SYNTHESIS AND HALOGENATION OF 2-METHYLIMIDAZO[1,2-<i>a</i>]PYRIDINE. ANTIMICROBIAL ACTIVITY OF 3-BROMO-2-METHYL-1<i>Н</i>-IMIDAZO[1,2-<i>a</i>]PYRIDINIUM BROMIDE
Authors
Елена В. Калита
South Ural State University (National Research University),
76 Lenina Ave., Chelyabinsk 454080, Russia
Moscow Institute of Physics and Technology (National Research University),
9 Institutskiy Per., Dolgoprudny 141701, Moscow Region, Russia
Дмитрий Г. Ким
South Ural State University (National Research University),
76 Lenina Ave., Chelyabinsk 454080, Russia
Елизавета М. Крынина
South Ural State University (National Research University),
76 Lenina Ave., Chelyabinsk 454080, Russia
Владимир В. Шарутин
South Ural State University (National Research University),
76 Lenina Ave., Chelyabinsk 454080, Russia
Нина М. Шлепотина
South Ural State Medical University,
Ministry of Health of the Russian Federation,
64 Vorovskogo St., Chelyabinsk 454092, Russia
Олег Л. Колесников
South Ural State Medical University,
Ministry of Health of the Russian Federation,
64 Vorovskogo St., Chelyabinsk 454092, Russia
Юлия С. Шишкова
South Ural State Medical University,
Ministry of Health of the Russian Federation,
64 Vorovskogo St., Chelyabinsk 454092, Russia
Маргарита В. Пешикова
South Ural State Medical University,
Ministry of Health of the Russian Federation,
64 Vorovskogo St., Chelyabinsk 454092, Russia
Imidazo[1,2-a]pyridine derivatives have been shown to possess a broad range of biological activity. 2-Amino-1-propargylpyridinium and 2-amino-1-(2-bromoallyl)pyridinium bromides, the structures of which were established on the basis of X-ray structural analysis, reacted with sodium methoxide, leading to the formation of 2-methylimidazo[1,2-a]pyridine. 2-Methylimidazo[1,2-a]pyridine further reacted with bromine and iodine, providing 3-halo-2-methyl-1H-imidazo[1,2-a]pyridinium trihalides, the structure of which was confirmed by X-ray structural analysis. 3-Halo-2-methyl-1H-imidazo[1,2-a]pyridinium halides were obtained from the respective trihalides. 3-Bromo-2-methyl-1H-imidazo[1,2-a]pyridinium bromide showed antimicrobial properties against Staphylococcus aureus at the concentrations of 2700 and 675 μg/ml.
