AR074023A1 - Compuestos sustituidos con halogenos y su uso para combatir parasitos en animales, sobre todo artropodos. - Google Patents

Compuestos sustituidos con halogenos y su uso para combatir parasitos en animales, sobre todo artropodos.

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Publication number
AR074023A1
AR074023A1 ARP090104289A ARP090104289A AR074023A1 AR 074023 A1 AR074023 A1 AR 074023A1 AR P090104289 A ARP090104289 A AR P090104289A AR P090104289 A ARP090104289 A AR P090104289A AR 074023 A1 AR074023 A1 AR 074023A1
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Argentina
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alkyl
cycloalkyl
optionally substituted
halogen
alkynyl
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ARP090104289A
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English (en)
Inventor
Isabelle Adelt
Michael Maue
Alexander Sudau
Wolfgang Giencke
Markus Heil
Klaus Raming
Arnd Voerste
Peter Jeschke
Bernd-Wieland Krueger
Fiedrich August Muehlthau
Ulrich Ebbinghaus-Kintscher
Martin Adamczewski
Tobias Kapferer
Angela Becker
Ulrich Goergens
Mark Wilhelm Drewes
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Bayer Cropscience Ag
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Publication of AR074023A1 publication Critical patent/AR074023A1/es

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    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
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    • 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 OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
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    • 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 OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/74Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
    • A01N43/781,3-Thiazoles; Hydrogenated 1,3-thiazoles
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • 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 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
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    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
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    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
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    • C07D231/10Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
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    • C07D239/24Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
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    • C07D239/32One oxygen, sulfur or nitrogen atom
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    • C07D401/12Heterocyclic 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 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)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
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  • Tropical Medicine & Parasitology (AREA)
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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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  • Pyridine Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)

