Amlodipine EP Impurity F is a structurally related dihydropyridine derivative featuring an ortho-hydroxy substitution on the phenyl ring and a truncated ester moiety compared to the parent amlodipine. This impurity arises from oxidative cleavage of the methoxy group, introducing a hydroxyl functionality and altering the pharmacophore's electronic properties. Its core scaffold retains the 1,4-dihydropyridine ring and calcium-binding carboxylate, but lacks the methyl ester side chain, rendering it pharmacologically inert. This compound serves as a critical HPLC reference standard for quantifying process-related impurities in amlodipine bulk drug manufacturing.
On RequestCC1=C(C(C(=C(N1)COCCN)C(=O)OC)C2=CC=CC=C2Cl)C(=O)OC
InChI=1S/C19H23ClN2O5/c1-11-15(18(23)25-2)16(12-6-4-5-7-13(12)20)17(19(24)26-3)14(22-11)10-27-9-8-21/h4-7,16,22H,8-10,21H2,1-3H3
UDSAEMGNQXMCDF-UHFFFAOYSA-N