KR100201426B1 - 치환티오펜유도체 및 이것을 유효성분으로 하는 농원예용살균제 - Google Patents
치환티오펜유도체 및 이것을 유효성분으로 하는 농원예용살균제 Download PDFInfo
- Publication number
- KR100201426B1 KR100201426B1 KR1019960010708A KR19960010708A KR100201426B1 KR 100201426 B1 KR100201426 B1 KR 100201426B1 KR 1019960010708 A KR1019960010708 A KR 1019960010708A KR 19960010708 A KR19960010708 A KR 19960010708A KR 100201426 B1 KR100201426 B1 KR 100201426B1
- Authority
- KR
- South Korea
- Prior art keywords
- group
- carbon atoms
- atom
- methyl
- hydrogen atom
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Lifetime
Links
- 150000003577 thiophenes Chemical class 0.000 title claims abstract description 12
- 239000000645 desinfectant Substances 0.000 title description 2
- 239000000417 fungicide Substances 0.000 claims abstract description 32
- 230000000855 fungicidal effect Effects 0.000 claims abstract description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims description 109
- -1 methyl sulfoxy group Chemical group 0.000 claims description 94
- 150000001875 compounds Chemical class 0.000 claims description 60
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 39
- 125000000217 alkyl group Chemical group 0.000 claims description 36
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 35
- 125000003277 amino group Chemical group 0.000 claims description 27
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 25
- 229910052801 chlorine Inorganic materials 0.000 claims description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 22
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 21
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 18
- 125000001028 difluoromethyl group Chemical group [H]C(F)(F)* 0.000 claims description 18
- 229910052740 iodine Inorganic materials 0.000 claims description 18
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 17
- 125000005843 halogen group Chemical group 0.000 claims description 16
- 125000003342 alkenyl group Chemical group 0.000 claims description 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 15
- 125000001424 substituent group Chemical group 0.000 claims description 15
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
- 229910052731 fluorine Inorganic materials 0.000 claims description 13
- 125000001153 fluoro group Chemical group F* 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 11
- 239000004480 active ingredient Substances 0.000 claims description 10
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- 125000001188 haloalkyl group Chemical group 0.000 claims description 9
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- 125000002252 acyl group Chemical group 0.000 claims description 8
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- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 7
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- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 7
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- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 7
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims description 6
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims description 6
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- 239000001257 hydrogen Substances 0.000 claims description 3
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- 230000002070 germicidal effect Effects 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 241000219098 Parthenocissus Species 0.000 claims 1
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 1
- 230000018044 dehydration Effects 0.000 claims 1
- 238000006297 dehydration reaction Methods 0.000 claims 1
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- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 abstract description 7
- 244000053095 fungal pathogen Species 0.000 abstract 1
- 238000001228 spectrum Methods 0.000 abstract 1
