Darifenacin-N-oxide is an oxidation derivative of the anticholinergic drug Darifenacin, featuring an N-oxide group at the quinuclidine nitrogen. This modification introduces a polar, electron-withdrawing oxygen atom, altering the compound's lipophilicity and metabolic stability. Structurally, it retains the 8-chloro-2-methylquinuclidine core and 4-(dimethylamino)-3-methoxybenzoyl moiety of the parent molecule, with the N-oxide substituting a tertiary amine hydrogen. The compound serves as a critical impurity reference standard for HPLC-based quantification of oxidation-related degradation pathways in Darifenacin formulations.
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InChI=1S/C28H30N2O3/c29-27(31)28(23-7-3-1-4-8-23,24-9-5-2-6-10-24)25-14-17-30(32,20-25)16-13-21-11-12-26-22(19-21)15-18-33-26/h1-12,19,25H,13-18,20H2,(H2,29,31)/t25-,30?/m1/s1
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