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AR039020A1 - AMINO ACETONITRILE COMPOUNDS - Google Patents

AMINO ACETONITRILE COMPOUNDS

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Publication number
AR039020A1
AR039020A1 ARP030100961A ARP030100961A AR039020A1 AR 039020 A1 AR039020 A1 AR 039020A1 AR P030100961 A ARP030100961 A AR P030100961A AR P030100961 A ARP030100961 A AR P030100961A AR 039020 A1 AR039020 A1 AR 039020A1
Authority
AR
Argentina
Prior art keywords
unsubstituted
mono
poly
substituted
alkyl
Prior art date
Application number
ARP030100961A
Other languages
Spanish (es)
Original Assignee
Novartis Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Novartis Ag filed Critical Novartis Ag
Publication of AR039020A1 publication Critical patent/AR039020A1/en

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    • 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
    • C07D401/12Heterocyclic 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
    • 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 OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/08Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
    • 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 OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/10Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/02Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
    • A01N43/04Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
    • A01N43/06Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
    • A01N43/12Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings condensed with a carbocyclic ring
    • 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 OR 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
    • A01N43/36Biocides, 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
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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
    • A01N43/34Biocides, 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
    • A01N43/42Biocides, 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
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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
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/561,2-Diazoles; Hydrogenated 1,2-diazoles
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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
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/581,2-Diazines; Hydrogenated 1,2-diazines
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    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/601,4-Diazines; Hydrogenated 1,4-diazines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
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    • C07D207/00Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/30Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D207/34Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic 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
    • C07D215/16Heterocyclic 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
    • C07D215/20Oxygen atoms
    • C07D215/24Oxygen atoms attached in position 8
    • C07D215/26Alcohols; Ethers thereof
    • C07D215/28Alcohols; Ethers thereof with halogen atoms or nitro radicals in positions 5, 6 or 7
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    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
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    • C07D215/16Heterocyclic 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
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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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    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
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    • C07D241/14Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having 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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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/56Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom 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
    • C07D307/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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    • C07D307/00Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82Benzo [b] furans; Hydrogenated benzo [b] furans 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 carbon atoms of the hetero ring
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
    • C07D333/38Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D333/00Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
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    • C07D333/52Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/62Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes 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 carbon atoms of the hetero ring
    • C07D333/68Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
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  • General Health & Medical Sciences (AREA)
