BICYCLIC 6-ALKYLIDENEPENEMS AS β-LACTAMASE INHIBITORS Russian patent published in 2008 - IPC C07D519/06 C07D503/00 C07D499/88 A61K31/431 A61P31/04 

FIELD: chemistry.

SUBSTANCE: invention concerns compounds of formula (I) and their pharmaceutically acceptable salts as β-lactamase inhibitors, method of their production, pharmaceutical composition based on them, and methods of treatment involving the claimed compounds. In the general formula (I) one of A and B is hydrogen, while the other is optionally substituted condensed bicyclic heteroaryl group; if aromatic ring part of bicyclic heteroaryl group is imidazole, non-aromatic ring part does not include S atom adjacent to head carbon atom of bridge group; X is S; R₅ is H, C₁-C₆-alkyl or C₅-C₆-cycloalkyl; or its pharmaceutically acceptable salt where bicyclic heteroaryl group is (1-A) , where one of Z₁, Z₂ and Z₃ is independently S, while the others are CR₂ or S, if one of Z₁-Z₃ is carbon and is linked to the rest of molecule; W₁, W₂ and W₃ are independently CR₄R₄, S, O or N-R₁, if it does not form S-S, O-O, or S-O link with saturated ring system; t=1-4; R₁ is H, C₁-C₆-alkyl, C₅-C₇-cycloalkyl, -C=O-aryl, -C=O(C₁-C₆)-alkyl, -C=O(C₅-C₆)-cycloalkyl, aryl-C₁-C₆-alkyl, optionally substituted C₁-C₆-alkoxy; heteroalkyl- C₁-C₆-alkyl or C=O(heteroaryl), where heteroaryl is 6-member ring containing 1 nitrogen atom, R₂ is hydrogen, C₁-C₆-alkyl, R₄ ir H, C₁-C₆-alkyl.

EFFECT: efficient application in bacterial infection treatment.

29 cl, 3 tbl, 58 ex