GB1327691A - Phenyl cyclohexenylamines and the preparation thereof - Google Patents
Phenyl cyclohexenylamines and the preparation thereofInfo
- Publication number
- GB1327691A GB1327691A GB3451071A GB3451071A GB1327691A GB 1327691 A GB1327691 A GB 1327691A GB 3451071 A GB3451071 A GB 3451071A GB 3451071 A GB3451071 A GB 3451071A GB 1327691 A GB1327691 A GB 1327691A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- ring
- compounds
- formulμ
- substituted
- 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
- NMHAAZGGTJQEFL-UHFFFAOYSA-N n-(cyclohexen-1-yl)aniline Chemical class C1CCCC(NC=2C=CC=CC=2)=C1 NMHAAZGGTJQEFL-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052799 carbon Inorganic materials 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000006719 (C6-C10) aryl (C1-C6) alkyl group Chemical group 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000005115 alkyl carbamoyl group Chemical group 0.000 abstract 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 1
- 239000002220 antihypertensive agent Substances 0.000 abstract 1
- 125000003435 aroyl group Chemical group 0.000 abstract 1
- 125000004391 aryl sulfonyl group Chemical group 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 239000003874 central nervous system depressant Substances 0.000 abstract 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 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- TXTHKGMZDDTZFD-UHFFFAOYSA-N n-cyclohexylaniline Chemical class C1CCCCC1NC1=CC=CC=C1 TXTHKGMZDDTZFD-UHFFFAOYSA-N 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- -1 pyrrolidino, piperidino Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1327691 Phenylcyclohexylamines UPJOHN CO 22 July 1971 [31 Aug 1970] 34510/71 Heading C2C The invention comprises compounds of the formulµ where R is CH 3 , C 2 H 5 , F, Cl, Br, CF 3 or C 1-4 alkoxy, R<SP>1</SP> is H or C 1-4 alkyl; R<SP>2</SP> is H, C 1-4 alkyl, C 1-3 alkanoyl, C 1-3 alkylsulphonyl, C 6-10 arylsulphonyl, C 1-4 alkyl-carbamoyl, C 1-6 alkoxycarbonyl, ring-R-substituted C 7-11 aroyl, C 1-6 alkyl-, or bis-(ring-R-monosubstituted) C 6-10 aryl-C 1-6 alkyl, or R<SP>1</SP> and R<SP>2</SP> when taken together with -N< is an unsubstituted or substituted pyrrolidino, piperidino or hexamethylenimino radical, R<SP>4</SP> and R<SP>5</SP> are C 1-4 alkyl, one of the 3(4)- and 4(5) carbon linkages of the cyclohexane ring is a single bond and the other a double bond, and # is a generic expression denoting cis and trans stereoconfiguration and mixtures thereof, and their acid addition salts. The compounds may be obtained by the following processes Pharmaceutical compositions useful as central nervous system depressants and as hypotensive agents comprise compounds of the Formulµ 1, la or 1b together with a diluent in forms suitable for oral or parenteral administration.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US6857270A | 1970-08-31 | 1970-08-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1327691A true GB1327691A (en) | 1973-08-22 |
Family
ID=22083404
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3451071A Expired GB1327691A (en) | 1970-08-31 | 1971-07-22 | Phenyl cyclohexenylamines and the preparation thereof |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE772009A (en) |
| DE (1) | DE2142480A1 (en) |
| FR (1) | FR2103646B1 (en) |
| GB (1) | GB1327691A (en) |
| NL (1) | NL7111975A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0063793A3 (en) * | 1981-04-27 | 1983-01-19 | Hoechst-Roussel Pharmaceuticals Incorporated | (arylmethyl)aryl-amino-cyclohexanols, -cyclohexanes, -cyclohexenes and intermediates thereof, a process for preparing the same and their use as medicaments |
| US4975445A (en) * | 1989-12-06 | 1990-12-04 | Warner-Lambert Company | Substituted cyclohexenes as central nervous system agents |
| EP0982026A3 (en) * | 1998-08-18 | 2001-06-13 | F. Hoffmann-La Roche Ag | Use of aryl-cyclohexylamine derivatives in the manufacture of NMDA receptor blockers |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3965180A (en) * | 1971-11-01 | 1976-06-22 | The Upjohn Company | 4'-Fluoro-4-{[4-(phenyl)-4-alkoxy-cyclo-hexyl]amino}butyrophenones and the salts thereof |
-
1971
- 1971-07-22 GB GB3451071A patent/GB1327691A/en not_active Expired
- 1971-08-25 DE DE19712142480 patent/DE2142480A1/de active Pending
- 1971-08-30 FR FR7131381A patent/FR2103646B1/fr not_active Expired
- 1971-08-31 NL NL7111975A patent/NL7111975A/xx unknown
- 1971-08-31 BE BE772009A patent/BE772009A/en unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0063793A3 (en) * | 1981-04-27 | 1983-01-19 | Hoechst-Roussel Pharmaceuticals Incorporated | (arylmethyl)aryl-amino-cyclohexanols, -cyclohexanes, -cyclohexenes and intermediates thereof, a process for preparing the same and their use as medicaments |
| US4975445A (en) * | 1989-12-06 | 1990-12-04 | Warner-Lambert Company | Substituted cyclohexenes as central nervous system agents |
| EP0431579A3 (en) * | 1989-12-06 | 1991-12-11 | Warner-Lambert Company | Substituted cyclohexenes as central nervous system agents |
| EP0982026A3 (en) * | 1998-08-18 | 2001-06-13 | F. Hoffmann-La Roche Ag | Use of aryl-cyclohexylamine derivatives in the manufacture of NMDA receptor blockers |
Also Published As
| Publication number | Publication date |
|---|---|
| BE772009A (en) | 1972-02-29 |
| NL7111975A (en) | 1972-03-02 |
| DE2142480A1 (en) | 1972-03-09 |
| FR2103646A1 (en) | 1972-04-14 |
| FR2103646B1 (en) | 1975-02-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |