ZA200204979B - Cyanomethylene compounds, process for producing the same, and agriculturel or horticultural bactericide. - Google Patents
Cyanomethylene compounds, process for producing the same, and agriculturel or horticultural bactericide. Download PDFInfo
- Publication number
- ZA200204979B ZA200204979B ZA200204979A ZA200204979A ZA200204979B ZA 200204979 B ZA200204979 B ZA 200204979B ZA 200204979 A ZA200204979 A ZA 200204979A ZA 200204979 A ZA200204979 A ZA 200204979A ZA 200204979 B ZA200204979 B ZA 200204979B
- Authority
- ZA
- South Africa
- Prior art keywords
- alkyl
- chain
- aryl
- phenyl
- branched
- Prior art date
Links
- -1 Cyanomethylene compounds Chemical class 0.000 title claims abstract description 94
- 238000000034 method Methods 0.000 title claims description 5
- 230000000844 anti-bacterial effect Effects 0.000 title 1
- 239000003899 bactericide agent Substances 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 66
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 20
- 230000000855 fungicidal effect Effects 0.000 claims abstract description 19
- 125000003118 aryl group Chemical group 0.000 claims abstract description 17
- 125000001424 substituent group Chemical group 0.000 claims abstract description 15
- 239000000417 fungicide Substances 0.000 claims abstract description 13
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 12
- 150000001875 compounds Chemical class 0.000 claims abstract description 12
- 238000003898 horticulture Methods 0.000 claims abstract description 7
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 7
- 125000004434 sulfur atom Chemical group 0.000 claims abstract description 7
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims abstract description 4
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims abstract description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
- 125000003282 alkyl amino group Chemical group 0.000 claims description 19
- 125000005843 halogen group Chemical group 0.000 claims description 19
- 125000003545 alkoxy group Chemical group 0.000 claims description 18
- 125000004414 alkyl thio group Chemical group 0.000 claims description 14
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 14
- 125000001188 haloalkyl group Chemical group 0.000 claims description 14
- 125000004438 haloalkoxy group Chemical group 0.000 claims description 13
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 12
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 9
- 125000004076 pyridyl group Chemical group 0.000 claims description 9
- 125000004644 alkyl sulfinyl group Chemical group 0.000 claims description 8
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims description 8
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 7
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 6
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 6
- 238000004519 manufacturing process Methods 0.000 claims description 5
- 125000004450 alkenylene group Chemical group 0.000 claims description 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- 150000002366 halogen compounds Chemical class 0.000 claims description 2
- 150000002540 isothiocyanates Chemical class 0.000 claims description 2
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 241000233866 Fungi Species 0.000 abstract description 10
- 239000003814 drug Substances 0.000 abstract description 6
- 229940079593 drug Drugs 0.000 abstract description 6
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 5
- 239000000126 substance Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000004776 1-fluoroethyl group Chemical group [H]C([H])([H])C([H])(F)* 0.000 description 1
- HNEGJTWNOOWEMH-UHFFFAOYSA-N 1-fluoropropane Chemical group [CH2]CCF HNEGJTWNOOWEMH-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 1
- KKZUMAMOMRDVKA-UHFFFAOYSA-N 2-chloropropane Chemical group [CH2]C(C)Cl KKZUMAMOMRDVKA-UHFFFAOYSA-N 0.000 description 1
- 125000004777 2-fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
- 125000004975 3-butenyl group Chemical group C(CC=C)* 0.000 description 1
- 125000006201 3-phenylpropyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- QLDHWVVRQCGZLE-UHFFFAOYSA-N acetyl cyanide Chemical class CC(=O)C#N QLDHWVVRQCGZLE-UHFFFAOYSA-N 0.000 description 1
- 125000004666 alkoxyiminoalkyl group Chemical group 0.000 description 1
- 230000002365 anti-tubercular Effects 0.000 description 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000005997 bromomethyl group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229920005556 chlorobutyl Polymers 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 125000006260 ethylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004672 ethylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C(*)=O 0.000 description 1
