Nitroimidazoles. Part X. Spectral studies on isomeric 1-substituted 4- and 5-nitroimidazoles and some 2-nitroimidazoles was written by Nagarajan, K.;Sudarsanam, V.;Parthasarathy, P. C.;Arya, V. P.;Shenoy, S. J.. And the article was included in Indian Journal of Chemistry in 1982.Quality Control of 1-Methyl-4-nitroimidazole This article mentions the following:
Chem. shifts of C-4 in I (R = H, Me, vinyl, O2N, etc.; R1 = H, Me, Cl, O2N, etc.; R2 = H, Cl, O2N, etc.) fall within a narrow range of 130-3 ppm and in the isomeric II at 120-4 ppm, offering a method for distinguishing between isomeric pairs. An addnl. diagnostic method utilizes the observation that for II the signal due to C-5 has extra multiplicity due to 3-bond coupling with protons of the group on N-1, which C-4 in I does not exhibit. DMSO induced chem. shifts for C-5 H in II (δ DMSO-d6 – δ CDCl3) are much larger than those for C-4 H in I and are useful aids for structure assignment. Mass spectra of the 1-alkyl-5-nitroimidazoles I generally show fragments due to loss of OH, which are mostly absent in II; the loss of NO2 is also more intense in the former than in the latter. The phenomena are traced to participation by the alkyl group at position-1. Acid and alkali induced shifts in water and EtOH UV spectra of a variety of nitroimidazoles are described and discussed. 1-Alkyl-5-nitroimidazoles undergo hypsochromic shifts in 0.1 N H2SO4 more readily than the 4-nitro isomers. On silica gel plates, compounds of I generally move faster than those of II. The m. ps. of the 5-nitroimidazoles are as a rule lower than those of the 4-nitro counterparts. 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. The solubility of imidazoles in ethers is lower than that in alcohols and decreases with increasing chain length of the ethers . In contrast, the solubility of benzimidazoles in alcohols (C3–C6) is higher than in water and generally decreases with a Imidazole derivatives have antibacterial, antifungal and anticancer functionality. It interacts with DNA and also binds to protein and stops cell division.Quality Control of 1-Methyl-4-nitroimidazole
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem