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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Product Details of 3034-41-1
Preparation of 1-methyl-2,4,5-trinitroimidazole from derivatives of 1-methylimidazole and its oxidation under nitration conditions was written by Lian, Peng-Bao;Chen, Jian;Chen, Li-Zhen;Zhao, Chong-Yang;Wang, Jian-Long;Shen, Fen-Fen. And the article was included in Chemistry of Heterocyclic Compounds (New York, NY, United States) in 2020.Product Details of 3034-41-1 This article mentions the following:
1-Methylimidazole, 1-methyl-4-nitroimidazole, 1-methyl-5-nitroimidazole, or 1-methyl-4,5-dinitroimidazole gave a mixture of 1-methyl-4,5-dinitroimidazole and 1-methyl-2,4,5-trinitroimidazole under the volume ratio of HNO3 to H2SO4 of 1:3 at 80° temperature for 2.5 h, and the highest unisolated yield of 1-methyl-2,4,5-trinitroimidazole was 2.4%. 1-Methyl-2,4,5-trinitroimidazole was prepared from 1-methyl-2-nitroimidazole, 1-methyl-2,4-dinitroimidazole, or 1-methyl-2,5-dinitroimidazole under the same conditions, and the yields were 65, 76, and 82%, resp. However, when the ratio of HNO3 to H2SO4 was 1:5 and reaction was carried out at 120° for 2.5 h, only 1-methyl-4,5-dinitroimidazole was obtained from 1-methylimidazole, 1-methyl-4-nitroimidazole, or 1-methyl- 5-nitroimidazole in yields 43, 64, and 81%, resp. 1-Methyl-2-nitroimidazole, 1-methyl-2,4-dinitroimidazole, or 1-methyl- 2,5-dinitroimidazole gave 1-methylimidazolidine-2,4,5-trione under the same conditions, the yields were 61, 63, and 65%, resp. Meanwhile, 1-methylimidazolidine-2,4,5-trione was obtained from 1-methyl-2,4,5-trinitroimidazole. Under strong nitration conditions, the nitro group at the C-2 position is a key substituent to promote oxidation of the imidazole ring. The possible reaction mechanism for the formation of 1-methylimidazolidine-2,4,5-trione from 1-methyl-2,4,5-trinitroimidazole is given. The structure of 1-methylimidazolidine-2,4,5-trione was further confirmed by single crystal X-ray diffraction. In the experiment, the researchers used many compounds, for example, 1-Methyl-4-nitroimidazole (cas: 3034-41-1Product Details of 3034-41-1).
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 also acts as a microtubule destabilizing agents and inhibits topoisomerase and Cytochrome P450 Family 26 Subfamily A Member 1 (CYP26A1) enzymes.Product Details of 3034-41-1
Referemce:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem