GB1144620A - 2-perfluoralkyl benzimidazoles and their use as insecticides - Google Patents
2-perfluoralkyl benzimidazoles and their use as insecticidesInfo
- Publication number
- GB1144620A GB1144620A GB47324/68A GB4732468A GB1144620A GB 1144620 A GB1144620 A GB 1144620A GB 47324/68 A GB47324/68 A GB 47324/68A GB 4732468 A GB4732468 A GB 4732468A GB 1144620 A GB1144620 A GB 1144620A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzimidazole
- trifluoromethyl
- trifluoromethyl benzimidazole
- bromo
- chloro
- 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
Links
- 150000001556 benzimidazoles Chemical class 0.000 title abstract 2
- 239000002917 insecticide Substances 0.000 title 1
- 150000003839 salts Chemical class 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000002184 metal Substances 0.000 abstract 3
- 229910052751 metal Inorganic materials 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 abstract 1
- MXFMPTXDHSDMTI-UHFFFAOYSA-N 2-(trifluoromethyl)-1h-benzimidazole Chemical class C1=CC=C2NC(C(F)(F)F)=NC2=C1 MXFMPTXDHSDMTI-UHFFFAOYSA-N 0.000 abstract 1
- AGSFSCDYZMGUGS-UHFFFAOYSA-N 4,5,6,7-tetrabromo-2-(trifluoromethyl)-1h-benzimidazole Chemical compound BrC1=C(Br)C(Br)=C2NC(C(F)(F)F)=NC2=C1Br AGSFSCDYZMGUGS-UHFFFAOYSA-N 0.000 abstract 1
- CHZJVQDAPMZVIA-UHFFFAOYSA-N 4,5,7-tribromo-6-chloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound BrC1=C(Cl)C(Br)=C2NC(C(F)(F)F)=NC2=C1Br CHZJVQDAPMZVIA-UHFFFAOYSA-N 0.000 abstract 1
- YSHGDPHOIXCXIN-UHFFFAOYSA-N 4,5,7-tribromo-6-fluoro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound FC1=C(Br)C(Br)=C2N=C(C(F)(F)F)NC2=C1Br YSHGDPHOIXCXIN-UHFFFAOYSA-N 0.000 abstract 1
- NJSKGSOZKZRINK-UHFFFAOYSA-N 4,5,7-trichloro-6-fluoro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound FC1=C(Cl)C(Cl)=C2N=C(C(F)(F)F)NC2=C1Cl NJSKGSOZKZRINK-UHFFFAOYSA-N 0.000 abstract 1
- GYDGKROMMMZLQI-UHFFFAOYSA-N 4,6,7-tribromo-2-(trifluoromethyl)-1h-benzimidazole Chemical compound C1=C(Br)C(Br)=C2NC(C(F)(F)F)=NC2=C1Br GYDGKROMMMZLQI-UHFFFAOYSA-N 0.000 abstract 1
- FRJLBIMJFWZACZ-UHFFFAOYSA-N 4,6-diiodo-2-(trifluoromethyl)-1h-benzimidazole Chemical compound C1=C(I)C=C2NC(C(F)(F)F)=NC2=C1I FRJLBIMJFWZACZ-UHFFFAOYSA-N 0.000 abstract 1
- UPBVLAJEIPMLOG-UHFFFAOYSA-N 4,7-dibromo-6-chloro-2-(trifluoromethyl)-1H-benzimidazole Chemical compound BrC1=C(C=C(C=2N=C(NC21)C(F)(F)F)Br)Cl UPBVLAJEIPMLOG-UHFFFAOYSA-N 0.000 abstract 1
- MWSWJWXZVTVPEQ-UHFFFAOYSA-N 4-bromo-2-(trifluoromethyl)-1h-benzimidazole Chemical compound C1=CC=C2NC(C(F)(F)F)=NC2=C1Br MWSWJWXZVTVPEQ-UHFFFAOYSA-N 0.000 abstract 1
- LUKWKKYXNIHSRJ-UHFFFAOYSA-N 4-bromo-6-chloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound C1=C(Cl)C=C2NC(C(F)(F)F)=NC2=C1Br LUKWKKYXNIHSRJ-UHFFFAOYSA-N 0.000 abstract 1
- XHHVZQKTSKYLQH-UHFFFAOYSA-N 4-nitro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound [O-][N+](=O)C1=CC=CC2=C1N=C(C(F)(F)F)N2 XHHVZQKTSKYLQH-UHFFFAOYSA-N 0.000 abstract 1
- ZZDTWTUXVKLZAZ-UHFFFAOYSA-N 5,6,7-tribromo-4-chloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound BrC1=C(Br)C(Br)=C2NC(C(F)(F)F)=NC2=C1Cl ZZDTWTUXVKLZAZ-UHFFFAOYSA-N 0.000 abstract 1
- JCYBSTOMRNBAFK-UHFFFAOYSA-N 5,6-dibromo-4,7-dichloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound BrC1=C(Br)C(Cl)=C2NC(C(F)(F)F)=NC2=C1Cl JCYBSTOMRNBAFK-UHFFFAOYSA-N 0.000 abstract 1
- VYRZGLSGEVIAMJ-UHFFFAOYSA-N 5,7-dibromo-4,6-dichloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound BrC1=C(Cl)C(Br)=C2NC(C(F)(F)F)=NC2=C1Cl VYRZGLSGEVIAMJ-UHFFFAOYSA-N 0.000 abstract 1
- PHOKAXRUZIWZRP-UHFFFAOYSA-N 5-bromo-4,6,7-trichloro-2-(trifluoromethyl)-1H-benzimidazole Chemical compound BrC1=C(C2=C(N=C(N2)C(F)(F)F)C(=C1Cl)Cl)Cl PHOKAXRUZIWZRP-UHFFFAOYSA-N 0.000 abstract 1
- YFYACJUPYYEJMJ-UHFFFAOYSA-N 5-bromo-4-nitro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound [O-][N+](=O)C1=C(Br)C=CC2=C1N=C(C(F)(F)F)N2 YFYACJUPYYEJMJ-UHFFFAOYSA-N 0.000 abstract 1
- HZOJSIVIOZWJPG-UHFFFAOYSA-N 5-chloro-2,6-bis(trifluoromethyl)-1h-benzimidazole Chemical compound ClC1=C(C(F)(F)F)C=C2NC(C(F)(F)F)=NC2=C1 HZOJSIVIOZWJPG-UHFFFAOYSA-N 0.000 abstract 1
- DOLFLKHOXRDYEZ-UHFFFAOYSA-N 6,7-dibromo-4,5-dichloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound ClC1=C(Br)C(Br)=C2NC(C(F)(F)F)=NC2=C1Cl DOLFLKHOXRDYEZ-UHFFFAOYSA-N 0.000 abstract 1
- FKSDCMMCSWXZLS-UHFFFAOYSA-N 6-bromo-2-(trifluoromethyl)-1h-benzimidazole Chemical compound C1=C(Br)C=C2NC(C(F)(F)F)=NC2=C1 FKSDCMMCSWXZLS-UHFFFAOYSA-N 0.000 abstract 1
- AVFXGPGKCKKMBB-UHFFFAOYSA-N 6-bromo-4,5-dichloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound ClC1=C(Br)C=C2NC(C(F)(F)F)=NC2=C1Cl AVFXGPGKCKKMBB-UHFFFAOYSA-N 0.000 abstract 1
- GQUMVBCXDLOULU-UHFFFAOYSA-N 6-bromo-4-chloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound C1=C(Br)C=C2NC(C(F)(F)F)=NC2=C1Cl GQUMVBCXDLOULU-UHFFFAOYSA-N 0.000 abstract 1
- USUPLSWSXSTERT-UHFFFAOYSA-N 6-bromo-4-nitro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound [O-][N+](=O)C1=CC(Br)=CC2=C1N=C(C(F)(F)F)N2 USUPLSWSXSTERT-UHFFFAOYSA-N 0.000 abstract 1
- KMFHVMJKOGJJRE-UHFFFAOYSA-N 7-bromo-4,5,6-trichloro-2-(trifluoromethyl)-1h-benzimidazole Chemical compound ClC1=C(Cl)C(Br)=C2NC(C(F)(F)F)=NC2=C1Cl KMFHVMJKOGJJRE-UHFFFAOYSA-N 0.000 abstract 1
- 241000607479 Yersinia pestis Species 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 238000007429 general method Methods 0.000 abstract 1
- 150000002739 metals Chemical class 0.000 abstract 1
- 238000005649 metathesis reaction Methods 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M16/00—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
- D06M16/006—Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic with wool-protecting agents; with anti-moth agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/10—Radicals substituted by halogen atoms or nitro radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Microbiology (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7680/65A GB1145011A (en) | 1965-02-23 | 1965-02-23 | 2-perfluoroalkylbenzimidazoles and their use as insecticides |
| GB920865 | 1965-03-04 | ||
| GB2958665 | 1965-07-13 | ||
| GB3288465 | 1965-07-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1144620A true GB1144620A (en) | 1969-03-05 |
Family
ID=27447599
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7680/65A Expired GB1145011A (en) | 1965-02-23 | 1965-02-23 | 2-perfluoroalkylbenzimidazoles and their use as insecticides |
| GB47324/68A Expired GB1144620A (en) | 1965-02-23 | 1965-02-23 | 2-perfluoralkyl benzimidazoles and their use as insecticides |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7680/65A Expired GB1145011A (en) | 1965-02-23 | 1965-02-23 | 2-perfluoroalkylbenzimidazoles and their use as insecticides |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3542923A (en:Method) |
| BE (1) | BE676952A (en:Method) |
| BR (1) | BR6677145D0 (en:Method) |
| CH (2) | CH477816A (en:Method) |
| DE (1) | DE1670671A1 (en:Method) |
| DK (1) | DK119237B (en:Method) |
| ES (1) | ES323401A1 (en:Method) |
| FI (1) | FI42485B (en:Method) |
| FR (1) | FR1481098A (en:Method) |
| GB (2) | GB1145011A (en:Method) |
| IL (1) | IL25168A (en:Method) |
| NL (1) | NL6602316A (en:Method) |
| NO (1) | NO115792B (en:Method) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4122184A (en) * | 1973-09-14 | 1978-10-24 | Eli Lilly And Company | Benzimidazole insecticides |
| US4002623A (en) * | 1974-08-07 | 1977-01-11 | Pfizer Inc. | Anti-inflammatory 1-[3-(dialkylamino)propyl]-2-acylaminobenzimidazoles and 2-acylamino-3-[3-(dialkylamino)-propyl]imidazo[4,5-b]pyridines |
| US3980784A (en) * | 1974-12-02 | 1976-09-14 | Eli Lilly And Company | Control of animal parasites with benzimidazoles |
-
1965
- 1965-02-23 GB GB7680/65A patent/GB1145011A/en not_active Expired
- 1965-02-23 GB GB47324/68A patent/GB1144620A/en not_active Expired
-
1966
- 1966-02-14 BR BR177145/66A patent/BR6677145D0/pt unknown
- 1966-02-14 IL IL25168A patent/IL25168A/en unknown
- 1966-02-17 DE DE19661670671 patent/DE1670671A1/de active Pending
- 1966-02-18 NO NO161767A patent/NO115792B/no unknown
- 1966-02-18 FI FI0400/66A patent/FI42485B/fi active
- 1966-02-22 DK DK91366AA patent/DK119237B/da unknown
- 1966-02-22 FR FR50515A patent/FR1481098A/fr not_active Expired
- 1966-02-22 ES ES0323401A patent/ES323401A1/es not_active Expired
- 1966-02-23 BE BE676952D patent/BE676952A/xx unknown
- 1966-02-23 CH CH260766A patent/CH477816A/fr not_active IP Right Cessation
- 1966-02-23 NL NL6602316A patent/NL6602316A/xx unknown
- 1966-02-23 US US529248A patent/US3542923A/en not_active Expired - Lifetime
- 1966-02-23 CH CH773766A patent/CH467579A/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| FI42485B (en:Method) | 1970-04-30 |
| US3542923A (en) | 1970-11-24 |
| ES323401A1 (es) | 1967-02-01 |
| GB1145011A (en) | 1969-03-12 |
| NL6602316A (en:Method) | 1966-08-24 |
| BR6677145D0 (pt) | 1973-09-18 |
| CH260766A4 (en:Method) | 1969-05-30 |
| DE1670671A1 (de) | 1970-12-03 |
| FR1481098A (fr) | 1967-05-19 |
| BE676952A (en:Method) | 1966-08-23 |
| IL25168A (en) | 1970-02-19 |
| CH467579A (fr) | 1969-01-31 |
| DK119237B (da) | 1970-11-30 |
| NO115792B (en:Method) | 1968-12-02 |
| CH477816A (fr) | 1969-10-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| UA7012A1 (uk) | Гербіцідний засіб | |
| GB1232720A (en:Method) | ||
| ES375447A1 (es) | Procedimiento para la preparacion de nuevos i-fenoxi-2-hi- droxi-3 - alcohilaminopropanos racemicos u opticamente acti-vos. | |
| GB1144620A (en) | 2-perfluoralkyl benzimidazoles and their use as insecticides | |
| GB1339748A (en) | Pyrimidine derivatives | |
| AT330727B (de) | Wasserige dispersionen, die nichtionische oberflachenaktive mittel enthalten | |
| GB1294198A (en) | 2-amino-6-chloro-pyrimidines | |
| GB1301555A (en:Method) | ||
| GB1508601A (en) | Oxytetracycline solution | |
| FR3628M (fr) | Sulfates d'amylopectines, utiles comme inhibiteurs de pepsine et agents antiulcéreux. | |
| GB1313585A (en) | Fungicidally and fungistatically active thiocarbonates | |
| FR1195172A (fr) | Inhibiteur de corrosion pour solutions aqueuses notamment d'antigels | |
| GB1294768A (en) | 2-PHENYLAMINO-Delta<1>-PYRROLINES AND THEIR USE AS ACARICIDES | |
| GB1336609A (en) | Antismoking preparation | |
| GB1147183A (en) | Substituted 2-trifluoromethyl benzimidazoles and their use as herbicides | |
| GB1306740A (en) | Synergistic biocidal compositions | |
| GB1192593A (en) | Compositions of Copper (I) Cyanide and Alkali Metal Salts, and Agents containing same for Combating Aquatic Insects | |
| FR2083522A1 (en) | Wood protecting compsn | |
| CH559212A5 (en) | N-(7-acylamidoceph-3-em-3-ylmethyl0-pyridinium-4-carboxylate complexes | |
| GB1221787A (en) | A fluorinated benzimidazole-insect sterilant | |
| GB988483A (en) | Quinoline derivative and preparation thereof | |
| GB1301748A (en:Method) | ||
| GB1345564A (en) | M-halo-alkenyloxy phenyl ureas their preparation and their use as selective herbicides | |
| GB1323469A (en) | Process for combating insects and representatives of the order acarina | |
| GB1240075A (en) | Insecticide |