Thiooxime cephalosporin and penicillin derivatives

Details Thiooxime cephalosporin and penicillin derivatives Thiooxime cephalosporin and penicillin derivatives

C - Chemistry, Metallurgy

07

D

260/100, 260/118

C07D 499/00 (2006.01) C07D 501/18 (2006.01)

Patent

CA 1109859

Abstract Compounds of the f ormula Image wherein A is Image , Image , Image , or Image , R is hydrogen, lower alkyl, benzyl, p-methoxybenzyl, p-nitrobenzyl, diphenylmethyl, tri(lower alkyl)silyl, lower alkoxymethyl, 2,2,2-trichloroethyl, -?H-O-?-R5, or Image , Y is halogen or lower alkoxy; R1 is lower alkyl, phenyl, or substituted phenyl; and X is hydrogen, lower alkanoyloxY, -O-?-NH2, Image , Image , or certain heterothio groups; R4 is hydrogen or lower alkyl; R5 is lower alkyl; are disclosed. These compounds, particularly the free acids, possess the useful pharmccological property of inhibiting .beta.-lactamase enzymes as well as bcing usefnl as intermediates, particularly where R is a readily cleavable ester, in the preparation of antibacrerially active 6.alpha.- methoxy penicillins and 7.alpha.-methoxy cephalosporins.

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