Nicorandil-N-Oxide is an oxidation derivative of Nicorandil, featuring an N-oxide functional group on the piperazine nitrogen. This impurity forms via oxidative degradation of the parent drug's secondary amine, introducing a positively charged oxygen atom that alters the molecule's polarity and hydrogen-bonding capacity. The core structure retains the 4-nitrophenyl ring and ethyl ester linkage, but the N-oxide introduces steric and electronic perturbations compared to the native amine. It serves as an HPLC reference standard for monitoring oxidative degradation pathways in Nicorandil drug substance.
On RequestC1=CC(=C[N+](=C1)[O-])C(=O)NCCO[N+](=O)[O-]
InChI=1S/C8H9N3O5/c12-8(9-3-5-16-11(14)15)7-2-1-4-10(13)6-7/h1-2,4,6H,3,5H2,(H,9,12)
NALIEKHMDVZBFP-UHFFFAOYSA-N