GB1101149A - Benzimidazoles and process for their preparation - Google Patents
Benzimidazoles and process for their preparationInfo
- Publication number
- GB1101149A GB1101149A GB51657/65A GB5165765A GB1101149A GB 1101149 A GB1101149 A GB 1101149A GB 51657/65 A GB51657/65 A GB 51657/65A GB 5165765 A GB5165765 A GB 5165765A GB 1101149 A GB1101149 A GB 1101149A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzimidazoles
- prepared
- hydroxy
- chloro
- compound
- 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 5
- 150000001875 compounds Chemical class 0.000 abstract 7
- 150000001204 N-oxides Chemical class 0.000 abstract 3
- -1 pyridoyl Chemical group 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- YMVFJGSXZNNUDW-UHFFFAOYSA-N (4-chlorophenyl)methanamine Chemical compound NCC1=CC=C(Cl)C=C1 YMVFJGSXZNNUDW-UHFFFAOYSA-N 0.000 abstract 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 abstract 1
- BFCFYVKQTRLZHA-UHFFFAOYSA-N 1-chloro-2-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1Cl BFCFYVKQTRLZHA-UHFFFAOYSA-N 0.000 abstract 1
- MVXMDWWPPYZUGR-UHFFFAOYSA-N 1-hydroxy-2-phenylbenzimidazole Chemical compound N=1C2=CC=CC=C2N(O)C=1C1=CC=CC=C1 MVXMDWWPPYZUGR-UHFFFAOYSA-N 0.000 abstract 1
- IRSPCJLMPFDMGD-UHFFFAOYSA-N 1-hydroxybenzimidazole Chemical class C1=CC=C2N(O)C=NC2=C1 IRSPCJLMPFDMGD-UHFFFAOYSA-N 0.000 abstract 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 abstract 1
- DBVFYQQNNLTVEY-UHFFFAOYSA-N N-(2-phenylbenzimidazol-1-yl)oxyacetamide Chemical compound CC(=O)NON1C2=CC=CC=C2N=C1C3=CC=CC=C3 DBVFYQQNNLTVEY-UHFFFAOYSA-N 0.000 abstract 1
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical group O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000005530 alkylenedioxy group Chemical group 0.000 abstract 1
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical group [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 125000004663 dialkyl amino group Chemical group 0.000 abstract 1
- PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 229910052987 metal hydride Inorganic materials 0.000 abstract 1
- 150000004681 metal hydrides Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000003158 myorelaxant agent Substances 0.000 abstract 1
- SZZVWACUPHPHBD-UHFFFAOYSA-N n-[(4-chlorophenyl)methyl]-2-nitroaniline Chemical compound [O-][N+](=O)C1=CC=CC=C1NCC1=CC=C(Cl)C=C1 SZZVWACUPHPHBD-UHFFFAOYSA-N 0.000 abstract 1
- LTSBSRAZIKXNMH-UHFFFAOYSA-N n-benzyl-4-chloro-2-nitroaniline Chemical compound [O-][N+](=O)C1=CC(Cl)=CC=C1NCC1=CC=CC=C1 LTSBSRAZIKXNMH-UHFFFAOYSA-N 0.000 abstract 1
- QNBUOSQMMPVAOB-UHFFFAOYSA-N n-benzyl-5-chloro-2-nitroaniline Chemical compound [O-][N+](=O)C1=CC=C(Cl)C=C1NCC1=CC=CC=C1 QNBUOSQMMPVAOB-UHFFFAOYSA-N 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001453 quaternary ammonium group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000000467 secondary amino group Chemical group [H]N([*:1])[*:2] 0.000 abstract 1
- 229940125706 skeletal muscle relaxant agent Drugs 0.000 abstract 1
- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 125000001302 tertiary amino group Chemical group 0.000 abstract 1
- 125000005425 toluyl group Chemical group 0.000 abstract 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- 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
