Penem derivatives

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 499/88 (2006.01) A61K 31/44 (2006.01) A61K 31/675 (2006.01) C07F 9/547 (2006.01)

Patent

CA 2088913

2088913 9300345 PCTABS00019 The invention provides compounds of general formula (I) wherein R1 is a hydrogen atom, a negative charge or an ester residue; R is: a) -(CH2)n-A-CO2H, -(CH2)n-A-SO3H or -(CH2)n-A-PO3H2, wherein n is either zero, one or two and A is a group -CH=CH- (either E or Z), -OCH2-, -SCH2- or -CHOH-; b) -(CH2)n-PO3H2, -(CH2)nSO2NHCN, -(CH2)nNHSO3H, -(CH2)nCONHSO2CH3 or -(CH2)nCONHSO2CF3, wherein n is as defined above; c) -(CH2S)m-W-(CH2)nZ, wherein W is an arylene group or a heterocyclediyl group, m is 0 or 1, n is as above defined, and Z represents CO2H, PO3H2, SO2NHCN, NHSO3H, CONHSO2CH3 or CONHSO2CF3; d) -Y-CH2 formula (II), wherein Y is O or NH and X is NH, N-OH or N-O-(CH2)n+1COOH wherein n is as defined above; or e) -(CH2S)m-W', wherein W' is a heterocyclyl group convertible into an anion at physiological pH and m is as defined above. Compounds (I), their salts and ester prodrugs have antibacterial activity.

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