AR123501A1 - NEW PICOLINAMIDE COMPOUNDS TO COMBAT PHYTOPATHOGENIC FUNGI - Google Patents

NEW PICOLINAMIDE COMPOUNDS TO COMBAT PHYTOPATHOGENIC FUNGI

Info

Publication number
AR123501A1
AR123501A1 ARP210102540A ARP210102540A AR123501A1 AR 123501 A1 AR123501 A1 AR 123501A1 AR P210102540 A ARP210102540 A AR P210102540A AR P210102540 A ARP210102540 A AR P210102540A AR 123501 A1 AR123501 A1 AR 123501A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
cycloalkyl
group
ring
Prior art date
Application number
ARP210102540A
Other languages
Spanish (es)
Inventor
Sachin Baban Narute
Rahul Deshmukh
Vinoth Perumal
Rohit Saxena
Vishal A Mahajan
Ruchi Garg
Santosh Shridhar Autkar
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 AR123501A1 publication Critical patent/AR123501A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic 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
    • C07D213/02—Heterocyclic 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
    • C07D213/04—Heterocyclic 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
    • C07D213/60—Heterocyclic 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • 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
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, 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
    • 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
    • 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
    • A01P3/00—Fungicides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems

Abstract

Reivindicación 1: Un compuesto de fórmula (1) en donde, R¹ se selecciona entre el grupo que consiste en hidroxi, halógeno, alquilo C₁-C₆, haloalquilo C₁-C₆, cicloalquilo C₃-C₆, alcoxi C₁-C₆, cicloalquiloxi C₃-C₆, alquiltio C₁-C₆, cicloalquiltio C₁-C₆, -NHR¹³ y -N(R¹³)₂; R¹ᵃ se selecciona entre el grupo que consiste en hidroxi, halógeno, alquilo C₁-C₆, cicloalquilo C₃-C₆, haloalquilo C₁-C₆ y alcoxi C₁-C₆; R² se selecciona entre el grupo que consiste en hidrógeno, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, -SOₙ-alquilo C₁-C₆, -C(O)-R¹³, -C(O)-OR¹³, -(CH₂)ₘ-O-C(O)-R¹³, -C(O)-N(R¹³)₂ y -(CH₂)ₘ-O-C(O)-N(R¹³)₂; R³ se selecciona entre el grupo que consiste en hidrógeno, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, cicloalquilo C₃-C₆, cicloalquil C₃-C₆-alquilo C₁-C₆, -(CH₂)ₘ-OR¹³, -(CH₂)ₘ-C(O)-R¹³, -(CH₂)ₘ-C(O)-OR¹³, -(CH₂)ₘ-C(O)-N(R¹³)₂, -(CH₂)ₘ-O-C(O)-OR₁₃, -(CH₂)ₘ-O-C(O)-N(R¹³)₂ y -(CH₂)ₘ-C(O)-alcoxi C₁-C₆; o R² y R³ junto con los átomos a los que están unidos pueden formar un anillo heterocíclico de seis miembros; y uno o más átomos de C del anillo pueden reemplazarse opcionalmente por C(=O), C(=S), C=NR²ᵃ o CR²ᵃN(R²ᵃ)₂; en donde el anillo heterocíclico puede estar opcionalmente sustituido con uno o más grupos iguales o diferentes de R²ᵃ; o R³ y R⁴ junto con los átomos a los que están unidos pueden formar un anillo heterocíclico no aromático de 5 a 6 miembros; en donde el heteroátomo adicional de dicho anillo se selecciona entre N, O ó S(=O)₀₋₂ y uno o más átomos de C del anillo pueden reemplazarse opcionalmente por C(=O) o C(=S); el anillo puede estar opcionalmente sustituido con uno o más grupos iguales o diferentes de R³ᵃ; R²ᵃ se selecciona entre el grupo que consiste en halógeno, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, cicloalquilo C₃-C₈ y alcoxi C₁-C₄-alquilo C₁-C₄; R³ᵃ se selecciona entre el grupo que consiste en halógeno, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, cicloalquilo C₃-C₈ y alcoxi C₁-C₄-alquilo C₁-C₄; W representa O ó S; R⁴ y R⁵ se seleccionan independientemente entre el grupo que consiste en hidrógeno, halógeno, alquilo C₁-C₆, alquenilo C₂-C₆, alquinilo C₂-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, cicloalquilo C₃-C₆, cicloalquil C₃-C₆-alquilo C₁-C₆, arilo C₆-C₁₀, aralquil C₇-C₁₄ y heterociclilo C₃-C₁₀; cada grupo de R⁴ y R⁵ puede estar opcionalmente sustituido con uno o más grupos seleccionados entre R⁴ᵃ; o R⁴ y R⁵ junto con los átomos a los que están unidos pueden formar un anillo carbocíclico no aromático o anillo heterocíclico no aromático de 3 a 6 miembros; en donde uno o más heteroátomos de dicho anillo se seleccionan entre N, O ó S(=O)₀₋₂ y uno o más átomos de C del anillo pueden reemplazarse opcionalmente por C(=O), C(=S) o C(=NR¹³); el anillo puede estar opcionalmente sustituido con uno o más grupos iguales o diferentes de R⁴ᵃ; R⁴ᵃ se selecciona entre el grupo que consiste en halógeno, ciano, nitro, hidroxilo, tiol, amino, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, haloalcoxi C₁-C₆, alquiltio C₁-C₆, haloalquiltio C₁-C₆, cicloalquilo C₃-C₈ y alcoxi C₁-C₄-alquilo C₁-C₄; Z se selecciona entre Z¹ a Z⁴, del grupo de fórmulas (2); * representa un punto de unión; R⁶ y R⁶ᵃ se seleccionan independientemente entre el grupo que consiste en hidrógeno, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, cicloalquilo C₃-C₆, cicloalquil C₃-C₆-alquilo C₁-C₆, -C(O)-R¹³, -(CH₂)ₘC(O)-R¹³ y -(CH₂)ₘ-C(O)-alcoxi C₁-C₆; R⁷ se selecciona entre el grupo que consiste en hidrógeno, alquilo C₁-C₆, alquenilo C₂-C₆, alquinilo