Dehydrolercanidipine is a structurally related impurity of lercanidipine, characterized by a substituted dihydropyridine core linked to a tricyclic aromatic system featuring a 1,4-dihydropyridine motif, a nitrobenzene moiety, and a cyclohexylmethyl ester group. The compound exhibits a dehydrated scaffold relative to the parent drug, with a specific loss of a hydroxyl functionality at the 4-position of the dihydropyridine ring, resulting in a conjugated double bond system. This structural modification alters its metabolic stability and chromatographic behavior. It serves as a critical HPLC reference standard for quantifying process-related impurities in lercanidipine active pharmaceutical ingredient synthesis.
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InChI=1S/C36H39N3O6/c1-24-31(34(40)44-6)33(28-18-13-19-29(22-28)39(42)43)32(25(2)37-24)35(41)45-36(3,4)23-38(5)21-20-30(26-14-9-7-10-15-26)27-16-11-8-12-17-27/h7-19,22,30H,20-21,23H2,1-6H3
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