3-[2-OXO-N-HETEROCYCL-3-YLIDENEMETHYL]-CEPHALOSPORIN DERIVATIVES

摘要

The present invention relates to cephalosporin derivatives of the general formula where R<1> is halogen, lower alkyl, phenyl, benzyl, styryl, naphthyl or heterocyclyl; the lower alkyl, phenyl, benzyl, styryl, naphthyl and heterocyclyl being optionally substituted by at least one of halogen, hydroxy, optionally substituted lower alkyl, optionally substituted lower alkoxy, optionally substituted phenyl, amino, lower alkylamino, di-lower alkylamino, carboxy, lower alkylcarboxy, carbamoyl or lower alkylcarbamoyl; R<4>, R<5> independently are hydrogen, lower alkyl or phenyl; X is S, O, NH or CH2; n is 0,1 or 2; m is 0 or 1; s is 0 or 1; R<2> is hydrogen, hydroxy, -CH2-CONHR<6>, lower alkyl-Qr, cycloalkyl-Qr, lower alkoxy, lower alkenyl, cycloalkenyl-Qr, lower alkynyl, aralkyl-Qr, aryl-Qr, aryloxy, aralkoxy, a heterocyclic ring or a heterocyclyl-Qr, the lower alkyl, cycloalkyl, lower alkoxy, lower alkenyl, cycloalkenyl, lower alkynyl, aralkyl, aryl, aryloxy, aralkoxy and the heterocyclic ring may be substituted with at least one group selected from carboxy, amino, nitro, cyano, -SO2NHR<6>, optionally fluoro substituted lower alkyl, lower alkoxy, hydroxy, halogen, -CONR<6>R<7>, -CH2CONR<6>R<7>, -N(R<7>)COOR<8>, R<7>CO-, R<7>OCO-, R<7>COO-, -C(R<7>R<9>)CO2R<8>, -C(R<7>R<9>)CONR<7>R<10>, wherein R<6> is hydrogen, lower alkyl, cycloalkyl or aryl; R<7> and R<9> are independently hydrogen or lower alkyl; R<8> is hydrogen, lower alkyl, lower alkenyl or a carboxylic acid protecting group; and R<10> is 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 or omega -hydroxyalkyl, optionally substituted lower alkoxy and/or cyano, or R<7> and R<10> form together group of formula Q is -CHR-, -CO- or -SO2-; r is 0 or 1; R is hydrogen or lower alkyl; and R<3> is hydroxy, -O<->, lower-alkoxy, or -OM and M represents an alkali metal; as well as readily hydrolyzable esters thereof, pharmaceutically acceptable salts of said compounds and hydrates of the compounds of formula I and of their esters and salts, as wen as the preparation of such compounds, their use for the treatment of infectious diseases and pharmaceutical preparations containing such compounds.