Sulfur analogs of penicillins and cephalosporins

C - Chemistry – Metallurgy – 07 – D

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204/91.17, 260/1

C07D 499/00 (2006.01)

Patent

CA 1111022

Abstract of the Disclosure Sulfur analogs of 6-aminopenicillanic acid and biologically active derivatives thereof are formed in a photo- chemical reaction of the esters of 6-diazopenicillanic acid with thiol compounds. Sulfur analogs of 7-aminocephalosporanic acid and biologically active derivatives thereof may be analogously formed in a photochemical reaction of the esters of 7-diazocephalo sporanic acid with thiol compounds, or preferably, are formed from the corresponding sulfur analogs of 6-aminopenicillanic acid and derivatives thereof, through sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring system of cephalosporins. These sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display anti- bacterial activity against a wide variety of organisms.

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