AR086182A1 - DERIVATIVES OF 4,5-DIHIDRO-ISOXAZOL AS FUNGICIDES - Google Patents

DERIVATIVES OF 4,5-DIHIDRO-ISOXAZOL AS FUNGICIDES

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Publication number
AR086182A1
AR086182A1 ARP120101343A ARP120101343A AR086182A1 AR 086182 A1 AR086182 A1 AR 086182A1 AR P120101343 A ARP120101343 A AR P120101343A AR P120101343 A ARP120101343 A AR P120101343A AR 086182 A1 AR086182 A1 AR 086182A1
Authority
AR
Argentina
Prior art keywords
substituted
alkoxy
alkyl
haloalkyl
substituents
Prior art date
Application number
ARP120101343A
Other languages
Spanish (es)
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Syngenta Participations 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 Syngenta Participations Ag filed Critical Syngenta Participations Ag
Publication of AR086182A1 publication Critical patent/AR086182A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon 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
    • A01N43/72—Biocides, 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
    • A01N43/80—Biocides, 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 1,2
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Uso como microbiocidas.Reivindicación 1: Un compuesto de fórmula (1) donde R1 es arilo o heteroarilo, o arilo sustituido o heteroarilo sustituido cada uno opcionalmente sustituido con de uno a cinco sustituyentes R8a, los cuales pueden ser iguales o diferentes; R2 y R3 son independientemente H, arilo o heterociclilo, arilo sustituido o heteroarilo sustituido cada uno opcionalmente sustituido con de uno a cinco sustituyentes R8, los cuales pueden ser iguales o diferentes; alquilo C1-8, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, haloalquilo C1-6, haloalquenilo C2-6, haloalquinilo C2-6, halocicloalquilo C3-6, alcoxi C1-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6, alquiltio C1-6, haloalquiltio C1-6, o alquilo C1-8 sustituido, alquenilo C2-6 sustituido, alquinilo C2-6 sustituido, cicloalquilo C3-6 sustituido, haloalquilo C1-6 sustituido, haloalquenilo C2-6 sustituido, haloalquinilo C2-6 sustituido, halocicloalquilo C3-6 sustituido, alcoxi C1-6 sustituido, alcoxi C1-6-alquilo C1-6 sustituido, haloalcoxi C1-6 sustituido, alquiltio C1-6 sustituido, haloalquiltio C1-6 sustituido cada uno sustituido con de uno a cinco sustituyentes R9, los cuales pueden ser iguales o diferentes; siempre que solo uno de los sustituyentes R2 y R3 sea H; o R2 y R3 juntos forman un anillo de 3 a 14 miembros, que puede ser monocíclico o policíclico, preferentemente monocíclico, bicíclico o tricíclico, más preferentemente monocíclico o bicíclico, aún más preferentemente monocíclico, y el anillo formado por R2 y R3 juntos puede estar constituido por sistemas alicíclicos o sistemas heteroalicíclicos en los que la estructura de anillo carbocíclico puede comprender al menos un doble enlace endocíclico o al menos un triple enlace endocíclico, donde en el caso de los sistemas heteroalicíclicos opcionalmente uno o más de los átomos de carbono se reemplazan por un heteroátomo seleccionado entre O, N y S, y donde los sistemas alicíclicos o sistemas heteroalicíclicos no están sustituidos o están sustituidos con de uno a cinco sustituyentes R9; R4 es heteroarilo o heteroarilo sustituido con de uno a cinco sustituyentes R8, los cuales pueden ser iguales o diferentes; R5 es H, OH; alcoxi C1-6 o alquil C1-6carbonilo, o alcoxi C1-6 sustituido o alquil C1-6carbonilo sustituido cada uno sustituido con de uno a cinco sustituyentes R9, los cuales pueden ser iguales o diferentes; R6 es H o forma un enlace junto con R7; R7 es H, OH, CN, halógeno; alquilo C1-8, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-6, haloalquilo