R³)₂, NR³COR¹, CR¹N-OR², donde el alquilo, cicloalquilo, alquenilo, alquinilo, bencilo, fenilo y heterociclo están opcionalmente sustituidos con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OR², alquilo C₁₋₄ y haloalquilo C₁₋₄; cuando Q sea el resto de fórmula Q-1, Q-2, Q-3, Q-4, Q-6 ó Q-7, entonces Y¹ e Y², Y² e Y³, o Y³ e Y⁴, independientemente del otro, junto con el fragmento al que están enlazados, podrán formar un anillo carbocíclico de 5 a 7 miembros parcial o completamente insaturado o un anillo heterocíclico de 5 a 7 miembros parcial o completamente insaturado que contiene de uno a tres heteroátomos seleccionados independientemente entre O, S, N y N(R³), siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de oxígeno y azufre adyacentes, y donde el anillo formado por Y¹ e Y², Y² e Y³, o Y³ e Y⁴ está opcionalmente sustituido con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OH, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄ y alquiltio C₁₋₄; cuando Q sea un resto de fórmula Q-1, Q-3, Q-4, Q-7 ó Q-8 y L¹ sea C-D¹, entonces Y¹ y D¹, junto con el fragmento al que están enlazados, podrán formar un anillo carbocíclico de 5 a 7 miembros parcial o completamente insaturado o un anillo heterocíclico de 5 a 7 miembros parcial o completamente insaturado que contiene uno o dos heteroátomos seleccionados independientemente entre O, S, N y N(R³), siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de oxígeno y azufre adyacentes, y donde el anillo formado por D¹ e Y¹ está opcionalmente sustituido con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OH, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄ y alquiltio C₁₋₄; cuando Q sea el resto de fórmula Q-9 y L¹ sea C-D¹, entonces R¹² y D¹ juntos podrán ser -(G¹)ₚ-G²-G³-; Q se selecciona del grupo compuesto por los restos de fórmulas Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8 y Q-9; cada Y¹, Y², Y³ e Y⁴, independientemente de los demás, representan hidrógeno, halógeno, CN, NO₂, alquilo C₁₋₈, cicloalquilo C₃₋₈, alquenilo C₂₋₈, alquinilo C₂₋₈, bencilo, fenilo, un heterociclo de 5 ó 6 miembros que contiene de uno a tres heteroátomos seleccionados independientemente entre O, S y N, siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de azufre y oxígeno adyacentes, COR¹, OR², SH, alquiltio C₁₋₈, alquilsulfinilo C₁₋₈, alquilsulfonilo C₁₋₈, feniltio, fenilsulfinilo, fenilsulfonilo, N(R³)₂, CO₂R², O(CO)R¹, CON(R³)₂, NR³COR¹, CR¹N-OR², donde el alquilo, cicloalquilo, alquenilo, alquinilo, bencilo, fenilo y heterociclo están opcionalmente sustituidos con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OR², alquilo C₁₋₄ y haloalquilo C₁₋₄; cuando Q sea un compuesto de fórmula Q-1, Q-2, Q-3, Q-4, Q-6 ó Q-7, entonces Y¹ e Y², Y² e Y³, o Y³ e Y⁴, independientemente del otro, junto con el fragmento al que están enlazados, podrán formar un anillo carbocíclico de 5 a 7 miembros parcial o completamente insaturado o un anillo heterocíclico de 5 a 7 miembros parcial o completamente insaturado que contiene de uno a tres heteroátomos seleccionados independientemente entre O, S, N y N(R³), siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de oxígeno y azufre adyacentes, y donde el anillo formado por Y¹ e Y², Y² e Y³, o Y³ e Y⁴ está opcionalmente sustituido con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OH, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄ y alquiltio C₁₋₄; cuando Q sea un resto de fórmula Q-1, Q-3, Q-4, Q-7 ó Q-8 y L⁴ sea C-D⁴, entonces Y¹ y D⁴, junto con el fragmento al que están enlazados, podrán formar un anillo carbocíclico de 5 a 7 miembros parcial o completamente insaturado o un anillo heterocíclico de 5 a 7 miembros parcial o completamente insaturado que contiene uno o dos heteroátomos seleccionados independientemente entre O, S, N y N(R³), siempre que el heterociclo no contenga átomos de oxígeno adyacentes, átomos de azufre adyacentes ni átomos de oxígeno y azufre adyacentes, y donde el anillo formado por D⁴ e Y¹ está opcionalmente sustituido con uno