CA2011087A1 - Use of trifluoromethylphenylazolylmethyloxiranes as crop protection agents - Google Patents
Use of trifluoromethylphenylazolylmethyloxiranes as crop protection agentsInfo
- Publication number
- CA2011087A1 CA2011087A1 CA2011087A CA2011087A CA2011087A1 CA 2011087 A1 CA2011087 A1 CA 2011087A1 CA 2011087 A CA2011087 A CA 2011087A CA 2011087 A CA2011087 A CA 2011087A CA 2011087 A1 CA2011087 A1 CA 2011087A1
- Authority
- CA
- Canada
- Prior art keywords
- trifluoromethylphenylazolylmethyloxiranes
- crop protection
- protection agents
- phenyl
- formula
- 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.)
- Granted
Links
- HZSZWTQBLZPSPM-UHFFFAOYSA-N 2-[[2-phenyl-3-(trifluoromethyl)oxiran-2-yl]methyl]-1h-pyrrole Chemical class FC(F)(F)C1OC1(C=1C=CC=CC=1)CC1=CC=CN1 HZSZWTQBLZPSPM-UHFFFAOYSA-N 0.000 title abstract 2
- 239000011814 protection agent Substances 0.000 title 1
- 150000003839 salts Chemical class 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000417 fungicide Substances 0.000 abstract 1
- 125000004438 haloalkoxy group Chemical group 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 150000002431 hydrogen Chemical group 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000002184 metal Chemical class 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- -1 nitro, phenyl Chemical group 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- C07D405/06—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 carbon chain containing only aliphatic 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/50—1,3-Diazoles; Hydrogenated 1,3-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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Epoxy Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
- Mushroom Cultivation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Trifluoromethylphenylazolylmethyloxiranes of the formula (see formula I) where R1 is hydrogen, halogen, nitro, phenyl, phenoxy, alkyl, alkoxy, haloalkyl, haloalkoxy and, furthermore, R1 together with the phenyl nucleus may also form naphthyl which is unsubstituted or substituted, n is an integer from 1 to 5, R2 is ortho- or para-trifluoromethyl, X i s CH or N, and the acid addition salts and metal salts thereof which are tolerated by plants, and fungicides containing these compounds.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3907729A DE3907729A1 (en) | 1989-03-10 | 1989-03-10 | TRIFLUORMETHYLPHENYLAZOLYLMETHYLOXIRANE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE AS A PLANT PROTECTANT |
| DEP3907729.2 | 1989-03-10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2011087A1 true CA2011087A1 (en) | 1990-09-10 |
| CA2011087C CA2011087C (en) | 2000-12-12 |
Family
ID=6375971
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002011087A Expired - Fee Related CA2011087C (en) | 1989-03-10 | 1990-02-26 | Use of trifluoromethylphenylazolylmethyloxiranes as crop protection agents |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0386557B1 (en) |
| JP (1) | JP2947287B2 (en) |
| KR (1) | KR900014370A (en) |
| AT (1) | ATE77086T1 (en) |
| AU (1) | AU621721B2 (en) |
| CA (1) | CA2011087C (en) |
| DE (2) | DE3907729A1 (en) |
| DK (1) | DK0386557T3 (en) |
| ES (1) | ES2036852T3 (en) |
| GR (1) | GR3005671T3 (en) |
| HU (1) | HU206434B (en) |
| IL (1) | IL93443A (en) |
| NZ (1) | NZ232844A (en) |
| ZA (1) | ZA901834B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7910614B2 (en) | 2006-07-25 | 2011-03-22 | Basf Se | Azolylmethyloxiranes, use thereof for controlling plant pathogenic fungi, and agents containing the same |
| US7994340B2 (en) | 2006-12-22 | 2011-08-09 | Basf Se | Azolylmethyloxiranes, their use for controlling phytopathogenic fungi, and compositions comprising them |
| US8236788B2 (en) | 2006-07-24 | 2012-08-07 | Basf Se | Azolylmethyloxiranes, use thereof for controlling plant pathogenic fungi, and agents containing the same |
| US8729272B2 (en) | 2010-03-16 | 2014-05-20 | Basf Se | Process using grignard reagents |
| CN109996796A (en) * | 2016-09-29 | 2019-07-09 | 拜耳作物科学股份公司 | The imidazolyl methyl epoxyethane derivative that 5- as fungicide replaces |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3805684A1 (en) * | 1988-02-24 | 1989-09-07 | Basf Ag | AZOLYLMETHYLCYCLOALKYLOXIRANE, THEIR PRODUCTION AND USE AS A PLANT PROTECTION PRODUCT |
| DE4028392A1 (en) * | 1990-09-07 | 1992-03-12 | Basf Ag | AZOLYL METHYLOXIRANES AND FUNGICIDES CONTAINING THEM |
| US20080245434A1 (en) | 2005-03-28 | 2008-10-09 | Motoshige Hibino | Composite Hose with a Corrugated Metal Tube and Method for Making the Same |
| CN101472918A (en) * | 2006-06-21 | 2009-07-01 | 巴斯夫欧洲公司 | Azolylmethyloxiranes, use thereof for controlling phytopathogenic fungi and compositions comprising the same |
| DE502007006249D1 (en) * | 2006-06-23 | 2011-02-24 | Basf Se | AZOLYLMETHYL OXIRANES, THEIR USE IN THE CONTROL OF PLANT PATHOGENIC MUSHROOMS AND THE MEDIUM CONTAINING THEY |
| US20100167924A1 (en) * | 2006-06-23 | 2010-07-01 | Basf Se | Azolylmethyloxiranes, Their Use for Controlling Phytopathogenic Fungi and Compositions Comprising Them |
| BRPI0713509A2 (en) * | 2006-07-05 | 2012-03-20 | Basf Se | compost, use of compost, crop protection composition, seed, and process to combat phytopathogenic fungi |
| EP2041122B1 (en) * | 2006-07-05 | 2009-11-25 | Basf Se | Azolylmethyloxiranes, their use for controlling phytopathogenic fungi and agents containing said compounds |
| EP2224812A2 (en) * | 2007-12-19 | 2010-09-08 | Basf Se | Azolylmethyloxiranes, use thereof and agents containing the same |
| KR20100093127A (en) * | 2007-12-19 | 2010-08-24 | 바스프 에스이 | Azolylmethyloxiranes, use thereof and agents containing the same |
| JP2011506543A (en) * | 2007-12-19 | 2011-03-03 | ビーエーエスエフ ソシエタス・ヨーロピア | Azolylmethyloxirane, its use and medicaments containing it |
| WO2011069912A1 (en) | 2009-12-07 | 2011-06-16 | Basf Se | Triazole compounds, use thereof and agents containing said compounds |
| WO2011069894A1 (en) | 2009-12-08 | 2011-06-16 | Basf Se | Triazole compounds, use thereof, and agents containing same |
| WO2011069916A1 (en) | 2009-12-08 | 2011-06-16 | Basf Se | Triazole compounds, use thereof as a fungicide, and agents comprising same |
| EP2621922A1 (en) | 2010-09-30 | 2013-08-07 | Basf Se | A process for the synthesis of thio-triazolo-group containing compounds |
| WO2012130823A1 (en) | 2011-03-30 | 2012-10-04 | Basf Se | Suspension concentrates |
| EP2782447A1 (en) | 2011-11-25 | 2014-10-01 | Bayer Intellectual Property GmbH | 2-iodo imidazole-derivatives |
| EP2746277A1 (en) * | 2012-12-19 | 2014-06-25 | Basf Se | Fungicidal imidazolyl and triazolyl compounds |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3218130A1 (en) * | 1982-05-14 | 1983-11-17 | Basf Ag, 6700 Ludwigshafen | AZOLYL METHYLOXIRANES, METHOD FOR THE PRODUCTION THEREOF AND FUNGICIDES CONTAINING THEM |
