AR070117A1 - PIRIDILAMIDINE COMPOSITE OR ITS SALT, AND COMPOSITION FUNGICIDA AGRICOLA OR HORTICOLA CONTAINING IT AS ACTIVE INGREDIENT - Google Patents

PIRIDILAMIDINE COMPOSITE OR ITS SALT, AND COMPOSITION FUNGICIDA AGRICOLA OR HORTICOLA CONTAINING IT AS ACTIVE INGREDIENT

Info

Publication number
AR070117A1
AR070117A1 ARP090100034A ARP090100034A AR070117A1 AR 070117 A1 AR070117 A1 AR 070117A1 AR P090100034 A ARP090100034 A AR P090100034A AR P090100034 A ARP090100034 A AR P090100034A AR 070117 A1 AR070117 A1 AR 070117A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
substituted
halo
carbonyl
Prior art date
Application number
ARP090100034A
Other languages
Spanish (es)
Original Assignee
Ishihara Sangyo Kaisha
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 Ishihara Sangyo Kaisha filed Critical Ishihara Sangyo Kaisha
Publication of AR070117A1 publication Critical patent/AR070117A1/en

Links

Classifications

    • 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
    • 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
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • 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
    • C07D401/12—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 chain containing hetero atoms as chain links
    • 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
    • C07D405/02—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 two hetero rings
    • C07D405/12—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 two hetero rings linked by a chain containing hetero atoms as chain links