o más grupos seleccionados independientemente entre halógeno, CN, NH₂, NO₂, OH, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄ y alquiltio C₁₋₄; cuando Q sea el compuesto de fórmula Q-9 y L⁴ sea C-D⁴, entonces R¹² y D⁴ juntos podrán ser -(G¹)ₚ-G²-G³-; cada G¹ y G², independientemente de los demás, representan -C(R¹⁴R¹⁵)-; cada G³, independientemente de los demás, representa -C(R¹⁴R¹⁵)-, O, N(R¹⁶) o S; o cada combinación de G¹ y G², o G² y G³, o G¹ y G¹, independientemente unas de otras, pueden representar juntos -CR¹⁴=CR¹⁵-; cada p, independientemente de los demás, representa 0, 1 ó 2; cada R¹, independientemente de los demás, representa hidrógeno, alquilo C₁&#Claim 1: A method of applying a compound of formula (1) where L¹ is N or C-D¹ to useful plants, plants or propagation material; L² is N or C-D²; L³ is N or C-D³; L⁴ is N or C-D⁴; L⁵ is N or C-D⁵; L⁶ is N or C-D⁶; D¹, D², D³, D⁴, D⁵ and D⁶ independently of the others, represent hydrogen, halogen, CN, NO₂, C₁₋₈ alkyl, C₃₋₈ cycloalkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, phenyl, a heterocycle of 5 or 6 members containing one to four heteroatoms independently selected from O, S and N, provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent sulfur and oxygen atoms, COR¹, OR², SH, alkylthio C₁₋₈, Cul alkylsulfinyl, C₁₋₈ alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, N (R³) ₂, CO₂R², O (CO) R¹, CON (R³) ₂, NR³COR¹, CR¹N-OR², where the alkyl, cycloalkyl, alkenyl, alkynyl, phenyl and heterocycle are optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OR², C₁₋₄ alkyl and C₁₋₄ haloalkyl; or D¹ and D⁵, D² and D⁵, D³ and D⁶ or D⁴ and D6, independently of the other, together with the fragment to which they are linked, can form a partially or completely unsaturated 5- to 7-membered carbocyclic ring or a 5-heterocyclic ring to 7 members partially or completely unsaturated containing one to three heteroatoms independently selected from O, S, N and N (R³), provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent oxygen and sulfur atoms , and where the ring formed by D¹ and D⁵, D² and D⁵, D³ and D⁶ or D⁴ and D⁶ is optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OH, C₁₋₄ alkyl, C₁ haloalkyl ₋₄, C₁₋₄ alkoxy and C₁₋₄ haloalkoxy; X represents the residues of formula X-2, X-3, X-4 or X-5; Z¹, Z², Z³, Z⁵, Z⁶, Z⁷, Z⁸, Z⁹, Z¹⁰, Z¹¹, Z¹³ and Z¹⁴, independently of the others, represent CR⁴R⁵, C = O or C = CR⁶R⁷; Z⁴ and Z¹² represent CR⁸R⁹, SiR¹⁰R¹¹, C = O or C = CR⁶R⁷; where the groupings of formula X-2, X-3, X-4 and X-5 contain at most one ring containing only one of the radicals Z¹ - Z¹⁴, two of the radicals Z¹ - Z¹⁴, three of the radicals Z¹ - Z¹⁴ or four of the radicals of Z¹-Z¹⁴ as ring members; and where none of Z¹, Z², Z³, Z⁴, Z⁵, Z⁶, Z⁷, Z⁸, Z⁹, Z¹⁰, Z¹¹, Z¹², Z¹³ and Z¹⁴ represents a carbon atom substituted with two OH; Q is selected from the group consisting of the compounds of formula Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8 and Q-9; each Y¹, Y², Y³ and Y⁴, independently of the others, represent hydrogen, halogen, CN, NO₂, C alquilo alkyl, C₃₋₈ cycloalkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, benzyl, phenyl, a heterocycle of 5 or 6 members containing one to three heteroatoms independently selected from O, S and N, provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent sulfur and oxygen atoms, COR¹, OR², SH, alkylthio C₁₋₈, Cul alkylsulfinyl, C₁₋₈ alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, N (R³) ₂, CO₂R², O (CO) R¹, CON (R³) ₂, NR³COR¹, CR¹N-OR², where the alkyl, cycloalkyl, alkenyl, alkynyl, benzyl, phenyl and heterocycle are optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OR², C₁₋₄ alkyl and C₁₋₄ haloalkyl; when Q is the rest of formula Q-1, Q-2, Q-3, Q-4, Q-6 or Q-7, then Y¹ and Y², Y² and Y³, or Y³ and Y⁴, independently of the other, together with the fragment to which they are linked, they may form a partially or completely unsaturated 5- or 7-membered carbocyclic ring or a partially or completely unsaturated 