AR056756A1 - Derivados de n-arilindol con actividad pesticida - Google Patents

Derivados de n-arilindol con actividad pesticida

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AR056756A1
AR056756A1 ARP060104793A ARP060104793A AR056756A1 AR 056756 A1 AR056756 A1 AR 056756A1 AR P060104793 A ARP060104793 A AR P060104793A AR P060104793 A ARP060104793 A AR P060104793A AR 056756 A1 AR056756 A1 AR 056756A1
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Argentina
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halo
unsubstituted
substituted
alkyl
con
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ARP060104793A
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Novartis Ag
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • 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
    • A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
    • A01N43/38—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings condensed with carbocyclic rings
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    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • 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
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    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
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    • A01N47/06—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom containing —O—CO—O— groups; Thio analogues thereof
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    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/20—N-Aryl derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00—Antiparasitic agents
    • A61P33/14—Ectoparasiticides, e.g. scabicides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12—Radicals substituted by oxygen atoms
    • 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
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    • C07—ORGANIC CHEMISTRY
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    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • C07D—HETEROCYCLIC COMPOUNDS
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    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
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    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Public Health (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Indole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Los ingredientes activos tienen propiedades pesticidas ventajosas. Son especialmente adecuados para controlar parásitos en plantas. Reivindicacion 1: Un compuesto de formula (1) donde R1 significa H, halogeno, ciano, nitro, alquilo C1-6 el cual está no sustituido o sustituido con halogeno, ciano, hidroxilo, alcoxi C1-4, alquiltio C1-4, amino, N-mono- o N,N-di-alquilamino C1-4, N-bencilamino o N-piridilmetilamino, cicloalquilo C3-6, alquenilo C2-6, alquinilo C2-6, halo-cicloalquilo C3-6, halo-alquenilo 2-6, halo-alquinilo C2-6, hidroxi, alcoxi C1-6, alqueniloxi C2-6, alquiniloxi C2-6, cicloalquiloxi C3-6, halo-alcoxi C1-6, halo-alqueniloxi C2-6, halo-alquiniloxi C2-6, halo-cicloalquiloxi C3-6, SH, alquiltio C1-6, cicloalquiltio C3- 6, halo-alquiltio C1-6, halo-cicloalquiltio C3-6, alquilsulfinilo C1-6, cicloalquilsulfinilo C3-6, halo-alquilsulfinilo C1-6, halocicloalquilsulfinilo C3-6, alquilsulfonilo C1-6, cicloalquilsulfonilo C3-6, halo-alquilsulfonilo C1-6, halo- cicloalquilsulfonilo C3-6, SO3R7, SO2NR7R8, NR7R8, NHCOR7, NHCOOR7, COR7, COOR7, CONR7R8, alquil-sililo C1-4, arilo no sustituido o sustituido, arilalquilo no sustituido o sustituido, ariloxi no sustituido o sustituido, arilalquiloxi no sustituido o sustituido, ariltio no sustituido o sustituido, arilalquiltio no sustituido o sustituido, heteroarilo no sustituido o sustituido, heteroariloxi no sustituido o sustituido, o heteroarilalquilo no sustituido o sustituido, los sustituyentes arilo, arilalquilo, ariloxi, arilalquiloxi, ariltio, arilalquiltio, heteroarilo, heteroariloxi y heteroarilalquilo en cada caso independientemente entre sí se seleccionan del grupo formado por halogeno, nitro, ciano, hidroxi, alquilo C1-6, halo-alquilo C1- 6, alcoxi C1-6, halo-alcoxi C1-6, NH2, alquilamino C1-6, di-alquilamino C1-6, alquiltio C1-6, COR7, COOR7 y CONR7R8; R2 significa halogeno, ciano, nitro, alquilo C1-6, cicloalquilo C3-6, alquenilo C2-6, alquinilo C2-6, hidroxil-alquilo C1-6, halo- alquilo C1-6, halo-cicloalquilo C3-6, halo-alquenilo C2-6, halo-alquinilo C2-6, hidroxi, alcoxi C1-6, alqueniloxi C2-6, alquiniloxi C2-6, cicloalquiloxi C3-6, halo-alcoxi C1-6, halo-alqueniloxi C2-6, halo-alquiniloxi C2-6, halo-cicloalquiloxi C3-6, SH, alquiltio C1-6, cicloalquiltio C3-6, halo-alquiltio C1-6, halo-cicloalquiltio C3-6, alquilsulfinilo C1-6, cicloalquilsulfinilo C3-6, halo-alquilsulfinilo C1-6, halo-cicloalquilsulfinilo C3-6, alquilsulfonilo C1-6, cicloalquilsulfonilo C3-6, halo- alquilsulfonilo C1-6, halo-cicloalquilsulfonilo C3-6, SO3R7, SO2NR7R8, NR7R8, COR7, COOR7, CONR7R8, arilo no sustituido o sustituido, arilalquilo no sustituido o sustituido, ariloxi no sustituido o sustituido, arilalquiloxi no sustituido o sustituido, ariltio no sustituido o sustituido, heteroarilo no sustituido o sustituido, heteroarilalquilo no sustituido o sustituido, heteroariloxi no sustituido o sustituido, o heteroariltio no sustituido o sustituido, los sustituyentes arilo, arilalquilo, ariloxi, arilalquiloxi, ariltio, heteroarilo, heteroarilalquilo, heteroariloxi y heteroariltio en cada caso independientemente entre sí se seleccionan el grupo formado por halogeno, nitro, ciano, hidroxi, alquilo C1-6, halo-alquilo C1- 6, alcoxi C1-6, halo-alcoxi C1-6, NH2, alquilamino C16, di-alquilamino C1-6, alquiltio C1-6, COR7, COOR7 y CONR7R8, por lo cual, si m es superior a 1, el significado de R2 puede ser idéntico o diferente, o dos radicales R2 junto con los átomos del anillo, al cual están unidos, forman un anillo alifático de 5 o 6 átomos, que incluye opcionalmente uno o dos heteroátomos adicionales seleccionados del grupo formado por N, S u O, o un grupo carbonilo, opcionalmente sustituido con 1 a 4 sustituyentes, seleccionados independientemente entre sí del grupo formado por halogeno, CN, NO2, hidroxi, alquilo C1-6 y alcoxi C1-6; R3 significa H, alquilo C1-6, cicloalquilo C3-6, cicloalquilmetilo C1-6, alcoxi C1-4-metilo, alcoxi C1-2- alcoximetilo C1-2, fenoximetilo el cual está no sustituido o sustituido en la porcion fenilo con halogeno, alquilo C1-2, haloalquilo C1-2 o alcoxi C1-2, benciloximetilo, alquenilo C2-6, alquinilo C2-6, halo-alquilo C1-6, halo-cicloalquilo C3-6, halo- cicloalquilmetilo C1-6, halo-alquenilo C2-6, halo-alquinilo C2-6, COR7, COOR7, CONR7R8, CSNR7R8, alquil-sililo C1-4, arilo no sustituido o sustituido, arilalquilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, o heteroarilalquilo no sustituido o sustituido, los sustituyentes arilo, arilalquilo, heteroarilo y heteroarilalquilo en cada caso independientemente entre sí se seleccionan del grupo formado por halogeno, nitro, ciano, hidroxi, alquilo C1-6, halo- alquilo C1-6, alcoxi C1-6, halo-alcoxi C1-6, NH2, alquilamino C1-6, di-alquilamino C1-6, alquiltio C1-6, COR7, COOR7 y CONR7R8; R4 significa H, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, halo-alquilo C1-6, halo-alquenilo C2-6, halo-alquinilo C2- 6, cicloalquilo C3-8, halo-cicloalquilo C3-8, hidroxi-alquilo C1-6, COR7, COOR7, piperonilo, arilo no sustituido o sustituido, arilalquilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, o heteroarilalquilo no sustituido o sustituido, los sustituyentes arilo, arilalquilo, heteroarilo y heteroarilalquilo en cada caso independientemente entre sí se seleccionan del grupo formado por halogeno, nitro, ciano, hidroxi, alquilo C1-6, halo-alquilo C1-6, alcoxi C1-6, halo- alcoxi C1-6, NH2, alquilamino C1-6, di-alquilamino C1-6, alquiltio C1-6, COR7, COOR7 y CONR7R8; R5 significa H, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, halo-alquilo C1-6, halo-alquenilo C2-6, halo-alquinilo C2-6, fenil-alquinilo C2-6, cicloalquil C3-6-alquinilo C2-6, alquiltiometilo C1-4, hidroximetilo, alcoximetilo C1-4, aminometilo donde el