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  • Dentistry (AREA)
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  • Tropical Medicine & Parasitology (AREA)
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  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Los ingredientes activos tienen propiedades plaguicidas convenientes. Son particularmente adecuados para controlar parásitos en animales de sangre caliente. Reivindicación 1: Un compuesto de la fórmula (1) en donde: Ar1 y Ar2 son, independientemente uno del otro, arilo insustituido o mono- o poli-sustituido, en donde los sustituyentes de Ar1 y Ar2, independientemente unos de otros, se seleccionan a partir del grupo que consiste en halógeno, nitro, ciano, OH, SH, alquilo C1-6, haloalquilo C1-6, alcoxilo C1-6, haloalcoxilo C1-6, alquenilo C2-6, haloalquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, alqueniloxi C2-6, haloalqueniloxilo C2-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfoniloxilo C1-6, haloalquilsulfoniloxilo C1-6, alquilsulfinilo C1-6, haloalquilsulfinilo C1-6, alquilsulfonilo C1-6, haloalquilsulfonilo C1-6, alqueniltio C2-6, haloalqueniltio C2-6, alquenilsulfinilo C2-6, haloalquenilsulfinilo C2-6, alquenilsulfonilo C2-6, haloalquenilsulfonilo C2-6, alquilamino C1-6, dialquilamino C1-6, alquilsulfonilamino C1-6, haloalquilsulfonilamino C1-6, alquilcarbonilo C1-6, haloalquilcarbonilo C1-6, alcoxicarbonilo C1-6, alquilaminocarbonilo C1-6, y dialquilaminocarbonilo C1-6, fenilamino insustituido o mono- o poli-sustituido; fenilcarbonilo insustituido o mono- o poli-sustituido; fenilo insustituido o mono- o poli-sustituido, en donde los sustituyentes pueden ser independientemente unos de otros, y se seleccionan a partir del grupo que consiste en halógeno, nitro, ciano, alquilo C1-6, haloalquilo C1-6, alcoxilo C1-6, haloalcoxilo C1-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfinilo C1-6, haloalquilsulfinilo C1-6, alquilsulfonilo C1-6 y haloalquilsulfonilo C1-6; fenoxilo insustituido o mono- o poli-sustituido, en donde los sustituyentes pueden ser independientemente unos de otros, y se seleccionan a partir del grupo que consiste en halógeno, nitro, ciano, alquilo C1-6, haloalquilo C1-6, alcoxilo C1-6, haloalcoxilo C1-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfinilo C1-6, haloalquilsulfinilo C1-6, alquilsulfonilo C1-6, y haloalquilsulfonilo C1-6, fenilacetilenilo insustituido o mono- o poli-sustituido, en donde los sustituyentes pueden ser independientemente unos de otros, y se seleccionan a partir del grupo que consiste en halógeno, nitro, ciano, alquilo C1-6, haloalquilo C1-6, alcoxilo C1-6, haloalcoxilo C1-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfinilo C1-6, haloalquilsulfinilo C1-6, alquilsulfonilo C1-6, y haloalquilsulfonilo C1-6; y piridiloxilo insustituido o mono- o poli-sustituido, en donde los sustituyentes pueden ser independientemente unos de otros, y se seleccionan a partir del grupo que consiste en halógeno, nitro, ciano, alquilo C1-6, haloalquilo C1-6, alcoxilo C1-6, haloalcoxilo C1-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfinilo C1-6, haloalquilsulfinilo C1-6, alquilsulfonilo C1-6, y haloalquilsulfonilo C1-6; o hetarilo insustituido o mono- o poli-sustituido, el cual está enlazado por medio de un átomo de C del anillo, en donde los sustituyentes de Ar1 y Ar2 pueden ser independientes unos de otros, y se seleccionan a partir del grupo que consiste en halógeno, nitro, ciano, alquilo C1-6, haloalquilo C1-6, alcoxilo C1-6, haloalcoxilo C1-6, alqueniloxilo C2-6, haloalqueniloxilo C2-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfinilo C1-6, haloalquilsulfinilo C1-6, alqueniltio C2-6, haloalqueniltio C2-6, alquenilsulfinilo C2-6, haloalquenilsulfinilo C2-6, alquilsulfonilo C1-6, haloalquilsulfonilo C1-6, alquenilsulfonilo C2-6, haloalquenilsulfonilo C2-6, alquilamino C1-6, y dialquilamino C1-6; R1 es H, alquilo C1-6, haloalquilo C1-6, alilo, o alcoximetilo C1-6; R2, R3, R4 , R5 y R6 son, independientemente unos de otros, H, halógeno, alquilo C1-6, insustituido o mono- o poli-sustituido, alquenilo C2-6 insustituido o mono- o poli-sustituido, alquinilo C2-6 insustituido o mono- o poli-sustituido, alcoxilo C1-6 insustituido o mono- o poli-sustituido, en donde los sustituyentes en cada caso pueden ser independientes unos de otros, y se seleccionan a partir del grupo que consiste en halógeno, alcoxilo C1-6, y haloalcoxilo C1-6, cicloalquilo C3-6, insustituido o mono- o poli-sustituido, en donde los sustituyentes pueden ser independientes unos de otros, y se seleccionan a partir del grupo que consiste en halógeno y alquilo C1-6, o fenilo insustituido o mono- o poli-sustituido, en donde los sustituyentes pueden ser independientes unos de otros, y se seleccionan a partir del grupo que consiste en halógeno, nitro, ciano, alquilo C1-6, haloalquilo C1-6, alcoxilo C1-6, haloalcoxilo C1-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfinilo C1-6, haloalquilsulfinilo C1-6, alquilsulfonilo C1-6, haloalquilsulfonilo C1-6, alquilamino C1-6, y dialquilamino C1-6; o R2 y R3 son conjuntamente alquileno C2-6; W es