EP0130795B1
Expired / Lapsed
EP
⏱️ 0.0 years remaining
Carboxylic acid derivatives useful for inhibiting the degradation of cartilage
Assignee: Pfizer Inc
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Filing: 1984-06-28
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Granted: 1988-11-23
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Expires: 2004-06-28
Abstract
Abstract Certain carboxylic acids of the formula <CHEM> and the pharmaceutically-acceptable salts thereof, and certain esters and amides thereof, are useful for inhibiting the degradation of articular cartilage when administered to a mammalian subject afflicted with an arthritic disease. X is O, S, SO, SO2, NH, NCH3 or NCOCH3; R<1> is H or CH3; and n is zero or one.
Inventors
- 👤 William Wheeler Hoffman
- 👤 Allen Richard Kraska
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-10-30 18:30
CPC Classifications
C; C07; C07D; C07D335/00; C07D335/04; C07D335/06; A; A61; A61P; A61P43/00; C07C; C07C233/00; C07C233/01; C07C233/02; C07C233/09; C07C309/00; C07C43/00; C07C43/02; C07C43/20; C07C43/215; C07D215/00; C07D215/02; C07D215/12; C07D311/00; C07D311/02; C07D311/04; C07D311/58; C07D401/00; C07D401/02; C07D401/04; C07F; C07F9/00; C07F9/02; C07F9/547; C07F9/655; C07F9/6552; C07F9/65522; C07F9/6553; C07F9/655363; C07F9/655372
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
90 words
A compound of the formula and the pharmaceutically-acceptable acid addition salts thereof and the pharmaceutically-acceptable base salts thereof, wherein X is 0, S, SO, S0 2 and NR 2 ; R 1 is H and CH 3 ; Y is OH, OR 3 or NHR 4 ; and n is zero or one; wherein R 2 is H, CH 3 or CO-CH 3 ; R 3 is alkyl having 1 to 5 carbons and phenyl; and R 4 is H, alkyl having 1 to 5 carbons, phenyl, hydroxyphenyl and 5-tetrazolyl;
Claim 2
Dependent Claim
90 words
A compound of the formula and the pharmaceutically-acceptable acid addition salts thereof and the pharmaceutically-acceptable base salts thereof, wherein X is 0, S, SO, S0 2 and NR 2 ; R 1 is H and CH 3 ; Y is OH, OR 3 or NHR 4 ; and n is zero or one; wherein R 2 is H, CH 3 or CO-CH 3 ; R 3 is alkyl having 1 to 5 carbons and phenyl; and R 4 is H, alkyl having 1 to 5 carbons, phenyl, hydroxyphenyl and 5-tetrazolyl;
Claim 3
Dependent Claim
11 words
A compound according to claim 1, wherein R 1 is hydrogen.
Claim 4
Dependent Claim
11 words
A compound according to claim 1, wherein R 1 is methyl.
Claim 5
Dependent Claim
13 words
A compound according to claim 2 or claim 3, wherein n is zero.
Claim 6
Dependent Claim
10 words
A compound according to claim 4, wherein X is O.
Claim 7
Dependent Claim
15 words
A compound according to claim 4, wherein X is S, SO, or SO 2 .
Claim 8
Dependent Claim
13 words
A compound according to claim 5 or claim 6, wherein Y is OH.
Claim 9
Dependent Claim
20 words
A compound according to claim 5 or claim 6, wherein Y is OR 3 and R 3 is said alkyl.
Claim 10
Dependent Claim
19 words
A pharmaceutical composition which comprises a compound according to any of claims 1 to 8 and a pharmaceutically-acceptable carrier.
Claim 11
Dependent Claim
173 words
A method for preparing a compound of the formula as claimed in claim 1, or a pharmaceutically-acceptable acid addition base salt thereof, characterized in that a phosphonium halide of the formula reacts with an aldehyde of the formula wherein Z is chloro or bromo; X 1 is 0, S, SO, S0 2 or NCOCH 3 ; R 1 is H or CH 3 ; n is zero or one; and y 1 is OR 3 , wherein R 3 is alkyl having 1 to 5 carbons or phenyl; followed thereafter, when desired, by carrying out one or more of the following transformations: (i) hydrolyzing Y as OR 3 , wherein R 3 is alkyl having 1 to 5 carbons or phenyl, to Y is OH; (ii) hydrolyzing X as NCOCH 3 to X is NH; (iii) converting Y as OH into Y is NHR 4 , wherein R 4 is H, alkyl having 1 to 5 carbons, phenyl, hydroxyphenyl or 5-tetrazolyl; and (iv) methylating X as NH to X is NCH 3 .
Claim 12
Dependent Claim
20 words
A compound or salt thereof as claimed in any one of claims 1 to 8 for use as a medicament.
Claim 13
Dependent Claim
38 words
The use of a compound or salt thereof as claimed in anyone of claims 1 to 8 for the manufacture of a medicament for use in inhibiting the degradation of cartilage in a joint of a mammalian subject.
References Cited (Backward Citations)
No citation records indexed.
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