C₂-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, cicloalquilo C₃-C₆, cicloalquil C₃-C₆-alquilo C₁-C₆, alcoxicarbonilo C₁-C₆, alquilsulfinilo C₁-C₆, alquilsulfonilo C₁-C₆, arilo C₆-C₁₀, aralquil C₇-C₁₄ y heterociclilo C₃-C₁₀; cada grupo de R⁷ puede estar opcionalmente sustituido con uno o más grupos seleccionados entre halógeno, ciano, nitro, hidroxilo, tiol, amino, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, haloalcoxi C₁-C₆, alquiltio C₁-C₆, haloalquiltio C₁-C₆, cicloalquilo C₃-C₈ y alcoxi C₁-C₄-alquilo C₁-C₄; R⁷ᵃ se selecciona entre el grupo que consiste en hidrógeno, alquilo C₁-C₆, alquenilo C₂-C₆, alquinilo C₂-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, cicloalquilo C₃-C₆ y cicloalquil C₃-C₆-alquilo C₁-C₆; o R⁷ y R⁷ᵃ junto con los átomos a los que están unidos pueden formar un anillo carbocíclico no aromático o anillo heterocíclico no aromático de 3 a 6 miembros; en donde el heteroátomo de dicho anillo se selecciona entre N, O ó S(=O)₀₋₂ y uno o más átomos de C del anillo pueden reemplazarse opcionalmente por C(=O), C(=S) o C(=NR¹³); el anillo puede estar opcionalmente sustituido con uno o más grupos iguales o diferentes de R⁷ᵇ; R⁷ᵇ se selecciona entre el grupo que consiste en halógeno, ciano, nitro, hidroxilo, tiol, amino, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₄-alquilo C₁-C₄, haloalcoxi C₁-C₆, alquiltio C₁-C₆, haloalquiltio C₁-C₆, cicloalquilo C₃-C₈, arilo C₆-C₁₀, aralquil C₇-C₁₄ y heterociclilo C₃-C₁₀; R⁸, R⁸ᵃ, R⁹ y R⁹ᵃ se seleccionan independientemente entre el grupo que consiste en hidrógeno, hidroxi, halógeno, alquilo C₁-C₆, alquenilo C₂-C₆, alquinilo C₂-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, cicloalquilo C₃-C₆, cicloalquil C₃-C₆-alquilo C₁-C₆, arilo C₆-C₁₀, aralquilo C₇-C₁₄, ariloxi C₆-C₁₀, ariltio C₆-C₁₀, aril C₆-C₁₀-alcoxi C₁-C₆, heterociclilo C₃-C₁₀ y heterocicliloxi C₃-C₁₀; cada grupo de R⁸, R⁸ᵃ, R⁹ y R⁹ᵃ puede estar opcionalmente sustituido con uno o más grupos seleccionados entre R¹⁰; o R⁸ y R⁹ junto con los átomos a los que están unidos pueden formar un anillo carbocíclico aromático o no aromático o anillo heterocíclico aromático o no aromático de 3 a 10 miembros; en donde el heteroátomo de dicho anillo se selecciona entre N, O ó S(=O)₀₋₂ y uno o más átomos de C del anillo pueden reemplazarse opcionalmente por C(=O), C(=S) o C(=NR¹³); el anillo puede estar opcionalmente sustituido con uno o más grupos iguales o diferentes de R¹¹; con la condición de que cuando R⁸ y R⁹ forman un anillo aromático, entonces R¹² está ausente; o R⁷ y R⁹ junto con los átomos a los que están unidos pueden formar un anillo carbocíclico aromático o no aromático o anillo heterocíclico aromático o no aromático de 3 a 10 miembros; en donde el heteroátomo de dicho anillo se selecciona entre N, O ó S(=O)₀₋₂ y uno o más átomos de C del anillo pueden reemplazarse opcionalmente por C(=O), C(=S) o C(=NR¹³); el anillo puede estar opcionalmente sustituido con uno o más grupos iguales o diferentes de R¹¹; R¹⁰ se selecciona entre el grupo que consiste en ciano, halógeno, nitro, hidroxilo, tiol, amino, alquilo C₁-C₆, alquenilo C₂-C₆, alquinilo C₂-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₆-alquilo C₁-C₆, cicloalquilo C₃-C₆, cicloalquil C₃-C₆-alquilo C₁-C₆, fenilo, bencilo, feniltio, fenil-alcoxi C₁-C₆, heterociclilo C₃-C₁₀ y heterocicliloxi C₃-C₁₀; R¹¹ se selecciona entre el grupo que consiste en halógeno, ciano, nitro, hidroxilo, tiol, amino, alquilo C₁-C₆, haloalquilo C₁-C₆, alcoxi C₁-C₆, alcoxi C₁-C₄-alquilo C₁-C₄, haloalcoxi C₁-C₆, alquiltio C₁-C₆, haloalquiltio C₁-C₆, cicloalquilo C₃-C₈, arilo C₆-C₁₀, aralquil C₇-C₁₄ y heterociclilo C₃-C₁₀; R¹² se selecciona entre el grupo de hidrógeno, halógeno, hidroxi, alquilo C₁-C₆, alcoxi C₁-C₄, haloalquilo C₁-C₆ y haloalcoxi C₁-C₄; R¹³ se selecciona entre el grupo que consiste en hidrógeno, formilo, alquilo C₁-C₄, alquenilo C₂-C₄, alquinilo C₂-C₄, haloalquilo C₁-C₄, cicloalquilo C₃-C₅, cicloalquil C₃-C₅-alquilo C₁-C₃, arilo C₆-C₁₀, aralquil C₇-C₁₄ y heterociclilo C₃-C₁₀; cada grupo de R¹ a R¹³ y R¹ᵃ, R²ᵃ, R³ᵃ, R⁴ᵃ, R⁵ᵃ, R⁶ᵃ, R⁷ᵃ, R⁷ᵇ, R⁸ᵃ, R⁹ᵃ puede estar opcionalmente sustituido con uno o más grupos seleccionados entre el grupo que consiste en halógeno, ciano, nitro, R’, OR’, SR’, N(R’)₂, COR’ y CON(R’)₂; R’ se seleccionan independientemente entre el grupo que consiste en hidrógeno, halógeno, ciano, alquilo C₁-C₄, alquenilo C₂-C₄, alquinilo C₂-C₄, haloalquilo C₁-C₄, haloalquenilo C₂-C₄, haloalquinilo C₂-C₄, alcoxi C₁-C₄, haloalcoxi C₁-C₄, cicloalquilo C₃-C₆, halocicloalquilo C₃-C₆, aril C₆-C₁₀-alcoxi C₁-C₄, arilo C₆-C₁₀, aralquil C₇-C₁₄ y heterociclilo C₃-C₁₀; n es un número entero seleccionado de 0 a 2 y m es un número entero seleccionado de 0 a 3; y/o N-óxidos, complejos metálicos, isómeros, polimorfos o sales agrícolamente aceptables del mismo; con la condición de que los siguientes compuestos se excluyan de la definición de fórmula (1), acetato de 