Piperidine quinolyl propyl derivatives and use thereof as...

Details Piperidine quinolyl propyl derivatives and use thereof as... Piperidine quinolyl propyl derivatives and use thereof as...

C - Chemistry, Metallurgy

07

D

C07D 401/06 (2006.01) A61K 31/4709 (2006.01) A61P 31/04 (2006.01) C07D 211/60 (2006.01) C07D 409/14 (2006.01)

Patent

CA 2498628

The invention concerns piperidine quinolyl derivatives of general formula (I)) wherein: R¿1a? is hydrogen, halogen, hydroxy, amino, alkylamino, dialkylamino, hydroxyamino, alkyloxyamino or alkyl alkyloxy amino and R¿1b? is hydrogen, or R¿1a? and R¿1b? form an oxo; R¿2? is carboxy, carboxymethyl or hydroxymethyl; R¿3? is alkyl substituted either by phenylthio optionally substituted by halogen, hydroxy, alkyl, alkyloxy, trifluoromethyl, trifluoromethoxy, carboxy, alkyloxycarbonyl, cyano or amino, or by cycloalkylthio (3 to 7 members) optionally substituted by halogen or trifluoromethyl, or by heteroarylthio (5 to 6 members and 1 to 4 heteroatoms selected among N, O and S), optionally substituted par halogen, hydroxy, alkyl, alkyloxy, trifluoromethyl, trifluoromethoxy, carboxy, alkyloxycarbonyl, cyano or amino or R¿3? is propargyl substituted by phenyl, or heteroaryl such as defined above; R¿4? is alkyl, alkenyl-CH¿2?- or alkynyl-CH¿2?-, cycloalkyl or cycloalkyl alkyl, in their various separated or mixed isomeric forms, as well as their salts. Said novel derivatives are potent antibacterial agents

Dérivés de quinolyl pipéridine de formule générale (I) dans laquelle R1a est hydrogène, halogène, hydroxy, amino, alcoylamino, dialcoylamino, hydroxyamino, alcoyloxyamino ou alcoyl alcoyloxy amino et R1b est hydrogène, ou R1a et R1b forment un oxo, R2 est carboxy, carboxyméthyle ou hydroxyméthyle, R3 est alcoyle substitué soit par phénylthio éventuellement substitué par halogène, hydroxy, alcoyle, alcoyloxy, trifluorométhyle, trifluorométhoxy, carboxy, alcoyloxycarbonyle, cyano ou amino, soit par cycloalcoylthio (3 à 7 chaînons) éventuellement substitué par halogène ou trifluorométhyle, soit par hétéroarylthio (5 à 6 chaînons et 1 à 4 hétéroatomes choisis parmi N, O et S), éventuellement substitué par halogène, hydroxy, alcoyle, alcoyloxy, trifluorométhyle, trifluorométhoxy, carboxy, alcoyloxycabonyle, cyano ou amino ou R3 est propargyle substitué par phényle, ou hétéroaryle tels que définis ci- dessus, R4 est alcoyle, alcényl-CH2- ou alcynyl-CH2-, cycloalcoyle ou cycloalcoyl alcoyle, sous leurs différentes formes isomères séparées ou en mélanges, ainsi que leurs sels, leur procédé et intermédiaires de préparation et les compositions les renfermant. Ces nouveaux dérivés sont de puissants agents antibactériens.

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