| 82.1 g/mol|
| 145 °C|
white or colorless solid
2-Methylimidazole is an organic compound that is structurally related to imidazole with the chemical formula CH3C3H2N2H. It is a white or colorless solid that is highly soluble in polar organic solvents. It is a precursor to a range of drugs and is a ligand in coordination chemistry.
It is prepared by condensation of glyoxal, ammonia, and acetaldehyde, a Radziszewski reaction. Nitration gives 5-nitro derivative.
2-Methylimidazole is a sterically hindered imidazole that is used to similuate the coordination of histidine to heme complexes. It can be deprotonated to make imidazolate-based coordination polymers.
2-Methylimidazole is a precursor to the several members of the nitroimidazole antibiotics that are used to combat anaerobic bacterial and parasitic infections.Nitroimidazole antibiotics and antiprotozoals containing 2-methylimidazole cores:
It has low toxicity with an LD50 (rat, oral) of 1300 mg/kg, but it is strongly irritating to the skin and eyes.