átomo de N es no sustituido o mono- o disustituido con alquilo C1-4, alcoxi C1-2-alquilo C1-4, bencilo, fenilo no sustituido o sustituido con halogeno halo-alquilo C1-2 o halo-alcoxi C1-2 o piridilmetilo no sustituido o sustituido con halogeno, halo-alquilo C1-2 o halo-alcoxiC1-2, cicloalquilo C3-6, halo-cicloalquilo C3-8, cicloalquilmetilo C5-6 donde de 1 a 3 átomos de C del cicloalquilo pueden ser reemplazados con un heteroátomo seleccionado del grupo formado por NH, N(alquilo C1-4), O y S, ciano, COR7, COOR7, piperonilo, arilo no sustituido o sustituido, arilalquilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, o heteroarilalquilo no sustituido o sustituido, los sustituyentes arilo, arilalquilo, heteroarilo y heteroarilalquilo en cada caso independientemente entre sí se seleccionan del grupo formado por halogeno, nitro, ciano, hidroxi, alquilo C1-6, halo-alquilo C1-6, alcoxi C1-6, halo-alcoxi C1-6, NH2, alquilamino C1-6, di-alquilamino C1-6, alquiltio C1-6, halo-alquiltio C1-6, COR7, COOR7 y CONR7R8; o R4 y R5 junto con los átomos de C a los cuales están unidos forman un anillo alifático de 3 a 6 átomos, que incluye opcionalmente un heteroátomo adicional seleccionado del grupo formado por N, S u O, o un grupo carbonilo, opcionalmente sustituido con 1 a 4 sustituyentes, independientemente entre sí seleccionados del grupo formado por halogeno, CN, NO2, hidroxi, alquilo C1-6 y alcoxi C1-6; R6 significa halogeno, ciano, nitro, alquilo C1-6, cicloalquilo C3-6, alquenilo C2-6, alquinilo C2-6, halo-alquilo C1-6, halo-cicloalquilo C3-6, halo-alquenilo C2-6, halo- alquinilo C2-6, hidroxi, alcoxi C1-6, alqueniloxi C2-6, alquiniloxi C2-6, cicloalquiloxi C3-6, halo-alcoxi C1-6, halo-alqueniloxi C2-6, halo-alquiniloxi C2-6, halo-cicloalquiloxi C3-6, SH, alquiltio C1-6, cicloalquiltio C3-6, halo-alquiltio C1-6, halo-cicloalquiltio C3-6, alquilsulfinilo C1-6, cicloalquilsulfinilo C3-6, halo-alquilsulfinilo C1-6, halo-cicloalquilsulfinilo C3-6, alquilsulfonilo C1-6, cicloalquilsulfonilo C3-6, halo-alquilsulfonilo C1-6, halo-cicloalquilsulfonilo C3-6, SO3R7, SO2NR7R8, NR7R8, COR7, COOR7, CONR7R8, SF5, arilo no sustituido o sustituido, arilalquilo no sustituido o sustituido, ariloxi no sustituido o sustituido, ariltio no sustituido o sustituido, heteroarilo no sustituido o sustituido, heteroarilalquilo no sustituido o sustituido, heteroariloxi no sustituido o sustituido, o heteroariltio no sustituido o sustituido, los sustituyentes arilo, arilalquilo, ariloxi, ariltio, heteroarilo, heteroarilalquilo, heteroariloxi y heteroariltio en cada caso independientemente entre sí se seleccionan el grupo formado por halogeno, nitro, ciano, hidroxi, alquilo C1-6, halo-alquilo C1-6, alcoxi C1-6, halo-alcoxi C1-6, NH2, alquilamino C1-6, di-alquilamino C1-6, alquiltio C1-6, COR7, COOR7 y CONR7R8, por lo cual el significado de R6 puede ser idéntico o diferente para todos los significados de n; R7 y R8 son independientemente entre sí H, alquilo C1-6 no sustituido o sustituido, alcoxi C1-2-alquilo C1-2 no sustituido o sustituido, alquenilo C2-6 no sustituido o sustituido, alquinilo C2-6 no sustituido o sustituido, cicloalquilo C3-6 no sustituido o sustituido, los sustituyentes en cada caso independientemente entre sí se seleccionan del grupo formado por halogeno, ciano, NO2, alcoxi C1-6, alquilcarbonilo, alquilcarboniloxi y alcoxicarbonilo, arilo no sustituido o sustituido, arilalquilo no sustituido o sustituido, heteroarilo no sustituido o sustituido, o heteroarilalquilo no sustituido o sustituido, los sustituyentes arilo, arilalquilo, heteroarilo y heteroarilalquilo en cada caso independientemente entre sí se seleccionan del grupo formado por halogeno, nitro, ciano, hidroxi, alquilo C1-6, halo-alquilo C1-6, alcoxi C1-6, halo-alcoxi C1-6, NH2, alquilamino C1-6, di- alquilamino C1-6, alquiltio C1-6, COR7, COOR7 y CONR7R8; A significa O, S, SO o SO2; X es C o N; m significa 0, 1, 2, 3 o 4; y n significa 1, 2, 3, 4 o 5; con la condicion de que n es superior a 1 si X es C.
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