Nitroimidazole

5-Nitroimidazole[1]
Names
Preferred IUPAC name
5-Nitro-1H-imidazole
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.019.296 Edit this at Wikidata
EC Number
  • 221-224-7
UNII
  • InChI=1S/C3H3N3O2/c7-6(8)5-2-1-4-3-5/h1-3H checkY
    Key: KUNMIWQQOPACSS-UHFFFAOYSA-N checkY
  • c1cn(cn1)[N+](=O)[O-]
Properties
C3H3N3O2
Molar mass 113.076 g·mol−1
Melting point 303 °C (577 °F; 576 K) (decomposes)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Nitroimidazoles are the group of organic compounds consisting of an imidazole ring with at least one nitro group substituent. The term also refers to the class of antibiotics that have nitroimidazole in their structures.[2] These antibiotics commonly include the 5-nitroimidazole positional isomer.

  1. ^ 4-Nitroimidazole at Sigma-Aldrich
  2. ^ Edwards, David I. (1993). "Nitroimidazole drugs-action and resistance mechanisms I. Mechanism of action". Journal of Antimicrobial Chemotherapy. 31 (1): 9–20. doi:10.1093/jac/31.1.9. PMID 8444678.