AR124402A1 - 1,2,4-oxadiazoles (hetero)aril sustituidos como fungicidas - Google Patents

1,2,4-oxadiazoles (hetero)aril sustituidos como fungicidas

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Publication number
AR124402A1
AR124402A1 ARP210103547A ARP210103547A AR124402A1 AR 124402 A1 AR124402 A1 AR 124402A1 AR P210103547 A ARP210103547 A AR P210103547A AR P210103547 A ARP210103547 A AR P210103547A AR 124402 A1 AR124402 A1 AR 124402A1
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AR
Argentina
Prior art keywords
alkyl
aryl
carbocyclyl
heteroaryl
alkoxy
Prior art date
Application number
ARP210103547A
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English (en)
Inventor
Anne Rebstock
- Dufour Jeremy Sophie
Aurelie Mallinger
Jacopo Negroni
Vincent Thomas
Sophie Ducerf
Christoph Andreas Braun
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Bayer Ag
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Application filed by Bayer Ag filed Critical Bayer Ag
Publication of AR124402A1 publication Critical patent/AR124402A1/es

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    • 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
    • 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
    • A01N43/82—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 three ring hetero atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D271/00—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms
    • C07D271/02—Heterocyclic compounds containing five-membered rings having two nitrogen atoms and one oxygen atom as the only ring hetero atoms not condensed with other rings
    • C07D271/06—1,2,4-Oxadiazoles; Hydrogenated 1,2,4-oxadiazoles
    • 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
    • C07D413/04—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 directly linked by a ring-member-to-ring-member bond

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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)
  • Plural Heterocyclic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

Abstract

La presente invención se refiere al uso de compuestos 1,2,4-oxadiazol (hetero)aril sustituidos para controlar microorganismos nocivos, en particular hongos fitopatogénicos, en la protección de cultivos. También se refiere a nuevos compuestos 1,2,4-oxadiazol (hetero)aril sustituidos y composiciones que comprenden dichos compuestos. Reivindicación 1: El uso de un compuesto de fórmula (1) o una sal, N-óxido o solvato de este para controlar microorganismos nocivos en la protección de cultivos, en donde X es flúor o cloro; A¹ es N, CH o CF; A² es N, CH o CF; A³ es N, CH o CF y m es 1; o A³ es S y m es 0; R¹ y R² se seleccionan independientemente del grupo que consiste en hidrógeno, ciano, alquilo-C₁-C₈, haloalquilo-C₁-C₈, alquenilo-C₂-C₈, haloalquenilo-C₂-C₈, alquinilo-C₂-C₈, haloalquinilo-C₂-C₈, alcoxicarbonilo-C₁-C₈, carbociclilo-C₃-C₇, arilo, heterociclilo de 3 a 10 miembros, heteroarilo, aril-alquilo-C₁-C₈, heterociclilo de 3 a 10 miembros-alquilo-C₁-C₈, heteroaril-alquilo-C₁-C₈ y carbociclil-C₃-C₇-alquilo-C₁-C₈, en donde dicho alquilo-C₁-C₈, alquenilo-C₂-C₈ y alquinilo-C₂-C₈ pueden estar sustituidos con uno o más sustituyentes Rᵃ y en donde dicho carbociclilo-C₃-C₇, arilo, heterociclilo de 3 a 10 miembros y heteroarilo, en cada caso como tales o como parte de un sustituyente compuesto, aril-alquilo-C₁-C₈, heterociclilo de 3 a 10 miembros-alquilo-C₁-C₈, heteroaril-alquilo-C₁-C₈ o carbociclil-C₃-C₇-alquilo-C₁-C₈, pueden estar sustituidos con uno o más sustituyentes Rᵇ, o R¹ y R² pueden formar, junto con el átomo de carbono al cual están unidos, un carbociclilo-C₃-C₇ o un heterociclilo de 3 a 10 miembros, en donde dicho carbociclilo-C₃-C₇ o heterociclilo de 3 a 10 miembros pueden estar sustituidos con uno o más sustituyentes Rᵇ; Cy es arilo, heteroarilo, carbociclilo-C₃-C₁₀ o heterociclilo de 3 a 10 miembros; n es 0, 1, 2, 3 ó 4; R³ se selecciona independientemente del grupo que consiste en halógeno, ciano, hidroxilo, amino, nitro, carboxilo, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoílo, carbamato, alquilo-C₁-C₆, cianoalquilo-C₁-C₆, haloalquilo-C₁-C₆, alquenilo-C₂-C₆, haloalquenilo-C₂-C₆, alquinilo-C₂-C₆, haloalquinilo-C₂-C₆, alcoxi-C₁-C₆, haloalcoxi-C₁-C₆, alquilsulfanilo-C₁-C₆, haloalquilsulfanilo-C₁-C₆, alquilsulfinilo-C₁-C₆, haloalquilsulfinilo-C₁-C₆, alquilsulfonilo-C₁-C₆, haloalquilsulfonilo-C₁-C₆, carbociclilo-C₃-C₇, halocarbociclilo-C₃-C₇, hidroxialquilo-C₁-C₆, alquilamino-C₁-C₆, di-(alquil-C₁-C₆)amino, alquilcarbonilo-C₁-C₆, alcoxicarbonilo-C₁-C₆, haloalcoxicarbonil-C₁-C₆ alquilcarbamoílo-C₁-C₆, di-(alquil-C₁-C₆)carbamoílo, aminocarbonilo, alquilcarboniloxi-C₁-C₆, haloalquilcarboniloxi-C₁-C₆, alquilcarbonilamino-C₁-C₆, haloalquilcarbonilamino-C₁-C₆, alquilsulfonilamino-C₁-C₆, haloalquilsulfonilamino-C₁-C₆, sulfamoílo, alquilsulfamoílo-C₁-C₆, di-(alquil-C₁-C₆)sulfamoílo, arilo, aril-alquilo-C₁-C₆, heteroarilo, heteroaril-alquilo-C₁-C₆ y carbociclil-C₃-C₇, -alquilo-C₁-C₆, en donde dicho alquilo-C₁-C₆, alquenilo-C₂-C₆ y alquinilo-C₂-C₆ pueden estar sustituidos con uno o más sustituyentes independientemente seleccionados del grupo que consiste en halógeno, alcoxi-C₁-C₆ y haloalcoxi-C₁-C₆; y en donde dicho carbociclilo-C₃-C₇, arilo y heteroarilo, en cada caso como tales o como parte de los residuos compuestos aril-alquilo-C₁-C₆, heteroaril-alquilo-C₁-C₆ y carbociclil-C₃-C₇-alquilo-C₁-C₆, pueden estar sustituidos con uno o más sustituyentes independientemente seleccionados del grupo que consiste en halógeno, alquilo-C₁-C₆, haloalquilo-C₁-C₆, alcoxi-C₁-C₆ y haloalcoxi-C₁-C₆; R⁴ se selecciona del grupo que consiste en hidrógeno, hidroxi, formilo, alquilo-C₁-C₆, haloalquilo-C₁-C₆, alquenilo-C₂-C₆, haloalquenilo-C₂-C₆, alquinilo-C₂-C₆, haloalquinilo-C₂-C₆, alquilcarbonilo-C₁-C₆, haloalquilcarbonilo-C₁-C₆, alquiltiocarbonilo-C₁-C₆, haloalquiltiocarbonilo-C₁-C₆, alcoxicarbonilo-C₁-C₆, haloalcoxicarbonilo-C₁-C₆, alcoxi-C₁-C₆, haloalcoxi-C₁-C₆, alquilsulfonilo-C₁-C₆, haloalquilsulfonilo-C₁-C₆, fenilsulfonilo, carbociclilo-C₃-C₁₀, heterociclilo de 3 a 10 miembros, arilo, heteroarilo, carbociclil-C₃-C₁₀-alquilo-C₁-C₆, carbociclil-C₃-C₁₀-haloalquilo-C₁-C₆, aril-alquilo-C₁-C₆, aril-haloalquilo-C₁-C₆, heteroaril-alquilo-C₁-C₆ y heteroaril-haloalquilo-C₁-C₆, en donde dicho alquilo-C₁-C₆, alquenilo-C₂-C₆, alquinilo-C₂-C₆, alquilcarbonilo-C₁-C₆, alquiltiocarbonilo-C₁-C₆, alcoxicarbonilo-C₁-C₆, alcoxi-C₁-C₆ y alquilsulfonilo-C₁-C₆ pueden estar sustituidos con uno o más sustituyentes seleccionados del grupo que consiste en halógeno, ciano, alcoxi-C₁-C₆ y haloalcoxi-C₁-C₆; y en donde dicho carbociclilo-C₃-C₇, arilo, heterociclilo de 3 a 10 miembros y heteroarilo, en cada caso como tales o como parte de un sustituyente compuesto carbociclil-C₃-C₁₀-alquilo-C₁-C₆, carbociclil-C₃-C₁₀-haloalquilo-C₁-C₆, aril-alquilo-C₁-C₆, aril-haloalquilo-C₁-C₆, heteroaril-alquilo-C₁-C₆ o heteroaril-haloalquilo-C₁-C₆, pueden estar sustituidos con uno o más sustituyentes seleccionados del grupo que consiste en halógeno, ciano, alquilo-C₁-C₆, haloalquilo-C₁-C₆, alcoxi-C₁-C₆ y haloalcoxi-C₁-C₆; R⁵ es hidrógeno, halógeno o CN; cada Rᵃ se selecciona independientemente del grupo que consiste en nitro, hidroxilo, ciano, carboxilo, amino, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoílo, carbamato, cicloalquilo-C₃-C₇, halocicloalquilo-C₃-C₇, alquilamino-C₁-C₈, di-(alquil-C₁-C₈)amino, alcoxi-C₁-C₈, haloalcoxi-C₁-C₈, alquilsulfanilo-C₁-C₈, haloalquilsulfanilo-C₁-C₈, alquilcarbonilo-C₁-C₈, haloalquilcarbonilo-C₁-C₈, alquilcarbamoílo-C₁-C₈, di-(alquil-C₁-C₈)carbamoílo, alcoxicarbonilo-C₁-C₈, haloalcoxicarbonilo-C₁-C₈, alquilcarboniloxi-C₁-C₈, haloalquilcarboniloxi-C₁-C₈, alquilcarbonilamino-C₁-C₈, haloalquilcarbonilamino-C₁-C₈, alcoxicarbonilamino-C₁-C₈, arilcarbonilamino, cicloalquilcarbonilamino-C₃-C₇, alquilsulfinilo-C₁-C₈, haloalquilsulfinilo-C₁-C₈, alquilsulfonilo-C₁-C₈, haloalquilsulfonilo-C₁-C₈, alquilsulfonilamino-C₁-C₈, haloalquilsulfonilamino-C₁-C₈, arilsulfonilamino, cicloalquilsulfonilamino-C₃-C₇, sulfamoílo, alquilsulfamoílo-C₁-C₈ y di-(alquil-C₁-C₈)sulfamoílo; en donde el arilsulfonilamino y el arilcarbonilamino están opcionalmente sustituidos con uno o más sustituyentes independientemente seleccionados del grupo que consiste en halógeno, alquilo-C₁-C₆, haloalquilo-C₁-C₆, alcoxi-C₁-C₆ y haloalcoxi-C₁-C₆; y cada Rᵇ se selecciona independientemente del grupo que consiste en halógeno, ciano, hidroxilo, amino, nitro, carboxilo, sulfanilo, pentafluoro-l⁶-sulfanilo, formilo, carbamoílo, carbamato, alquilo-C₁-C₆, cianoalquilo-C₁-C₆, haloalquilo-C₁-C₆, alquenilo-C₂-C₆, haloalquenilo-C₂-C₆, alquinilo-C₂-C₆, haloalquinilo-C₂-C₆, alcoxi-C₁-C₆, haloalcoxi-C₁-C₆, alcoxi-C₁-C₆-alquilo-C₁-C₆, alquilsulfanilo-C₁-C₆, haloalquilsulfanilo-C₁-C₆, alquilsulfinilo-C₁-C₈, haloalquilsulfinilo-C₁-C₈, alquilsulfonilo-C₁-C₈, haloalquilsulfonilo-C₁-C₈, alquilcarbonilamino-C₁-C₆, carbociclilo-C₃-C₇, halocarbociclilo-C₃-C₇, hidroxi-alquilo-C₁-C₆, alquilamino-C₁-C₆, di-alquilamino-C₁-C₆, alquilcarbonilo-C₁-C₆, alcoxicarbonilo-C₁-C₆, haloalcoxicarbonilo-C₁-C₆, alquilcarbamoílo-C₁-C₆, di-alquilcarbamoílo-C₁-C₆, aminocarbonilo, alquilcarboniloxi-C₁-C₈, haloalquilcarboniloxi-C₁-C₈, alquilcarbonilamino-C₁-C₈, haloalquilcarbonilamino-C₁-C₈, alquilsulfonilamino-C₁-C₆, haloalquilsulfonilamino-C₁-C₆, sulfamoílo, alquilsulfamoílo-C₁-C₈, di-alquilsulfamoílo-C₁-C₈, arilo, aril-alquilo-C₁-C₆ y heteroarilo, en donde dicho heteroarilo y dicho arilo, como tales o como parte de aril-alquilo-C₁-C₆, están opcionalmente sustituidos con uno o más sustituyentes independientemente seleccionados del grupo que consiste en halógeno, alquilo-C₁-C₆, haloalquilo-C₁-C₆, alcoxi-C₁-C₆ y haloalcoxi-C₁-C₆.
ARP210103547A 2020-12-18 2021-12-16 1,2,4-oxadiazoles (hetero)aril sustituidos como fungicidas AR124402A1 (es)

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WO2024068519A1 (en) 2022-09-28 2024-04-04 Bayer Aktiengesellschaft 3-(hetero)aryl-5-chlorodifluoromethyl-1,2,4-oxadiazole as fungicide
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