Determination of the preferred tautomeric form of 4-nitrohistidine was written by Pedoroso, Enrique;Grandas, Anna;Dolors Ludevid, Maria;Giralt, Ernest. And the article was included in Journal of Heterocyclic Chemistry in 1986.Application In Synthesis of 1-Methyl-4-nitroimidazole This article mentions the following:
Nα-Acetyl-4-nitrohistidine Me ester (I) was methylated with CH2N2 to give 33% N3-Me derivative II, whereas I was methylated with MeI/KOH in MeOH to give a mixture of 17% II and 11% N1-Me derivative III. Spectrophotometric pKa determinations of II and III were used to determine the position of the tautomeric equilibrium of I. The N1-H tautomer is the predominant form with an equilibrium constant KT of 48. This is supported by the 1H and 13C NMR chem. shifts of the imidazole ring atoms and their changes from neutral to acidic media. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Application In Synthesis of 1-Methyl-4-nitroimidazole).
1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. Imidazole derivatives generally have good solubility in protic solvents. Simple imidazole derivatives, such as 1H-imidazole, 2-methyl-1H-imidazole, and 1,2-dimethylimidazole, have very high solubility in water. Imidazole also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Application In Synthesis of 1-Methyl-4-nitroimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem