Clobazam Impurity C is a chlorinated benzodiazepine derivative featuring a 1,4-benzodiazepine core substituted with a 3-chlorophenyl ring and an N-methylcarbamoyl group. The compound exhibits a unique structural divergence from the parent drug due to a methylation at the 7-position of the dihydro-1,4-benzodiazepin-2-one scaffold, resulting in altered steric and electronic properties. This impurity arises via nucleophilic substitution during synthetic pathways, leading to regioselective alkylation. It serves as a critical HPLC reference standard for quantifying process-related impurities in clobazam formulations.
On RequestCC1C(=O)N(C2=C(C=C(C=C2)Cl)N(C1=O)C3=CC=CC=C3)C
InChI=1S/C17H15ClN2O2/c1-11-16(21)19(2)14-9-8-12(18)10-15(14)20(17(11)22)13-6-4-3-5-7-13/h3-11H,1-2H3
WAXKWQZPMOCDCA-UHFFFAOYSA-N