Possibly substituted...

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 471/04 (2006.01) A01N 43/90 (2006.01) A61K 31/47 (2006.01)

Patent

CA 2247020

The present invention relates to novel optionally substituted 8-cyano-1-cyclo- propyl-7-(2,8-diazabicyclo[4.3.0]nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo- 3-quinolinecarboxylic acids and their derivatives, of the general formula (I) (see formula I) in which R1 represents hydrogen, C1-C4-alkyl which is optionally substituted by hydroxyl, methoxy, amino, methylamino or dimethylamino, or (5-methyl- 2-oxo-1,3-dioxol-4-yl)methyl, R2 represents hydrogen, benzyl, C1-C3-alkyl, (5-methyl-2-oxo-1,3-dioxol-4-yl)- methyl, radicals having the structures -CH=CH-COOR3, -CH2CH2COOR3, -CH2CH2CN, -CH2CH2COCH3 or -CH2COCH3, in which R3 represents methyl or ethyl, or a radical of the general structure R4-(NH-CHR5-CO)n-, in which R4 represents hydrogen, C1-C3-alkyl or the radical -COO-tert-butyl, R5 represents hydrogen, C1-C4-alkyl, hydroxyalkyl, aminoalkyl, thioalkyl, carboxyalkyl or benzyl and n is 1 or 2, and Y is oxygen or sulfur, the process for their preparation and their use in antibacterial compositions.

L'invention concerne de nouveaux acides 8-cyano-1-cyclopropyl-7-(2,8-diazabicyclo-(4.3.0)-nonan-8-yl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinocarboxyliques éventuellement substitués et leurs dérivés, de formule générale (I), dans laquelle R<1> représente hydrogène, alkyle C1-C4 éventuellement substitué par hydroxy, méthoxy, amino, méthylamino ou diméthylamino, ou représente (5-méthyl-2-oxo-1,3-dioxol-4-yl)-méthyle; R<2> représente hydrogène, benzyle, alkyle C1-C3, (5-méthyl-2-oxo-1,3-dioxol-4-yl)-méthyle, des radicaux de structures -CH=CH-COOR<3>, -CH2CH2COOR<3>, -CH2CH2CN, -CH2CH2COCH3, -CH2COCH3 (dans lesquelles R<3> représente méthyle ou éthyle) ou un radical de structure générale R<4>-(NH-CHR<5>-CO)n- (dans laquelle R<4> représente hydrogène, alkyle C1-C3 ou le radical -COO-tert.-butyle, R<5> représente hydrogène, alkyle C1-C4, hydroxyalkyle, aminoalkyle, thioalkyle, carboxyalkyle ou benzyle et n vaut 1 ou 2); et Y représente oxygène ou soufre. L'invention concerne également le procédé de production desdits composés et leur utilisation en tant qu'agent antibactérien.

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