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 INGREDIENTInfo
- 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
Links
- 150000003839 salts Chemical class 0.000 title abstract 4
- 239000000203 mixture Substances 0.000 title abstract 2
- 239000004480 active ingredient Substances 0.000 title 1
- 239000002131 composite material Substances 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 15
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 12
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 7
- 125000001475 halogen functional group Chemical group 0.000 abstract 7
- -1 3,4-methylenedioxyphenyl Chemical group 0.000 abstract 6
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 150000002367 halogens Chemical class 0.000 abstract 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000001624 naphthyl group Chemical group 0.000 abstract 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 3
- 125000004076 pyridyl group Chemical group 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- XXPXFUFLRFLNKO-UHFFFAOYSA-N 6-chloro-2-(dimethylamino)-4-(methylideneamino)-5-pyridin-4-ylpyridine-3-carbonitrile Chemical compound C=NC1=C(C#N)C(N(C)C)=NC(Cl)=C1C1=CC=NC=C1 XXPXFUFLRFLNKO-UHFFFAOYSA-N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000005691 triesters Chemical class 0.000 abstract 1
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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (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)
- Pyridine Compounds (AREA)
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.
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) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2264010A1 (en) * | 2009-06-03 | 2010-12-22 | Bayer CropScience AG | Hetarylamidines |
| EP2264011A1 (en) * | 2009-06-03 | 2010-12-22 | Bayer CropScience AG | Heteroarylamidines and their use as fungicides |
| EP2264012A1 (en) * | 2009-06-03 | 2010-12-22 | Bayer CropScience AG | Heteroarylamidines and their use as fungicides |
| CN105230625A (en) * | 2011-12-14 | 2016-01-13 | 先正达参股股份有限公司 | Antifungal composition |
| AU2012247956B2 (en) * | 2011-12-14 | 2016-10-13 | Syngenta Participations Ag | Fungicidal compositions |
| US9309221B2 (en) | 2012-04-10 | 2016-04-12 | Sumitomo Dainippon Pharma Co., Ltd. | 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 |
| UA118788C2 (en) * | 2014-04-11 | 2019-03-11 | Сінгента Партісіпейшнс Аг | Fungicidal n'-[2-methyl-6-[2-alkoxy-ethoxy]-3-pyridyl]-n-alkyl-formamidine derivatives for use in agriculture |
| WO2017067839A1 (en) | 2015-10-23 | 2017-04-27 | Syngenta Participations Ag | Microbiocidal phenylamidine derivatives |
| CA3059301A1 (en) | 2017-04-20 | 2018-10-25 | Pi Industries Ltd. | Novel phenylamine compounds |
| EP3617195B1 (en) | 2017-04-27 | 2024-08-28 | Mochida Pharmaceutical Co., Ltd. | Novel tetrahydronaphthyl urea derivatives as inhibitors of tropomyosin receptor kinase a for the treatment of pain |
| EP3625215B1 (en) | 2017-05-18 | 2023-09-13 | PI Industries Ltd | Formimidamidine compounds useful against phytopathogenic microorganisms |
| SMT202200134T1 (en) | 2018-03-08 | 2022-05-12 | Incyte Corp | Aminopyrazine diol compounds as pi3k-y inhibitors |
| US11046658B2 (en) | 2018-07-02 | 2021-06-29 | Incyte Corporation | Aminopyrazine derivatives as PI3K-γ inhibitors |
| CN117764397A (en) * | 2023-12-28 | 2024-03-26 | 广东长盈科技股份有限公司 | Risk monitoring management system and method applicable to laboratory chemicals |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| 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 |
| EP1150955A2 (en) * | 1999-02-04 | 2001-11-07 | Millennium Pharmaceuticals, Inc. | G-protein coupled heptahelical receptor binding compounds and methods of use thereof |
| AR057808A1 (en) * | 2005-09-13 | 2007-12-19 | Bayer Cropscience Ag | FUNGICIDE DERIVATIVES OF PHENYLAMIDINE REPLACED WITH PIRIDINYLOXY |
| CN101273040B (en) * | 2005-09-27 | 2011-11-09 | 弗·哈夫曼-拉罗切有限公司 | *Oxadiazolylpyrazolopyrimidines as MGLUR2 antagonists |
| CN103396359B (en) * | 2007-02-22 | 2016-06-29 | 先正达参股股份有限公司 | Iminipyridine derivatives and they purposes as microbicide |
-
2008
- 2008-12-24 JP JP2008328186A patent/JP2009185020A/en active Pending
-
2009
- 2009-01-07 AR ARP090100034A patent/AR070117A1/en unknown
- 2009-01-09 TW TW098100593A patent/TW200932110A/en unknown
- 2009-01-09 CL CL2009000027A patent/CL2009000027A1/en unknown
- 2009-01-09 WO PCT/JP2009/050602 patent/WO2009088103A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| JP2009185020A (en) | 2009-08-20 |
| WO2009088103A1 (en) | 2009-07-16 |
| CL2009000027A1 (en) | 2010-02-19 |
| TW200932110A (en) | 2009-08-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FB | Suspension of granting procedure |