C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/299, 204/91.
C07D 487/04 (2006.01) C07D 477/26 (2006.01) C07D 499/00 (2006.01)
Patent
CA 1171415
Abstract Carbapenam-3-carboxylic acids and carbapen-2-em- 3-carboxylic acids substituted at the 1-position with An oxo, a hydroxy or an acetoxy group, variously substituted at the 2-position with such groups as methyl, acetoxymethyl, methanesulfonyloxy, alkoxy, alkylthio, aminoalkylthio or amidinoalkylthio and optionally substituted at the 6-position with a hydroxyalkyl group, an acetoxyalkyl group or a con- ventional penicillin side-chain, pharmaceutically- acceptable salts thereof and various esters thereof wherein the esterifying group is selectively removed in the laboratory, or hydrolyzed under physiological conditions. These compounds are useful either systemically or topically in the treatment of diseases caused by susceptible microorganisms, as animal feed additives for promotion of growth, or in the preservation of biodegradable materials, or as intermediates to compounds having such antibacterial activity. Key to the synthesis of these compounds is the light catalyzed rearrangement of 2-diazo-1-oxoceph-3- em-4-carboxylates to 1-oxocarbapen-2-em-3-carboxylates, a newly discovered reaction determined to be of general applicability.
377287
Limited Pfizer
Smart & Biggar
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