Proton resonance studies on aromatic heterocycles. III. Hydrogen-deuterium exchange with azoles and azolium salts was written by Staab, Heinz A.;Irngartinger, Hermann;Mannschreck, Albrecht;Wu, Mou-Thai. And the article was included in Justus Liebigs Annalen der Chemie in 1966.Quality Control of 1-Methyl-4-nitroimidazole This article mentions the following:
For several azoles and azolium salts were measured the N.M.R. spectra and assignments made; with their aid the H-D exchange of the ring H atoms was investigated. The dependence of the relative deuteration rates on structural factors was discussed in connection with biochem. questions. The N.M.R. spectra of various oxazoles and oxazolium salts were also measured, and also investigated by H-D exchange. 4-Nitroimidazole (I) in D2O (1% solution) heated 13.5 hrs. at 100° resulted in deuteration at C-2 and C-4 (or 5) in the ratio 5:3. A similar experiment in a citrate buffered solution (pH 5.1) gave the same relative deuteration. After heating I in 0.8M NaOD in D2O 12 hrs., both H-2 and H-4 (or 5) were completely exchanged. In contrast, 1-methyl-4-nitroimidazole in D2O (12.5 hrs., 100°, 2.5% solution) was more strongly deuterated at C-5 than at C-2; 90% for H-5 and 50% for H-2. Surprisingly, 1-methyl-5-nitroimidazole under the sample conditions underwent complete exchange at H-2 and only 10% at H-4. The half-life times for deuteration of 4,5-dipropyloxazole and 4,5-diphenyloxazole in MeOD were 600 min. (60°) and 1100 min. (69°), while the 2-position of the corresponding methiodides was completely deuterated in MeOD at 37° after 3 min., In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Quality Control of 1-Methyl-4-nitroimidazole).
1-Methyl-4-nitroimidazole (cas: 3034-41-1) belongs to imidazole derivatives. 1H-imidazole is an imidazole tautomer which has the migrating hydrogen at position 1. It is a conjugate base of an imidazolium cation. It is a conjugate acid of an imidazolide. It is a tautomer of a 4H-imidazole. Imidazole has been usedin the lysis, wash and elution buffer for the purification of histidine tagged Sonic Hedgehog(shh-N) protein, in elution buffer in stepwise gradient for the purification of histidine tagged aldo keto reductases using nickel affinity chromatography, as a component of homogenization buffer for the purification of phagosomal compartments from dendritic cells.Quality Control of 1-Methyl-4-nitroimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem