US4797406A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Amides and esters containing bridged piperidines and use as serotonin M antagonists
Assignee: Sandoz AG
•
Filing: 1986-06-16
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Granted: 1989-01-10
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Expires: 2006-06-16
Abstract
Abstract The dicarboxylic, heterocyclic and substituted benzoic acid alkylene bridged piperidyl amides and esters are serotonin M antagonists.
Inventors
- 👤 Brian P. Richardson
- 👤 Gunter Engel
- 👤 Rudolf K. A. Giger
- 👤 Andrea Vasella
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 20:42
CPC Classifications
C; C07; C07D; C07D221/00; C07D221/02; C07D221/22; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/32; C07D209/36; C07D221/24; C07D401/00; C07D401/02; C07D401/12; C07D405/00; C07D405/02; C07D405/12; C07D451/00; C07D451/02; C07D451/04; C07D451/06; C07D451/12; C07D451/14; C07D453/00; C07D453/02
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
167 words
A compound of formula A-B-C-D wherein A is a group of formula (a) ##STR17## wherein the free valence is attached to either of the fused rings, Z is --CH 2 --, --NR 3 --, --O-- or --S--; R 1 and R 2 , independently, are hydrogen, halogen, (C 1-4 )alkyl, (C 1-4 )alkoxy, hydroxy, amino, (C 1-4 )alkylamino, di-(C 1-4 )alkylamino, mercapto or (C 1-4 )alkylthio; R 3 is hydrogen, (C 1-4 )alkyl, (C 3-5 )alkenyl, unsubstituted phenyl, phenyl mono- or polysubstituted by (C 1-4 )alkyl, halogen, hydroxy or (C 1-4 )alkoxy, or unsubstituted phenyl (C 1-4 )alkyl; B is --CO-- or --SO 2 --; C is --O-- or --NH--; and D is a group of formula (f) ##STR18## where R 8 is hydrogen, (C 1-7 )alkyl, (C 3-5 )alkenyl unsubstituted phenyl(C 1 -4)alkyl/mono- or poly-substituted on the phenyl moiety thereof by (C 1-4 )alkyl, halogen, hydroxy or (C 1-4 )alkoxy; and n=2, 3 or 4 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 2
Dependent Claim
167 words
A compound of formula A-B-C-D wherein A is a group of formula (a) ##STR17## wherein the free valence is attached to either of the fused rings, Z is --CH 2 --, --NR 3 --, --O-- or --S--; R 1 and R 2 , independently, are hydrogen, halogen, (C 1-4 )alkyl, (C 1-4 )alkoxy, hydroxy, amino, (C 1-4 )alkylamino, di-(C 1-4 )alkylamino, mercapto or (C 1-4 )alkylthio; R 3 is hydrogen, (C 1-4 )alkyl, (C 3-5 )alkenyl, unsubstituted phenyl, phenyl mono- or polysubstituted by (C 1-4 )alkyl, halogen, hydroxy or (C 1-4 )alkoxy, or unsubstituted phenyl (C 1-4 )alkyl; B is --CO-- or --SO 2 --; C is --O-- or --NH--; and D is a group of formula (f) ##STR18## where R 8 is hydrogen, (C 1-7 )alkyl, (C 3-5 )alkenyl unsubstituted phenyl(C 1 -4)alkyl/mono- or poly-substituted on the phenyl moiety thereof by (C 1-4 )alkyl, halogen, hydroxy or (C 1-4 )alkoxy; and n=2, 3 or 4 or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 3
Dependent Claim
22 words
A compound of claim 1 wherein B is CO or a pharmaceutically acceptable acid addition salt or a quaternary ammonium salt thereof.
Claim 4
Dependent Claim
29 words
A compound of claim 2 wherein R 1 and R 2 are each other than alkyl or a pharmaceutically acceptable acid addition salt or a quaternary ammonium salt thereof.
Claim 5
Dependent Claim
53 words
A compound of claim 1 having the formula Ia ##STR19## wherein the carbonyl group is attached to either of the fused rings, and R 1 , R 2 , R 3 , R 8 and n are as defined in claim 1, or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 6
Dependent Claim
53 words
A compound of claim 1 having the formula Ib ##STR20## wherein the carbonyl group is attached to either of the fused rings, and R 1 , R 2 , R 3 , R 8 and n are as defined in claim 1, or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 7
Dependent Claim
25 words
A compound of claim 5 which is indol-3-yl carboxylic acid 9-anti-3-methyl-3-azabicyclo non-9-yl amide or a pharmaceutically acceptable addition salt or a quaternary ammonium salt thereof.
Claim 8
Dependent Claim
57 words
A compound of claim 1 wherein Z is --NH--; R 1 and R 2 are hydrogen; Bis --CO-- and is attached to formula (a) in the 3-position; C is --O--; formula (f) is in the anti-configuration; R 8 is CH 3 ; and n is 3; or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
Claim 9
Dependent Claim
41 words
A pharmaceutical composition useful for inducing a serotonin M receptor antagnoist effect comprising a pharmaceutically acceptable carrier or diluent and a therapeutically effective amount of a compound of claim 1, or a pharmaceutically acceptable acid addition or quaterary ammonium salt thereof.
Claim 10
Dependent Claim
41 words
A method of inducing a serotonin M receptor antagonist effect comprising administering to a subject in need of such treatment a therapeutically effective amount of a compound of claim 1, or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-01-10 | 1992-07-11 | 1993-01-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-01-10 | 1996-07-11 | 1997-01-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-01-10 | 2000-07-11 | 2001-01-10 | $7700.00 | Window Closed / Lapsed |