Abstract

Se proporciona una composicion fungicida agrícola u hortícola que tiene un efecto de control de enfermedades de las plantas elevado, estabilizado. Reivindicacion 1: Un compuesto de piridilamidina representado por la formula (1), donde uno de :X1 y X2 representa N, y el otro representa CR3; Ar representa fenilo el cual puede estar sustituido con R6, 3,4-metilendioxifenilo, naftilo, 5,6,7,8-tetrahidro-2-naftilo, o piridilo el cual puede estar sustituido con R6; Z representa un enlace, O u OCH2; R1, R2, R3 y R6 cada uno representa independientemente un átomo de hidrogeno, alquilo C1-6, halo(alquilo C1-6), halogeno, alcoxi C1-6, halo(alcoxi C1-6), ciano, nitro, (alquilo C1-6)carbonilo, (alcoxi C1-6)carbonilo, o amino el cual puede estar sustituido con alquilo C1-6; R4 y R5 cada uno representa independientemente alquilo C1-6, siempre que (1) un compuesto donde X1 es CH, X2 es N, y ambos R4 y R5 son metilo, y (2) 6-cloro-3-ciano-2-dimetilamino-metilenamino-5-(pirid-4-il)piridina son excluidos; o su sal. Reivindicacion 4: Un compuesto de piridilamidina representado por la formula (2), donde Ar representa fenilo el cual puede estar sustituido con R6, 3,4-metilendioxifenilo, naftilo, 5,6,7,8-tetrahidro-2-naftilo, o piridilo el cual puede estar sustituido con R6; Z representa un enlace, O u OCH2; R1, R2, R3 y R6 cada uno representa independientemente un átomo de hidrogeno, alquilo C1-6, halo(alquilo C1-6), halogeno, alcoxi C1-6, halo(alcoxi C1-6), ciano, nitro, (alquilo C1-6)carbonilo, (alcoxi C1-6)carbonilo, o amino el cual puede estar sustituido con alquilo C1-6; R4 y R5 cada uno representa independientemente alquilo C1-6, siempre que el compuesto donde ambos R4 y R5 son metilo sea excluido; o su sal. Reivindicacion 8: Un método para producir el compuesto de piridilamidina representado por la formula (1) de acuerdo con la reivindicacion 1 o su sal, que comprende: hacer reaccionar un compuesto representado por la formula (3), donde uno de X1 y X2 representa N, y el otro representa CR3; Ar representa fenilo el cual puede estar sustituido con R6, 3,4-metilendioxifenilo, naftilo, 5,6,7,8-tetrahidro-2-naftilo, o piridilo el cual puede estar sustituido con R6; Z representa un enlace, O u OCH2; R1, R2, R3 y R6 cada uno representa independientemente un átomo de hidrogeno, alquilo halo(alquilo C1-6), halogeno, alcoxi C1-6, halo(alcoxi C1-6), ciano, nitro, (alquilo C1-6)carbonilo, (alcoxi C1-6)carbonilo, o amino el cual puede estar sustituido con alquilo C1-6; con orto triéster representado por la formula (4) donde B1, B2 y B3 cada uno representa independientemente alquilo o cicloalquilo, para obtener una mezcla de reaccion; y hacer reaccionar la mezcla de reaccion con un compuesto representado por la formula (5) donde R4 y R5 cada uno representa independientemente un átomo de hidrogeno, alquilo C1-6, halo(alquilo C1-6), halogeno, alcoxi C1-6, halo(alcoxi C1-6), ciano, nitro, (alquilo C1-6)carbonilo, (alcoxi C1-6)carbonilo, o amino el cual puede estar sustituido con alquilo C1-6.An agricultural or horticultural fungicidal composition is provided that has a high, stabilized plant disease control effect. Claim 1: A pyridylammidine compound represented by formula (1), wherein one of: X1 and X2 represents N, and the other represents CR3; Ar represents phenyl which may be substituted with R6, 3,4-methylenedioxyphenyl, naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, or pyridyl which may be substituted with R6; Z represents a link, O or OCH2; R1, R2, R3 and R6 each independently represent a hydrogen atom, C1-6 alkyl, halo (C1-6 alkyl), halogen, C1-6 alkoxy, halo (C1-6 alkoxy), cyano, nitro, (alkyl C1-6) carbonyl, (C1-6 alkoxy) carbonyl, or amino which may be substituted with C1-6 alkyl; R4 and R5 each independently represent C1-6 alkyl, provided that (1) a compound where X1 is CH, X2 is N, and both R4 and R5 are methyl, and (2) 6-chloro-3-cyano-2- dimethylamino-methyleneamino-5- (pyrid-4-yl) pyridine are excluded; or its salt Claim 4: A pyridylammidine compound represented by formula (2), wherein Ar represents phenyl which may be substituted with R6, 3,4-methylenedioxyphenyl, naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, or pyridyl which may be substituted with R6; Z represents a link, O or OCH2; R1, R2, R3 and R6 each independently represent a hydrogen atom, C1-6 alkyl, halo (C1-6 alkyl), halogen, C1-6 alkoxy, halo (C1-6 alkoxy), cyano, nitro, (alkyl C1-6) carbonyl, (C1-6 alkoxy) carbonyl, or amino which may be substituted with C1-6 alkyl; R4 and R5 each independently represent C1-6 alkyl, provided that the compound where both R4 and R5 are methyl is excluded; or its salt Claim 8: A method of producing the pyridylammidine compound represented by the formula (1) according to claim 1 or its salt, comprising: reacting a compound represented by the formula (3), wherein one of X1 and X2 represents N, and the other represents CR3; Ar represents phenyl which may be substituted with R6, 3,4-methylenedioxyphenyl, naphthyl, 5,6,7,8-tetrahydro-2-naphthyl, or pyridyl which may be substituted with R6; Z represents a link, O or OCH2; R1, R2, R3 and R6 each independently represent a hydrogen atom, halo alkyl (C1-6 alkyl), halogen, C1-6 alkoxy, halo (C1-6 alkoxy), cyano, nitro, (C1-6 alkyl) carbonyl, (C1-6 alkoxy) carbonyl, or amino which may be substituted with C1-6 alkyl; with ortho triester represented by the formula (4) where B1, B2 and B3 each independently represents alkyl or cycloalkyl, to obtain a reaction mixture; and reacting the reaction mixture with a compound represented by the formula (5) where R4 and R5 each independently represent a hydrogen atom, C1-6 alkyl, halo (C1-6 alkyl), halogen, C1-6 alkoxy, halo (C1-6 alkoxy), cyano, nitro, (C1-6 alkyl) carbonyl, (C1-6 alkoxy) carbonyl, or amino which may be substituted with C1-6 alkyl.

ARP090100034A 2008-01-11 2009-01-07 PIRIDILAMIDINE COMPOSITE OR ITS SALT, AND COMPOSITION FUNGICIDA AGRICOLA OR HORTICOLA CONTAINING IT AS ACTIVE INGREDIENT AR070117A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2008004575 2008-01-11

Publications (1)

Publication Number Publication Date
AR070117A1 true AR070117A1 (en) 2010-03-17

Family

ID=40456469

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP090100034A AR070117A1 (en) 2008-01-11 2009-01-07 PIRIDILAMIDINE COMPOSITE OR ITS SALT, AND COMPOSITION FUNGICIDA AGRICOLA OR HORTICOLA CONTAINING IT AS ACTIVE INGREDIENT

Country Status (5)

Country Link
JP (1) JP2009185020A (en)
AR (1) AR070117A1 (en)
CL (1) CL2009000027A1 (en)
TW (1) TW200932110A (en)
WO (1) WO2009088103A1 (en)

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EP2264012A1 (en) * 2009-06-03 2010-12-22 Bayer CropScience AG Heteroarylamidines and their use as fungicides
EP2264011A1 (en) * 2009-06-03 2010-12-22 Bayer CropScience AG Heteroarylamidines and their use as fungicides
EP2264010A1 (en) * 2009-06-03 2010-12-22 Bayer CropScience AG Hetarylamidines
WO2012146125A1 (en) * 2011-04-26 2012-11-01 Syngenta Participations Ag Fungicidal compositions
CN104010503A (en) * 2011-12-14 2014-08-27 先正达参股股份有限公司 Fungicidal compositions
AU2013247697B2 (en) 2012-04-10 2017-03-02 Sumitomo Dainippon Pharma Co., Ltd. Novel 1-substituted indazole derivative
WO2014119617A1 (en) * 2013-01-30 2014-08-07 富山化学工業株式会社 Amidine compound and salt thereof
WO2015025962A1 (en) * 2013-08-23 2015-02-26 富山化学工業株式会社 Amidine compound or salt thereof
RU2701370C2 (en) * 2014-04-11 2019-09-26 Зингента Партисипейшнс Аг Fungicidal derivatives of n'-[2-methyl-6 [2-alkoxyethoxy]-3-pyridyl]-n-alkylformamidine for use in agriculture
WO2017067839A1 (en) 2015-10-23 2017-04-27 Syngenta Participations Ag Microbiocidal phenylamidine derivatives
US11524934B2 (en) 2017-04-20 2022-12-13 Pi Industries Ltd Phenylamine compounds
MX2019012827A (en) 2017-04-27 2020-02-12 Mochida Pharm Co Ltd Novel tetrahydronaphthyl urea derivatives.
US20200148635A1 (en) 2017-05-18 2020-05-14 Pi Industries Ltd. Formimidamidine compounds useful against phytopathogenic microorganisms
CA3093445A1 (en) 2018-03-08 2019-11-28 Incyte Corporation Aminopyrazine diol compounds as pi3k-.gamma. inhibitors
US11046658B2 (en) 2018-07-02 2021-06-29 Incyte Corporation Aminopyrazine derivatives as PI3K-γ inhibitors

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US4831044A (en) * 1987-10-29 1989-05-16 Ici Americas Inc. Fungicidal pyridyl cyclopropane carboxamidines
DD279016A1 (en) * 1988-12-30 1990-05-23 Akad Wissenschaften Ddr PROCESS FOR PREPARING 6-CHLORO-3-CYAN-2-DIMETHYLAMINO-METHYLENAMINO-5- (PYRID-4-YL) -PYRIDINE
MXPA01007957A (en) * 1999-02-04 2002-07-30 Millennium Pharm Inc G-protein coupled heptahelical receptor binding compounds and methods of use thereof.
JP2009507893A (en) * 2005-09-13 2009-02-26 バイエル・クロツプサイエンス・アクチエンゲゼルシヤフト Fungicide pyridinyloxy substituted phenylamidine derivatives
CN101273040B (en) * 2005-09-27 2011-11-09 弗·哈夫曼-拉罗切有限公司 Oxadiazolyl pyrazolo-pyrimidines as MGLUR2 antagonists
MX2009008798A (en) * 2007-02-22 2009-08-24 Syngenta Participations Ag Iminipyridine derivatives and their uses as microbiocides.

Also Published As

Publication number Publication date
WO2009088103A1 (en) 2009-07-16
CL2009000027A1 (en) 2010-02-19
JP2009185020A (en) 2009-08-20
TW200932110A (en) 2009-08-01

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