Nitroimidazole
| 5-Nitroimidazole[1] | |
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5-Nitro-1H-imidazole |
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| Identifiers | |
| CAS number | 3034-38-6  |
| PubChem | 18208 |
| ChemSpider | 10637918 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C3H3N3O2 |
| Molar mass | 113.07 g/mol |
| Melting point |
303 °C (dec.) |
| Hazards | |
| R-phrases | R20/21/22 R36/37/38 |
| S-phrases | S26 S36/37 |
| Main hazards | Xn |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
5-Nitroimidazole is an imidazole derivative that contains a nitro group.
Several derivatives of nitroimidazole constitute the class of nitroimidazole antibiotics that have been used to combat anaerobic bacterial and parasitic infections.[2] Perhaps the most common example is metronidazole (Flagyl). Other heterocycles such as nitrothiazoles (thiazole) are also used for this purpose. Nitroheterocycles may be reductively activated in hypoxic cells, and then undergo redox recycling or decompose to toxic products.[3]
[edit] References
- ^ 4-Nitroimidazole at Sigma-Aldrich
- ^ Mital A (2009). "Synthetic Nitroimidazoles: Biological Activities and Mutagenicity Relationships". Sci Pharm 77 (3): 497–520. doi:10.3797/scipharm.0907-14.
- ^ Juchau, MR (1989). "Bioactivation in chemical teratogenesis". Annu. Rev. Pharmacol. Toxicol. 29: 165–167. doi:10.1146/annurev.pa.29.040189.001121. PMID 2658769.
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