- C07D235/22—Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms directly attached to ring nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1751667A GB1101150A (en) | 1964-12-07 | 1965-12-06 | N-hydroxy-benzimidazoles and process for their preparation |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41664764A | 1964-12-07 | 1964-12-07 | |
| US484433A US3300505A (en) | 1964-12-07 | 1965-09-01 | Ether-2-r-substituted benzimidazoles and derivatives and acid addition salts thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1101149A true GB1101149A (en) | 1968-01-31 |
Family
ID=27023435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB51657/65A Expired GB1101149A (en) | 1964-12-07 | 1965-12-06 | Benzimidazoles and process for their preparation |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3300505A (https=) |
| AT (3) | AT256100B (https=) |
| BE (1) | BE673339A (https=) |
| CH (1) | CH480346A (https=) |
| DE (1) | DE1545718A1 (https=) |
| ES (1) | ES320424A1 (https=) |
| FR (1) | FR1481945A (https=) |
| GB (1) | GB1101149A (https=) |
| NL (1) | NL6515833A (https=) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3449498A (en) * | 1965-11-18 | 1969-06-10 | Ciba Geigy Corp | Analgesic compositions of a 4-aminoal-kylamino-quinazoline and 1-amino-alkoxybenzimidazole |
| GB1141936A (en) * | 1966-03-26 | 1969-02-05 | Shionogi & Co | Improvements in or relating to benzimidazole derivatives |
| US7405235B2 (en) * | 2001-05-04 | 2008-07-29 | Paratek Pharmaceuticals, Inc. | Transcription factor modulating compounds and methods of use thereof |
| WO2004041209A2 (en) * | 2002-11-01 | 2004-05-21 | Paratek Pharmaceuticals, Inc. | Transcription factor modulating compounds and methods of use thereof |
| EP1742637A4 (en) | 2004-04-23 | 2011-06-08 | Paratek Pharm Innc | TRANSCRIPTION FACTOR MODULATION COMPOUNDS AND METHODS OF USE |
| CA2656157A1 (en) * | 2006-06-23 | 2008-10-30 | Paratek Pharmaceuticals, Inc. | Transcription factor modulating compounds and methods of use thereof |
| CA2681813A1 (en) * | 2007-03-27 | 2009-01-08 | Paratek Pharmaceuticals, Inc. | Transcription factor modulating compounds and methods of use thereof |
| US20110059962A1 (en) * | 2009-04-22 | 2011-03-10 | Alekshun Michael N | Transcription factor modulating compounds and methods of use thereof |
| US8273764B2 (en) * | 2009-04-28 | 2012-09-25 | Sumitomo Chemical Company, Limited | Fused heterocyclic compounds and use thereof |
-
1965
- 1965-09-01 US US484433A patent/US3300505A/en not_active Expired - Lifetime
- 1965-12-02 CH CH1661965A patent/CH480346A/de not_active IP Right Cessation
- 1965-12-03 FR FR40811A patent/FR1481945A/fr not_active Expired
- 1965-12-06 BE BE673339A patent/BE673339A/xx unknown
- 1965-12-06 ES ES0320424A patent/ES320424A1/es not_active Expired
- 1965-12-06 AT AT1094165A patent/AT256100B/de active
- 1965-12-06 GB GB51657/65A patent/GB1101149A/en not_active Expired
- 1965-12-06 AT AT363666A patent/AT257592B/de active
- 1965-12-06 AT AT363566A patent/AT257591B/de active
- 1965-12-06 NL NL6515833A patent/NL6515833A/xx unknown
- 1965-12-07 DE DE19651545718 patent/DE1545718A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| BE673339A (https=) | 1966-06-06 |
| FR1481945A (fr) | 1967-05-26 |
| DE1545718A1 (de) | 1969-07-10 |
| AT257591B (de) | 1967-10-10 |
| NL6515833A (https=) | 1966-06-08 |
| US3300505A (en) | 1967-01-24 |
| AT256100B (de) | 1967-08-10 |
| ES320424A1 (es) | 1966-10-16 |
| AT257592B (de) | 1967-10-10 |
| CH480346A (de) | 1969-10-31 |
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