CEPHALOSPORINE DERIVATIVES SUBSTITUTED IN 7TH POSITION BY BENZYL-OXI-IMINO GROUP, PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME, METHOD FOR PRODUCING THEM AND INTERMEDIATES

摘要

The present invention relates to novel cef-3-em-4-carboxylic acid derivatives of the general formula (I) and to a process for their preparation which are valuable from the chemistry of cephalosporins and which have valuable therapeutic effects. In formula (I), R1, R2, R3 and R5 are independently hydrogen, halogen, hydroxyl, alkoxy, nitro or cyano, with the proviso that when R3 is hydroxy, R1, R2 and R5 are simultaneously other than hydrogen; R4 is hydroxyl, one of A and A 'is hydrogen, 1 equivalent of alkali metal, alkaline earth metal, ammonium ion or organic ammonium base, and the other of -COOA or -COOA' groups is -COO ion which forms an internal salt with R6; the wavy line indicates that the group -CH2R6 may be in the E or Z position; and R6 is a group attached through a nitrogen atom in the form of a quaternary ammonium group: thienopyridine or pyridine optionally substituted with alkyl, alkylthio, -COOH or -CONH2; optionally amino-substituted thiazolopyridine; imidazo-thiazole; thiazole; imidazopyridine; quinoline; isoquinoline; 6,7-dihydro-5H-pyridinium; pyridazine; 1- (3-methoxy-propyl) -1H-pyrazole; 1- (C1-C4) alkylbenzimidazole, 5,6,7,8,9,10,11,12,13,14-decahydrocyclodecapyridine; 3- [1-methylpyridinium-4-yl) propyl) pyridinium; 2 - [(2-methyl-5-nitro-1H-imidazol-1-yl) -ethyl) -pyridinium; or -N + Q1Q2Q3, wherein Q1, Q2 and Q3 are alkyl optionally substituted with -COOH, -CONH2, -CN or -OH, and Q1 and Q2 together with the nitrogen atom to which they are attached form a pyrrole ring. The present invention also relates to antibiotic compositions containing the above compounds. ŕ