Sulphur analogs of penicillins having a nucleophile substituted

Details Sulphur analogs of penicillins having a nucleophile substituted Sulphur analogs of penicillins having a nucleophile substituted

1977-10-03

1981-05-05

Rizzo, Nicholas S.

Drug, bio-affecting and body treating compositions

Plural fermentates of different origin

424271, 424246, 2602452R, C07D49900

Patent

active

042658829

ABSTRACT:
Biologically active sulfur analogs of 6-aminopenicillanic acid having a nucleophile substituted in the 6-position are made by reacting a sulfenyl chloride with esters of diazopenicillanic acid. Biologically active sulfur analogs of 7-aminocephalosporanic acid having a nucleophile substituted in the 7-position are analogously made by reacting a sulfenyl chloride with esters of 7-diazocephalosporanic acid. Deacetoxycephalosporins can be formed from the corresponding analog of 6-aminopenicillanic acid and derivations thereof, by sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring of cephalosporins. These nucleophile substituted sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display antibacterial activity against a variety of microorganisms.

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