AR123594A1 - NEMATICIDAL COMPOUNDS AND THEIR USE - Google Patents

NEMATICIDAL COMPOUNDS AND THEIR USE

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Publication number
AR123594A1
AR123594A1 ARP210102655A ARP210102655A AR123594A1 AR 123594 A1 AR123594 A1 AR 123594A1 AR P210102655 A ARP210102655 A AR P210102655A AR P210102655 A ARP210102655 A AR P210102655A AR 123594 A1 AR123594 A1 AR 123594A1
Authority
AR
Argentina
Prior art keywords
alkyl
group
cycloalkyl
hydrogen
haloalkyl
Prior art date
Application number
ARP210102655A
Other languages
Spanish (es)
Inventor
Robindro Singh Sarangthem
Vishal A Mahajan
Rushikesh Deepak Jadhav
Vikram Singh Jhala
Amol Dnyaneshwar Kalwaghe
Kiran Morya
Jagadish Pabba
Alexander G M Klausener
Original Assignee
Pi Industries Ltd
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 Pi Industries Ltd filed Critical Pi Industries Ltd
Publication of AR123594A1 publication Critical patent/AR123594A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic 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
    • C07D231/12—Heterocyclic 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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • A01N43/52—1,3-Diazoles; Hydrogenated 1,3-diazoles condensed with carbocyclic rings, e.g. benzimidazoles
    • 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • 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
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • A01N43/713—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with four or more nitrogen atoms as the only ring hetero atoms
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P5/00—Nematocides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic 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
    • C07D231/14—Heterocyclic 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
    • C07D231/16—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
    • C07D231/56—Benzopyrazoles; Hydrogenated benzopyrazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings 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
    • C07D233/68—Halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/04—1,2,3-Triazoles; Hydrogenated 1,2,3-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/16—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms condensed with carbocyclic rings or ring systems
    • C07D249/18—Benzotriazoles

Abstract

La presente invención se refiere a nuevos compuestos de fluoroalquenilo heterocíclicos N-ligados de fórmula (1), en donde, R¹, R², R³, el anillo A e Y son como se definen en la descripción detallada. La presente invención también se refiere a su preparación y a su uso para proteger cultivos contra microorganismos fitopatógenos indeseados, por ejemplo, contra hongos fitopatógenos y plagas tales como nematodos. Reivindicación 1: Un compuesto de fórmula general (1) en donde, Y representa O ó NR⁵; R¹ se selecciona entre el grupo que consiste en hidrógeno y F; R² y R³ se seleccionan independientemente entre el grupo que consiste en hidrógeno y alquilo C₁-C₃; el anillo A representa un sistema de anillo seleccionado entre A1 a A12 del grupo de fórmulas (2) en donde A puede estar opcionalmente sustituido con uno o más R⁴; R⁴ se selecciona entre el grupo que consiste en X, CN, (C=O)-R⁶, OR⁵, N(R⁵)₂, S(O)ₙR⁶, alquilo C₁-C₆, haloalquilo C₁-C₆, alquenilo C₂-C₆, alquinilo C₂-C₆, haloalquilo C₁-C₆, cicloalquilo C₃-C₁₂, halocicloalquilo C₃-C₁₀, cicloalquil C₃-C₆-alquilo C₁-C₆, fenilo y heterociclilo C₃-C₆; cada grupo de R⁴ puede estar opcionalmente sustituido con uno o más grupos seleccionados entre el grupo que consiste en halógeno, R⁵ᵃ, OR⁵ᵃ, SR⁵ᵃ, N(R⁵ᵃ)₂, Si(R⁵ᵃ)₃, COOR⁵ᵃ, CN y CON(R⁵ᵃ)₂; R⁵ se selecciona entre el grupo que consiste en hidrógeno, alquilo C₁-C₄, cicloalquilo C₃-C₆ y cicloalquil C₃-C₆-alquilo C₁-C₃; R⁵ᵃ se selecciona entre el grupo que consiste en hidrógeno, alquilo C₁-C₆ y cicloalquilo C₃-C₆; R⁶ se selecciona entre el grupo que consiste en N(R⁵ᵃ)₂, alquilo C₁-C₆, alquenilo C₂-C₆, alquinilo C₂-C₆, haloalquilo C₁-C₆, haloalquenilo C₂-C₆, haloalquinilo C₂-C₆ y cicloalquilo C₃-C₆; R¹, R², R³, R⁴, R⁵, R⁵ᵃ y R⁶ pueden estar opcionalmente sustituidos con uno o más grupos que consisten en X, CN, alquilo C₁-C₄, O-alquilo C₁-C₄, S(O)ₙ-alquilo C₁-C₄ y cicloalquilo C₃-C₆; X representa halógeno; n representa números enteros en donde n = 0, 1 y 2; y/o un estereoisómero o sales agrícolamente aceptables o tautómeros o N-óxidos del mismo.The present invention relates to novel N-linked heterocyclic fluoroalkenyl compounds of the formula (1), wherein, R¹, R², R³, ring A and Y are as defined in the detailed description. The present invention also relates to their preparation and their use to protect crops against undesired phytopathogenic microorganisms, for example against phytopathogenic fungi and pests such as nematodes. Claim 1: A compound of general formula (1) wherein Y represents O or NR⁵; R¹ is selected from the group consisting of hydrogen and F; R² and R³ are independently selected from the group consisting of hydrogen and C₁-C₃ alkyl; ring A represents a ring system selected from A1 to A12 from the group of formulas (2) wherein A may be optionally substituted by one or more R⁴; R⁴ is selected from the group consisting of X, CN, (C=O)-R⁶, OR⁵, N(R⁵)₂, S(O)ₙR⁶, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆ haloalkyl, C₃-C₁₂ cycloalkyl, C₃-C₁₀ halocycloalkyl, C₃-C₆ cycloalkyl-C₁-C₆ alkyl, phenyl and C₃-C₆ heterocyclyl; each group of R⁴ may be optionally substituted with one or more groups selected from the group consisting of halogen, R⁵ᵃ, OR⁵ᵃ, SR⁵ᵃ, N(R⁵ᵃ)₂, Si(R⁵ᵃ)₃, COOR⁵ᵃ, CN, and CON(R⁵ᵃ)₂; R⁵ is selected from the group consisting of hydrogen, C₁-C₄ alkyl, C₃-C₆ cycloalkyl, and C₃-C₆ cycloalkyl-C₁-C₃ alkyl; R⁵ᵃ is selected from the group consisting of hydrogen, C₁-C₆ alkyl, and C₃-C₆ cycloalkyl; R⁶ is selected from the group consisting of N(R⁵ᵃ)₂, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆ haloalkyl, C₂-C₆ haloalkenyl, C₂-C₆ haloalkynyl, and C₃-C₆ cycloalkyl; R¹, R², R³, R⁴, R⁵, R⁵ᵃ and R⁶ may be optionally substituted with one or more groups consisting of X, CN, C₁-C₄ alkyl, O-C₁-C₄ alkyl, S(O)ₙ-C₁-alkyl C₄ and C₃-C₆ cycloalkyl; X represents halogen; n represents integers where n = 0, 1 and 2; and/or a stereoisomer or agriculturally acceptable salts or tautomers or N-oxides thereof.

ARP210102655A 2020-09-26 2021-09-24 NEMATICIDAL COMPOUNDS AND THEIR USE AR123594A1 (en)

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TW (1) TW202229241A (en)
WO (1) WO2022064453A1 (en)

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