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US4282233A Expired / Lapsed US ⏱️ 0.0 years remaining

Antihistaminic 11-(4-piperidylidene)-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridines

Assignee: Merck Sharp & Dohme LLC
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Filing: 1980-06-19
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Granted: 1981-08-04
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Expires: 2000-06-19
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Abstract

Abstract 11-(4-Piperidylidene)-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridines and their 5,6-dihydro derivatives are disclosed. The compounds are useful as antihistamines with little or no sedative effects.

Inventors

  • 👤 Frank J. Vilani

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 18:51
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04; A; A61; A61P; A61P37/00; A61P37/08; A61P43/00

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 234 words
A compound of the formula ##STR2## wherein the dotted line represents an optional double bond; X is hydrogen or halo; and wherein Y is --COOR or SO 2 R; with the proviso that when Y is --COOR, R is C 1 to C 12 alkyl, substituted C 1 to C 12 alkyl, phenyl, substituted phenyl, C 7 to C 12 phenylalkyl, C 7 to C 12 phenylalkyl wherein the phenyl moiety is substituted or R is -2,-3, or -4 piperidyl or N-substituted piperidyl wherein the substituents on said substituted C 1 to C 12 alkyl are selected from amino or substituted amino and the substituents on said substituted amino are selected from C 1 to C 6 alkyl, the substituents on said substituted phenyl and on said substituted phenyl moiety of the C 7 to C 12 phenylalkyl are selected from C 1 to C 6 alkyl and halo, and the substituent on said N-substituted piperidyl is C 1 to C 4 alkyl; and with the proviso that when Y is SO 2 R, R is C 1 to C 12 alkyl, phenyl, substituted phenyl, C 7 to C 12 phenylalkyl, C 7 to C 12 phenylalkyl wherein the phenyl moiety is substituted, wherein the substituents on said substituted phenyl and said substituted phenyl moiety of the C 7 to C 12 phenylalkyl are selected from C 1 to C 6 alkyl and halo.
Claim 2
Dependent Claim 234 words
A compound of the formula ##STR2## wherein the dotted line represents an optional double bond; X is hydrogen or halo; and wherein Y is --COOR or SO 2 R; with the proviso that when Y is --COOR, R is C 1 to C 12 alkyl, substituted C 1 to C 12 alkyl, phenyl, substituted phenyl, C 7 to C 12 phenylalkyl, C 7 to C 12 phenylalkyl wherein the phenyl moiety is substituted or R is -2,-3, or -4 piperidyl or N-substituted piperidyl wherein the substituents on said substituted C 1 to C 12 alkyl are selected from amino or substituted amino and the substituents on said substituted amino are selected from C 1 to C 6 alkyl, the substituents on said substituted phenyl and on said substituted phenyl moiety of the C 7 to C 12 phenylalkyl are selected from C 1 to C 6 alkyl and halo, and the substituent on said N-substituted piperidyl is C 1 to C 4 alkyl; and with the proviso that when Y is SO 2 R, R is C 1 to C 12 alkyl, phenyl, substituted phenyl, C 7 to C 12 phenylalkyl, C 7 to C 12 phenylalkyl wherein the phenyl moiety is substituted, wherein the substituents on said substituted phenyl and said substituted phenyl moiety of the C 7 to C 12 phenylalkyl are selected from C 1 to C 6 alkyl and halo.
Claim 3
Dependent Claim 29 words
A compound according to claim 1, wherein Y is --COOR, wherein R is as defined in claim 1, said compound having a single bond between the 5- and 6-carbons.
Claim 4
Dependent Claim 31 words
A compound according to claim 1, wherein Y is --SO 2 R, wherein R is as defined in claim 1, said compound having a single bond between the 5- and 6-carbons.
Claim 5
Dependent Claim 21 words
A compound according to claim 2, wherein X is hydrogen, said compound having a single bond between the 5- and 6-carbons.
Claim 6
Dependent Claim 21 words
A compound according to claim 2, wherein X is 8-chloro, said compound having a single bond between the 5- and 6-carbons.
Claim 7
Dependent Claim 21 words
A compound according to claim 3, wherein X is hydrogen, said compound having a single bond between the 5- and 6-carbons.
Claim 8
Dependent Claim 1 words
11-(N-carboethoxy-4-piperidylidene)-8-chloro-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 9
Dependent Claim 1 words
11-(N-carboethoxy-4-piperidylidene)-8-chloro-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 10
Dependent Claim 1 words
11-(N-methanesulfonyl-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 11
Dependent Claim 1 words
11-(N-methanesulfonyl-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 12
Dependent Claim 1 words
11-(N-carboethoxy-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 13
Dependent Claim 1 words
11-(N-carboethoxy-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 14
Dependent Claim 1 words
11-(N-carbomethoxy-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 15
Dependent Claim 1 words
11-(N-carbomethoxy-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 16
Dependent Claim 1 words
11-(N-carbophenoxy-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 17
Dependent Claim 1 words
11-(N-carbophenoxy-4-piperidylidene)-6,11-dihydro-5H-benzo-[5,6]-cyclohepta-[1,2-b]-pyridine.
Claim 18
Dependent Claim 24 words
An antihistaminic pharmaceutical composition comprising an effective amount of a compound as claimed in any one of claims 1-10 and a pharmaceutically acceptable carrier.
Claim 19
Independent Claim 31 words
A method of effecting an anti-allergic response in an animal comprising administering to the animal an effective amount of a compound as claimed in any one of claims 1 to 11.

References Cited (Backward Citations)

US3326924A Cited
US3357986A Cited
US3366635A Cited
US3419565A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-03 1985-02-02 1985-08-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-03 1989-02-02 1989-08-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-03 1993-02-02 1993-08-04 $7700.00 Window Closed / Lapsed

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