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US4764518A Expired / Lapsed US ⏱️ 0.0 years remaining

Antibacterial agents containing oxo-4-pyridine carboxylic acid derivatives

Assignee: Panmedica SA
•
Filing: 1986-06-13
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Granted: 1988-08-16
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Expires: 2006-06-13
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Abstract

Abstract The present invention relates to novel antibacterial agents, corresponding to the following general formula I ##STR1## in which: Q represents an aromatic ring, X represents a hydrogen atom or a linear or branched alkyl group, Y represents a linkage or an alkyl group, Z represents a hydrogen atom, an alkyl, aralkyl or heteroalkyl group. These compounds constitute anti-bacterial agents with multiple pharmacological activity.

Inventors

  • 👤 Claude Laruelle
  • 👤 Marcel Lepant
  • 👤 Bernard Raynier

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 17:37
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; A; A61; A61P; A61P11/00; A61P11/08; A61P21/00; A61P21/02; A61P25/00; A61P25/24; A61P25/26; A61P31/00; A61P31/04; A61P7/00; A61P7/10; C07D491/00; C07D491/02; C07D491/04

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 177 words
A compound according to the formula: ##STR13## and their addition salts formed from pharmaceutically acceptable acids and bases, in which: Q is selected from the class consisting of aromatic rings optionally substituted by fluoro, piperazinyl, pyridinyl, methyl or methylenedioxy and six member heterocyclic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or mehtylenedioxy having 1 to 2 nitrogen atoms, wherein at least one of said nitrogen atoms is in an ortho position with regard to the condensed linkage between pyridone and the heterocyclic ring and defines with the pyridone ring the class consisting of optionally substituted quinolines, optionally substituted naphthyridines and optionally substituted piromidic derivatives; Z is selected from the class consisting of (a) hydrogen, (b) linear or branched alkyl groups comprising from 1 to 9 carbon atoms, (c) cyclohexylmethyl, and (d) benzyl; X is selected from the class consisting of hydrogen, linear or branched alkyl groups having from 1 to 6 carbon atoms, and phenyl; and Y is a direct linkage or is a linear or branched alkylene group having from 1 to 10 carbon atoms.
Claim 2
Dependent Claim 177 words
A compound according to the formula: ##STR13## and their addition salts formed from pharmaceutically acceptable acids and bases, in which: Q is selected from the class consisting of aromatic rings optionally substituted by fluoro, piperazinyl, pyridinyl, methyl or methylenedioxy and six member heterocyclic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or mehtylenedioxy having 1 to 2 nitrogen atoms, wherein at least one of said nitrogen atoms is in an ortho position with regard to the condensed linkage between pyridone and the heterocyclic ring and defines with the pyridone ring the class consisting of optionally substituted quinolines, optionally substituted naphthyridines and optionally substituted piromidic derivatives; Z is selected from the class consisting of (a) hydrogen, (b) linear or branched alkyl groups comprising from 1 to 9 carbon atoms, (c) cyclohexylmethyl, and (d) benzyl; X is selected from the class consisting of hydrogen, linear or branched alkyl groups having from 1 to 6 carbon atoms, and phenyl; and Y is a direct linkage or is a linear or branched alkylene group having from 1 to 10 carbon atoms.
Claim 3
Dependent Claim 20 words
The derivatives according to claim 1 wherein Q determines with the pyridone group the derivative 1-ethyl 1,4-dihydro 6,7-methylenedioxy 4-oxo 3-quinolyl.
Claim 4
Dependent Claim 20 words
The derivatives according to claim 1 wherein Q determines with the pyridone group the derivative 1-ethyl 1,4-dihydro 7-methyl 4-oxo 3-naphtyridinyl.
Claim 5
Dependent Claim 13 words
Derivative according to claim 1 constituted by ethyl[1-ethyl 1,4-dihydro 7-methyl 4-oxo 3-naphtyridinyl]4-carbonyloxy butyrate.
Claim 6
Dependent Claim 15 words
Derivative according to claim 1 which is constituted by ethyl[1-ethyl 4-oxo 6,7-methylenedioxy 1,4-dihydro 3-quinolinyl]4-carbonyloxy butyrate.
Claim 7
Dependent Claim 13 words
Derivative according to claim 1 constituted by n-nonyl[1-ethyl 1,4-dihydro 7-methyl 4-oxo 3-naphtyridinyl]carbonyloxy acetate.
Claim 8
Dependent Claim 13 words
Derivative according to claim 1 constituted by n-nonyl[1-ethyl 4-oxo 6,7-methylenedioxy 1,4-dihydro 3-quinolinyl]carbonyloxy acetate.
Claim 9
Dependent Claim 172 words
An antibacterial agent consisting essentially of a compound in an amount effective to control a bacterial infection in a human or animal subject in a pure state or in association with one or several pharmaceutically acceptable adjuvants or diluents, said compound comprising a compound according to the formula: ##STR14## and their addition salts formed from pharmaceutically acceptable acids and bases, in which: Q is selected from the class consisting of aromatic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or mehtylenedioxy, and heterocylic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or mehtylenedioxy having from 1 to 2 nitrogen atoms; Z is selected from the class consisting of (a) hydrogen, (b) linear or branched alkyl groups having from 1 to 9 carbon atoms, (c) cyclohexylmethyl, and (d) benzyl; X is selected from the class consisting of hydrogen, linear or branched alkyl groups having from 1 to 6 carbon atoms, and phenyl; and Y is a direct linkage or is a linear or branched alkylene group having from 1 to 10 carbon atoms.
Claim 10
Dependent Claim 172 words
An antibacterial agent consisting essentially of a compound in an amount effective to control a bacterial infection in a human or animal subject in a pure state or in association with one or several pharmaceutically acceptable adjuvants or diluents, said compound comprising a compound according to the formula: ##STR14## and their addition salts formed from pharmaceutically acceptable acids and bases, in which: Q is selected from the class consisting of aromatic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or mehtylenedioxy, and heterocylic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or mehtylenedioxy having from 1 to 2 nitrogen atoms; Z is selected from the class consisting of (a) hydrogen, (b) linear or branched alkyl groups having from 1 to 9 carbon atoms, (c) cyclohexylmethyl, and (d) benzyl; X is selected from the class consisting of hydrogen, linear or branched alkyl groups having from 1 to 6 carbon atoms, and phenyl; and Y is a direct linkage or is a linear or branched alkylene group having from 1 to 10 carbon atoms.
Claim 11
Independent Claim 163 words
A method for controlling a bacterial infection in a human or animal subject comprising administering to said subject a compound in an amount effective to control said bacterial infection, said compound comprising a compound according to the formula: ##STR15## and their addition salts formed from pharmaceutically acceptable acids and bases, in which: Q is selected from the class consisting of aromatic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or methylenedioxy , and heterocyclic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or methylenedioxy having from 1 to 2 nitrogen atoms; Z is selected from the class consisting of (a) hydrogen, (b) linear or branched alkyl groups having from 1 to 9 carbon atoms, (c) cyclohexylmethyl, and (d) benzyl; X is selected from the class consisting of hydrogen, linear or branched alkyl groups having from 1 to 6 carbon atoms, and phenyl; and Y is a direct linkage or is a linear or branched alkylene group having from 1 to 10 carbon atoms.
Claim 12
Independent Claim 163 words
A method for controlling a bacterial infection in a human or animal subject comprising administering to said subject a compound in an amount effective to control said bacterial infection, said compound comprising a compound according to the formula: ##STR15## and their addition salts formed from pharmaceutically acceptable acids and bases, in which: Q is selected from the class consisting of aromatic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or methylenedioxy , and heterocyclic rings optionally substituted by flouro, piperazinyl, pyridinyl, methyl or methylenedioxy having from 1 to 2 nitrogen atoms; Z is selected from the class consisting of (a) hydrogen, (b) linear or branched alkyl groups having from 1 to 9 carbon atoms, (c) cyclohexylmethyl, and (d) benzyl; X is selected from the class consisting of hydrogen, linear or branched alkyl groups having from 1 to 6 carbon atoms, and phenyl; and Y is a direct linkage or is a linear or branched alkylene group having from 1 to 10 carbon atoms.

References Cited (Backward Citations)

US3590036A Cited
US4036962A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-08-16 1992-02-15 1992-08-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-08-16 1996-02-15 1996-08-16 $3760.00 Window Closed / Lapsed
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