nitrofurazone (CHEBI:44368)

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ChEBI Name	nitrofurazone

ChEBI ID	CHEBI:44368

Definition	A semicarbazone resulting from the formal condensation of semicarbazide with 5-nitrofuraldehyde. A broad spectrum antibacterial drug, although with little activity against Pseudomonas species, it is used as a local application for burns, ulcers, wounds and skin infections.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:7592

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Formula

C6H6N4O4

Net Charge

Average Mass

198.13620

Monoisotopic Mass

198.03890

InChI

InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)

InChIKey

IAIWVQXQOWNYOU-UHFFFAOYSA-N

SMILES

NC(=O)NN=Cc1ccc(o1)[N+]([O-])=O

Roles Classification
Biological Role(s):	antibacterial drug A drug used to treat or prevent bacterial infections. antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. (via nitrofuran antibiotic ) (via heterocyclic antibiotic )

Application(s):	antibacterial drug A drug used to treat or prevent bacterial infections.

ChEBI Ontology
Outgoing	nitrofurazone (CHEBI:44368) has role antibacterial drug (CHEBI:36047) nitrofurazone (CHEBI:44368) is a nitrofuran antibiotic (CHEBI:87230) nitrofurazone (CHEBI:44368) is a semicarbazone (CHEBI:87210)

IUPAC Name

2-[(5-nitro-2-furyl)methylene]hydrazinecarboxamide

Synonyms	Sources
(5-nitro-2-furfurylidenamino)urea	ChemIDplus
1-(5-nitro-2-furfurylidene)semicarbazide	ChemIDplus
5-Nitro-2-furaldehyde semicarbazone	KEGG COMPOUND
5-nitrofuraldehyde semicarbazide	NIST Chemistry WebBook
5-nitrofuran-2-carbaldehyde semicarbazone	PDBeChem
5-nitrofurfural semicarbazone	NIST Chemistry WebBook

Last Modified

10 April 2017