Bicyclic 6-alkylidene-penems as class-d beta-lactamases...

A - Human Necessities – 61 – K

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A61K 31/424 (2006.01) A61K 31/429 (2006.01) A61K 31/43 (2006.01) A61P 31/04 (2006.01)

Patent

CA 2609428

ABSTRACT This invention relates to certain bicyclic 6-alkylidene penems which act as a inhibitor of class-D enzymes. .beta.-Lactamases hydrolyze .beta.- lactam antibiotics, and as such serve as the primary cause of bacterial resistance. The compounds of the present invention when combined with .beta.- lactam antibiotics will provide an effective treatment against life threatening bacterial infections. In accordance with the present invention there are provided compounds of general formula I or a pharmaceutically acceptable salt or in vivo hydrolyzable ester R5 thereof: Formula (I) wherein: One of A and B denotes hydrogen and the other an optionally substituted fused bicyclic heteroaryl group; and X=O or S.

L'invention concerne certains 6-alkylidène pénèmes bicycliques agissant comme un inhibiteur des enzymes de la classe D. Des ß-Lactamases hydrolysent des antibiotiques ß-lactam et représentent comme tels la cause principale de la résistance bactérienne. Les composés selon l'invention, quand ils sont combinés à des antibiotiques ß-lactam, confèrent un traitement efficace contre des infections bactériennes mettant la vie en danger. L'invention concerne des composés de formule générale (I) ou un sel acceptable sur le plan pharmaceutique ou un R5 ester hydrolysable in vivo de ceux-ci, dans laquelle: soit A, soit B représente hydrogène et l'autre un groupe hétéroaryle bicyclique fusionné éventuellement substitué; et X=O ou S.

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