Cephalosporin pyridinium derivatives

Details Cephalosporin pyridinium derivatives Cephalosporin pyridinium derivatives

C - Chemistry, Metallurgy

07

D

C07D 501/24 (2006.01) A61K 31/545 (2006.01) A61K 31/675 (2006.01) A61K 31/695 (2006.01) C07D 501/00 (2006.01) C07F 7/10 (2006.01) C07F 9/6561 (2006.01)

Patent

CA 2214677

Cephalosporin pyridinium derivatives of the general formula I (see fig.I) wherein R1 is hydrogen, lower alkyl, cycloalkyl or acetyl; X is CH or N; n is 0, 1 or 2; m is 0 or 1; R2 is hydrogen, lower alkyl, .omega.-hydroxy alkyl, benzyl or lower alkyl-heterocyclyl, the benzyl and the heterocyclyl group being unsubstituted or substituted with at least one of the groups amino, cyano, carboxy, halogen, hydroxy, lower alkyl, lower alkoxy or -CONR2, R being hydrogen or lower alkyl; or R2 is -CH2CONR4R5; wherein R4, R5 are independently hydrogen, .omega.-hydroxy-alkyl, phenyl, naphthyl or heterocyclyl, the phenyl, naphthyl or heterocyclyl being unsubstituted or substituted with at least one of the groups of optionally protected hydroxy, halogen, optionally substituted lower alkyl, optionally substituted lower alkoxy, .omega.-hydroxyalkyl and/or cyano; or R4 and R5 form together a group of formula (see fig. II) with the proviso that m is 1, when the pyridinium ring A is a pyridinium-4-yl; as well as readily hydrolysable ester thereof, pharmaceutically acceptable salts of said compounds and hydrates of the compounds of formula I and of their esters and salts.

Dérivés de céphalosporine-pyridinium de formule générale I (voir fig. I) où R1 est un atome d'hydrogène, un alkyle inférieur, un cycloalkyle ou un acétyle; X est CH ou N; n est 0, 1 ou 2; m est 0 ou 1; R2 est un hydrogène, un alkyle inférieur, un oméga-hydroxyalkyle, un benzyle ou alkyle inférieur-hétérocyclyle, le benzyle et le groupe hétérocyclyle étant non substitués ou substitués par au moins un des groupes amino, cyano, carboxy, halogène, hydroxy, alkyle inférieur, alcoxy inférieur ou -CONR2, R étant un hydrogène ou un alkyle inférieur; ou R2 est -CH2CONR4R5; où R4, R5 sont, indépendamment l'un de l'autre, un hydrogène, un oméga-hydroxyalkyle, un phényle, un naphtyle ou un hétérocyclyle, le phényle, le naphtyle ou l'hétérocyclyle étant non substitués ou substitués par au moins un des groupes hydroxy facultativement protégé, halogène, alkyle inférieur facultativement substitué, alcoxy inférieur facultativement substitué, oméga-hydroxyalkyle et/ou cyano; ou R4 et R5 forment ensemble un groupe de formule (voir fig. II) à la condition que m soit 1, lorsque le noyau pyridinium A est un pyridinium-4-yle; ainsi qu'un ester facilement hydrolysable de ces derniers, les sels pharmaceutiquement acceptables desdits composés et les hydrates des composés de formule I et de leurs esters et sels.

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