Darifenacin acid is a degradation byproduct of the anticholinergic drug darifenacin, characterized by a benzhydryl piperidine core substituted with a 4-hydroxyphenyl ring and a carboxylic acid moiety at the terminal position of the side chain. Its structure retains the tricyclic scaffold of the parent compound but features an oxidized terminal methyl group converted to a carboxylic acid, differentiating it through enhanced polarity and altered hydrogen bonding capacity. This impurity arises via oxidative hydrolysis under acidic conditions, reflecting a key pathway in stability studies. It serves as a critical HPLC reference standard for quantifying degradation products in darifenacin formulations.
On RequestC1CN(C[C@@H]1C(C2=CC=CC=C2)(C3=CC=CC=C3)C(=O)O)CCC4=CC5=C(C=C4)OCC5
InChI=1S/C28H29NO3/c30-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-29(20-25)16-13-21-11-12-26-22(19-21)15-18-32-26/h1-12,19,25H,13-18,20H2,(H,30,31)/t25-/m1/s1
TYINUJJIMXIIRB-RUZDIDTESA-N