5-nitroimidazole

Also known as 4-nitroimidazole, 4-Nitroimidazole, 4-Nitro-1H-imidazole

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. These antibiotics commonly include the 5-nitroimidazole positional isomer.

Chemical data

Formula: C3H3N3O2
Molecular weight: 113.08 g/mol
IUPAC name: 5-nitro-1H-imidazole
SMILES: C1=C(NC=N1)[N+](=O)[O-]
InChIKey: VYDWQPKRHOGLPA-UHFFFAOYSA-N
XLogP: 0
Polar surface area: 74.5 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Wikidata facts

Mass: 113.022526336

Show 3 more facts

chemical formula: C₃H₃N₃O₂
canonical SMILES: c1cn(cn1)[N+](=O)[O-]
Commons category: 4-Nitroimidazole

Sources (3)

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Encyclopedic overview

3 sections

Contents

Synthesis
Nitroimidazole antibiotics
References

==Synthesis== center|200x200px|class=skin-invert-image Imidazole undergoes a nitration reaction with a mixture of nitric acid and sulfuric acid to give 5-nitroimidazole.

Excerpted from Wikipedia’s “5-nitroimidazole” article, available under the CC BY-SA 4.0 licence.