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AR057988A1 - Compuestos de cianobenceno para combatir plagas animales - Google Patents

Compuestos de cianobenceno para combatir plagas animales

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Publication number
AR057988A1
AR057988A1 ARP060105204A ARP060105204A AR057988A1 AR 057988 A1 AR057988 A1 AR 057988A1 AR P060105204 A ARP060105204 A AR P060105204A AR P060105204 A ARP060105204 A AR P060105204A AR 057988 A1 AR057988 A1 AR 057988A1
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AR
Argentina
Prior art keywords
alkyl
amino
alkoxy
heteroaryl
heterocyclyl
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ARP060105204A
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English (en)
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Basf Ag
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Publication of AR057988A1 publication Critical patent/AR057988A1/es

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    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/51—Y being a hydrogen or a carbon atom
    • A—HUMAN NECESSITIES
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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    • 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
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    • A01N47/08—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 one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
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    • 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
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    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
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    • 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
    • A01N47/42—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 containing —N=CX2 groups, e.g. isothiourea
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    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
    • C—CHEMISTRY; METALLURGY
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
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    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/52—Y being a hetero atom
    • C07C311/53—X and Y not being nitrogen atoms, e.g. N-sulfonylcarbamic acid
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    • C07C311/50—Compounds containing any of the groups, X being a hetero atom, Y being any atom
    • C07C311/52—Y being a hetero atom
    • C07C311/54—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea
    • C07C311/57—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/58—Y being a hetero atom either X or Y, but not both, being nitrogen atoms, e.g. N-sulfonylurea having sulfur atoms of the sulfonylurea groups bound to carbon atoms of six-membered aromatic rings having nitrogen atoms of the sulfonylurea groups bound to hydrogen atoms or to acyclic carbon atoms
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    • C07D207/48—Sulfur atoms
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    • 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
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    • 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
    • C07D231/18—One oxygen or sulfur atom
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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Agronomy & Crop Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pyrrole Compounds (AREA)

Abstract

Reivindicacion 1: Un método para combatir plagas animales caracterizado porque comprende poner en contacto las plagas animales, su hábitat, suelo nutriente, suministro de comida, planta, semilla, suelo, área, material o medio ambiente en donde las plagas animales crecen o pueden crecer, o te o los materiales, plantas, semillas, suelos, superficies o espacios por proteger de un ataque o infestacion de animales con una cantidad de eficacia pesticida de al menos un compuesto de cianobenceno de la formula (1) y/o al menos una de sus sales aceptables en agricultura, donde m es 0, 1 o 2; A es un radical de las formulas N=CR5R6, N=SR7R8, NR10-C(X)-R9, donde X es O, S o NR11, o A es un heterociclo unido a N de 5, 6 o 7 miembros, que es etilénicamente insaturado o aromático, y que adicionalmente puede contener 1, 2 o 3 heteroátomos más o grupos de heteroátomos, seleccionados de O, S, SO, SO2, N, y NR12 y/o 1, 2 o 3 grupos carbonilo como miembros del anillo y pueden llevar 1, 2, 3 o 4 radicales R13, R1 es hidrogeno, nitro, ciano, azido, amino, halogeno, sulfenilamino, sulfinilamino, sulfonilamino, C(=O)R14, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-8, alcoxi C1-6, (alquil C1-6)amino, di(alquil C1-6)amino, alquil C1-6-tio, alquil C1-6-sulfinilo, o alquil C1-6-sulfonilo, en donde los ultimos diez radicales mencionados pueden no estar sustituidos, pueden estar parcial o totalmente halogenados y/o pueden llevar 1, 2 o 3 radicales seleccionados del grupo que consiste en ciano, nitro, amino, alcoxi C1-4, alquil C1-4-tio, alquil C1-4-sulfinilo, alquil C1-4-sulfonilo, haloalcoxi C1-4, haloalquil C1-4-tio, (alcoxi C1-4)carbonilo. (alquil C1-4)amino, di(alquil C1-4)amino, cicloalquilo C3-8 y fenilo, siendo posible que el fenilo no esté sustituido, esté parcial o totalmente halogenado y/o que lleve 1, 2 6 3 sustituyentes seleccionados, de forma independiente entre sí, del grupo que consiste en alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; R2, R3 y R4 están seleccionados, de modo independiente entre sí, del grupo que consiste en hidrogeno, halogeno, ciano, azido, nitro, alquilo C1-6, cicloalquilo C3-8, haloalquilo C1-4, alcoxi C1-4, alquil C1-4-tio, alquil C1-4- sulfinilo, alquil C1-4-sulfonilo, haloalcoxi C1-4, haloalquil C1-4-tio, alquenilo C2-6, alquinilo C2-6, amino, (alquil C1-4)amino, di(alquil C1-4)amino, sulfonilamino, sulfinilamino, sulfenilamino y C(=O)-R15; R5 es H, OR5a, NR5bR5c, arilo, aril- alquilo C1-4, heteroarilo, heteroaril-alquilo C1-4, heterociclilo, heterociclil-alquilo C1-4, alquilo C1-10, cicloalquilo C3-10, alquil C1-10-tio, alquil C1-10sulfonilo, alquil C1-10-sulfinilo, en donde los ultimos cinco radicales mencionados pueden no estar sustituidos, pueden estar parcial o totalmente halogenados y/o pueden llevar 1, 2 o 3 radicales seleccionados, de modo independiente entre sí, del grupo que consiste en ciano, nitro, amino, alcoxi C1-10, alquil C1-10-tio, alquil C1-10- sulfinilo, alquil C1-10-sulfonilo, haloalcoxi C1-10, haloalquil C1-10-tio, alcoxi C1-10-carbonilo, (alquil C1-10)amino, di-(alquil C1-10)amino, cicloalquilo C3-10 y fenilo, siendo posible que el fenilo no esté sustituido, esté parcial o totalmente halogenado y/o que lleve 1, 2 o 3 sustituyentes seleccionados, de forma independiente entre sí, del grupo que consiste en alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4 en donde R5a es alquilo C1-10, cicloalquilo C3-10, alquenilo C2- 10, alquinilo C2-10, arilo, aril-alquilo C1-4, heteroarilo o heteroaril-alquilo C1-4, heterociclilo o heterociclil-alquilo C1-4; R5b, R5c están seleccionados, de modo independiente entre sí, de hidrogeno, alquilo C1-10, cicloalquilo C3-10, alquenilo C2-10, alquinilo C2-10, arilo, aril-alquilo C1-4, heteroarilo y heteroaril-alquilo C1-4, heterociclilo o heterociclil-alquilo C1-4; en donde alquilo C1-10, cicloalquilo C3-10, alquenilo C2-10 y alquinilo C2-10 en R5a, R5b y R5c pueden no estar sustituidos, pueden estar parcial o totalmente halogenados y/o pueden llevar 1, 2 o 3 radicales seleccionados del grupo que consiste en ciano, nitro, amino, alcoxi C1-4, alquil C1-4-tio, alquil C1-4-sulfinilo, alquil C1-4-sulfonilo, haloalcoxi C1-4, haloalquil C1-4-tio, (alcoxi C1-4)carbonilo, (alquil C1-4)amino, di(alquil C1-4)amino y cicloalquilo C3-8; en donde el radical heteroarilo en heteroarilo y heteroaril-alquilo C1-4 de R5, R5a, R5b y R5c tiene 5 o 6 miembros y contiene 1, 2, 3 o 4 heteroátomos y/o grupos de heteroátomos, seleccionados de O, S, SO, SO2, N o NRa, como miembros del anillo, siendo Ra hidrogeno o alquilo C1-6; en donde el radical heterociclilo en heterociclilo y heterociclil-alquilo C1-4 de R5, R5a, R5b y R5c tiene 3 a 7 miembros, está saturado o parcialmente insaturado y contiene 1, 2, 3 o 4 heteroátomos y/o grupos de heteroátomos, seleccionados de O, S, SO, SO2, N o NRb, como miembros del anillo, siendo Rb hidrogeno o alquilo C1-6, y adicionalmente puede contener 1, 2 o 3 grupos CO como miembros del anillo; y en donde los átomos de carbono de los restos de arilo, hetarilo y heterociclilo en R5, R5a, R5b y R5c pueden no estar sustituidos o pueden llevar 1, 2 o 3 sustituyentes seleccionados, de forma independiente entre sí, del grupo que consiste en halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; R6 tiene, de modo independiente, uno de los significados dados para R5; R7, R8, están seleccionados, de modo independiente entre sí, de arilo, aril-alquilo C1-4, heteroarilo, heteroaril-alquilo C1-4, heterociclilo, heterociclil-alquilo C1-4, alquilo C1-10, cicloalquilo C3-10, alquenilo C2-10 y alquinilo C2-10, en donde los ultimos cuatro radicales mencionados pueden no estar sustituidos, pueden estar parcial o totalmente halogenados y/o pueden llevar 1, 2 o 3 radicales seleccionados, de modo independiente entre sí, del grupo que consiste en ciano, nitro, amino, alcoxi C1-10, alquil C1-10tio, alquil C1-10-sulfinilo, alquil C1-10-sulfonilo, haloalcoxi C1-10, haloalquil C1-10-tio; alcoxi C1-10,-carbonilo, (alquil C1-10)amino, di-(alquil C1-10)amino, cicloalquilo C3-10 y fenilo, siendo posible que el fenilo no esté sustituido, esté parcial o totalmente halogenado y/o que lleve 1, 2 o 3 sustituyentes seleccionados, de forma independiente entre sí, del grupo que consiste en alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; o R7 y R8 junto con el átomo de azufre al que están unidos, forman un anillo saturado o etilénicamente insaturado de 5 a 10 miembros, opcionalmente sustituido con 1, 2, 3 o 4 radicales seleccionados de alquilo C1-5 y halogeno, en donde el anillo puede contener, además del átomo de azufre, 1, 2 o 3 heteroátomos y/o grupos con heteroátomos como miembros del anillo seleccionados del grupo que consiste en nitrogeno, oxígeno, azufre, CO, SO, SO2 y N-R17; en donde el radical heteroarilo en heteroarilo y heteroaril-alquilo C1-4 de R7 y R8 tiene 5 o 6 miembros y contiene 1, 2, 3 o 4 heteroátomos y/o grupos de heteroátomos, seleccionados de O, S, SO, SO2, N o NRc, como miembros del anillo, siendo Rc hidrogeno o alquilo C1-6, en donde el radical heterociclilo en heterociclilo y heterociclil- alquilo C1-4 de R7 y R8 tiene 3 a 7 miembros, está saturado o parcialmente insaturado y contiene 1, 2, 3 o 4 heteroátomos y/o grupos de heteroátomos, seleccionados de O, S, SO, SO2, N o NRd, como miembros del anillo, siendo Rd hidrogeno o alquilo C1- 6, y adicionalmente puede contener 1, 2 o 3 grupos CO como miembros del anillo, y en donde los átomos de carbono de arilo, hetarilo y heterociclilo en R7 y R8 pueden no estar sustituidos o pueden llevar 1, 2 o 3 sustituyentes seleccionados, de forma independiente entre sí, del grupo que consiste en halogeno, alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4; R9 está seleccionado del grupo que consiste en hidrogeno, OR9a, NR9bR9c, arilo, aril-alquilo C1-4, heteroarilo, heteroaril- alquilo C1-4, heterociclilo, heterociclil-alquilo C1-4, alquilo C1-10, alquenilo C2-10, alquinilo C2-10 y cicloalquilo C3-10, en donde los ultimos cuatro radicales mencionados pueden no estar sustituidos, pueden estar parcial o totalmente halogenados y/o pueden llevar 1, 2 o 3 radicales seleccionados, de modo independiente entre sí, del grupo que consiste en ciano, nitro, amino, alcoxi C1-10, alquil C1-10-tio, alquil C1-10-sulfinilo, alquil C1-10-sulfonilo, haloalcoxi C1-10, haloalquil C1-10-tio, alcoxi C1-10-carbonilo, (alquil C1-10)amino, di-(alquil C1-10)amino, cicloalquilo C3-10 y fenilo, siendo posible que el fenilo no esté sustituido, esté parcial o totalmente halogenado y/o que lleve 1, 2 o 3 sustituyentes seleccionados, de forma independiente entre sí, del grupo que consiste en alquilo C1-4, haloalquilo C1-4, alcoxi C1-4 y haloalcoxi C1-4, y en donde R9a es alquilo C1-10, cicloalquilo C3-10, alquenilo C2-10, alquinilo C2-10, arilo, aril-alquilo C1-4, heteroarilo o heteroaril-alquilo C1-4, heterociclilo o heterociclil-alquilo C1-4, R9b, R9c están seleccionados, de modo independiente entre sí, de hidrogeno, alquilo C1-10, cicloalquilo C3-10, alquenilo C2-10, alquinilo C2-10, arilo, aril-alquilo C1- 4, heteroarilo y heteroaril-alquilo C1-4, heterociclilo o heterociclil-alquilo C1-4, en donde alquilo C1-10, cicloalquilo C3-10, alquenilo C2-10 y alquinilo C2-10 en R9a, R9b y R9c pueden no estar sustituidos, pueden estar parcial o totalmente halogenados y/o pueden llevar 1, 2 o 3 radicales seleccionados del grupo que consiste en ciano, nitro, amino, alcoxi C1-4, alquil C1-4-tio, alquil C1-4-sulfinilo, alquil C1-4-sulfonilo, haloalcoxi C1-4, haloalquil C1-4-tio, (alcoxi C1-4)carbonilo, (alquil C1-4)amino, di(alquil C1-4)amino y cicloalquilo C3-8, en donde el radical heteroarilo en heteroarilo y heteroaril-alquilo C1-4 de R9, R9a, R9b y R9c, tiene 5 o 6 miembros y contiene 1, 2, 3 o 4 heteroátomos y/o grupos de heteroátomos, seleccionados de O, S, SO, SO2, N o NRe, como miembros del anillo, siendo Re hidrogeno o alquilo C1-6, en donde el radical heterociclilo en
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