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- 238000006243 chemical reaction Methods 0.000 description 19
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- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 10
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 10
- 235000017557 sodium bicarbonate Nutrition 0.000 description 10
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- DDQLTKJLVLVCEE-UHFFFAOYSA-N 2-(4-chlorophenyl)thiophen-3-amine Chemical compound C1=CSC(C=2C=CC(Cl)=CC=2)=C1N DDQLTKJLVLVCEE-UHFFFAOYSA-N 0.000 description 8
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 8
- GLQWRXYOTXRDNH-UHFFFAOYSA-N thiophen-2-amine Chemical class NC1=CC=CS1 GLQWRXYOTXRDNH-UHFFFAOYSA-N 0.000 description 8
- CFPFMAGBHTVLCZ-UHFFFAOYSA-N (4-chlorophenoxy)boronic acid Chemical compound OB(O)OC1=CC=C(Cl)C=C1 CFPFMAGBHTVLCZ-UHFFFAOYSA-N 0.000 description 7
- 244000046052 Phaseolus vulgaris Species 0.000 description 7
- 239000000706 filtrate Substances 0.000 description 7
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- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- TWEQNZZOOFKOER-UHFFFAOYSA-N methyl 3-aminothiophene-2-carboxylate Chemical compound COC(=O)C=1SC=CC=1N TWEQNZZOOFKOER-UHFFFAOYSA-N 0.000 description 1
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- 238000010979 pH adjustment Methods 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- XAMUDJHXFNRLCY-UHFFFAOYSA-N phenthoate Chemical compound CCOC(=O)C(SP(=S)(OC)OC)C1=CC=CC=C1 XAMUDJHXFNRLCY-UHFFFAOYSA-N 0.000 description 1
- HXITXNWTGFUOAU-UHFFFAOYSA-N phenylboronic acid Chemical compound OB(O)C1=CC=CC=C1 HXITXNWTGFUOAU-UHFFFAOYSA-N 0.000 description 1
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- 230000001766 physiological effect Effects 0.000 description 1
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- TVLSRXXIMLFWEO-UHFFFAOYSA-N prochloraz Chemical compound C1=CN=CN1C(=O)N(CCC)CCOC1=C(Cl)C=C(Cl)C=C1Cl TVLSRXXIMLFWEO-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000006308 propyl amino group Chemical group 0.000 description 1
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- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
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- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
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- 230000001954 sterilising effect Effects 0.000 description 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- DYHSDKLCOJIUFX-UHFFFAOYSA-N tert-butoxycarbonyl anhydride Chemical compound CC(C)(C)OC(=O)OC(=O)OC(C)(C)C DYHSDKLCOJIUFX-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YZJBDZNGWJZZGE-UHFFFAOYSA-N tert-butyl n-(2-acetylthiophen-3-yl)carbamate Chemical compound CC(=O)C=1SC=CC=1NC(=O)OC(C)(C)C YZJBDZNGWJZZGE-UHFFFAOYSA-N 0.000 description 1
- RAOIDOHSFRTOEL-UHFFFAOYSA-N tetrahydrothiophene Chemical compound C1CCSC1 RAOIDOHSFRTOEL-UHFFFAOYSA-N 0.000 description 1
- RMVRSNDYEFQCLF-UHFFFAOYSA-N thiophenol Chemical class SC1=CC=CC=C1 RMVRSNDYEFQCLF-UHFFFAOYSA-N 0.000 description 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
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
- C07D401/12—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
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- 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
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/30—Hetero atoms other than halogen
- C07D333/36—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/42—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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 with nitro or nitroso radicals directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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
- C07D333/42—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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 with nitro or nitroso radicals directly attached to ring carbon atoms
- C07D333/44—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur 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 with nitro or nitroso radicals directly attached to ring carbon atoms attached in position 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- C07D417/12—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 chain containing hetero atoms as chain links
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)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8560195 | 1995-04-11 | ||
| JP95-85601 | 1995-04-11 | ||
| JP34048095 | 1995-12-27 | ||
| JP95-340480 | 1995-12-27 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR960037674A KR960037674A (ko) | 1996-11-19 |
| KR100201426B1 true KR100201426B1 (ko) | 1999-06-15 |
Family
ID=26426611
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019960010708A Expired - Lifetime KR100201426B1 (ko) | 1995-04-11 | 1996-04-10 | 치환티오펜유도체 및 이것을 유효성분으로 하는 농원예용살균제 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US5747518A (https=) |
| EP (1) | EP0737682B1 (https=) |
| KR (1) | KR100201426B1 (https=) |
| CN (1) | CN1061657C (https=) |
| CA (1) | CA2173788C (https=) |
| DE (1) | DE69618370T2 (https=) |
| ES (1) | ES2169773T3 (https=) |
| FR (1) | FR15C0038I2 (https=) |
Families Citing this family (88)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5869427A (en) * | 1996-06-11 | 1999-02-09 | Mitsui Chemicals, Inc. | Substituted thiophene derivative and plant disease control agent comprising the same as active ingredient |
| HU228367B1 (en) * | 1997-10-14 | 2013-03-28 | Monsanto Technology Llc | Synthesis of 3-carbomethoxy-4,5-dimethylthiophene |
| US5925622A (en) * | 1998-07-13 | 1999-07-20 | Romark Laboratories, L.C. | Synthesis of aryl glucuronide of 2-hydroxy-N- (5-nitro-2-thiazolyl) benzamide, and pharmaceutical compositions comprising same |
| GB9817548D0 (en) * | 1998-08-12 | 1998-10-07 | Novartis Ag | Organic compounds |
| IL134788A0 (en) * | 1999-03-16 | 2001-04-30 | Mitsui Chemicals Inc | A process for preparing 2-alkyl-3-aminothiophene derivatives |
| DE19924668A1 (de) * | 1999-05-28 | 2000-11-30 | Bayer Ag | Substituierte alpha-Phenyl-beta-Ketosulfone |
| GB9930750D0 (en) * | 1999-12-29 | 2000-02-16 | Novartis Ag | Organic compounds |
| GB0001447D0 (en) * | 2000-01-21 | 2000-03-08 | Novartis Ag | Organic compounds |
| US7105565B2 (en) | 2000-11-08 | 2006-09-12 | Syngenta Crop Protection, Inc. | Pyrrolcarboxamides and pyrrolcarbothioamides and their agrochemical uses |
| GB0101996D0 (en) | 2001-01-25 | 2001-03-14 | Syngenta Participations Ag | Organtic compounds |
| US6803379B2 (en) * | 2002-06-04 | 2004-10-12 | Jose A. Fernandez-Pol | Pharmacological agents and methods of treatment that inactivate pathogenic prokaryotic and eukaryotic cells and viruses by attacking highly conserved domains in structural metalloprotein and metalloenzyme targets |
| EP1524271A4 (en) * | 2002-07-24 | 2007-07-04 | Mitsui Chemicals Inc | PROCESS FOR THE PREPARATION OF 2-ALKYL-3-AMINOTHIOPHENE DERIVATIVES |
| GB0225554D0 (en) | 2002-11-01 | 2002-12-11 | Syngenta Participations Ag | Chemical compounds |
| US7180658B2 (en) * | 2003-02-21 | 2007-02-20 | Kla-Tencor Technologies Corporation | High performance catadioptric imaging system |
| US7696244B2 (en) * | 2003-05-16 | 2010-04-13 | The Regents Of The University Of California | Compounds having activity in increasing ion transport by mutant-CFTR and uses thereof |
| TWI281852B (en) | 2003-07-18 | 2007-06-01 | Mitsui Chemicals Inc | Fungicidal aqueous suspension formulation for foliage application |
| WO2005033079A1 (ja) * | 2003-09-30 | 2005-04-14 | Eisai Co., Ltd. | ヘテロ環化合物を含有する新規な抗真菌剤 |
| DE10347090A1 (de) | 2003-10-10 | 2005-05-04 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| GB0324653D0 (en) * | 2003-10-22 | 2003-11-26 | Syngenta Participations Ag | Fungicides |
| DE10349501A1 (de) | 2003-10-23 | 2005-05-25 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| IN2004DE01799A (https=) | 2003-10-23 | 2007-01-12 | Bayer Cropscience Ag | |
| MXPA06004308A (es) * | 2003-10-23 | 2006-06-05 | Bayer Cropscience Ag | Isopentilcarboxanilidas para la lucha contra los microorganismos indeseables. |
| DE102004005317A1 (de) * | 2003-12-18 | 2005-07-21 | Bayer Cropscience Ag | Optisch aktive Carboxamide |
| KR20060126713A (ko) * | 2003-12-18 | 2006-12-08 | 바이엘 크롭사이언스 아게 | 광학적 활성 카복사미드 및 원치않는 미생물을 구제하기위한 그의 용도 |
| DE102004005785A1 (de) | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | 2-Halogenfuryl/thienyl-3-carboxamide |
| DE102004005787A1 (de) | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | Carboxamide |
| DE102004005786A1 (de) | 2004-02-06 | 2005-08-25 | Bayer Cropscience Ag | Haloalkylcarboxamide |
| US20050241110A1 (en) * | 2004-04-09 | 2005-11-03 | Bruce Baker | Ergonomic handles, especially for garden tools |
| DE102004029972A1 (de) * | 2004-06-21 | 2006-01-05 | Bayer Cropscience Ag | Beizmittel zur Bekämpfung von phytopathogenen Pilzen |
| ZA200702378B (en) * | 2004-09-27 | 2008-08-27 | Du Pont | Fungicidal mixtures of thlophene derivative |
| DE102004049761A1 (de) | 2004-10-12 | 2006-04-13 | Bayer Cropscience Ag | Fungizide Wirkstoffkombinationen |
| AU2006211239B2 (en) * | 2005-02-04 | 2011-04-07 | Mitsui Chemicals, Inc. | Composition for preventing plant diseases and method for preventing the diseases |
| EP1864980A4 (en) * | 2005-03-30 | 2010-08-18 | Eisai R&D Man Co Ltd | A PYRIDINE DERIVATIVE ANTIPILIC AGENT |
| DE102005015677A1 (de) * | 2005-04-06 | 2006-10-12 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| GB0507123D0 (en) * | 2005-04-08 | 2005-05-11 | Isis Innovation | Method |
| DE102005025989A1 (de) * | 2005-06-07 | 2007-01-11 | Bayer Cropscience Ag | Carboxamide |
| EA201270781A1 (ru) | 2005-06-09 | 2013-09-30 | Байер Кропсайенс Аг | Комбинации биологически активных веществ |
| DE102005026482A1 (de) | 2005-06-09 | 2006-12-14 | Bayer Cropscience Ag | Wirkstoffkombinationen |
| DE102005035300A1 (de) * | 2005-07-28 | 2007-02-01 | Bayer Cropscience Ag | Synergistische fungizide Wirkstoffkombinationen |
| TWI385169B (zh) * | 2005-10-31 | 2013-02-11 | Eisai R&D Man Co Ltd | 經雜環取代之吡啶衍生物及含有彼之抗真菌劑 |
| WO2007052479A1 (ja) * | 2005-11-04 | 2007-05-10 | Ngk Insulators, Ltd. | ハニカム構造体及びハニカム触媒体 |
| DE102005060464A1 (de) * | 2005-12-17 | 2007-06-28 | Bayer Cropscience Ag | Pyrazolylcarboxamide |
| MX2008013408A (es) * | 2006-04-17 | 2008-11-12 | Mitsui Chemicals Inc | Derivado de 2-alquenil-3-aminotiofeno y proceso para producir el mismo. |
| WO2007128428A2 (en) * | 2006-04-28 | 2007-11-15 | Syngenta Participations Ag | Fungicidal compositions comprising penthiopyrad and cyproconazole |
| EP1856978A1 (en) * | 2006-04-28 | 2007-11-21 | Syngenta Participations AG | Fungicidal compositions comprising Penthiopyrad and Cyproconazole |
| DE102006023263A1 (de) * | 2006-05-18 | 2007-11-22 | Bayer Cropscience Ag | Synergistische Wirkstoffkombinationen |
| EP2065377B1 (en) * | 2006-09-21 | 2011-11-23 | Eisai R&D Management Co., Ltd. | Pyridine derivative substituted by heteroaryl ring, and antifungal agent comprising the same |
| JP2008120710A (ja) | 2006-11-10 | 2008-05-29 | Mitsui Chemicals Inc | ２−アルキル−３−アミノチオフェン誘導体の製造方法 |
| CL2007003329A1 (es) * | 2006-11-21 | 2008-03-24 | Mitsui Chemicals Inc | Composicion para el control del dano producido por insectos y enfermedades en plantas que comprende un compuesto de pentiopirad y al menos un compuesto fungicida distinto de pentiopirad; metodo de control de enfermedad de planta que comprende aplicar |
| TW200841879A (en) * | 2007-04-27 | 2008-11-01 | Eisai R&D Man Co Ltd | Pyridine derivatives substituted by heterocyclic ring and phosphonoamino group, and anti-fungal agent containing same |
| WO2008136279A1 (ja) * | 2007-04-27 | 2008-11-13 | Eisai R & D Management Co., Ltd. | ヘテロ環置換ピリジン誘導体の塩またはその結晶 |
| DE102007045920B4 (de) | 2007-09-26 | 2018-07-05 | Bayer Intellectual Property Gmbh | Synergistische Wirkstoffkombinationen |
| US8513287B2 (en) | 2007-12-27 | 2013-08-20 | Eisai R&D Management Co., Ltd. | Heterocyclic ring and phosphonoxymethyl group substituted pyridine derivatives and antifungal agent containing same |
| WO2009098218A2 (en) * | 2008-02-05 | 2009-08-13 | Basf Se | Plant health composition |
| JP2011511033A (ja) | 2008-02-05 | 2011-04-07 | ビーエーエスエフ ソシエタス・ヨーロピア | 植物体健康組成物 |
| CA2729618C (en) * | 2008-07-03 | 2016-05-31 | Ishihara Sangyo Kaisha, Ltd. | Fungicidal composition and method for controlling plant diseases |
| US8188119B2 (en) * | 2008-10-24 | 2012-05-29 | Eisai R&D Management Co., Ltd | Pyridine derivatives substituted with heterocyclic ring and γ-glutamylamino group, and antifungal agents containing same |
| US8637678B2 (en) | 2008-12-24 | 2014-01-28 | Syngenta Limited | Methods for the preparation of aryl amides |
| EA021083B1 (ru) | 2009-01-30 | 2015-04-30 | Байер Кропсайенс Аг | Флуопирам для контроля первичных инфекций настоящей мучнистой росы |
| PT2395836E (pt) | 2009-02-13 | 2015-02-25 | Bayer Cropscience Ag | Utilização de fluopiram para prolongar o prazo de validade de frutas e legumes |
| MX2011009732A (es) | 2009-03-25 | 2011-09-29 | Bayer Cropscience Ag | Combinaciones de principios activos sinergicas. |
| EP2255626A1 (de) | 2009-05-27 | 2010-12-01 | Bayer CropScience AG | Verwendung von Succinat Dehydrogenase Inhibitoren zur Steigerung der Resistenz von Pflanzen oder Pflanzenteilen gegenüber abiotischem Stress |
| EP2272346A1 (de) | 2009-07-08 | 2011-01-12 | LANXESS Deutschland GmbH | Penthiopyrad für den Holzschutz |
| KR20120051015A (ko) | 2009-07-16 | 2012-05-21 | 바이엘 크롭사이언스 아게 | 페닐 트리아졸을 함유하는 상승적 활성 물질 배합물 |
| EP2301350A1 (en) | 2009-09-16 | 2011-03-30 | Bayer CropScience AG | Use of succinate dehydrogenase inhibitors for increasing the content of desired ingredients in crops |
| US8748342B2 (en) | 2009-12-08 | 2014-06-10 | Basf Se | Pesticidal mixtures |
| NZ600886A (en) | 2009-12-08 | 2013-06-28 | Basf Se | An agrochemical pesticidal mixture for increasing the yield and health of a plant |
| EP2353387A1 (de) | 2010-02-05 | 2011-08-10 | Bayer CropScience AG | Verwendung von Succinat-Dehydrogenase (SDH)-Inhibitoren in der Behandlung von Pflanzenarten der Familie der Süßgräser |
| EP2377397A1 (de) | 2010-04-14 | 2011-10-19 | Bayer CropScience AG | Verwendung fungizider Wirkstoffe zur Kontrolle von Mykosen an Palmengewächsen |
| ES2567266T3 (es) | 2010-05-28 | 2016-04-21 | Basf Se | Mezclas de pesticidas |
| CN103237449A (zh) | 2010-07-26 | 2013-08-07 | 拜耳知识产权有限责任公司 | 琥珀酸脱氢酶抑制剂和/或呼吸链复合物iii抑制剂用于改善有害与有益微生物比例的用途 |
| US20130231303A1 (en) * | 2010-11-15 | 2013-09-05 | Bayer Intellectual Property Gmbh | 5-halogenopyrazole(thio)carboxamides |
| CA2827304C (en) | 2011-02-17 | 2018-11-13 | Bayer Intellectual Property Gmbh | Use of sdhi fungicides on conventionally bred asr-tolerant, stem canker resistant and/or frog-eye leaf spot resistant soybean varieties |
| BR112013021019A2 (pt) | 2011-02-17 | 2019-02-26 | Bayer Ip Gmbh | uso de fungicidas sdhi em variedades de soja cultivadas de forma convencional com tolerância à ferrugem asiática da soja (asr), resistentes ao cancro da haste e/ou à mancha foliar olho-de-rã |
| DK2903440T3 (en) * | 2012-10-02 | 2017-12-11 | Bayer Cropscience Ag | THETEROCYCLIC COMPOUNDS AS PESTICIDES |
| NZ708588A (en) | 2012-11-19 | 2019-03-29 | Arch Wood Protection Inc | Succinate dehydrogenase inhibitor containing compositions |
| WO2014083088A2 (en) | 2012-11-30 | 2014-06-05 | Bayer Cropscience Ag | Binary fungicidal mixtures |
| TWI614242B (zh) * | 2013-01-31 | 2018-02-11 | 住友化學股份有限公司 | 有害生物防治組成物及有害生物之防治方法 |
| CN103333164B (zh) * | 2013-06-14 | 2018-06-15 | 南开大学 | 吡噻菌胺类似衍生物的制备及应用研究 |
