Penicillanic acid derivatives

Details Penicillanic acid derivatives Penicillanic acid derivatives

C - Chemistry, Metallurgy

07

F

260/111, 167/188

C07F 9/6541 (2006.01) A61K 31/43 (2006.01) C07D 499/00 (2006.01)

Patent

CA 2001642

Abstract The compounds of the general formula Image I in which R is hydrogen, a readily hydrolyzable ester group or a protecting group, R1 is hydrogen and R2 is hydrogen or an acyl group, or R1 and R2 taken together are the group Image in which n is 5, 6 or 7, X is fluoro, thiocyanato, azido or the group R3aCO2- Image , Image , -SR3 , -OR3 Image , Image , Image , Image or Image ; R3a is C2- to C16-alkyl, aryl, a heterocycle, -(CH2)m-aryl, -(CH2)m-heterocycle, a heterocycle-lower alkenyl or aryl-lower alkenyl, R3 is C1- to C16-alkyl, aryl, a heterocycle, -(CH2)m-aryl, a -(CH2)m-heterocycle, a heterocycle-lower alkenyl or aryl-lower alkenyl, R4 and R4' independently are hydrogen, lower alkyl, lower alkenyl or lower alkynyl, Ra is hydrogen, halogen, amino, amino-lower alkyl, carboxy, carbamoyl, carboxy-lower alkyl, carbamoyl-lower alkyl or lower carbalkoxy-lower alkyl, m is from 1 to 4 and p is 3, 4 or 5, provided that X is other than fluoro when R is a protecting group, a hydrate, a readily hydrolyzable ester or salt thereof, or a hydrate of the ester or the salt, when R is hydrogen are useful as anti-bacterial agents for the prevention and treatment of bacterial infections in mammals, including humans.

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