- 125000006125 ethylsulfonyl group Chemical group 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 125000004785 fluoromethoxy group Chemical group [H]C([H])(F)O* 0.000 description 1
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 125000006328 iso-butylcarbonyl group Chemical group [H]C([H])([H])C([H])(C(*)=O)C([H])([H])[H] 0.000 description 1
- 125000005929 isobutyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])OC(*)=O 0.000 description 1
- 125000005928 isopropyloxycarbonyl group Chemical group [H]C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
- 125000000842 isoxazolyl group Chemical group 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 description 1
- 125000004674 methylcarbonyl group Chemical group CC(=O)* 0.000 description 1
- 125000006216 methylsulfinyl group Chemical group [H]C([H])([H])S(*)=O 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000006095 n-butyl sulfinyl group Chemical group 0.000 description 1
- 125000006126 n-butyl sulfonyl group Chemical group 0.000 description 1
- 125000006093 n-propyl sulfinyl group Chemical group 0.000 description 1
- 125000006124 n-propyl sulfonyl group Chemical group 0.000 description 1
- 125000006252 n-propylcarbonyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C(*)=O 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001715 oxadiazolyl group Chemical group 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000005930 sec-butyloxycarbonyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(OC(*)=O)C([H])([H])[H] 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 125000006253 t-butylcarbonyl group Chemical group [H]C([H])([H])C(C(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D277/10—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring 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
- A01N43/72—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
- A01N43/74—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 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
- C07D277/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
- C07D277/34—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/04—1,3-Thiazines; Hydrogenated 1,3-thiazines
- C07D279/06—1,3-Thiazines; Hydrogenated 1,3-thiazines not condensed with other 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
- C07D417/04—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 directly linked by a ring-member-to-ring-member bond
Landscapes
- 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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Cephalosporin Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP36761599A JP3864298B2 (ja) | 1999-03-11 | 1999-12-24 | シアノメチレン化合物及び農園芸用殺菌剤 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200204979B true ZA200204979B (en) | 2003-09-22 |
Family
ID=18489763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200204979A ZA200204979B (en) | 1999-12-24 | 2002-06-20 | Cyanomethylene compounds, process for producing the same, and agriculturel or horticultural bactericide. |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US6710062B1 (fr) |
| EP (1) | EP1243584B8 (fr) |
| KR (1) | KR100483920B1 (fr) |
| CN (1) | CN1235889C (fr) |
| AT (1) | ATE444291T1 (fr) |
| AU (1) | AU783913B2 (fr) |
| BR (1) | BR0017034B1 (fr) |
| CA (1) | CA2394720C (fr) |
| DE (1) | DE60043072D1 (fr) |
| ES (1) | ES2332171T3 (fr) |
| HK (1) | HK1055300A1 (fr) |
| IL (2) | IL150293A0 (fr) |
| TW (1) | TW568909B (fr) |
| WO (1) | WO2001047902A1 (fr) |
| ZA (1) | ZA200204979B (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2004161646A (ja) * | 2002-11-12 | 2004-06-10 | Otsuka Chemical Co Ltd | 農園芸用殺菌剤組成物 |
| EP2087790B1 (fr) * | 2005-09-29 | 2013-02-20 | Syngenta Participations AG | Compositions fongicides |
| WO2008013249A1 (fr) * | 2006-07-24 | 2008-01-31 | Sumitomo Chemical Company, Limited | Concentré pesticide émulsifiable |
| US9012360B2 (en) | 2009-03-25 | 2015-04-21 | Bayer Intellectual Property Gmbh | Synergistic combinations of active ingredients |
| JP6011045B2 (ja) | 2012-06-12 | 2016-10-19 | 住友化学株式会社 | 植物病害防除組成物及び植物病害防除方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE240544C (fr) | ||||
| DE227705C (fr) | ||||
| DE2808227A1 (de) | 1978-02-25 | 1979-09-06 | Bayer Ag | Trifluormethylimino-thiazolidin-derivate, verfahren zu ihrer herstellung und ihre verwendung als fungizide |
| DD227705A1 (de) * | 1984-09-06 | 1985-09-25 | Univ Halle Wittenberg | Verfahren zur herstellung von substituierten 2-methylen-4-vinyl-thiazolidinen |
| DD240544A1 (de) * | 1985-08-30 | 1986-11-05 | Univ Halle Wittenberg | Verfahren zur herstellung von neuen substituierten 4-methyl-delta 4-thiazolinen |