| CA2917262A1 (en) | 2013-07-02 | 2015-01-08 | Syngenta Participations Ag | Pesticidally active bi- or tricyclic heterocycles with sulfur containing substituents |
| CN103450179B (zh) * | 2013-09-10 | 2015-08-19 | 湖南科技大学 | N-(1,3,4-噻二唑基)噻唑甲酰胺类化合物及其用途 |
| EP2873668A1 (en) | 2013-11-13 | 2015-05-20 | Syngenta Participations AG. | Pesticidally active bicyclic heterocycles with sulphur containing substituents |
| CN105829324B (zh) | 2013-12-20 | 2018-12-14 | 先正达参股股份有限公司 | 具有含硫取代基的杀有害生物活性经取代的5,5-二环杂环 |
| ITMI20132201A1 (it) | 2013-12-23 | 2015-06-24 | Isagro Spa | Processo per la sintesi regioselettiva di pirazoli |
| WO2015155713A1 (en) | 2014-04-09 | 2015-10-15 | Isagro S.P.A. | Process for the regioselective synthesis of 1,3, 4 -substituted pyrazoles |
| EP2910126A1 (en) | 2015-05-05 | 2015-08-26 | Bayer CropScience AG | Active compound combinations having insecticidal properties |
| EP3677572B1 (en) | 2017-08-28 | 2023-06-07 | Japan Finechem Company, Inc. | Production method for pyrazole-4-carboxamide derivative |
| CN110724136B (zh) * | 2018-07-17 | 2023-02-17 | 沈阳中化农药化工研发有限公司 | 酰胺类化合物及其制备方法和应用 |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3823161A (en) * | 1970-05-07 | 1974-07-09 | Exxon Research Engineering Co | Aminothiophene derivatives |
| PH15570A (en) * | 1976-05-14 | 1983-02-17 | Upjohn Co | Pyrazole amides and thioamides |
| DE2817449A1 (de) * | 1978-04-21 | 1979-10-31 | Bayer Ag | Mittel zur regulierung des pflanzenwachstums |
| AU553831B2 (en) * | 1982-03-04 | 1986-07-31 | Nippon Kayaku Kabushiki Kaisha | N,n-disubstituted azolecarboxamides |
| DE3331874A1 (de) * | 1982-09-13 | 1984-04-05 | Sandoz-Patent-GmbH, 7850 Lörrach | Neue thiophenderivate |
| IT1196390B (it) * | 1984-12-28 | 1988-11-16 | Consiglio Nazionale Ricerche | Uso di derivati del tiofene nel trattamento dei tumori,composizioni farmaceutiche che li contengono e composti atti allo scopo |
| GB8609452D0 (en) * | 1986-04-17 | 1986-05-21 | Ici Plc | Fungicides |
| AU606089B2 (en) * | 1986-11-06 | 1991-01-31 | Nissan Chemical Industries Ltd. | Substituted-amido derivatives, method for preparation of the same and phytopathogenic fungicides containing the same |
| CA2013006A1 (en) * | 1989-03-24 | 1990-09-24 | Marc E. Key | Reagent complex for immunoassay |
| IL103614A (en) * | 1991-11-22 | 1998-09-24 | Basf Ag | Carboxamides for controlling botrytis and certain novel such compounds |
| DE4231517A1 (de) * | 1992-09-21 | 1994-03-24 | Basf Ag | Carbonsäureanilide, Verfahren zu ihrer Herstellung und sie enthaltende Mittel zur Bekämpfung von Schadpilzen |
| US5514643A (en) * | 1993-08-16 | 1996-05-07 | Lucky Ltd. | 2-aminothiazolecarboxamide derivatives, processes for preparing the same and use thereof for controlling phytopathogenic organisms |
-
1996
- 1996-04-03 ES ES96105345T patent/ES2169773T3/es not_active Expired - Lifetime
- 1996-04-03 US US08/627,929 patent/US5747518A/en not_active Expired - Lifetime
- 1996-04-03 DE DE69618370T patent/DE69618370T2/de not_active Expired - Lifetime
- 1996-04-03 EP EP96105345A patent/EP0737682B1/en not_active Expired - Lifetime
- 1996-04-10 CA CA002173788A patent/CA2173788C/en not_active Expired - Lifetime
- 1996-04-10 KR KR1019960010708A patent/KR100201426B1/ko not_active Expired - Lifetime
- 1996-04-11 CN CN96108007A patent/CN1061657C/zh not_active Expired - Lifetime
-
2015
- 2015-05-26 FR FR15C0038C patent/FR15C0038I2/fr active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN1061657C (zh) | 2001-02-07 |
| DE69618370D1 (de) | 2002-02-14 |
| CN1146993A (zh) | 1997-04-09 |
| FR15C0038I2 (fr) | 2016-03-11 |
| CA2173788C (en) | 2000-11-28 |
| KR960037674A (ko) | 1996-11-19 |
| EP0737682A1 (en) | 1996-10-16 |
| US5747518A (en) | 1998-05-05 |
| ES2169773T3 (es) | 2002-07-16 |
| DE69618370T2 (de) | 2002-09-26 |
| FR15C0038I1 (https=) | 2015-03-07 |
| CA2173788A1 (en) | 1996-10-12 |
| EP0737682B1 (en) | 2002-01-09 |
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