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4-Nitroimidazole[1]
4-Nitroimidazole.png
IUPAC name
Identifiers
CAS number 3034-38-6
PubChem 18208
SMILES
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
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

4-Nitroimidazole is an imidazole derivative which contains a nitro group.

Several derivatives of nitroimidazole constitute the class of nitroimidazole antibiotics which have been used to combat anaerobic bacterial and parasitic infections. 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.[2]

Three nitroimidazoles: metronidazole, tinidazole, and nimorazole

References

  1. ^ 4-Nitroimidazole at Sigma-Aldrich
  2. ^ Annu. Rev. Pharmacol. Toxicol. 29: 165–167. 1989.  
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