Metronidazole-OH is a hydroxylated derivative of metronidazole, featuring a hydroxymethyl group substituted at the hydrazine moiety. The structure retains the core 5-nitroimidazole scaffold but incorporates an additional hydroxyl functionality, altering its polarity and metabolic stability. This impurity arises via oxidative hydroxylation of the parent drug's methyl group, introducing a -CH2OH substituent adjacent to the nitrogen bridge. The compound exhibits enhanced hydrogen bonding capacity due to the hydroxyl group, impacting its chromatographic behavior. It serves as a critical HPLC reference standard for quantifying degradation pathways in metronidazole formulations.
On RequestC1=C(N(C(=N1)CO)CCO)[N+](=O)[O-]
InChI=1S/C6H9N3O4/c10-2-1-8-5(4-11)7-3-6(8)9(12)13/h3,10-11H,1-2,4H2
AEHPOYAOLCAMIU-UHFFFAOYSA-N