7-Chloro-2-(dimethylamino)-5-phenyl-3H-benzo[e][1,4]diazepine 4-oxide is a structurally complex benzodiazepine derivative featuring a 7-chloro substituent, a 2-dimethylamino group, and a 5-phenyl moiety conjugated to a 4-oxidized diazepine ring. The 4-oxide functionality introduces an N-oxide electron-withdrawing group, modulating the compoundβs lipophilicity and metabolic stability. This impurity arises via oxidative pathways during the synthesis of benzodiazepine-based APIs, particularly under conditions involving nitrogen oxidation. It serves as a critical HPLC reference standard for quantitative impurity profiling in parent drug manufacturing.
On RequestCN(C)C1=NC2=C(C=C(C=C2)Cl)C(=[N+](C1)[O-])C3=CC=CC=C3
InChI=1S/C17H16ClN3O/c1-20(2)16-11-21(22)17(12-6-4-3-5-7-12)14-10-13(18)8-9-15(14)19-16/h3-10H,11H2,1-2H3
DQZUAVXXQQOPOW-UHFFFAOYSA-N