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Synthesis and antibacterial activity of novel 2-methyl-1-oxacephalosporins
T Okonogi1, S Shibahara, Y Murai
1Pharmaceutical Research Center, Meiji Seika Kaisha, Ltd., Yokohama, Japan.
The Journal of Antibiotics
|April 1, 1990
Abstract:
New 2-methyl-1-oxacephem compounds having 2-(2-aminothiazol-4-yl)-2-(alkoxyimino)acetamido substituents at C-7 and various C-3 side chains were synthesized starting from (3R,4S)-phenyloxazolinoazetidinone (8). Introduction of the 2 beta-methyl group into the 1-oxacephem nucleus increased the stability to beta-lactamases. OCP-9-176 (7b) having the (1-methylpyridinium-4-yl)thiomethyl group at C-3 showed potent antibacterial activity and a broad spectrum.