| EP0218736B1 (fr) * | 1985-10-10 | 1993-04-07 | Nihon Nohyaku Co., Ltd. | Dérivé de cétène-S,S-acétal, procédé pour sa préparation et méthode pour guérir la mycose utilisant ce dérivé |
| DE3803783A1 (de) * | 1988-02-09 | 1989-08-17 | Wella Ag | 2-methyliden-1,3-thiazin- und 2-methyliden-1,3-thiazolidinderivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende kosmetische mittel |
| WO1996033995A1 (fr) | 1995-04-27 | 1996-10-31 | Nissan Chemical Industries, Ltd. | Derives d'oxopropionitrile et agents de lutte contre les insectes |
-
2000
- 2000-09-05 EP EP00956916A patent/EP1243584B8/fr not_active Expired - Lifetime
- 2000-09-05 CA CA002394720A patent/CA2394720C/fr not_active Expired - Lifetime
- 2000-09-05 KR KR10-2002-7008042A patent/KR100483920B1/ko active IP Right Grant
- 2000-09-05 AT AT00956916T patent/ATE444291T1/de not_active IP Right Cessation
- 2000-09-05 AU AU68701/00A patent/AU783913B2/en not_active Expired
- 2000-09-05 US US10/149,437 patent/US6710062B1/en not_active Expired - Lifetime
- 2000-09-05 ES ES00956916T patent/ES2332171T3/es not_active Expired - Lifetime
- 2000-09-05 WO PCT/JP2000/006001 patent/WO2001047902A1/fr active IP Right Grant
- 2000-09-05 CN CNB008177244A patent/CN1235889C/zh not_active Expired - Lifetime
- 2000-09-05 IL IL15029300A patent/IL150293A0/xx unknown
- 2000-09-05 BR BRPI0017034-8A patent/BR0017034B1/pt not_active IP Right Cessation
- 2000-09-05 DE DE60043072T patent/DE60043072D1/de not_active Expired - Lifetime
- 2000-09-08 TW TW089118496A patent/TW568909B/zh not_active IP Right Cessation
-
2002
- 2002-06-18 IL IL150293A patent/IL150293A/en active IP Right Grant
- 2002-06-20 ZA ZA200204979A patent/ZA200204979B/en unknown
-
2003
- 2003-10-17 HK HK03107547A patent/HK1055300A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP1243584A4 (fr) | 2007-09-19 |
| BR0017034A (pt) | 2003-01-07 |
| WO2001047902A1 (fr) | 2001-07-05 |
| HK1055300A1 (en) | 2004-01-02 |
| AU6870100A (en) | 2001-07-09 |
| EP1243584A1 (fr) | 2002-09-25 |
| KR20020067561A (ko) | 2002-08-22 |
| TW568909B (en) | 2004-01-01 |
| CA2394720A1 (fr) | 2001-07-05 |
| CN1235889C (zh) | 2006-01-11 |
| EP1243584B8 (fr) | 2010-04-07 |
| ATE444291T1 (de) | 2009-10-15 |
| BR0017034B1 (pt) | 2011-03-22 |
| IL150293A0 (en) | 2002-12-01 |
| AU783913B2 (en) | 2005-12-22 |
| ES2332171T3 (es) | 2010-01-28 |
| US6710062B1 (en) | 2004-03-23 |
| CN1413200A (zh) | 2003-04-23 |
| IL150293A (en) | 2009-09-22 |
| EP1243584B1 (fr) | 2009-09-30 |
| CA2394720C (fr) | 2007-01-09 |
| DE60043072D1 (de) | 2009-11-12 |
| KR100483920B1 (ko) | 2005-04-20 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP6814846B2 (ja) | ピリダジノン除草剤 | |
| EP0289879B1 (fr) | Dérivés de pyrazole, composition insecticide et miticide les contenant comme agent actif | |
| US6335357B1 (en) | Pyrazole derivatives, process for preparing the same, intermediates, and pest control agent containing the same as active ingredient | |
| WO2011085575A1 (fr) | Composés de formanilide hétérocyclique, leurs procédés de synthèse et leur utilisation | |
| NZ211944A (en) | Heterocyclically-substituted triazoles and imidazoles; plant fungicides | |
| EP0329020B1 (fr) | Dérivés de pyrazole, procedés pour la préparation de ces composés, compositions insecticides, miticides et fongicides contenant ces dérivés comme ingrédients actifs | |
| EP0778267A1 (fr) | Derives de sulfonamides et insecticide, miticide et nematicide les contenant | |
| EP0707000A1 (fr) | Derive d'aldoxime et bactericide agro-horticole | |
| EP0307801B1 (fr) | Dérivés de pyrazole et composition insecticide et acaricide la contenant comme ingrédient actif | |
| EA028671B1 (ru) | Замещенные триазолы в качестве гербицидов | |
| ZA200204979B (en) | Cyanomethylene compounds, process for producing the same, and agriculturel or horticultural bactericide. | |
| EP0462573B1 (fr) | Pyrazolcarboxamides et compositions insecticides, miticides et fongicides pour l'agriculture et l'horticulture | |
| KR940011460B1 (ko) | 벤조티아지논 화합물의 제조방법 | |
| JP3864298B2 (ja) | シアノメチレン化合物及び農園芸用殺菌剤 | |
| KR100349484B1 (ko) | 식물병해방제제 | |
| CA1263960A (fr) | 5-¬1-¬4-(2-pyridyl-oxy ou thio)phenoxy|ethyl| -1,3,4-thiadiazoles | |
| JP2897307B2 (ja) | ピラゾールアミド類を有効成分とする農園芸用殺菌剤 | |
| EP3036223A1 (fr) | Pyrazoles fongicides | |
| JP2002187882A (ja) | ピラゾール化合物およびこれを有効成分とする農薬 | |
| JP4838959B2 (ja) | ６−（１−フルオロエチル）−５−ヨード−４−アミノピリミジン誘導体、その製法及び農園芸用の有害生物防除剤 | |
| JP2000178272A (ja) | ベンジルピペリジン化合物、その製造法及び農園芸用殺虫剤 | |
| JP2002220372A (ja) | 新規なピペリジン誘導体およびこれを含有する殺虫剤 | |
| JP2008285490A (ja) | ６−（１−フルオロエチル）−５−ヨード−４−アミノピリミジン誘導体、その製法及び農園芸用の有害生物防除剤 | |
| JPH0826005B2 (ja) | ピラゾール誘導体及びこれを有効成分とする殺虫、殺ダニ剤 | |
| KR900007820A (ko) | 이미노페닐티아졸리딘, 조성물, 제조방법 및 사용방법 |