| DE3218129A1 (en) * | 1982-05-14 | 1983-11-17 | Basf Ag, 6700 Ludwigshafen | Azolylmethyloxiranes, their preparation and use as medicaments |
| DE3511411A1 (en) * | 1985-03-29 | 1986-10-02 | Basf Ag, 6700 Ludwigshafen | USE OF AZOLYLMETHYLOXIRANES TO COMBAT VIRAL DISEASES |
| DE3737888A1 (en) * | 1987-11-07 | 1989-05-18 | Basf Ag | PROCESS FOR INFLUENCING PLANT GROWTH THROUGH AZOLYL METHYLOXIRANE |
| DE3807951A1 (en) * | 1988-03-10 | 1989-09-21 | Basf Ag | FUNGICIDAL IMIDAZOLYL METHYLOXIRANE |
-
1989
- 1989-03-10 DE DE3907729A patent/DE3907729A1/en not_active Withdrawn
-
1990
- 1990-02-19 IL IL9344390A patent/IL93443A/en not_active IP Right Cessation
- 1990-02-24 DE DE9090103616T patent/DE59000151D1/en not_active Expired - Lifetime
- 1990-02-24 AT AT90103616T patent/ATE77086T1/en not_active IP Right Cessation
- 1990-02-24 DK DK90103616.0T patent/DK0386557T3/en active
- 1990-02-24 EP EP90103616A patent/EP0386557B1/en not_active Expired - Lifetime
- 1990-02-24 ES ES199090103616T patent/ES2036852T3/en not_active Expired - Lifetime
- 1990-02-26 CA CA002011087A patent/CA2011087C/en not_active Expired - Fee Related
- 1990-03-08 NZ NZ23284490A patent/NZ232844A/en unknown
- 1990-03-09 ZA ZA901834A patent/ZA901834B/en unknown
- 1990-03-09 AU AU51178/90A patent/AU621721B2/en not_active Ceased
- 1990-03-09 JP JP2056792A patent/JP2947287B2/en not_active Expired - Fee Related
- 1990-03-09 HU HU901383A patent/HU206434B/en not_active IP Right Cessation
- 1990-03-10 KR KR1019900003280A patent/KR900014370A/en not_active Ceased
-
1992
- 1992-09-10 GR GR920401997T patent/GR3005671T3/el unknown
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8236788B2 (en) | 2006-07-24 | 2012-08-07 | Basf Se | Azolylmethyloxiranes, use thereof for controlling plant pathogenic fungi, and agents containing the same |
| US7910614B2 (en) | 2006-07-25 | 2011-03-22 | Basf Se | Azolylmethyloxiranes, use thereof for controlling plant pathogenic fungi, and agents containing the same |
| US7994340B2 (en) | 2006-12-22 | 2011-08-09 | Basf Se | Azolylmethyloxiranes, their use for controlling phytopathogenic fungi, and compositions comprising them |
| US8729272B2 (en) | 2010-03-16 | 2014-05-20 | Basf Se | Process using grignard reagents |
| US9167817B2 (en) | 2010-03-16 | 2015-10-27 | Basf Se | Process using Grignard reagents |
| CN109996796A (en) * | 2016-09-29 | 2019-07-09 | 拜耳作物科学股份公司 | The imidazolyl methyl epoxyethane derivative that 5- as fungicide replaces |
Also Published As
| Publication number | Publication date |
|---|---|
| GR3005671T3 (en) | 1993-06-07 |
| ES2036852T3 (en) | 1993-06-01 |
| CA2011087C (en) | 2000-12-12 |
| EP0386557B1 (en) | 1992-06-10 |
| IL93443A0 (en) | 1990-11-29 |
| JP2947287B2 (en) | 1999-09-13 |
| DK0386557T3 (en) | 1992-07-27 |
| DE3907729A1 (en) | 1990-09-13 |
| AU5117890A (en) | 1990-09-13 |
| ZA901834B (en) | 1991-11-27 |
| EP0386557A1 (en) | 1990-09-12 |
| IL93443A (en) | 1994-05-30 |
| HUT53782A (en) | 1990-12-28 |
| NZ232844A (en) | 1994-07-26 |
| HU206434B (en) | 1992-11-30 |
| KR900014370A (en) | 1990-10-23 |
| DE59000151D1 (en) | 1992-07-16 |
| HU901383D0 (en) | 1990-05-28 |
| JPH02268182A (en) | 1990-11-01 |
| ATE77086T1 (en) | 1992-06-15 |
| AU621721B2 (en) | 1992-03-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |