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US4355036A Expired / Lapsed US ⏱️ 0.0 years remaining

Tricyclic-substituted piperidine antihistamines

Assignee: Merck Sharp & Dohme LLC
•
Filing: 1981-03-16
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Granted: 1982-10-19
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Expires: 2001-03-16
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Abstract

Abstract Antihistamines of the formula <IMAGE> wherein <IMAGE> is a 5 or 6 membered ring which is phenyl or heterocyclic; <IMAGE> is a six membered ring which is 2,3 or 4 pyridyl or is phenyl or substituted phenyl, with the proviso that is <IMAGE> is a nitrogen containing ring, <IMAGE> must be phenyl; Z is an alkylene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen, or a hydroxy group as a substituent; W is <IMAGE> +TR <IMAGE> wherein p is 1 or 2 and n is 1 or 2, R1 is C1 to C6 alkyl, R2 is hydrogen or C1 to C6 alkyl, and the dotted line represents an optical double bond, R2 being absent if the double bond is present, and Y is substituted carboxylate or substituted sulfonyl. Said antihistamines have little or no sedative effects.

Inventors

  • 👤 Frank J. Villani

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 14:49
CPC Classifications
C; C07; C07D; C07D401/00; C07D401/02; C07D401/04

Claims Analysis

Total Claims: 4
Claim 1
Independent Claim 311 words
A compound represented by the formula ##STR14## wherein n is 1 or 2; R 2 is hydrogen or C 1 to C 3 alkyl; X is hydrogen or halogen; Z is an alklyene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen or a hydroxy group as a substituent; and 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, C 2 to C 12 alkenyl, substituted C 2 to C 12 alkenyl, phenyl, substituted phenyl, C 7 to C 10 phenylalkyl or C 7 to C 10 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 and on said substituted C 2 to C 12 alkenyl 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 10 phenylalkyl are selected from C 1 to C 4 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, C 2 to C 12 alkenyl, phenyl, substituted pheny, C 7 to C 10 phenylalkyl, C 7 to C 10 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 10 phenylalkyl are selected from C 1 to C 4 alkyl and halo.
Claim 2
Dependent Claim 311 words
A compound represented by the formula ##STR14## wherein n is 1 or 2; R 2 is hydrogen or C 1 to C 3 alkyl; X is hydrogen or halogen; Z is an alklyene chain having 0 to 2 carbon atoms in the chain, said 2 carbon chain optionally having one double bond, said chain optionally having either a carbonyl oxygen or a hydroxy group as a substituent; and 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, C 2 to C 12 alkenyl, substituted C 2 to C 12 alkenyl, phenyl, substituted phenyl, C 7 to C 10 phenylalkyl or C 7 to C 10 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 and on said substituted C 2 to C 12 alkenyl 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 10 phenylalkyl are selected from C 1 to C 4 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, C 2 to C 12 alkenyl, phenyl, substituted pheny, C 7 to C 10 phenylalkyl, C 7 to C 10 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 10 phenylalkyl are selected from C 1 to C 4 alkyl and halo.
Claim 3
Dependent Claim 19 words
An anti-allergic pharmaceutical composition comprising an effective amount of a compound of claim 1 and a pharmaceutically acceptable carrier.
Claim 4
Dependent Claim 31 words
A method of effecting an anti-allergic response in an animal in need of such treatment comprising administering to the animal an effective amount of a compound as claimed in claim 1.

References Cited (Backward Citations)

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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) 1985-10-18 1986-04-19 1986-10-19 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-18 1990-04-19 1990-10-19 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-18 1994-04-19 1994-10-19 $7700.00 Window Closed / Lapsed

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