C1-6, haloalquenilo C2-6, haloalquinilo C2-6, halocicloalquilo C3-6, alcoxi C1-6, alcoxi C1-6-alquilo C1-6, haloalcoxi C1-6, alquiltio C1-6, haloalquiltio C1-6, o alquilo C1-8 sustituido, alquenilo C2-6 sustituido, alquinilo C2-6 sustituido, cicloalquilo C3-6 sustituido, haloalquilo C1-6 sustituido, haloalquenilo C2-6 sustituido, haloalquinilo C2-6 sustituido, halocicloalquilo C3-6 sustituido, alcoxi C1-6 sustituido, alcoxi C1-6-alquilo C1-6 sustituido, haloalcoxi C1-6 sustituido, alquiltio C1-6 sustituido, haloalquiltio C1-6 sustituido cada uno sustituido con de uno a cinco sustituyentes R9, los cuales pueden ser iguales o diferentes; o forma un enlace junto con R6; cada R8 se selecciona independientemente entre ciano, amino, nitro, hidroxi, halógeno, alquilo C1-4, haloalquilo C1-4, alquenilo C2-4, haloalquenilo C2-4, alquinilo C2-4, haloalquinilo C2-4, cicloalquilo C3-6, halocicloalquilo C3-6, alcoxi C1-3, haloalcoxi C1-3, alquiltio C1-3, haloalquiltio C1-3, alquilsulfinilo C1-3, haloalquilsulfinilo C1-3, alquilsulfonilo C1-3, haloalquilsulfonilo C1-3, alquilamino C1-4, di(alquil C1-4)amino, alquil C1-4carbonilo, alquil C1-4carboniloxi, alcoxi C1-4carbonilo, alquil C1-4carbonilamino y fenilo o fenilo sustituido con de uno a cinco R8 que no sean fenilo ni fenilo sustituido; cada R8a se selecciona independientemente entre ciano, amino, nitro, hidroxi, halógeno, alquilo C1-4, haloalquilo C1-4, alquenilo C2-4, haloalquenilo C2-4, alquinilo C2-4, haloalquinilo C2-4, cicloalquilo C3-6, halocicloalquilo C3-6, alcoxi C1-3, haloalcoxi C1-3, alquiltio C1-3, haloalquiltio C1-3, alquilsulfinilo C1-3, haloalquilsulfinilo C1-3, alquilsulfonilo C1-3, haloalquilsulfonilo C1-3, alquilamino C1-4, di(alquil C1-4)amino, alquil C1-4carbonilo, alquil C1-4carboniloxi, alquil C1-4carbonilamino y fenilo o fenilo sustituido con de uno a cinco R8 que no sean fenilo ni fenilo sustituido; cada R9 es independientemente halógeno, ciano, nitro, hidroxi, alcoxi C1-8, haloalcoxi C1-8, alquiltio C1-8, haloalquiltio C1-8, alquilsulfinilo C1-8, haloalquilsulfinilo C1-8, alquilsulfonilo C1-8, haloalquilsulfonilo C1-8, alquil C1-8carbonilo, alcoxi C1-8carbonilo, arilo o arilo sustituido con de uno a cinco R9, o heterociclilo o heterociclilo sustituido con de uno a cinco R8; o una de sus sales o N-óxidos agroquímicamente aceptables.Use as microbiocides. Claim 1: A compound of formula (1) wherein R 1 is aryl or heteroaryl, or substituted aryl or substituted heteroaryl each optionally substituted with one to five R 8a substituents, which may be the same or different; R2 and R3 are independently H, aryl or heterocyclyl, substituted aryl or substituted heteroaryl each optionally substituted with one to five R8 substituents, which may be the same or different; C 1-8 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, C 1-6 haloalkyl, C 2-6 haloalkenyl, C 2-6 haloalkynyl, C 3-6 halocycloalkyl, C 1-6 alkoxy, C 1-6 alkoxy C1-6 alkyl, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkyl, or substituted C1-8 alkyl, substituted C2-6 alkenyl, substituted C2-6 alkynyl, substituted C3-6 cycloalkyl, substituted C1-6 haloalkyl , substituted C2-6 haloalkenyl, substituted C2-6 haloalkynyl, substituted C3-6 halocycloalkyl, substituted C1-6 alkoxy, C1-6 alkoxy-substituted C1-6 alkyl, substituted C1-6 haloalkoxy, substituted C1-6 alkylthio, C1 haloalkylthio -6 substituted each substituted with one to five R9 substituents, which may be the same or different; provided that only one of the substituents R2 and R3 is H; or R2 and R3 together form a 3 to 14 member ring, which may be monocyclic or polycyclic, preferably monocyclic, bicyclic or tricyclic, more preferably monocyclic or bicyclic, even more preferably monocyclic, and the ring formed by R2 and R3 together may be constituted by alicyclic systems or heteroalicyclic systems in which the carbocyclic ring structure may comprise at least one endocyclic double bond or at least one endocyclic triple bond, where in the case of the heteroalicyclic systems optionally one or more of the carbon atoms are replaced by a heteroatom selected from O, N and S, and where the alicyclic systems or heteroalicyclic systems are not substituted or substituted with one to five R9 substituents; R4 is heteroaryl or heteroaryl substituted with one to five R8 substituents, which may be the same or different; R5 is H, OH; C1-6 alkoxy or C1-6 alkylcarbonyl, or substituted C1-6 alkoxy or substituted C1-6carbonyl each substituted with one to five R9 substituents, which may be the same or different; R6 is H or forms a bond together with R7; R7 is H, OH, CN, halogen; C 1-8 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 3-6 cycloalkyl, C 1-6 haloalkyl, C 2-6 haloalkenyl, C 2-6 haloalkynyl, C 3-6 halocycloalkyl, C 1-6 alkoxy, C 1-6 alkoxy C1-6 alkyl, C1-6 haloalkoxy, C1-6 alkylthio, C1-6 haloalkyl, or substituted C1-8 alkyl, substituted C2-6 alkenyl, substituted C2-6 alkynyl, substituted C3-6 cycloalkyl, substituted C1-6 haloalkyl , substituted C2-6 haloalkenyl, substituted C2-6 haloalkynyl, substituted C3-6 halocycloalkyl, substituted C1-6 alkoxy, C1-6 alkoxy-substituted C1-6 alkyl, substituted C1-6 haloalkoxy, substituted C1-6 alkylthio, C1 haloalkylthio -6 substituted each substituted with one to five R9 substituents, which may be the same or different; or forms a bond together with R6; each R8 is independently selected from cyano, amino, nitro, hydroxy, halogen, C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, C2-4 haloalkenyl, C2-4 alkynyl, C2-4 haloalkynyl, C3-6 cycloalkyl , C3-6 halocycloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, C1-3 alkylthio, C1-3 haloalkylthio, C1-3 alkylsulfinyl, C1-3 haloalkylsulfinyl, C1-3 alkylsulfonyl, C1-3 haloalkylsulfonyl, C1-4 alkylamino , di (C 1-4 alkyl) amino, C 1-4 alkylcarbonyl, C 1-4 alkylcarbonyloxy, C 1-4 alkoxycarbonyl, C 1-4 alkylcarbonylamino and phenyl or phenyl substituted with one to five R8 which are not phenyl or substituted phenyl; each R8a is independently selected from cyano, amino, nitro, hydroxy, halogen, C1-4 alkyl, C1-4 haloalkyl, C2-4 alkenyl, C2-4 haloalkenyl, C2-4 alkynyl, C2-4 haloalkynyl, C3-6 cycloalkyl , C3-6 halocycloalkyl, C1-3 alkoxy, C1-3 haloalkoxy, C1-3 alkylthio, C1-3 haloalkylthio, C1-3 alkylsulfinyl, C1-3 haloalkylsulfinyl, C1-3 alkylsulfonyl, C1-3 haloalkylsulfonyl, C1-4 alkylamino , di (C 1-4 alkyl) amino, C 1-4 alkylcarbonyl, C 1-4 alkylcarbonyloxy, C 1-4 alkylcarbonylamino and phenyl or phenyl substituted with one to five R8 which are not phenyl or substituted phenyl; each R9 is independently halogen, cyano, nitro, hydroxy, C1-8 alkoxy, C1-8 haloalkoxy, C1-8 alkylthio, C1-8 haloalkyl, C1-8 alkylsulfinyl, C1-8 haloalkylsulfinyl, C1-8 alkylsulfonyl, C1- haloalkylsulfonyl 8, C1-8 alkylcarbonyl, C1-8 alkoxycarbonyl, aryl or aryl substituted with one to five R9, or heterocyclyl or heterocyclyl substituted with one to five R8; or one of its agrochemically acceptable salts or N-oxides.

ARP120101343A 2011-04-20 2012-04-19 DERIVATIVES OF 4,5-DIHIDRO-ISOXAZOL AS FUNGICIDES AR086182A1 (en)

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EP11163225 2011-04-20

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AR086182A1 true AR086182A1 (en) 2013-11-27

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UY34035A (en) 2012-11-30

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