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Paper | Special issue | Vol 42, No. 2, 1996, pp.653-668
Published online, 1st January, 1970
DOI: 10.3987/COM-95-S62
β-Lactamase Inhibitors: Synthesis and in vitro Evaluation of 6-[(1-Substituted1,2,3-Triazol-4-yl)methylene]penicillanic Acid Sulfones

Paul Eby, Maxwell D. Cummings, Oludotun A. Phillips, David P. Czajkowski, Maya P. Singh, Paul Spevak, Ronald G. Micetich, and Samarendra N. Maiti

*SynPhar Laboratories Inc., 4290-91A Street, Edmonton, Alberta, T6E 5V2, Canada

Abstract

A series of 6-[(1-substituted 1,2,3-triazol-4-yl)methylene]penicillani acid sulfones were synthesized and tested for β-lactamase inhibitory activity. The (6Z)-isomers were over 100 times more potent than the (6E)-isomers against cell-free β-lactamases and were synergistic with ampicillin against a variety of β-lactamase producing bacteria.