5- to 7-membered heterocyclic ring containing one to three heteroatoms independently selected from O, S, N and N (R³), provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent oxygen and sulfur atoms, and where the ring formed by Y¹ and Y², Y² and Y³, or Y³ and Y⁴ is optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OH, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy and C₁₋₄ alkylthio; when Q is a remainder of formula Q-1, Q-3, Q-4, Q-7 or Q-8 and L¹ is C-D¹, then Y¹ and D¹, together with the fragment to which they are linked, may form a partially or completely unsaturated 5 to 7-membered carbocyclic ring or a partially or completely unsaturated 5- to 7-membered heterocyclic ring containing one or two heteroatoms independently selected from O, S, N and N (R 3), provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent oxygen and sulfur atoms, and where the ring formed by D¹ and Y¹ is optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OH, C₁₋ alkyl ₄, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy and C₁₋₄ alkylthio; when Q is the remainder of formula Q-9 and L¹ is C-D¹, then R¹² and D¹ together may be - (G¹) ₚ-G²-G³-; Q is selected from the group consisting of the moieties of formulas Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8 and Q-9; each Y¹, Y², Y³ and Y⁴, independently of the others, represent hydrogen, halogen, CN, NO₂, C alquilo alkyl, C₃₋₈ cycloalkyl, C₂₋₈ alkenyl, C₂₋₈ alkynyl, benzyl, phenyl, a heterocycle of 5 or 6 members containing one to three heteroatoms independently selected from O, S and N, provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent sulfur and oxygen atoms, COR¹, OR², SH, alkylthio C₁₋₈, Cul alkylsulfinyl, C₁₋₈ alkylsulfonyl, phenylthio, phenylsulfinyl, phenylsulfonyl, N (R³) ₂, CO₂R², O (CO) R¹, CON (R³) ₂, NR³COR¹, CR¹N-OR², where the alkyl, cycloalkyl, alkenyl, alkynyl, benzyl, phenyl and heterocycle are optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OR², C₁₋₄ alkyl and C₁₋₄ haloalkyl; when Q is a compound of formula Q-1, Q-2, Q-3, Q-4, Q-6 or Q-7, then Y¹ and Y², Y² and Y³, or Y³ and Y⁴, independently of the other, together with the fragment to which they are linked, they may form a partially or completely unsaturated 5- or 7-membered carbocyclic ring or a partially or completely unsaturated 5- to 7-membered heterocyclic ring containing one to three heteroatoms independently selected from O, S, N and N (R³), provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent oxygen and sulfur atoms, and where the ring formed by Y¹ and Y², Y² and Y³, or Y³ and Y⁴ is optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OH, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy and C₁₋₄ alkylthio; when Q is a remainder of formula Q-1, Q-3, Q-4, Q-7 or Q-8 and L⁴ is C-D⁴, then Y¹ and D⁴, together with the fragment to which they are linked, may form a partially or completely unsaturated 5 to 7-membered carbocyclic ring or a partially or completely unsaturated 5- to 7-membered heterocyclic ring containing one or two heteroatoms independently selected from O, S, N and N (R 3), provided that the heterocycle does not contain adjacent oxygen atoms, adjacent sulfur atoms or adjacent oxygen and sulfur atoms, and where the ring formed by D⁴ and Y¹ is optionally substituted with one or more groups independently selected from halogen, CN, NH₂, NO₂, OH, C₁₋ alkyl ₄, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy and C₁₋₄ alkylthio; when Q is the compound of formula Q-9 and L⁴ is C-D⁴, then R¹² and D⁴ together may be - (G¹) ₚ-G²-G³-; each G¹ and G², independently of the others, represent -C (R¹⁴R¹⁵) -; each G³, independently of the others, represents -C (R¹⁴R¹⁵) -, O, N (R¹⁶) or S; or each combination of G¹ and G², or G² and G³, or G¹ and G¹, independently of each other, can represent together -CR¹⁴ = CR¹⁵-; each p, independently of the others, represents 0, 1 or 2; each R¹, independently of the others, represents hydrogen, C₁ &# alkyl

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