[go: up one dir, main page]

AR117291A1 - HETEROCYCLIC CYANAMIDE COMPOUNDS WITH PESTICIDE ACTIVITY - Google Patents

HETEROCYCLIC CYANAMIDE COMPOUNDS WITH PESTICIDE ACTIVITY

Info

Publication number
AR117291A1
AR117291A1 ARP190103601A ARP190103601A AR117291A1 AR 117291 A1 AR117291 A1 AR 117291A1 AR P190103601 A ARP190103601 A AR P190103601A AR P190103601 A ARP190103601 A AR P190103601A AR 117291 A1 AR117291 A1 AR 117291A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
haloalkyl
cyano
haloalkoxy
Prior art date
Application number
ARP190103601A
Other languages
Spanish (es)
Inventor
Nicola Compagnone
Andr Stoller
Stefano Rendine
Julien Daniel Henri Gagnepain
Aurelien Bigot
Pierre Joseph Marcel Jung
Original Assignee
Syngenta Crop Protection 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 Crop Protection Ag filed Critical Syngenta Crop Protection Ag
Publication of AR117291A1 publication Critical patent/AR117291A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/02—Heterocyclic 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
    • C07D401/06—Heterocyclic 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 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
    • A01N43/34—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
    • A01N43/72—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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic 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
    • C07D401/14—Heterocyclic 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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