O, S, S(O)2 o N(R7); R7 es H, o alquilo C1-6; a es 1, 2, 3, o 4; y b es 0, 1, 2, 3, o 4; con la condición de que cuando menos uno de Ar1 y Ar2 es un hetarilo; y con la condición adicional de que Ar1 y Ar2 no son simultáneamente piridilo, Ar1 no es piridilo si Ar2 es fenilo, y Ar2 no es piridilo si Ar1 es fenilo.The active ingredients have convenient pesticidal properties. They are particularly suitable for controlling parasites in warm-blooded animals. Claim 1: A compound of the formula (1) wherein: Ar1 and Ar2 are, independently of each other, unsubstituted or mono- or poly-substituted aryl, wherein the substituents of Ar1 and Ar2, independently of each other, are selected from the group consisting of halogen, nitro, cyano, OH, SH, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, C2-6 alkenyl, C2-6 haloalkenyl, C2- alkynyl 6, C3-6 cycloalkyl, C2-6 alkenyloxy, C2-6 haloalkenyloxy, C1-6 alkylthio, C1-6 haloalkyl, C1-6 alkylsulfonyloxy, C1-6 haloalkylsulfonyloxy, C1-6 alkylsulfinyl, C1-6 haloalkylsulfinyl, 6, C1-6 haloalkylsulfonyl, C2-6 alkenylthio, C2-6 haloalkenylthio, C2-6 alkenylsulfinyl, C2-6 haloalkenylsulfinyl, C2-6 alkenylsulfonyl, C1-6 haloalkenylsulfonyl, C1-6 alkylamino, C1-6 alkylamino 6, C1-6 haloalkylsulfonylamino, C1-6 alkylcarbonyl, C1-6 haloalkylcarbonyl, C1-6 alkoxycarbonyl, alkylamino C1-6 arbonyl, and C1-6 dialkylaminocarbonyl, unsubstituted or mono- or poly-substituted phenylamino; unsubstituted or mono- or poly-substituted phenylcarbonyl; unsubstituted or mono- or poly-substituted phenyl, wherein the substituents can be independently from each other, and are selected from the group consisting of halogen, nitro, cyano, C1-6 alkyl, C1-6 haloalkyl, C1- alkoxy 6, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkyl, C1-6 alkylsulfinyl, C1-6 haloalkylsulfinyl, C1-6 alkylsulfonyl and C1-6 haloalkylsulfonyl; unsubstituted or mono- or poly-substituted phenoxy, wherein the substituents can be independently from each other, and are selected from the group consisting of halogen, nitro, cyano, C1-6 alkyl, C1-6 haloalkyl, C1- alkoxy 6, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkylthio, C1-6 alkylsulfinyl, C1-6 haloalkylsulfinyl, C1-6 alkylsulfonyl, and C1-6 haloalkylsulfonyl, unsubstituted or mono- or poly-substituted phenylacetylenyl, wherein the substituents can be independently of each other, and are selected from the group consisting of halogen, nitro, cyano, C1-6 alkyl, halo- C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkoxy, C1-6 alkylthio, C 1-6 haloalkylthio, C 1-6 alkylsulfinyl, C 1-6 haloalkylsulfinyl, C 1-6 alkylsulfonyl, and C 1-6 haloalkylsulfonyl; and unsubstituted or mono- or poly-substituted pyridyloxy, wherein the substituents can be independently from each other, and are selected from the group consisting of halogen, nitro, cyano, C1-6 alkyl, C1-6 haloalkyl, C1 alkoxy -6, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkyl, C1-6 alkylsulfinyl, C1-6 haloalkylsulfinyl, C1-6 alkylsulfonyl, and C1-6 haloalkylsulfonyl; or unsubstituted or mono- or poly-substituted hetaryl, which is linked by means of a C ring atom, where the substituents of Ar1 and Ar2 may be independent of each other, and are selected from the group consisting of halogen, nitro, cyano, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, C2-6 alkenyloxy, C2-6 haloalkenyloxy, C1-6 alkylthio, C1-6 haloalkylthio, C1-6 alkylsulfinyl , C1-6 haloalkylsulfinyl, C2-6 alkenylthio, C2-6 haloalkenylthio, C2-6 alkenylsulfinyl, C2-6 haloalkenylsulfinyl, C1-6 alkylsulfonyl, C1-6 haloalkylsulfonyl, C2-6 alkenylsulfonyl, C1-6 alkylamino-6 , and C1-6 dialkylamino; R1 is H, C1-6 alkyl, C1-6 haloalkyl, allyl, or C1-6 alkoxymethyl; R2, R3, R4, R5 and R6 are, independently of each other, H, halogen, C1-6 alkyl, unsubstituted or mono- or poly-substituted, unsubstituted C2-6 alkenyl or mono- or poly-substituted, C2- alkynyl 6 unsubstituted or mono- or poly-substituted, unsubstituted C1-6 alkoxy or mono- or poly-substituted, wherein the substituents in each case may be independent of each other, and are selected from the group consisting of halogen, alkoxy C1-6, and C1-6 haloalkoxy, C3-6 cycloalkyl, unsubstituted or mono- or poly-substituted, wherein the substituents may be independent of each other, and are selected from the group consisting of halogen and C1- alkyl 6, or unsubstituted or mono- or poly-substituted phenyl, wherein the substituents may be independent of each other, and are selected from the group consisting of halogen, nitro, cyano, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkyl, C1-6 alkylsulfinyl, halo C1-6 alkylsulfinyl, C1-6 alkylsulfonyl, C1-6 haloalkylsulfonyl, C1-6 alkylamino, and C1-6 dialkylamino; or R2 and R3 are together C2-6 alkylene; W is O, S, S (O) 2 or N (R7); R7 is H, or C1-6 alkyl; a is 1, 2, 3, or 4; and b is 0, 1, 2, 3, or 4; with the proviso that at least one of Ar1 and Ar2 is a hetaryl; and with the additional condition that Ar1 and Ar2 are not simultaneously pyridyl, Ar1 is not pyridyl if Ar2 is phenyl, and Ar2 is not pyridyl if Ar1 is phenyl.

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