Antibacterial/β-Lactam Derivatives: Novel Covalently Bound Quinolone-β-Lactams as Broad-Spectrum Antibacterials

Summary

Novelty: β-Lactam derivatives exhibiting antibacterial activity are disclosed. They are useful in the treatment and/or prophylaxis of infectious diseases. The compound combine an antibacterially active quinoline antibiotic with 6-aminopenicillanic acid, (S)-3-amino-2-oxo-azetidine-1-sulphonic acid or a 7-ACA derivative.

Biology: In vitro antibacterial activity data against twenty-six different bacteria are provided (MIC - 0.063 - 500 μg/ml).

Chemistry: The compounds are synthesized in a multistep process and experimental details are given. [2S-(2α,5α,6β)]-6[[[4-[1-ethyl-6-fluoro-1,4-dihydro-3-(methoxycarbonyl)-4-oxo-7- quinolinyl]-1-piperazinyl]-methylene]amino]-3,3-dimethyl-6-oxo-4-thia-1- aza-bicyclo[3.2.0]heptane-2-carboxylic acid (below) is one of the eleven compounds which are specifically claimed.