Abstract

Uso de los compuestos para combatir parásitos animales. Además, se refiere a procedimientos e intermedios para la preparacion de compuestos de acuerdo con la formula (1). Reivindicacion 1: Uso de los compuestos de la formula general (1) en las que R1 representa hidrogeno, alquilo C1-6 eventualmente sustituido, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, alquil C1-6-carbonilo, alcoxi C1-6-carbonilo, cianoalquilo C1-2, arilalquilo C1-3, heteroarilalquilo C1-3; A1 representa CR2 o nitrogeno; A2 representa CR3 o nitrogeno; A3 representa CR4 o nitrogeno; y A4 representa CR5 o nitrogeno, pero donde no más de tres de los grupos químicos A1 a A4 representan al mismo tiempo nitrogeno; R2, R3, R4 y R5 representan, de modo independiente entre si, hidrogeno, halogeno, CN, NO2, alquilo C1-8 eventualmente sustituido, halogenoalquilo C3-6, cicloalquilo C3-6, halogenocicloalquilo C3-6, alcoxi C1-6, halogenoalcoxi C1-6, alquil C1-6-tio, halogenoalquil C1-6-tio, alquil C1-6-sulfinilo, halogenoalquil C1-6-sulfinilo, alquil C1-6-sulfonilo, halogenoalquil C1-6-sulfonilo, alquil C1-6-amino, N,N-di-alquil C2-6-amino, N-alquil C2-7-aminocarbonilo, N-cicloalquil C2-7-aminocarbonilo o alcoxi C2-4-carbonilo; cuando ninguno de los grupos A2 y A3 representa nitrogeno, R3 y R4 pueden formar, junto con el carbono al que están unidos, un anillo de 5 o 6 miembros que contiene 0, 1 o 2 átomos de nitrogeno y/o 0 o 1 átomo de oxígeno y/o 0 o 1 átomo de azufre, o cuando ninguno de los grupos A1 y A2 representa nitrogeno, R2 y R3 puedan formar, junto con el carbono al que están unidos, un anillo de 6 miembros que contiene 0, 1 o 2 átomos de nitrogeno; U representa un grupo C(=W), SO o SO2, donde W representa oxígeno o azufre; L representa un grupo químico bivalente que está seleccionado de los grupos -NHC(=W)-, -NR6C(=W), -CH2NHC(=W)-, -CH2NR6C(=W)-, -C(=W)NH-, -C(=W)NR6, -C(=W)NHCH2, -C(=W)NR6CH2-, -CH=N-OCH2C(=W)NH-, -CH=N-OCH2C(=W)NR6-, -CH2NHC(=W)NH-, -CH2NHC(=W)NH-, -NH(C=W)NH-, -NH(=W)NR6, -NR6(C=W)NH-, -NR6(=W)NR6-, -C(=W)-, -C(=W)O-, -C(=W)OCH2C(=W)-, -C(=W)OCH2C(=W)NR6-, -C(=W)OCH2C(=W)NHC(=W)NH-, -C(=W)OCH2C(=W)NH-, -CH2-, -(CH2)2-, -(CH2)3-, -Si-, -O-, -S(O)p-, y -CH2-S(O)p-, -SO(=N-CN)- y -S(=N-CN)-, -C(=W)NHSO2-, en los que p puede adoptar los valores 0, 1 o 2; R6 representa hidrogeno, alquilo C1-6 eventualmente sustituido, arilalquilo C1-3, heteroarilalquilo C1-3, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo y cicloalquil C4-7-alquilo, alquil C2-7-carbonilo, alcoxi C2-7-carbonilo; m puede adoptar los valores 0 o 1; Q representa hidrogeno o uno de los grupos eventualmente sustituidos alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, cianoalquilo C1-2, heterocicloalquilo C1-5, alcoxi C1-4, alquil C4-7-cicloalquilo, cicloalquil C4-7-alquilo, alquil C2-7-carbonilo, alquil C1-6-aldehido, hidroxialquilo C1-6, alcoxi C2-7-carbonilo, halogenoalquilo C1-6, representa formilo, hidroxi, halogeno, ciano, arilalquilo C1-3, heteroarilalquilo C1-3 o representa un grupo OR7, NR6R8; R7 está seleccionado de los grupos eventualmente sustituidos alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7cicloalquilo y cicloalquil C4-7-alquilo; R8 está seleccionado de hidrogeno o los grupos eventualmente sustituidos con R9 alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo y cicloalquil C4-7-alquilo; R9 está seleccionado de hidrogeno o los grupos eventualmente sustituidos con R10 alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo y cicloalquil C4-7- alquilo; R10 está seleccionado de halogeno, alquilo C1-6, alcoxi C1-6, alquil C1-6-tio, alquil C1-6-sulfinilo, alquil C1-6-sulfonilo, -CN, -NO2; T representa un anillo de 5 o 6 miembros saturado o insaturado eventualmente polisustituido con Z, o un anillo heterocíclico de 5 o 6 miembros eventualmente polisustituido con Z; Z representa hidrogeno, halogeno, ciano, nitro, alquilo C1-6 eventualmente sustituido, alquenilo C1-4, alquinilo C1-4, halogenoalquilo C1-6, cicloalquilo C3-6, halogenocicloalquilo C3-6, alcoxi C1-6, halogenoalcoxi C1-6, alquil C1-6-tio, halogenoalquil C1-6-tio, alquil C1-6-sulfinilo, halogenoalquil C1-6-sulfinilo, alquil C1-6-sulfonilo, halogenoalquil C1-6-sulfonilo, N,N-di-alquil C1-6-amino, -CN, -NO2, -C(=W)NR11R5, -C(W)OR12, -S(O)2NR13R14, -S(O)pR15, -S(O)(=NR16)R17 y fenilo y piridinilo eventualmente sustituido con R18; R11 está seleccionado de hidrogeno o los grupos eventualmente sustituidos alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C2-7-carbonilo y alcoxi C2-7-carbonilo; R12 está seleccionado de hidrogeno o el grupo eventualmente sustituido con R6 alquilo C1-6, halogenoalquilo C1-6, alquenilo C2-6, halogenoalquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, halogenocicloalquilo C3-6, alquil C4-7-cicloalquilo y cicloalquil C4-7-alquilo; R13 está seleccionado de hidrogeno o los grupos eventualmente sustituidos alquilo C1-6, halogenoalquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo, cicloalquil C4-7alquilo, alquil C2-7carbonilo y alcoxi C2-7-carbonilo; R14 está seleccionado de hidrogeno o los grupos eventualmente sustituidos con R19 alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo y cicloalquil C4-7-alquilo; R15 está seleccionado de los grupos eventualmente sustituidos con R20 alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo y cicloalquil C4-7-alquilo, haloalquilo C1-4; R16 está seleccionado de hidrogeno, alquilo C1-6, halogenoalquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo, cicloalquil C4-7-alquilo, alquil C2-7-carbonilo y alcoxi C2-7-carbonilo; R17 está seleccionado de hidrogeno o los grupos eventualmente sustituidos con R20 alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alquil C4-7-cicloalquilo y cicloalquil C4-7-alquilo; R18 está seleccionado de halogeno, -OH, -NH2, -COOH, -CN, -NO2, alquilo C1-6, halogenoalquilo C1-6, alcoxi C1-6, halogenoalcoxi C1-6, alquil C1-6-tio, halogenoalquil C1-6-tio, alquil C1-6 -sulfinilo, halogenoalquil C1-6-sulfinilo, alquil C1-6-sulfonilo, halogenoalquil C1-6-sulfonilo, alquil C1-6-amino, N,N-di-alquil (C1-6)amino, alquil C2-6-carbonilo, alcoxi C2-6-carbonilo, alquil C2-7-aminocarbonilo y N,N-di-alquil C1-6-aminocarbonilo; R19 está seleccionado de hidrogeno o los grupos eventualmente sustituidos con R21 alquilo C1-6, alcoxi C1-6, alquil C1-6-tio, alquil C1-6-sulfinilo, alquil C1-6-sulfonilo, -CN, -NO2, así como fenilo o piridilo eventualmente sustituidos con R20; R20 está seleccionado de halogeno, -CN, -NO2, alquilo C1-6, alcoxi C1-6, alquil C1-6-tio, alquil C1-6-sulfinilo, alquil C1-6-sulfonilo, alquil C2-7-carbonilo, alcoxi C2-7-carbonilo, alquil C2-7aminocarbonilo, o fenilo o piridilo eventualmente sustituidos con R22; R21 está seleccionado de halogeno, -OH, -NH2, -COOH, -CN, -NO2 o los grupos eventualmente sustituidos alquilo C1-6, halogenoalquilo C1-6, alcoxi C1-6, halogenoalcoxi C1-6, alquil C1-6-tio, halogenoalquil C1-6-tio, alquil C1-6-sulfinilo, halogenoalquil C1-6-sulfinilo, alquil C1-6-sulfonilo, halogenoalquil C1-6-sulfonilo, alquil C1-6-amino, N,N-di-alquil C1-6amino, alquil C2-4-carbonilo, alcoxi C2-4-carbonilo, alquil C2-7-aminocarbonilo, y N,N-di-alquil C1-6-aminocarbonilo, en los que, R22 está seleccionado de halogeno, -OH, -NH2, -COOH, -CN -NO2, -CH=N-O-CH3, -C(CH3)=N-O-CH3, alquilo C1-6, alquenilo C2-6, halogenoalquilo C1-6, halogenoalquenilo C2-6, alquinilo C2-6, alcoxi C1-6, halogenoalcoxi C1-6, alquil C1-6-tio, halogenoalquil C1-6-tio, alquil C1-6-sulfinilo, halogenoalquil C1-6-sulfinilo, alquil C1-6-sulfonilo, halogenoalquil C1-6-sulfonilo, alquil C1-6-amino, N,N-di-alquil C1-6-amino, alquil C2-4-carbonilo, alcoxi C2-4-carbonilo, alquil C2-7-aminocarbonilo, N,N-di-alquil C1-6-aminocarbonilo; o L, Q y R4 junto con los átomos de carbono a los que están unidos, forman un anillo de 5 o 6 miembros eventualmente sustituido, que contiene eventualmente 0, 1 o 2 átomos de nitrogeno y/o 0 o 1 átomo de oxígeno y/o 0 o 1 átomo de azufre; para combatir parásitos animales.
ARP090104289A 2008-11-05 2009-11-05 Compuestos sustituidos con halogenos y su uso para combatir parasitos en animales, sobre todo artropodos. AR074023A1 (es)

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