Amlodipine EP impurity D is a chlorinated dihydropyridine derivative featuring a substituted pyridine ring, an aminoethoxy side chain, and a nitrophenyl group. Its structure incorporates a chlorine atom at the benzyl moiety, distinguishing it from the parent amlodipine by a chloro substitution and altered oxidation state in the dihydropyridine core. This impurity arises via oxidative degradation pathways, retaining key pharmacophoric elements while introducing steric and electronic modifications. It serves as a critical HPLC reference standard for quantifying process-related impurities in amlodipine bulk drug substance.
On RequestCCOC(=O)C1=C(C(=C(N=C1COCCN)C)C(=O)OC)C2=CC=CC=C2Cl
InChI=1S/C20H23ClN2O5/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21/h5-8H,4,9-11,22H2,1-3H3
APZSGEHAFPIYQZ-UHFFFAOYSA-N