Patent US4748240A successfully refreshed from Google Patents.
US4748240A
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Psychotropic bicyclic imides
Assignee: Wyeth LLC
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Filing: 1987-04-03
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Granted: 1988-05-31
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Expires: 2007-04-03
Abstract
Abstract Substituted imides of the following formula are antipsychotic, anxiolytic agents with very little extrapyramidal side effects: ##STR1## in which X is --O--, --S--, --SO--, --SO 2 --, --CR 3 R 4 --where R 3 and R 4 , independently, are hydrogen, alkyl of 1 to 4 carbon atoms or, taken together with the carbon atom to which they are attached, R 3 and R 4 form a cycloalkyl group of 3 to 5 carbon atoms; Y is alkylene of 1 to 3 carbon atoms or alkenylene of 2 to 3 carbon atoms; n is one of the integers 0 to 1; m is one of the integers 2, 3, 4 or 5; R is phenyl, halophenyl, trifluoromethylphenyl, alkoxyphenyl in which the alkoxy substituent contains 1 to 3 carbon atoms, 2-pyrimidinyl, halopyrimidin-2-yl, 2-pyrazinyl, halopyrazin-2-yl, 2-pyridinyl, cyanopyridin-2-yl, halopyridin-2-yl, quinolyl, or haloquinolyl; or a pharmaceutically acceptable salt thereof.
Inventors
- 👤 Gary P. Stack
- 👤 Magid A. Abou-Gharbia
- 👤 Edward J. Podlesny
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 00:09
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/22; A; A61; A61P; A61P25/00; A61P25/18; A61P25/26; C07D221/24; C07D513/00; C07D513/02; C07D513/08
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
93 words
A compound of the formula: ##STR6## in which X is --O--, --S--, --SO--, --SO 2 --, CR 3 R 4 -- where R 3 and R 4 , independently, are hydrogen, alkyl of 1 to 4 carbon atoms or, taken together with the carbon atom to which they are attached, R 3 and R 4 form a cycloalkyl group of 3 to 5 carbon atoms; Y is alkylene of 1 to 3 carbon atoms or alkenylene of 2 to 3 carbon atoms; m is one of the integers, 2, 3, 4, or 5;
Claim 2
Dependent Claim
93 words
A compound of the formula: ##STR6## in which X is --O--, --S--, --SO--, --SO 2 --, CR 3 R 4 -- where R 3 and R 4 , independently, are hydrogen, alkyl of 1 to 4 carbon atoms or, taken together with the carbon atom to which they are attached, R 3 and R 4 form a cycloalkyl group of 3 to 5 carbon atoms; Y is alkylene of 1 to 3 carbon atoms or alkenylene of 2 to 3 carbon atoms; m is one of the integers, 2, 3, 4, or 5;
Claim 3
Dependent Claim
28 words
n is one of the integers 0 or 1; and R is 2-pyrimidinyl, halopyrimidin-2-yl, 2-pyrazinyl, halopyrazin-2-yl, 2-pyridinyl, cyanopyridin-2-yl, halopyridin-2-yl, quinolyl, or haloquinolyl; or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
28 words
n is one of the integers 0 or 1; and R is 2-pyrimidinyl, halopyrimidin-2-yl, 2-pyrazinyl, halopyrazin-2-yl, 2-pyridinyl, cyanopyridin-2-yl, halopyridin-2-yl, quinolyl, or haloquinolyl; or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-3-azabicyclo[3.3.1]nonane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 6
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 7
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8-oxa-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8-thia-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 9
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-9-thia-3-azabicyclo[3.3.1]nonane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 10
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl-1-piperazinyl]butyl]-9-thia-3-azabicyclo[3.3.1]nonane-2,4-dione-9-oxide, or a pharmaceutically acceptable salt thereof.
Claim 11
Dependent Claim
14 words
A compound of claim 1 which is 2-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-3-azabicyclo[3.3.1]nonane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 12
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 13
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-quinolyl)-1-piperazinyl]butyl]-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 14
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-8-oxa-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 15
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-9-oxa-3-azabicyclo[3.3.1]nonane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 16
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-9-thia-3-azabicyclo[3.3.1]nonane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 17
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-9-oxa-3-azabicyclo[3.3.1]nonane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 18
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrazinyl)-1-piperazinyl]butyl]-3-azabicyclo[3.3.1]nonane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 19
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(6-chloro-2-pyrazinyl)-1-piperazinyl]butyl]-8,8-dimethyl-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 20
Dependent Claim
14 words
A compound of claim 1 which is 3-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8,8-dimethyl-3-azabicyclo[3.2.1]octane-2,4-dione, or a pharmaceutically acceptable salt thereof.
Claim 21
Dependent Claim
14 words
A compound of claim 1 which is 8-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-8-azabicyclo[4.3.1]dec-3-ene-7,9-dione, or a pharmaceutically acceptable salt thereof.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1991-05-31 | 1991-11-30 | 1992-05-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-05-31 | 1995-11-30 | 1996-05-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-05-31 | 1999-11-30 | 2000-05-31 | $7700.00 | Window Closed / Lapsed |