2-(((2S)-1-((1-(4-ciclohexilfenil)etil)(metil)amino)-1-oxopropan-2-il)carbamoil)-4-metoxipiridin-3-ilo; N-((2S)-1-((1-(4-ciclohexilfenil)etil)(metil)amino)-1-oxopropan-2-il)-3-hidroxi-4-metoxipicolinamida; (S)-N-(1-(bencilamino)-1-oxo-3-fenilpropan-2-il)-3,4-dihidroxipicolinamida; (S)-3,4-dihidroxi-N-(1-(isobutilamino)-1-oxo-3-fenilpropan-2-il)picolinamida; (S)-N-(1-(bencilamino)-1-oxopropan-2-il)-3,4-dihidroxipicolinamida; N-(2-(bencilamino)-2-oxoetil)-3,4-dihidroxipicolinamida; (S)-3,4-dihidroxi-N-(1-(isobutilamino)-1-oxopropan-2-il)picolinamida; 3,4-dihidroxi-N-(2-(isobutilamino)-2-oxoetil)picolinamida; clorhidrato de (S)-N-(1-(bencilamino)-1-oxo-3-fenilpropan-2-il)-3,4-dihidroxipicolinamida; clorhidrato de (S)-3,4-dihidroxi-N-(1-(isobutilamino)-1-oxo-3-fenilpropan-2-il)picolinamida; clorhidrato de (S)-N-(1-(bencilamino)-1-oxopropan-2-il)-3,4-dihidroxipicolinamida; clorhidrato de N-(2-(bencilamino)-2-oxoetil)-3,4-dihidroxipicolinamida; clorhidrato de (S)-3,4-dihidroxi-N-(1-(isobutilamino)-1-oxopropan-2-il)picolinamida y clorhidrato de 3,4-dihidroxi-N-(2-(isobutilamino)-2-oxoetil)picolinamida.Claim 1: A compound of formula (1) wherein R¹ is selected from the group consisting of hydroxy, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₃-C₆ cycloalkyl, C₁-C₆ alkoxy, C₃-C₆ cycloalkyloxy , C₁-C₆ alkylthio, C₁-C₆ cycloalkylthio, -NHR¹³ and -N(R¹³)₂; R¹ᵃ is selected from the group consisting of hydroxy, halogen, C₁-C₆ alkyl, C₃-C₆ cycloalkyl, C₁-C₆ haloalkyl, and C₁-C₆ alkoxy; R² is selected from the group consisting of hydrogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy-C₁-C₆ alkyl, -SOₙ-C₁-C₆ alkyl, -C(O)-R¹³, -C( O)-OR¹³, -(CH₂)ₘ-O-C(O)-R¹³, -C(O)-N(R¹³)₂ and -(CH₂)ₘ-O-C(O)-N(R¹³)₂; R³ is selected from the group consisting of hydrogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ alkoxy-C₁-C₆ alkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl-C₁-C₆ alkyl , -(CH₂)ₘ-OR¹³, -(CH₂)ₘ-C(O)-R¹³, -(CH₂)ₘ-C(O)-OR¹³, -(CH₂)ₘ-C(O)-N(R¹³) ₂, -(CH₂)ₘ-O-C(O)-OR₁₃, -(CH₂)ₘ-O-C(O)-N(R¹³)₂ and -(CH₂)ₘ-C(O)-C₁-C₆alkoxy; or R² and R³ together with the atoms to which they are attached can form a six-membered heterocyclic ring; and one or more ring C atoms may be optionally replaced by C(=O), C(=S), C=NR²ᵃ or CR²ᵃN(R²ᵃ)₂; wherein the heterocyclic ring can be optionally substituted with one or more groups the same or different from R²ᵃ; or R³ and R⁴ together with the atoms to which they are attached can form a 5- to 6-membered non-aromatic heterocyclic ring; wherein the additional heteroatom on said ring is selected from N, O or S(=O)₀₋₂ and one or more C ring atoms may optionally be replaced by C(=O) or C(=S); the ring can be optionally substituted with one or more groups the same or different from R³ᵃ; R²ᵃ is selected from the group consisting of halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₃-C₈ cycloalkyl, and C₁-C₄ alkoxy-C₁-C₄ alkyl; R³ᵃ is selected from the group consisting of halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₃-C₈ cycloalkyl, and C₁-C₄ alkoxy-C₁-C₄ alkyl; W represents O or S; R⁴ and R⁵ are independently selected from the group consisting of hydrogen, halogen, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ alkoxy-C₁-C₆ alkyl , C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl-C₁-C₆ alkyl, C₆-C₁₀ aryl, C₇-C₁₄ aralkyl and C₃-C₁₀ heterocyclyl; each group of R⁴ and R⁵ may be optionally substituted with one or more groups selected from R⁴ᵃ; or R⁴ and R⁵ together with the atoms to which they are attached may form a 3- to 6-membered non-aromatic carbocyclic ring or non-aromatic heterocyclic ring; wherein one or more heteroatoms on said ring are selected from N, O or S(=O)₀₋₂ and one or more C ring atoms may optionally be replaced by C(=O), C(=S) or C (=NR¹³); the ring may be optionally substituted with one or more groups the same or different from R⁴ᵃ; R⁴ᵃ is selected from the group consisting of halogen, cyano, nitro, hydroxy, thiol, amino, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy, C₁-C₆ alkylthio, C₁-C₆ haloalkylthio , C₃-C₈ cycloalkyl and C₁-C₄ alkoxy-C₁-C₄ alkyl; Z is selected from Z¹ to Z⁴, from the group of formulas (2); * represents a junction point; R⁶ and R⁶ᵃ are independently selected from the group consisting of hydrogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ alkoxy-C₁-C₆ alkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl-alkyl C₁-C₆, -C(O)-R¹³, -(CH₂)ₘC(O)-R¹³ and -(CH₂)ₘ-C(O)-C₁-C₆alkoxy; R⁷ is selected from the group consisting of hydrogen, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ alkoxy-C₁-C₆ alkyl, C₃-C₆ cycloalkyl , C₃-C₆ cycloalkyl-C₁-C₆ alkyl, C₁-C₆ alkoxycarbonyl, C₁-C₆ alkylsulfinyl, C₁-C₆ alkylsulfonyl, C₆-C₁₀ aryl, C₇-C₁₄ aralkyl and C₃-C₁₀ heterocyclyl; each group of R⁷ may be optionally substituted with one or more groups selected from halogen, cyano, nitro, hydroxy, thiol, amino, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy, C₁-alkylthio C₆, C₁-C₆ haloalkylthio, C₃-C₈ cycloalkyl and C₁-C₄ alkoxy-C₁-C₄ alkyl; R⁷ᵃ is selected from the group consisting of hydrogen, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ alkoxy-C₁-C₆ alkyl, C₃-C₆ cycloalkyl and C₃-C₆ cycloalkyl-C₁-C₆ alkyl; or R⁷ and R⁷ᵃ together with the atoms to which they are attached may form a 3- to 6-membered non-aromatic carbocyclic ring or non-aromatic heterocyclic ring; wherein the heteroatom of said ring is selected from N, O or S(=O)₀₋₂ and one or more C ring atoms may optionally be replaced by C(=O), C(=S) or C(= NR¹³); the ring may be optionally substituted with one or more groups the same or different from R⁷ᵇ; R⁷ᵇ is selected from the group consisting of halogen, cyano, nitro, hydroxy, thiol, amino, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₄ alkoxy-C₁-C₄ alkyl, C₁-C₆ haloalkoxy , C₁-C₆ alkylthio, C₁-C₆ haloalkylthio, C₃-C₈ cycloalkyl, C₆-C₁₀ aryl, C₇-C₁₄ aralkyl and C₃-C₁₀ heterocyclyl; R⁸, R⁸ᵃ, R⁹ and R⁹ᵃ are independently selected from the group consisting of hydrogen, hydroxy, halogen, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-alkoxy C₆-C₁-C₆ alkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl-C₁-C₆ alkyl, C₆-C₁₀ aryl, C₇-C₁₄ aralkyl, C₆-C₁₀ aryloxy, C₆-C₁₀ arylthio, C₆-C₁₁alkyl aryl C₆, C₃-C₁₀ heterocyclyl and C₃-C₁₀ heterocyclyloxy; each group of R⁸, R⁸ᵃ, R⁹ and R⁹ᵃ may be optionally substituted with one or more groups selected from R¹⁰; or R⁸ and R⁹ together with the atoms to which they are attached can form a 3 to 10 membered aromatic or non-aromatic carbocyclic ring or aromatic or non-aromatic heterocyclic ring; wherein the heteroatom of said ring is selected from N, O or S(=O)₀₋₂ and one or more C ring atoms may optionally be replaced by C(=O), C(=S) or C(= NR¹³); the ring can be optionally substituted with one or more groups the same or different from R¹¹; provided that when R⁸ and R⁹ form an aromatic ring, then R¹² is absent; or R⁷ and R⁹ together with the atoms to which they are attached can form a 3 to 10 membered aromatic or non-aromatic carbocyclic ring or aromatic or non-aromatic heterocyclic ring; wherein the heteroatom of said ring is selected from N, O or S(=O)₀₋₂ and one or more C ring atoms may optionally be replaced by C(=O), C(=S) or C(= NR¹³); the ring can be optionally substituted with one or more groups the same or different from R¹¹; R¹⁰ is selected from the group consisting of cyano, halogen, nitro, hydroxy, thiol, amino, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ alkoxy -C₁-C₆ alkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl-C₁-C₆ alkyl, phenyl, benzyl, phenylthio, phenyl-C₁-C₆ alkoxy, C₃-C₁₀ heterocyclyl and C₃-C₁₀ heterocyclyloxy; R¹¹ is selected from the group consisting of halogen, cyano, nitro, hydroxy, thiol, amino, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₄ alkoxy-C₁-C₄ alkyl, C₁-C₆ haloalkoxy , C₁-C₆ alkylthio, C₁-C₆ haloalkylthio, C₃-C₈ cycloalkyl, C₆-C₁₀ aryl, C₇-C₁₄ aralkyl and C₃-C₁₀ heterocyclyl; R¹² is selected from the group of hydrogen, halogen, hydroxy, C₁-C₆ alkyl, C₁-C₄ alkoxy, C₁-C₆ haloalkyl, and C₁-C₄ haloalkoxy; R¹³ is selected from the group consisting of hydrogen, formyl, C₁-C₄ alkyl, C₂-C₄ alkenyl, C₂-C₄ alkynyl, C₁-C₄ haloalkyl, C₃-C₅ cycloalkyl, C₃-C₅ cycloalkyl-C₁-C₃ alkyl, C₆ aryl -C₁₀, C₇-C₁₄ aralkyl and C₃-C₁₀ heterocyclyl; each group from R¹ to R¹³ and R¹ᵃ, R²ᵃ, R³ᵃ, R⁴ᵃ, R⁵ᵃ, R⁶ᵃ, R⁷ᵃ, R⁷ᵇ, R⁸ᵃ, R⁹ᵃ may be optionally substituted with one or more groups selected from the group consisting of halogen, cyano, nitro, R , OR, SR, N(R)₂, COR and CON(R)₂; R are independently selected from the group consisting of hydrogen, halogen, cyano, C₁-C₄ alkyl, C₂-C₄ alkenyl, C₂-C₄ alkynyl, C₁-C₄ haloalkyl, C₂-C₄ haloalkenyl, C₂-C₄ haloalkynyl, C₁-alkoxy C₄, C₁-C₄ haloalkoxy, C₃-C₆ cycloalkyl, C₃-C₆ halocycloalkyl, C₆-C₁₀ aryl-C₁-C₄ alkoxy, C₆-C₁₀ aryl, C₇-C₁₄ aralkyl and C₃-C₁₀ heterocyclyl; n is an integer selected from 0 to 2 and m is an integer selected from 0 to 3; and/or N-oxides, metal complexes, isomers, polymorphs, or agriculturally acceptable salts thereof; provided that the following compounds are excluded from the definition of formula (1), 2-(((2S)-1-((1-(4-cyclohexylphenyl)ethyl)(methyl)amino)-1- oxopropan-2-yl)carbamoyl)-4-methoxypyridin-3-yl; N-((2S)-1-((1-(4-cyclohexylphenyl)ethyl)(methyl)amino)-1-oxopropan-2-yl)-3-hydroxy-4-methoxypicolinamide; (S)-N-(1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)-3,4-dihydroxypicolinamide; (S)-3,4-dihydroxy-N-(1-(isobutylamino)-1-oxo-3-phenylpropan-2-yl)picolinamide; (S)-N-(1-(benzylamino)-1-oxopropan-2-yl)-3,4-dihydroxypicolinamide; N-(2-(benzylamino)-2-oxoethyl)-3,4-dihydroxypicolinamide; (S)-3,4-dihydroxy-N-(1-(isobutylamino)-1-oxopropan-2-yl)picolinamide; 3,4-dihydroxy-N-(2-(isobutylamino)-2-oxoethyl)picolinamide; (S)-N-(1-(benzylamino)-1-oxo-3-phenylpropan-2-yl)-3,4-dihydroxypicolinamide hydrochloride; (S)-3,4-dihydroxy-N-(1-(isobutylamino)-1-oxo-3-phenylpropan-2-yl)picolinamide hydrochloride; (S)-N-(1-(benzylamino)-1-oxopropan-2-yl)-3,4-dihydroxypicolinamide hydrochloride; N-(2-(benzylamino)-2-oxoethyl)-3,4-dihydroxypicolinamide hydrochloride; (S)-3,4-dihydroxy-N-(1-(isobutylamino)-1-oxopropan-2-yl)picolinamide hydrochloride and 3,4-dihydroxy-N-(2-(isobutylamino)-2- oxoethyl)picolinamide.

ARP210102540A 2020-09-15 2021-09-14 NEW PICOLINAMIDE COMPOUNDS TO COMBAT PHYTOPATHOGENIC FUNGI AR123501A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IN202011039947 2020-09-15

Publications (1)

Publication Number Publication Date
AR123501A1 true AR123501A1 (en) 2022-12-07

Family

ID=78333037

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP210102540A AR123501A1 (en) 2020-09-15 2021-09-14 NEW PICOLINAMIDE COMPOUNDS TO COMBAT PHYTOPATHOGENIC FUNGI

Country Status (4)

Country Link
AR (1) AR123501A1 (en)
TW (1) TW202218546A (en)
UY (1) UY39423A (en)
WO (1) WO2022058877A1 (en)

Family Cites Families (91)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH436323A (en) * 1962-10-24 1967-05-31 Geigy Ag J R Process for the preparation of new oxazine derivatives
US3325503A (en) 1965-02-18 1967-06-13 Diamond Alkali Co Polychloro derivatives of mono- and dicyano pyridines and a method for their preparation
US3296272A (en) 1965-04-01 1967-01-03 Dow Chemical Co Sulfinyl- and sulfonylpyridines
DE3338292A1 (en) 1983-10-21 1985-05-02 Basf Ag, 6700 Ludwigshafen 7-AMINO-AZOLO (1,5-A) -PYRIMIDINE AND FUNGICIDES CONTAINING THEM
CA1249832A (en) 1984-02-03 1989-02-07 Shionogi & Co., Ltd. Azolyl cycloalkanol derivatives and agricultural fungicides
BR8600161A (en) 1985-01-18 1986-09-23 Plant Genetic Systems Nv CHEMICAL GENE, HYBRID, INTERMEDIATE PLASMIDIO VECTORS, PROCESS TO CONTROL INSECTS IN AGRICULTURE OR HORTICULTURE, INSECTICIDE COMPOSITION, PROCESS TO TRANSFORM PLANT CELLS TO EXPRESS A PLANTINIDE TOXIN, PRODUCED BY CULTURES, UNITED BY BACILLA
DE3545319A1 (en) 1985-12-20 1987-06-25 Basf Ag ACRYLIC ACID ESTERS AND FUNGICIDES THAT CONTAIN THESE COMPOUNDS
CN1015981B (en) 1986-05-02 1992-03-25 施托福化学公司 Fungicidal pyridyl imidates
DE3782883T2 (en) 1986-08-12 1993-06-09 Mitsubishi Chem Ind PYRIDINE CARBOXAMIDE DERIVATIVES AND THEIR USE AS A FUNGICIDAL AGENT.
NZ231804A (en) 1988-12-19 1993-03-26 Ciba Geigy Ag Insecticidal toxin from leiurus quinquestriatus hebraeus
ATE241699T1 (en) 1989-03-24 2003-06-15 Syngenta Participations Ag DISEASE RESISTANT TRANSGENIC PLANT
DE69018772T2 (en) 1989-11-07 1996-03-14 Pioneer Hi Bred Int Larvae kill lectins and plant resistance to insects based on them.
AU628229B2 (en) 1989-11-10 1992-09-10 Agro-Kanesho Co. Ltd. Hexahydrotriazine compounds and insecticides
JP2828186B2 (en) 1991-09-13 1998-11-25 宇部興産株式会社 Acrylate-based compounds, their preparation and fungicides
UA48104C2 (en) 1991-10-04 2002-08-15 Новартіс Аг Dna fragment including sequence that codes an insecticide protein with optimization for corn, dna fragment providing directed preferable for the stem core expression of the structural gene of the plant related to it, dna fragment providing specific for the pollen expression of related to it structural gene in the plant, recombinant dna molecule, method for obtaining a coding sequence of the insecticide protein optimized for corn, method of corn plants protection at least against one pest insect
US5530195A (en) 1994-06-10 1996-06-25 Ciba-Geigy Corporation Bacillus thuringiensis gene encoding a toxin active against insects
DE19650197A1 (en) 1996-12-04 1998-06-10 Bayer Ag 3-thiocarbamoylpyrazole derivatives
TW460476B (en) 1997-04-14 2001-10-21 American Cyanamid Co Fungicidal trifluoromethylalkylamino-triazolopyrimidines
CA2304270A1 (en) 1997-09-18 1999-03-25 Basf Aktiengesellschaft Benzamidoxim derivatives, intermediate products and methods for preparing and using them as fungicides
DE19750012A1 (en) 1997-11-12 1999-05-20 Bayer Ag Isothiazole carboxamides
EP1035772A4 (en) 1997-12-04 2001-03-28 Dow Agrosciences Llc Fungicidal compositions and methods, and compounds and methods for the preparation thereof
DE69927516T2 (en) 1998-11-17 2006-03-16 Kumiai Chemical Industry Co., Ltd. PYRIMIDINYLBENZIMIDAZOLE AND TRIAZINYLBENZIMIDAZOLE DERIVATIVES AND FUNGICIDES FOR AGRICULTURE / GARDENING
IT1303800B1 (en) 1998-11-30 2001-02-23 Isagro Ricerca Srl DIPEPTID COMPOUNDS HAVING HIGH FUNGICIDE AND AGRICULTURAL USE.
JP3417862B2 (en) 1999-02-02 2003-06-16 新東工業株式会社 Silica gel highly loaded with titanium oxide photocatalyst and method for producing the same
AU770077B2 (en) 1999-03-11 2004-02-12 Dow Agrosciences Llc Heterocyclic substituted isoxazolidines and their use as fungicides
US6586617B1 (en) 1999-04-28 2003-07-01 Sumitomo Chemical Takeda Agro Company, Limited Sulfonamide derivatives
UA73307C2 (en) 1999-08-05 2005-07-15 Куміаі Кемікал Індастрі Ко., Лтд. Carbamate derivative and fungicide of agricultural/horticultural destination
WO2001014339A2 (en) 1999-08-20 2001-03-01 Dow Agrosciences Llc Fungicidal heterocyclic aromatic amides and their compositions, methods of use and preparation
DE10021412A1 (en) 1999-12-13 2001-06-21 Bayer Ag Fungicidal active ingredient combinations
WO2001054501A2 (en) 2000-01-25 2001-08-02 Syngenta Participations Ag Herbicidal composition
US6376548B1 (en) 2000-01-28 2002-04-23 Rohm And Haas Company Enhanced propertied pesticides
IL141034A0 (en) 2000-02-04 2002-02-10 Sumitomo Chemical Co Uracil compounds and use thereof
WO2002015701A2 (en) 2000-08-25 2002-02-28 Syngenta Participations Ag Bacillus thuringiensis crystal protein hybrids
AU2002211233A1 (en) 2000-09-18 2002-03-26 E.I. Du Pont De Nemours And Company Pyridinyl amides and imides for use as fungicides
AU2002228640B2 (en) 2000-11-17 2005-11-10 Dow Agrosciences Llc Compounds having fungicidal activity and processes to make and use same
JP5034142B2 (en) 2001-04-20 2012-09-26 住友化学株式会社 Plant disease control composition
DE10136065A1 (en) 2001-07-25 2003-02-13 Bayer Cropscience Ag pyrazolylcarboxanilides
AR037228A1 (en) 2001-07-30 2004-11-03 Dow Agrosciences Llc ACID COMPOUNDS 6- (ARIL OR HETEROARIL) -4-AMYNOPYCOLINIC, HERBICIDE COMPOSITION THAT UNDERSTANDS AND METHOD TO CONTROL UNWANTED VEGETATION
FR2828196A1 (en) 2001-08-03 2003-02-07 Aventis Cropscience Sa New iodochromone derivatives, useful for the prevention or cure of plant fungal disorders, especially in cereals, vines, fruits, legumes or ornamental plants
CA2457575C (en) 2001-08-17 2010-12-21 Sankyo Agro Company, Limited 3-phenoxy-4-pyridazinol derivatives and herbicidal composition containing the same
KR100855652B1 (en) 2001-08-20 2008-09-03 닛뽕소다 가부시키가이샤 Tetrazoyl oxime derivative and agricultural chemical containing the same as active ingredient
US7230167B2 (en) 2001-08-31 2007-06-12 Syngenta Participations Ag Modified Cry3A toxins and nucleic acid sequences coding therefor
WO2003052073A2 (en) 2001-12-17 2003-06-26 Syngenta Participations Ag Novel corn event
WO2003053145A1 (en) 2001-12-21 2003-07-03 Nissan Chemical Industries, Ltd. Bactericidal composition
TWI327462B (en) 2002-01-18 2010-07-21 Sumitomo Chemical Co Condensed heterocyclic sulfonyl urea compound, a herbicide containing the same, and a method for weed control using the same
DE10204390A1 (en) 2002-02-04 2003-08-14 Bayer Cropscience Ag Disubstituted thiazolylcarboxanilides
CA2477931C (en) 2002-03-05 2011-02-01 Josef Ehrenfreund O-cyclopropyl-carboxanilides and their use as fungicides
GB0227966D0 (en) 2002-11-29 2003-01-08 Syngenta Participations Ag Organic Compounds
WO2004083193A1 (en) 2003-03-17 2004-09-30 Sumitomo Chemical Company, Limited Amide compound and bactericide composition containing the same
TWI355894B (en) 2003-12-19 2012-01-11 Du Pont Herbicidal pyrimidines
JP2007527886A (en) 2004-03-10 2007-10-04 ビーエーエスエフ　アクチェンゲゼルシャフト 5,6-Dialkyl-7-aminotriazolopyrimidines, their preparation, and their use for controlling harmful fungi, and compositions containing these compounds
SI1725561T1 (en) 2004-03-10 2010-09-30 Basf Se 5,6-dialkyl-7-amino-triazolopyrimidines, method for their production, their use for controlling pathogenic fungi and agents containing said compounds
US20080020999A1 (en) 2004-06-03 2008-01-24 Klapproth Michael C Fungicidal Mixtures Of Amidinylphenyl Compounds
WO2005123690A1 (en) 2004-06-18 2005-12-29 Basf Aktiengesellschaft 1-methyl-3-difluoromethyl-pyrazol-4-carbonic acid-(ortho-phenyl)-anilides, and use thereof as a fungicide
CN1968935A (en) 2004-06-18 2007-05-23 巴斯福股份公司 1-methyl-3-trifluoromethyl-pyrazole-4-carboxylic acid (ortho-phenyl)-anilides and to use thereof as fungicide
GB0418048D0 (en) 2004-08-12 2004-09-15 Syngenta Participations Ag Method for protecting useful plants or plant propagation material
ES2308726T3 (en) 2005-02-16 2008-12-01 Basf Se 5-ALCOXIAQUIL-6-ALQUIL-7-AMINO-AZOLOPIRIMIDINAS, PROCEDURE FOR ITS OBTAINING AND ITS EMPLOYMENT FOR THE FIGHT AGAINST DAMAGING FUNGES AS WELL AS AGENTS CONTAINING THEM.
DE102005007160A1 (en) 2005-02-16 2006-08-24 Basf Ag Pyrazolecarboxylic acid anilides, process for their preparation and compositions containing them for controlling harmful fungi
DE102005009458A1 (en) 2005-03-02 2006-09-07 Bayer Cropscience Ag pyrazolylcarboxanilides
GB0506677D0 (en) * 2005-04-01 2005-05-11 Btg Int Ltd Iron modulators
SI1904475T1 (en) 2005-07-07 2011-12-30 Basf Se N-thio-anthranilamid compounds and their use as pesticides
CA2626103C (en) 2006-01-13 2013-07-30 Dow Agrosciences Llc 6-(poly-substituted aryl)-4-aminopicolinates and their use as herbicides
EP1983832A2 (en) 2006-02-09 2008-10-29 Syngeta Participations AG A method of protecting a plant propagation material, a plant, and/or plant organs
DK2234489T3 (en) 2008-01-15 2017-07-10 Bayer Ip Gmbh PESTICID COMPOSITION CONTAINING A TETRAZOLYLOXIME DERIVATIVE AND A FUNGICIDE OR INSECTICID ACTIVE SUBSTANCE
GB0823002D0 (en) 2008-12-17 2009-01-28 Syngenta Participations Ag Isoxazoles derivatives with plant growth regulating properties
EA019396B1 (en) 2009-09-01 2014-03-31 ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи Synergistic fungicidal compositions containing a 5-fluoropyrimidine derivative for fungal control in cereals
AU2009357098B2 (en) 2009-12-22 2014-06-05 Mitsui Chemicals Crop & Life Solutions, Inc. Plant disease control composition and method for controlling plant disease by applying the same
DK2563135T3 (en) 2010-04-28 2016-12-12 Sumitomo Chemical Co Plant disease control composition and use thereof
EP2532233A1 (en) 2011-06-07 2012-12-12 Bayer CropScience AG Active compound combinations
KR101641800B1 (en) 2011-07-13 2016-07-21 바스프 아그로 비.브이. Fungicidal substituted 2-[2-halogenalkyl-4-(phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds
AU2012285981A1 (en) 2011-07-15 2014-01-30 Basf Se Fungicidal alkyl-substituted 2-[2-chloro-4-(4-chloro-phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds
EP2742036A1 (en) 2011-08-12 2014-06-18 Basf Se N-thio-anthranilamide compounds and their use as pesticides
MX2014001609A (en) 2011-08-12 2014-05-01 Basf Se N-thio-anthranilamide compounds and their use as pesticides.
EP2762002B1 (en) 2011-09-26 2019-07-03 Nippon Soda Co., Ltd. Agricultural and horticultural fungicidal composition
RU2616608C2 (en) 2011-09-29 2017-04-18 Мицуи Кемикалз Агро, Инк. Method of producing derivatives of 4,4-difluoro-3,4-dihydroisoquinolin
WO2013092224A1 (en) 2011-12-21 2013-06-27 Basf Se Use of strobilurin type compounds for combating phytopathogenic fungi resistant to qo inhibitors
PE20190342A1 (en) 2012-02-27 2019-03-07 Bayer Ip Gmbh ACTIVE COMPOUND COMBINATIONS
JP6107377B2 (en) 2012-04-27 2017-04-05 住友化学株式会社 Tetrazolinone compounds and uses thereof
CN106455572B (en) 2014-06-06 2020-01-14 巴斯夫欧洲公司 Use of substituted oxadiazoles for combating phytopathogenic fungi
EP3166612B1 (en) 2014-07-08 2019-06-12 Dow AgroSciences LLC Process for the preparation of 4-alkoxy-3-hydroxypicolinic acids
NZ732573A (en) 2014-12-30 2019-01-25 Dow Agrosciences Llc Use of picolinamide compounds with fungicidal activity
RU2703402C2 (en) 2014-12-30 2019-10-16 ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи Picolinamides with fungicidal activity
BR122019023756B1 (en) 2014-12-30 2022-01-25 Dow Agrosciences Llc Composition for controlling a fungal pathogen, and method for controlling and preventing fungal attack on a plant
EP3240420A4 (en) 2014-12-30 2018-07-11 Dow Agrosciences LLC Use of picolinamide compounds with fungicidal activity
WO2017093019A1 (en) 2015-12-03 2017-06-08 Basf Se Substituted oxadiazoles for combating phytopathogenic fungi
WO2018045010A1 (en) * 2016-08-30 2018-03-08 Dow Agrosciences Llc Pyrido-1,3-oxazine-2,4-dione compounds with fungicidal activity
BR102018000183B1 (en) * 2017-01-05 2023-04-25 Dow Agrosciences Llc PICOLINAMIDES, COMPOSITION FOR CONTROLLING A FUNGAL PATHOGEN, AND METHOD FOR CONTROLLING AND PREVENTING A FUNGAL ATTACK ON A PLANT
BR112020009659A2 (en) * 2017-11-15 2020-11-10 Syngenta Participations Ag microbiocidal picolinamide derivatives
US11535594B2 (en) * 2017-12-19 2022-12-27 Syngenta Participations Ag Microbiocidal picolinamide derivatives
BR102019004480B1 (en) * 2018-03-08 2023-03-28 Dow Agrosciences Llc PICOLINAMIDES AS FUNGICIDES
CA3167647A1 (en) * 2020-01-15 2021-07-22 Fmc Corporation Fungicidal amides

Also Published As

Publication number Publication date
TW202218546A (en) 2022-05-16
UY39423A (en) 2022-03-31
WO2022058877A1 (en) 2022-03-24

Similar Documents

Publication Publication Date Title
AR114254A1 (en) CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR MODULATORS, PHARMACEUTICAL COMPOSITIONS, TREATMENT METHODS AND PREPARATION PROCESS OF MODULATORS
AR115822A1 (en) SULFONIMIDAMIDE COMPOUNDS AS INHIBITORS OF INTERLEUQUIN-1 ACTIVITY
AR109868A1 (en) HETEROCYCLIC ACTIVE DERIVATIVES AS PESTICIDES WITH SUBSTITUTES WITH SULFUR AND HYDROXYLAMINE
AR035763A1 (en) COMPOUNDS DERIVED FROM HETEROCICLIC DIAMIDS, METHOD FOR CONTROLLING AN INVERTEBRATE PEST AND COMPOSITION THAT INCLUDES IT
AR085354A1 (en) ISOXAZOL DERIVATIVES FOR CONTROL OF INVESTED PESTS
AR112795A1 (en) THIAZOLE FUNGICIDE HETEROCYCLIC COMPOUNDS
AR120377A1 (en) HETEROAROMATIC DERIVATIVES OF SULFILIMINES OR SULFOXIMINES WITH FUNGICIDAL ACTIVITY
AR108076A1 (en) HETEROCYCLIC DERIVATIVES WITH SUBSTITUTES CONTAINING SULFUR ASSETS AS PESTICIDES
AR109152A1 (en) HERBICIDE PIRIMIDINE COMPOUNDS
AR110282A1 (en) BICYCLIC AMIDA COMPOUNDS AND USE OF THESE IN THE TREATMENT OF DISEASES MEDIATED BY RIP1
AR017902A1 (en) A FUNGICIDE COMPOSITION AND A PROCEDURE TO CONTROL HARMFUL FUNGES WITH SUCH COMPOSITION.
AR114338A1 (en) PYRIDINE AND PYRIMIDINE CARBOXYLATE HERBICIDES AND METHODS FOR THEIR USE
AR120307A1 (en) AZOLE DERIVATIVE AND USE THEREOF
AR105425A1 (en) IMIDAZOL DERIVATIVES AS A PESTICIDE WITH SUBSTITUTES CONTAINING SULFUR
AR117291A1 (en) HETEROCYCLIC CYANAMIDE COMPOUNDS WITH PESTICIDE ACTIVITY
AR123501A1 (en) NEW PICOLINAMIDE COMPOUNDS TO COMBAT PHYTOPATHOGENIC FUNGI
AR120426A1 (en) INDOL, INDAZOLE AND BENZOTRIAZOLE DERIVATIVES WITH HERBICIDAL ACTIVITY
AR095146A1 (en) VEGETAL GROWTH REGULATING COMPOUNDS
AR055367A1 (en) BICYCLE PIPERAZINS AS ANTAGONISTS OF METABOTROPIC GLUTAMATE RECEPTORS
AR098627A1 (en) DERIVATIVES OF N-CICLOALQUIL-N - {[2- (1-CICLOALQUIL REPLACED) PHENYL] METHYLENE} - (UNCLE) CARBOXAMIDE
AR123502A1 (en) NEW PICOLINAMIDE COMPOUNDS TO COMBAT PHYTOPATHOGENIC FUNGI
AR106697A1 (en) OXADIAZOESPÍRICOS COMPOUNDS FOR THE TREATMENT OF ABUSE AND ADDICTION TO DRUGS
AR012640A1 (en) USE OF COMPOUNDS TO PREPARE USEFUL MEDICINAL COMPOSITIONS TO TREAT INFECTIONS OF PROTOZOA, PHARMACEUTICAL COMPOSITION, AND UNIT DOSE CONTAINER
AR119199A1 (en) COMPOUNDS FOR THE TREATMENT OF NEUROMUSCULAR DISORDERS
AR122103A1 (en) CYNOLINE DERIVATIVES WITH HERBICIDAL ACTIVITY

Legal Events

Date Code Title Description
FB Suspension of granting procedure