Rhodanine derivatives and pharmaceutical compositions

Details Rhodanine derivatives and pharmaceutical compositions Rhodanine derivatives and pharmaceutical compositions

C - Chemistry, Metallurgy

07

D

167/231, 167/234

C07D 277/36 (2006.01) A61K 31/425 (2006.01) A61K 31/445 (2006.01) C07D 417/06 (2006.01) C07D 417/12 (2006.01)

Patent

CA 2016665

Disclosed is a rhodanine derivative of formula (I). A rhodanine derivative of formula (I) (see formula I) wherein R1 is hydrogen, C1-C8 alkyl, carboxyl(C1-C4)alkyl or (C1-C4)alkoxycarbonyl(C1-C4)alkyl; R2 is -CH2-CH2-R3, ~CH=CH~R3 (m is 0 or 1), (see formula II) (R is C1-C3 alkyl) or ~CH2~CONHR4 (n is 0 or 1-4); R3 is a thienyl or furyl group which may be substituted by C1-C3 alkyl or halogen; a pyrrolyl group which may be substituted by carboxy(C1-C3)alkyl on the nitrogen atom; or a phenyl group which may be substituted by one or more substituents selected from the group consisting of C1-C3 alkyl, C1-C3 alkoxy, hydroxyl, halogen, trifluoromethyl, carboxyl, (C1-C3)alkoxycarbonyl, cyano, carboxy(C1-C3)alkoxy, (C1-C6)alkoxycarbonyl(C1-C3)alkoxy, benzyloxycarbonyl(C1-C3)alkoxy, piperidinylcarbonyl(C1-C3)alkoxy, 2H-tetrazolyl, 2H-tetrazolyl-(C1-C4)alkoxy, carboxy(C2-C4)alkenyl, (C1-C3)alkoxycarbonyl(C2-C4)alkenyl, carboxy(C1-C3)alkyl and (C1-C3)alkoxycarbonyl(C1-C3)alkyl; and R4 is a phenyl group which may be substituted by one or more of the same substituents as defined above, or a pharmaceutically acceptable salt thereof. The derivatives are of an inhibitory activity against aldose reductase and useful for the prevention or treatment of complications of diabetes.

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