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Ethoxycarbonyloxy ethyl esters of non-steroidal anti-inflammatory carboxylic acids and pharmaceutical compositions thereof

Assignee: Teva Pharmaceutical Industries Ltd
•
Filing: 1986-02-12
•
Granted: 1989-07-25
•
Expires: 2006-02-12
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Abstract

Abstract Novel esters of the general formula ##STR1## in which ##STR2## is the acyl residue of a non-steroidal anti-inflammatory compound containing a carboxylic acid function. The novel esters are prepared by reacting an acide R--COOH when R is as above, with 1-haloethyl ethyl carbonate. There are also provided pharmaceutical compositions containing any of the said novel esters.

Inventors

  • 👤 David Ladkani
  • 👤 Haim Yellin
  • 👤 Ben Z. Weiner
  • 👤 David Avnir

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 03:00
CPC Classifications
C; C07; C07C; C07C68/00; C07C68/06; A; A61; A61K; A61K31/00; A61K31/21; A61K31/215; A61K31/22; A61P; A61P25/00; A61P25/04; A61P29/00; C07C229/00; C07C229/38; C07C229/52; C07C229/54; C07C229/56; C07C229/58; C07C69/00; C07C69/96; C07D; C07D207/00; C07D207/02; C07D207/30; C07D207/32; C07D207/33; C07D207/337; C07D209/00; C07D209/02; C07D209/04; C07D209/10; C07D209/18; C07D209/26; C07D209/28

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 55 words
Ester of the formula: ##STR35## in which ##STR36## is the acyl residue of a non-steroidal anti-inflammatory compound containing a carboxylic acid function and at least one aromatic ring and being selected from the group consisting of 1-(p-chlorobenzyl)-5-methoxy-2-methylindole-3-acetic acid, (+)-6-methoxyl-α-methyl-2-naphthaleneacetic acid, α-methyl-4-(2-methylpropoyl)benzene-acetic acid, 2-((2,6-dichlorophenyl)amino)benzene-acetic acid, m-benzoylhydratropic acid, 2-((2,3-dimethylphenyl)amino)-benzoic acid, (Z)-5-fluoro-2-methyl-1-((4-methylsulfinyl)methylene)-1H-indene-3-acetic acid, 2-((3-(trifluoromethyl)phenyl)-amino)benzoic acid and 1-methyl-5-(α-methylbenzoyl)-1H-pyrrole-2-acetic acid.
Claim 2
Dependent Claim 55 words
Ester of the formula: ##STR35## in which ##STR36## is the acyl residue of a non-steroidal anti-inflammatory compound containing a carboxylic acid function and at least one aromatic ring and being selected from the group consisting of 1-(p-chlorobenzyl)-5-methoxy-2-methylindole-3-acetic acid, (+)-6-methoxyl-α-methyl-2-naphthaleneacetic acid, α-methyl-4-(2-methylpropoyl)benzene-acetic acid, 2-((2,6-dichlorophenyl)amino)benzene-acetic acid, m-benzoylhydratropic acid, 2-((2,3-dimethylphenyl)amino)-benzoic acid, (Z)-5-fluoro-2-methyl-1-((4-methylsulfinyl)methylene)-1H-indene-3-acetic acid, 2-((3-(trifluoromethyl)phenyl)-amino)benzoic acid and 1-methyl-5-(α-methylbenzoyl)-1H-pyrrole-2-acetic acid.
Claim 3
Dependent Claim 10 words
Ester of claim 1 being 1-(p-Chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid 1'ethoxycarbonyloxy ethyl ester.
Claim 4
Dependent Claim 10 words
Ester of claim 1 being (+)-6-Methoxy-α-methyl-2-naphthaleneacetic acid 1'-ethoxycarbonyloxy ethyl ester.
Claim 5
Dependent Claim 10 words
Ester of claim 1 being α-Methyl-4-(2-methylpropyl)benzene-acetic acid 1'-ethoxycarbonyloxy ethyl ester.
Claim 6
Dependent Claim 10 words
Ester of claim 1 being 2-(2,6-Dichlorophenyl)amino)benzene-acetic acid 1'-ethoxycarbonyloxy ethyl ester.
Claim 7
Dependent Claim 10 words
Ester of claim 1 being m-Benzoylhydratropic acid 1'-ethoxycarbonyloxy ethyl ester.
Claim 8
Dependent Claim 10 words
Ester of claim 1 being 2-((2,3-Dimethylphenyl)amino)-benzoic acid 1'-ethoxycarbonyloxy ethyl ester.
Claim 9
Dependent Claim 10 words
Ester of claim 1 being (Z)-5-Fluoro-2-methyl-1-((4-methylsulfinyl)-phenyl)methylene)-1H-indene-3-acetic acid 1'-ethoxy-carbonyloxy ethyl ester.
Claim 10
Dependent Claim 10 words
Ester of claim 1 being 2-((3-(Trifluoromethyl)phenyl)-amino)benzoic acid 1'-ethoxycarbonyloxy ethyl ester.
Claim 11
Dependent Claim 10 words
Ester of claim 1 being 1-Methyl-5-(α-methylbenzoyl)-1H-pyrrole-2-acetic acid 1'-ethoxycarbonyloxy ethyl ester.
Claim 12
Dependent Claim 21 words
A pharmaceutical composition comprising an anti-inflammatory effective amount of a compound according to claim 1 together with a pharmaceutically suitable carrier.
Claim 13
Dependent Claim 11 words
A pharmaceutical composition according to claim 11 adapted for oral administration.
Claim 14
Dependent Claim 11 words
A pharmaceutical composition according to claim 11 adapted for topical application.

References Cited (Backward Citations)

US3412131A Cited
US3646201A Cited
US4412994A Cited
US4483867A Cited
US4542158A Cited
US4426391A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-07-24 1993-01-23 1993-07-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-07-24 1997-01-23 1997-07-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-07-24 2001-01-23 2001-07-25 $7700.00 Window Closed / Lapsed

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