EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:44368 - nitrofurazone

ChEBI IDCHEBI:44368
ChEBI Namenitrofurazone
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:7592
Last Modified10 April 2017
DownloadsMolfile
FormulaC6H6N4O4
Net Charge0
Average Mass198.138
Monoisotopic Mass198.03890
SMILES[H]C(=NNC(N)=O)c1ccc([N+](=O)[O-])o1
InChIInChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)
InChIKeyIAIWVQXQOWNYOU-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
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.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
antibacterial drug  A drug used to treat or prevent bacterial infections.
ChEBI Ontology
Outgoing Relation(s)
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
INNs  Source
nitrofuralWHO MedNet
nitrofuralWHO MedNet
nitrofuralWHO MedNet
nitrofuralumWHO MedNet
Synonyms  Source
1-(5-nitro-2-furfurylidene)semicarbazideChemIDplus
5-Nitro-2-furaldehyde semicarbazoneKEGG COMPOUND
(5-nitro-2-furfurylidenamino)ureaChemIDplus
5-nitrofuraldehyde semicarbazideNIST Chemistry WebBook
5-nitrofuran-2-carbaldehyde semicarbazonePDBeChem
5-nitrofurfural semicarbazoneNIST Chemistry WebBook
Brand Names  Source
AlfucinChemIDplus
AmifurChemIDplus
ChemofuranChemIDplus
FuracillinChemIDplus
FuracinChemIDplus
FuracinettenChemIDplus
Manual XrefsDatabases
1950DrugCentral
C08042KEGG COMPOUND
D00862KEGG DRUG
DB00336DrugBank
HMDB0014480HMDB
LSM-3779LINCS
NFZPDBeChem
NitrofuralWikipedia
US2416234Patent
US2927110Patent
Registry NumbersSources
Reaxys:86403Reaxys
CAS:59-87-0ChemIDplus
CAS:59-87-0NIST Chemistry WebBook
CAS:59-87-0KEGG COMPOUND
Citations