Patent US4797406A successfully refreshed from Google Patents.
US4797406A
Expired / Lapsed
US
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Amides and esters containing bridged piperidines and use as serotonin M antagonists
Assignee: Sandoz AG
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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 20:57
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.
References Cited (Backward Citations)
US2748134A
Cited
US3170927A
Cited
GB774858A
Cited
US3342826A
Cited
US3405134A
Cited
NL6807287A
Cited
US3741973A
Cited
US3702324A
Cited
GB1293446A
Cited
US4089960A
Cited
US4093734A
Cited
US4213983A
Cited
US4273778A
Cited
GB2042522A
Cited
EP0042705A1
Cited
GB2088364A
Cited
EP0067770A2
Cited
US4499099A
Cited
EP0068700A1
Cited
US4459300A
Cited
EP0076592A2
Cited
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 |