Landscapes

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

Abstract

Reivindicación 1: Un compuesto de fórmula (1), en donde: A es un enlace directo, O ó S(O)ₚ, en donde p se selecciona entre 0, 1 ó 2; R¹ es alquilo C₁₋₆ sustituido opcionalmente con 1 ó 2 sustituyentes seleccionados independientemente entre U¹ o un solo sustituyente seleccionado entre U², o haloalquilo C₁₋₆ sustituido opcionalmente con 1 ó 2 sustituyentes seleccionados independientemente entre U¹ o un solo sustituyente seleccionado entre U²; o alquenilo C₂₋₆ sustituido opcionalmente con 1 ó 2 sustituyentes seleccionados independientemente entre U¹ o un solo sustituyente seleccionado entre U² o haloalquenilo C₂₋₆; o alquinilo C₂₋₇ sustituido opcionalmente con 1 ó 2 sustituyentes seleccionados independientemente entre U¹ o un solo sustituyente seleccionado entre U² o haloalquinilo C₂₋₆; o cicloalquilo C₃₋₆, en donde la fracción cicloalquilo está opcionalmente sustituida con 1 ó 2 sustituyentes seleccionados independientemente entre U³ o un solo sustituyente seleccionado entre U²; o ciano, nitro, halógeno, -C(O)R⁵, -C(O)NR⁶R⁷ o -C(R⁶)=NOR⁶; U¹ es nitro, ciano, amino, hidroxilo, CO₂H, cicloalquilo C₃₋₆, halocicloalquilo C₃₋₆, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alcoxi C₁₋₂-alcoxi C₁₋₂, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄, alcoxicarbonilo C₁₋₄, haloalquilcarbonilo C₁₋₄, haloalcoxicarbonilo C₁₋₄, cicloalquilcarbonilo C₃₋₄, =N-O(alquilo C₁₋₄), =N-O(haloalquilo C₁₋₄), -Si(alquilo C₁₋₄)₃, -OSi(alquilo C₁₋₄)₃, (haloalquil C₁₋₄)NH-, (haloalquil C₁₋₄)₂N-, (haloalquil C₁₋₄)(alquilo C₁₋₄)N-, (alquil C₁₋₄)NH-, (alquil C₁₋₄)₂N-, (cicloalquil C₃₋₆)NH-, (cicloalquil C₃₋₆)(alquilo C₁₋₄)N-, (PhCH₂)NH-, (PhCH₂)(alquil C₁₋₄)N-, alquilcarbonilo C₁₋₄, en donde el grupo alquilo está sustituido opcionalmente con ciano, alcoxicarbonilamino C₁₋₄, haloalquilcarbonilamino C₁₋₄, alquilaminocarbonilo C₁₋₄, cicloalquilaminocarbonilo C₁₋₆, haloalquilaminocarbonilo C₁₋₄, halocicloalquilaminocarbonilo C₃₋₆, -SPh, -OC(O)R⁶, -O-pirazina o -C(O)NH₂; U² es fenilo, heteroarilo, en donde la fracción heteroarilo es un anillo aromático monocíclico de 5 ó 6 miembros que comprende 1, 2, 3 ó 4 heteroátomos seleccionados individualmente entre nitrógeno, oxígeno y azufre, o un anillo heterocíclico saturado o parcialmente saturado de 4 a 6 miembros, en donde el anillo heterocíclico comprende de 1 a 3 heteroátomos seleccionados entre nitrógeno, oxígeno y azufre, y en donde cada anillo de fenilo, heteroarilo o heterocíclico está sustituido opcionalmente con: (i) 1, 2, 3, 4 ó 5 grupos halógenos seleccionados independientemente, o (ii) 1 ó 2 grupos seleccionados independientemente entre U⁴ y, opcionalmente, un grupo halógeno; U³ es halógeno, nitro, ciano, amino, hidroxilo, CO₂H, alquilo C₁₋₄, haloalquilo C₁₋₄, cicloalquilo C₃₋₆, halocicloalquilo C₃₋₆, halocicloalquil C₃₋₆-alquilo C₁₋₄, cicloalquil C₃₋₆-alquilo C₁₋₄, alcoxi C₁₋₄, alcoxi C₁₋₄-alquilo C₁₋₄, haloalcoxi C₁₋₄, haloalcoxi C₁₋₄-alquilo C₁₋₄, ciano-alquilo C₁₋₄, ciano-haloalquilo C₁₋₄, alquenilo C₂₋₆, haloalquenilo C₂₋₆, alquinilo C₂₋₆, haloalquinilo C₂₋₆, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄, alcoxicarbonilo C₁₋₄, haloalquilcarbonilo C₁₋₄, haloalcoxicarbonilo C₁₋₄ y -C(O)NH₂; U⁴ es nitro, ciano, amino, hidroxilo, -SCN, -CO₂H, alquilo C₁₋₄, cicloalquilo C₃₋₆, halocicloalquilo C₃₋₆, cicloalquil C₃₋₆-alquilo C₁₋₄, halocicloalquil C₃₋₆-alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, alcoxi C₁₋₄-alquilo C₁₋₄, alcoxi C₁₋₄-alcoxi C₁₋₄, ciano-alquilo C₁₋₄, ciano-haloalquilo C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, haloalcoxi C₁₋₄, haloalcoxi C₁₋₄-alquilo C₁₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄, haloalquilsulfonilo C₁₋₄, alquilcarbonilo C₁₋₄, alcoxicarbonilo C₁₋₄, haloalquilcarbonilo C₁₋₄, haloalcoxicarbonilo C₁₋₄, (alquil C₁₋₄)NH-, (alquil C₁₋₄)₂N-, (cicloalquil C₃₋₆)NH-, (cicloalquil C₃₋₆)₂N-, alquilcarbonilamino C₁₋₄, cicloalquilcarbonilamino C₃₋₄, haloalquilcarbonilamino C₁₋₄, halocicloalquilcarbonilamino C₃₋₆, alquilaminocarbonilo C₁₋₄, cicloalquilaminocarbonilo C₃₋₆, haloalquilaminocarbonilo C₁₋₄, halocicloalquilaminocarbonilo C₃₋₆, cicloalquilcarbonilo C₃₋₆, halocicloalquilcarbonilo C₃₋₆, -SF₅ o -C(O)NH₂; m es 0, 1 ó 2; R² se selecciona independientemente entre halógeno, ciano, amino, hidroxilo, alquilo C₁₋₄, haloalquilo C₁₋₄, haloalcoxi C₁₋₄, alcoxi C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄, haloalquilsulfonilo C₁₋₄ y ciclopropilo; R³ᵃ y R³ᵇ se seleccionan independientemente entre hidrógeno, halógeno, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄ y ciano; R⁴ se selecciona de uno Y1 a Y4 del grupo de fórmulas (2), en donde n es 0, 1 ó 2; U se selecciona independientemente entre halógeno, ciano, nitro, hidroxilo, amino, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, haloalcoxi C₁₋₄-alquilo C₁₋₄, alcoxi C₁₋₄-alquilo C₁₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄, haloalquilsulfonilo C₁₋₄, formilo, ciclopropilo, alquilcarbonilo C₁₋₄ o cicloalquilcarbonilo C₃₋₆; y R⁵ es hidrógeno, alquilo C₁₋₆, alquenilo C₂₋₆, alquinilo C₂₋₆, cicloalquilo C₃₋₆, haloalquilo C₁₋₆, haloalquenilo C₂₋₆, haloalquinilo C₂₋₆, ciano-alquilo C₁₋₆, nitro-alquilo C₁₋₄, alcoxi C₁₋₄-alquilo C₁₋₄, haloalcoxi C₁₋₄-alquilo C₁₋₄, alquilsulfinil C₁₋₄-alquilo C₁₋₄, alquilsulfonil C₁₋₄-alquilo C₁₋₄, haloalquilsulfanil C₁₋₄-alquilo C₁₋₄, haloalquilsulfinil C₁₋₄-alquilo C₁₋₄, haloalquilsulfonil C₁₋₄-alquilo C₁₋₄ y cicloalquil C₃₋₆-alquilo C₁₋₄, o R⁵ es alquilo C₁₋₄ o haloalquilo C₁₋₄ sustituido con fenilo o heteroarilo, en donde la fracción heteroarilo es un anillo aromático monocíclico de 5 ó 6 miembros que comprende 1, 2, 3 ó 4 heteroátomos seleccionados individualmente entre nitrógeno, oxígeno y azufre, y en donde cada anillo fenilo o heteroarilo está sustituido opcionalmente con 1 ó 2 grupos seleccionados independientemente entre halógeno, ciano, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄ y haloalquilsulfonilo C₁₋₄; R⁵ es alcoxi C₁₋₆ sustituido opcionalmente con 1 ó 2 sustituyentes seleccionados independientemente entre ciano, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄, haloalquilsulfonilo C₁₋₄, cicloalquilo C₃₋₆ y fenilo o heteroarilo, en donde la fracción heteroarilo es un anillo aromático monocíclico de 5 ó 6 miembros que comprende 1, 2, 3 ó 4 heteroátomos seleccionados entre nitrógeno, oxígeno y azufre, y en donde cada anillo de fenilo o heteroarilo está sustituido opcionalmente con 1 ó 2 grupos seleccionados independientemente entre halógeno, ciano, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄ y haloalquilsulfonilo C₁₋₄, o R⁵ es haloalcoxi C₁₋₆ sustituido opcionalmente con 1 ó 2 sustituyentes seleccionados independientemente entre ciano, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquenilo C₂₋₄, haloalquenilo C₂₋₄, alquinilo C₂₋₄, haloalquinilo C₂₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄, haloalquilsulfonilo C₁₋₄, cicloalquilo C₃₋₆ y fenilo o heteroarilo, en donde la fracción heteroarilo es un anillo aromático monocíclico de 5 ó 6 miembros que comprende 1, 2, 3 ó 4 heteroátomos seleccionados individualmente entre nitrógeno, oxígeno y azufre, y en donde cada anillo de fenilo o heteroarilo está sustituido opcionalmente con 1 ó 2 grupos seleccionados independientemente entre halógeno, ciano, alquilo C₁₋₄, haloalquilo C₁₋₄, alcoxi C₁₋₄, haloalcoxi C₁₋₄, alquilsulfanilo C₁₋₄, alquilsulfinilo C₁₋₄, alquilsulfonilo C₁₋₄, haloalquilsulfanilo C₁₋₄, haloalquilsulfinilo C₁₋₄ y haloalquilsulfonilo C₁₋₄, o R⁵ es cicloalcoxi C₃₋₆; R⁶ es hidrógeno, alquilo C₁₋₆, haloalquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆; y R⁷ es alquilo C₁₋₆, haloalquilo C₁₋₆, alcoxi C₁₋₆, haloalcoxi C₁₋₆ o fenilo, heteroarilo, en donde la fracción heteroarilo es un anillo aromático monocíclico de 5 ó 6 miembros que comprende 1, 2, 3 ó 4 heteroátomos seleccionados individualmente entre nitrógeno, oxígeno y azufre, o un anillo heterocíclico saturado o parcialmente saturado de 5 ó 6 miembros en donde el anillo heterocíclico comprende de 1 a 3 heteroátomos seleccionados entre nitrógeno, oxígeno y azufre, y en donde cada anillo de fenilo, heteroarilo o heterocíclico está sustituido opcionalmente con: (i) 1, 2, 3, 4 ó 5 grupos halógenos seleccionados independientemente, o (ii) 1 ó 2 grupos seleccionados independientemente entre U⁴ y, opcionalmente, un grupo halógeno; o una sal, estereoisómero, enantiómero, tautómero o N-óxido agroquímicamente aceptable de los mismos.Claim 1: A compound of formula (1), wherein: A is a direct bond, O or S (O) ₚ, wherein p is selected from 0, 1 or 2; R¹ is C₁₋₆ alkyl optionally substituted with 1 or 2 substituents independently selected from U¹ or a single substituent selected from U², or C₁₋₆ haloalkyl optionally substituted with 1 or 2 substituents independently selected from U¹ or a single substituent selected from U²; or C₂₋₆ alkenyl optionally substituted with 1 or 2 substituents independently selected from U¹ or a single substituent selected from U² or C₂₋₆ haloalkenyl; or C₂₋₇ alkynyl optionally substituted with 1 or 2 substituents independently selected from U¹ or a single substituent selected from U² or C₂₋₆ haloalkynyl; or C₃₋₆ cycloalkyl, wherein the cycloalkyl moiety is optionally substituted with 1 or 2 substituents independently selected from U³ or a single substituent selected from U²; or cyano, nitro, halogen, -C (O) R⁵, -C (O) NR⁶R⁷ or -C (R⁶) = NOR⁶; U¹ is nitro, cyano, amino, hydroxyl, CO₂H, C₃₋₆ cycloalkyl, C₃₋₆ halocycloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₂ alkoxy-C₁₋₂ alkoxy, C₁₋₄ alkylsulfanyl, C₁₋ alkylsulfinyl ₄, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ haloalkylsulfonyl, C₁₋₄ alkylcarbonyl, C₁₋₄ alkoxycarbonyl, C₁₋₄ haloalkylcarbonyl, C₁₋₄ haloalkoxycarbonyl, C₃₋₄ cycloalkylcarbonyl, = NO ( C₁₋₄ alkyl), = NO (C₁₋₄ haloalkyl), -Si (C₁₋₄ alkyl) ₃, -OSi (C₁₋₄ alkyl) ₃, (C₁₋₄ haloalkyl) NH-, (C₁₋₄ haloalkyl) ₂N-, (C₁₋₄ haloalkyl) (C₁₋₄ alkyl) N-, (C₁₋₄ alkyl) NH-, (C₁₋₄ alkyl) ₂N-, (C₃₋₆ cycloalkyl) NH-, (C₃₋₆ cycloalkyl) ) (C₁₋₄ alkyl) N-, (PhCH₂) NH-, (PhCH₂) (C₁₋₄ alkyl) N-, C₁₋₄ alkylcarbonyl, wherein the alkyl group is optionally substituted with cyano, C₁₋₄ alkoxycarbonylamino, haloalkylcarbonylamino C₁₋₄, C₁₋₄ alkylaminocarbonyl, C₁₋₆ cycloalkylaminocarbonyl, C₁₋₄ haloalkylaminocarbonyl, C₃₋₆ halocycloalkylaminocarbonyl, -SPh, -OC (O) R⁶, -O-pyrazin a or -C (O) NH₂; U² is phenyl, heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, 3, or 4 heteroatoms individually selected from nitrogen, oxygen, and sulfur, or a saturated or partially saturated heterocyclic ring of 4 to 6 members, wherein the heterocyclic ring comprises 1 to 3 heteroatoms selected from nitrogen, oxygen, and sulfur, and wherein each phenyl, heteroaryl, or heterocyclic ring is optionally substituted with: (i) 1, 2, 3, 4 or 5 independently selected halogen groups, or (ii) 1 or 2 groups independently selected from U⁴ and optionally a halogen group; U³ is halogen, nitro, cyano, amino, hydroxyl, CO₂H, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₃₋₆ cycloalkyl, C₃₋₆ halocycloalkyl, C₁₋₄ halocycloalkyl-C₁₋₄ alkyl, C₃₋₆ cycloalkyl-alkyl C₁₋₄, C₁₋₄ alkoxy, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, cyano-C₁₋₄ alkyl, cyano-C₁₋₄ haloalkyl, C₂ alkenyl ₋₆, C₂₋₆ haloalkenyl, C₂₋₆ alkynyl, C₂₋₆ haloalkynyl, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ haloalkylsulfonyl, C₁ alkylcarbonyl *, C₁₋₄ alkoxycarbonyl, C₁₋₄ haloalkylcarbonyl, C₁₋₄ haloalkoxycarbonyl, and -C (O) NH₂; U⁴ is nitro, cyano, amino, hydroxyl, -SCN, -CO₂H, C₁₋₄ alkyl, C₃₋₆ cycloalkyl, C₃₋₆ halocycloalkyl, C₃₋₆ cycloalkyl-C₁₋₄ alkyl, C₃₋₆ halocycloalkyl-C₁₋₄ alkyl , C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkoxy, cyano-C₁₋₄ alkyl, cyano-C₁₋₄ haloalkyl, C₂₋₄ alkenyl, C₂₋₄ haloalkenyl, C₂₋₄ alkynyl, C₂₋₄ haloalkynyl, C₁₋₄ haloalkoxy, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ haloalkylsulfonyl, C₁₋₄ alkylcarbonyl, C₁₋₄ alkoxycarbonyl, C₁₋₄ haloalkylcarbonyl, C₁₋₄ haloalkoxycarbonyl, (C₁₋₄ alkyl) NH-, (C₁₋₄ alkyl) ₂N-, (cycloalkyl C₃₋₆) NH-, (C₃₋₆ cycloalkyl) ₂N-, C₁₋₄ alkylcarbonylamino, C₃₋₄ cycloalkylcarbonylamino, C₁₋₄ haloalkylcarbonylamino, C₃₋₆ halocycloalkylcarbonylamino, C₁₋₄ alkylaminocarbonyl, C₃₋₆ cycloalkylaminocarbonyl, C₁₋₄ haloalkylaminocarbonyl C₃₋₆, halocycloalkylaminocarbonyl, cycloalkyl C₃₋₆ arbonyl, C₃₋₆ halocycloalkylcarbonyl, -SF₅ or -C (O) NH₂; m is 0, 1 or 2; R² is independently selected from halogen, cyano, amino, hydroxyl, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ haloalkoxy, C₁₋₄ alkoxy, C₂₋₄ alkenyl, C₂₋₄ haloalkenyl, C₂₋₄ alkynyl, C₂ haloalkynyl ₋₄, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ haloalkylsulfonyl, and cyclopropyl; R³ᵃ and R³ᵇ are independently selected from hydrogen, halogen, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, and cyano; R⁴ is selected from one Y1 to Y4 from the group of formulas (2), where n is 0, 1, or 2; U is independently selected from halogen, cyano, nitro, hydroxyl, amino, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₂₋₄ alkenyl, C₂₋₄ haloalkenyl, C₂₋₄ alkynyl, C₂₋₄ haloalkynyl, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ haloalkylsulfonyl, formyl, cyclopropyl, C₁₋₄ alkylcarbonyl or C₃₋₆ cycloalkylcarbonyl; and R⁵ is hydrogen, C₁₋₆ alkyl, C₂₋₆ alkenyl, C₂₋₆ alkynyl, C₃₋₆ cycloalkyl, C₁₋₆ haloalkyl, C₂₋₆ haloalkenyl, C₂₋₆ haloalkynyl, cyano-C₁₋₆ alkyl, nitro-alkyl C₁₋₄, C₁₋₄ alkoxy-C₁₋₄ alkyl, C₁₋₄ haloalkoxy-C₁₋₄ alkyl, C₁₋₄ alkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ alkylsulfonyl-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfanyl-alkyl C₁₋₄, C₁₋₄ haloalkylsulfinyl-C₁₋₄ alkyl, C₁₋₄ haloalkylsulfonyl-C₁₋₄ alkyl and C₃₋₆ cycloalkyl-C₁₋₄ alkyl, or R⁵ is C₁₋₄ alkyl or C₁₋₄ haloalkyl substituted with phenyl or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, 3, or 4 heteroatoms individually selected from nitrogen, oxygen, and sulfur, and wherein each phenyl or heteroaryl ring is optionally substituted with 1 or 2 groups independently selected from halogen, cyano, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, haloal C₁₋₄ kylsulfanyl, C₁₋₄ haloalkylsulfinyl, and C₁₋₄ haloalkylsulfonyl; R⁵ is C₁₋₆ alkoxy optionally substituted with 1 or 2 substituents independently selected from cyano, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₂₋₄ alkenyl, C₂₋₄ haloalkenyl, C₂₋₄ alkynyl, C₂₋₄ haloalkynyl, C₁ alkylsulfanyl ₋₄, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ haloalkylsulfonyl, C₃₋₆ cycloalkyl, and phenyl or heteroaryl, wherein the heteroaryl moiety is a monocyclic aromatic ring of 5 or 6-membered comprising 1, 2, 3 or 4 heteroatoms selected from nitrogen, oxygen and sulfur, and wherein each phenyl or heteroaryl ring is optionally substituted with 1 or 2 groups independently selected from halogen, cyano, C₁₋₄ alkyl, haloalkyl C₁₋₄, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl and C₁₋₄ haloalkylsulfonyl, or R⁵ is C₁₋ haloalkoxy ₆ optionally substituted with 1 or 2 substitutes Independently selected from cyano, C₁₋₄ alkoxy, C₁₋₄ haloalkoxy, C₂₋₄ alkenyl, C₂₋₄ haloalkenyl, C₂₋₄ alkynyl, C₂₋₄ haloalkynyl, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl , C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, C₁₋₄ haloalkylsulfonyl, C₃₋₆ cycloalkyl, and phenyl or heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, 3, or 4 heteroatoms individually selected from nitrogen, oxygen, and sulfur, and wherein each phenyl or heteroaryl ring is optionally substituted with 1 or 2 groups independently selected from halogen, cyano, C₁₋₄ alkyl, C₁₋₄ haloalkyl, C₁₋₄ alkoxy, C₁ haloalkoxy ₋₄, C₁₋₄ alkylsulfanyl, C₁₋₄ alkylsulfinyl, C₁₋₄ alkylsulfonyl, C₁₋₄ haloalkylsulfanyl, C₁₋₄ haloalkylsulfinyl, and C₁₋₄ haloalkylsulfonyl, or R⁵ is C₃₋₆ cycloalkoxy; R⁶ is hydrogen, C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₁₋₆ alkoxy, C₁₋₆ haloalkoxy; and R⁷ is C₁₋₆ alkyl, C₁₋₆ haloalkyl, C₁₋₆ alkoxy, C₁₋₆ haloalkoxy, or phenyl, heteroaryl, wherein the heteroaryl moiety is a 5- or 6-membered monocyclic aromatic ring comprising 1, 2, 3 or 4 heteroatoms selected individually from nitrogen, oxygen and sulfur, or a 5- or 6-membered saturated or partially saturated heterocyclic ring wherein the heterocyclic ring comprises 1 to 3 heteroatoms selected from nitrogen, oxygen, and sulfur, and wherein each phenyl ring , heteroaryl or heterocyclic is optionally substituted with: (i) 1, 2, 3, 4 or 5 independently selected halogen groups, or (ii) 1 or 2 groups independently selected from U⁴ and optionally a halogen group; or an agrochemically acceptable salt, stereoisomer, enantiomer, tautomer or N-oxide thereof.

ARP190103601A 2018-12-14 2019-12-10 HETEROCYCLIC CYANAMIDE COMPOUNDS WITH PESTICIDE ACTIVITY AR117291A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP18212765 2018-12-14

Publications (1)

Publication Number Publication Date
AR117291A1 true AR117291A1 (en) 2021-07-28

Family

ID=64665716

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP190103601A AR117291A1 (en) 2018-12-14 2019-12-10 HETEROCYCLIC CYANAMIDE COMPOUNDS WITH PESTICIDE ACTIVITY

Country Status (3)

Country Link
AR (1) AR117291A1 (en)
TW (1) TW202028178A (en)
WO (1) WO2020120697A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA3207378A1 (en) 2021-02-17 2022-08-25 Yuxin Zhao Crystalline forms of a somatostatin modulator
CA3207382A1 (en) * 2021-02-17 2022-08-25 Christine FERRARA-COOK Somatostatin receptor type 5 agonist for the treatment of hyperinsulinism
WO2023084473A1 (en) * 2021-11-15 2023-05-19 Pi Industries Ltd. Bicyclic heteroaromatic compounds and their use as pest control agents

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
JPH07121909B2 (en) 1986-09-10 1995-12-25 日本バイエルアグロケム株式会社 Novel heterocyclic compound and insecticide
CA1340685C (en) 1988-07-29 1999-07-27 Frederick Meins Dna sequences encoding polypeptides having beta-1,3-glucanase activity
US5169629A (en) 1988-11-01 1992-12-08 Mycogen Corporation Process of controlling lepidopteran pests, using bacillus thuringiensis isolate denoted b.t ps81gg
EP0374753A3 (en) 1988-12-19 1991-05-29 American Cyanamid Company Insecticidal toxines, genes coding therefor, antibodies binding them, transgenic plant cells and plants expressing these toxines
ES2199931T3 (en) 1989-03-24 2004-03-01 Syngenta Participations Ag TRANSGENIC PLANTS RESISTANT TO DISEASES.
GB8910624D0 (en) 1989-05-09 1989-06-21 Ici Plc Bacterial strains
CA2015951A1 (en) 1989-05-18 1990-11-18 Mycogen Corporation Novel bacillus thuringiensis isolates active against lepidopteran pests, and genes encoding novel lepidopteran-active toxins
ES2074547T3 (en) 1989-11-07 1995-09-16 Pioneer Hi Bred Int LARVICID LECTINES, AND INDUCED RESISTANCE OF PLANTS TO INSECTS.
HU207047B (en) 1989-11-07 1993-03-01 Richter Gedeon Vegyeszet Process for producing new pyridine derivatives and pharmaceutical copositions comprising same
US5639949A (en) 1990-08-20 1997-06-17 Ciba-Geigy Corporation Genes for the synthesis of antipathogenic substances
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
US5631072A (en) 1995-03-10 1997-05-20 Avondale Incorporated Method and means for increasing efficacy and wash durability of insecticide treated fabric
AU6685800A (en) 1999-08-04 2001-03-05 Ronald Barker Control unit for verifying proper functioning of toll devices installed in vehicles
CN100353846C (en) 2000-08-25 2007-12-12 辛根塔参与股份公司 New insecticidal toxins from Bacillus thuringiensis insecticidal crystal proteins
US7777097B2 (en) 2001-06-22 2010-08-17 Syngenta Participations Ag Plant disease resistance genes
US6514989B1 (en) 2001-07-20 2003-02-04 Hoffmann-La Roche Inc. Aromatic and heteroaromatic substituted 1,2,4-triazolo pyridine derivatives
US7230167B2 (en) 2001-08-31 2007-06-12 Syngenta Participations Ag Modified Cry3A toxins and nucleic acid sequences coding therefor
EP1439752B1 (en) 2001-10-25 2005-08-24 Siamdutch Mosquito Netting Company Limited Treatment of fabric materials with an insecticide
WO2003052073A2 (en) 2001-12-17 2003-06-26 Syngenta Participations Ag Novel corn event
WO2005016381A2 (en) 2003-07-21 2005-02-24 Medimmune, Inc. Combination therapy for the treatment and prevention of cancer using epha2, pcdgf, and haah
US20050132500A1 (en) 2003-12-22 2005-06-23 Basf Aktiengesellschaft Composition for impregnation of fibers, fabrics and nettings imparting a protective activity against pests
DE102004023894A1 (en) 2004-05-12 2005-12-08 Basf Ag Process for the treatment of flexible substrates
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
DE102005020889A1 (en) 2005-05-04 2006-11-09 Fritz Blanke Gmbh & Co.Kg Antimicrobial finishing of textiles, particularly fabrics, by treatment first with bath containing silver particles and then with bath containing aqueous binder
MX2007015020A (en) 2005-06-03 2008-01-17 Basf Ag Composition for the impregnation of fibers, fabrics and nettings imparting a protective activity against pests.
CA2626312C (en) 2005-10-25 2014-10-07 Hans Tobler Heterocyclic amide derivatives useful as microbiocides
ES2586569T3 (en) 2006-02-03 2016-10-17 Basf Se Procedure for the treatment of textile substrates
ATE552373T1 (en) 2007-06-12 2012-04-15 Basf Se AQUEOUS FORMULATION AND METHOD FOR IMPREGNATION OF NON-LIVING MATERIALS WITH PROTECTIVE EFFECT AGAINST PESTS
WO2012029672A1 (en) 2010-08-31 2012-03-08 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Noxious organism control agent
TWI528899B (en) 2010-12-29 2016-04-11 杜邦股份有限公司 Mesoionic pesticides
CN110256336A (en) 2012-02-29 2019-09-20 明治制果药业株式会社 Nitogen-contained heterocycle derivant with 2- imino group and the pest control agent comprising it
WO2014028669A1 (en) 2012-08-15 2014-02-20 Biogen Idec Ma Inc. Novel compounds for modulation of ror-gamma activity
US8796305B2 (en) 2012-11-05 2014-08-05 Bayer Pharma Aktiengesellschaft Carboxy-substituted imidazo[1,2-a]pyridinecarboxamides and their use
US20170050962A1 (en) 2014-05-02 2017-02-23 Bayer Pharma Aktiengesellschaft Imidazo[1,2-a]pyridines as stimulators of soluble guanylate cyclase for treating cardiovascular diseases
JP2018521066A (en) 2015-07-06 2018-08-02 バイエル・クロップサイエンス・アクチェンゲゼルシャフト Nitrogen-containing heterocycle as pest control agent

Also Published As

Publication number Publication date
WO2020120697A1 (en) 2020-06-18
TW202028178A (en) 2020-08-01

Similar Documents

Publication Publication Date Title
AR109868A1 (en) HETEROCYCLIC ACTIVE DERIVATIVES AS PESTICIDES WITH SUBSTITUTES WITH SULFUR AND HYDROXYLAMINE
AR117291A1 (en) HETEROCYCLIC CYANAMIDE COMPOUNDS WITH PESTICIDE ACTIVITY
AR127913A1 (en) PYRDAZINONE COMPOUNDS ACTIVE AS PESTICIDES
AR099823A1 (en) 7-LINK BICYCLIC COMPOUNDS
AR056031A1 (en) BENZHETEROCICLIC INSECTICIDES
AR107660A1 (en) ACTIVE PIRAZOL DERIVATIVES AS A PESTICIDE
EA202091893A1 (en) NEW CRYSTALLINE FORMS
AR108076A1 (en) HETEROCYCLIC DERIVATIVES WITH SUBSTITUTES CONTAINING SULFUR ASSETS AS PESTICIDES
AR104202A1 (en) BICYCLIC HETEROCYCLIC DERIVATIVES CONDENSED AS PESTICIDES
AR109677A1 (en) BICYCLIC HETEROCYCLIC DERIVATIVES FUSED AS PESTICIDES
AR067838A1 (en) PIRROLIC COMPOUNDS, PHARMACEUTICAL COMPOSITIONS THAT CONTAIN THEM AND USES
AR066144A1 (en) DERIVATIVES OF ARIL PIRROLIDINES USEFUL AS INSECTICIDES AND / OR INSTITUTED COMPOSITIONS AND COMPOSITIONS THAT CONTAIN THEM.
AR104714A1 (en) DEPSIPEPTIDE COMPOUNDS AS ANTIHELMINICS
AR086819A1 (en) 3-ALCOXI, TIOALQUIL AND AMINO-4-AMINO-6-PICOLINATES (SUBSTITUTED) AND ITS USE AS HERBICIDES
AR041197A1 (en) INSECTICIDE TRICYCLES DERIVATIVES
AR089299A1 (en) USE OF ANTRANILIC ACID DIAMIDE DERIVATIVES FOR THE CONTROL OF PESTS IN TRANSGENIC CROPS
AR127958A1 (en) PYRIDONE HERBICIDAL DERIVATIVES
AR113990A1 (en) PYRAZOLOPYRIDINE-DIAMIDES, ITS USE AS AN INSECTICIDE AND PROCESSES TO PREPARE THEM
AR106405A1 (en) MICROBIOCIDES PHENYLAMIDINE DERIVATIVES
AR111672A1 (en) HETEROCYCLIC DERIVATIVES WITH SUBSTITUTES CONTAINING SULFUR ASSETS AS PESTICIDES
PE20060770A1 (en) DERIVATIVES OF N - [(4,5-DIPHENYL-3-ALKYL-2-THENYL) METHYL] AMINE AS ANTAGONISTS OF CB1 CANNABINOID RECEPTORS
AR102197A1 (en) COMPOUND OF ARIL SULFONAMIDE OR ITS SALT, AND HERBICIDES CONTAINING IT
AR125044A1 (en) BICYCLIC AMIDES TO CONTROL INVERTEBRATE PESTS
AR089887A1 (en) PIRIMIDINE FUNGICIDE COMPOUNDS
AR121734A1 (en) DIHYDROPYRROLOPYRAZINE TYPE MICROBICIDE DERIVATIVES OF QUINOLINE

Legal Events

Date Code Title Description
FB Suspension of granting procedure