36-derivatives of rifamycins and their use as antimicrobial...

Details 36-derivatives of rifamycins and their use as antimicrobial... 36-derivatives of rifamycins and their use as antimicrobial...

C - Chemistry, Metallurgy

07

D

C07D 498/08 (2006.01) A61K 31/395 (2006.01) C07D 213/80 (2006.01) C07D 401/04 (2006.01) C07D 519/00 (2006.01)

Patent

CA 2160243

Rifamycin antibiotic derivatives of formulae (I) and (Ia) bearing at the position 36 a substituent selected from (C1-C8)alkyl, halo, hydroxy, (C1-C4)acyloxy, (C1-C4)alkoxy, (C1-C4)alkylthio, (C1- C4)alkylamino, di(C1-C4)alkylamino and substituted 4-oxo-3-pyridinyl carbonyloxy of formula (1) obtained by reacting rifamycin with suitably substituted malonic acid. The compounds of the invention are antimicrobial agents mainly active against gram positive bacteria and fastidious gram negative bacteria showing also considerable antimicrobial activity against the rifampicin resistant microbial strains.

L'invention concerne des dérivés antibiotiques de rifamycine selon les formules (I) et (Ia) comportant à la position 36 un substituant sélectionné parmi alkyle(C1-C8), halo, hydroxy, acyloxy(C1-C4), alkoxy(C1-C4), alkylthio(C1-C4), alkylamino(C1-C4), dialkylamino(C1-C4) et 4-oxo-3-pyridinyle carbonyloxy subsitué de formule (1). Ces dérivés sont obtenus par réaction de la rifamycine avec un acide malonique adéquatement substitué. Les composés selon cette invention constituent des agents antimicrobiens principalement actifs contre les bactéries à Gram positif et les bactéries délicates à Gram négatif. Ils montrent également une activité anti-microbienne considérable contre les souches microbiennes résistant à la rifampicine.

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