In 2018,Journal of Medicinal Chemistry included an article by Norman, Bryan H.; Fisher, Matthew J.; Schiffler, Matthew A.; Kuklish, Steven L.; Hughes, Norman E.; Czeskis, Boris A.; Cassidy, Kenneth C.; Abraham, Trent L.; Alberts, Jeffrey J.; Luffer-Atlas, Debra. Name: 1H-Imidazol-2-amine. The article was titled 《Identification and Mitigation of Reactive Metabolites of 2-Aminoimidazole-Containing Microsomal Prostaglandin E Synthase-1 Inhibitors Terminated Due to Clinical Drug-Induced Liver Injury》. The information in the text is summarized as follows:
Two 2-aminoimidazole-based inhibitors, LY3031207 (1) and LY3023703 (2), of the microsomal prostaglandin E synthase-1 (mPGES-1) enzyme were found to cause drug-induced liver injury (DILI) in humans. We studied imidazole ring substitutions to successfully mitigate reactive metabolite (RM) formation. These studies support the conclusion that RM formation may play a role in the observations of DILI and the consideration of 2-aminoimidazoles as structure alerts, due to the high likelihood of bioactivation to generate RMs. The results came from multiple reactions, including the reaction of 1H-Imidazol-2-amine(cas: 7720-39-0Name: 1H-Imidazol-2-amine)
1H-Imidazol-2-amine(cas: 7720-39-0) belongs to anime. Nitrous acid converts secondary amines (aliphatic or aromatic) to N-nitroso compounds (nitrosamines): R2NH + HNO2 → R2N―NO. Some nitrosamines are potent cancer-inducing substances, and their possible formation is a serious consideration when nitrites, which are salts of nitrous acid, are present in foods or pharmaceutical preparations. Tertiary amines give rise to nitrosamines more slowly; an alkyl group is eliminated as an aldehyde or ketone, along with nitrous oxide, N2O.Name: 1H-Imidazol-2-amine
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem