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Novel C-2 substituted carbapenem derivatives. Part IV. Synthesis and biological activity of five membered heteroaromatic derivatives. 1998
C L Branch, and
G Burton, and
G J Clarke, and
S Coulton, and
J D Douglas, and
A J Eglington, and
A W Guest, and
J D Hinks, and
N W Hird, and
R K Holland, and
E Hunt, and
S J Knott, and
S F Moss, and
A Naylor, and
M J Pearson, and
A K Takle
SmithKline Beecham Pharmaceuticals, Betchworth, Surrey, UK.
The synthesis, antibacterial activity, and stability to human dehydropeptidase-1 (DHP-1) of a novel series of (5R,6S)-6-[(1R)-1-hydroxyethyl]-2-heterocyclylcarbapen-2-em-3-carb oxylates are described. Of the compounds investigated 1,5-disubstituted pyrazol-3-yl and 3-substituted isoxazol-5-yl derivatives have the best combination of antibacterial activity and stability to DHP-1. They are particularly active against community-acquired respiratory tract pathogens and have stabilities to DHP-1 superior to that of meropenem.
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