nitrofurazone (PAMDB100056)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB100056
Identification
Name: nitrofurazone
Description: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, wo
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • (5-nitro-2-furfurylidenamino)urea
  • 1-(5-nitro-2-furfurylidene)semicarbazide
  • 5-Nitro-2-furaldehyde semicarbazone
  • 5-nitrofuraldehyde semicarbazide
  • 5-nitrofuran-2-carbaldehyde semicarbazone
  • 5-nitrofurfural semic
Chemical Formula: C6H6N4O4
Average Molecular Weight: 198.1362
Monoisotopic Molecular Weight: 198.039
InChI Key: IAIWVQXQOWNYOU-UHFFFAOYSA-N
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)
CAS number: Not Available
IUPAC Name:2-[(5-nitro-2-furyl)methylene]hydrazinecarboxamide
Traditional IUPAC Name: Not Available
SMILES:NC(=O)NN=Cc1ccc(o1)[N+]([O-])=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as nitrofurans. These are compounds containing a furan ring which bears a nitro group.
Kingdom Organic compounds
Super ClassOrganoheterocyclic compounds
Class Furans
Sub ClassNitrofurans
Direct Parent Nitrofurans
Alternative Parents
Substituents
  • Nitroaromatic compound
  • 2-nitrofuran
  • Semicarbazone
  • Semicarbazide
  • Heteroaromatic compound
  • C-nitro compound
  • Carbonic acid derivative
  • Organic nitro compound
  • Organic oxoazanium
  • Allyl-type 1,3-dipolar organic compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Oxacycle
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organic zwitterion
  • Carbonyl group
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic heteromonocyclic compound
Molecular Framework Aromatic heteromonocyclic compounds
External Descriptors
  • semicarbazone, nitrofuran antibiotic (CHEBI:44368)
Physical Properties
State: Not Available
Charge:0
Melting point: Not Available
Experimental Properties: Not Available
Predicted Properties
PropertyValueSource
Mass198.1365ChemAxon
logP1.8044ChemAxon
H-bond acceptors8ChemAxon
H-bond donors2ChemAxon
Rotatable bonds4ChemAxon
PSA126.4400ChemAxon
RO5 violations0ChemAxon
RO3 violations3ChemAxon
Refractivity47.0861ChemAxon
Atoms20ChemAxon
Rings1ChemAxon
Heavy atoms14ChemAxon
Hydrogen atoms6ChemAxon
Heteroatoms8ChemAxon
N/O atoms8ChemAxon
Inorganic atoms0ChemAxon
Halogen atoms0ChemAxon
Chiral centers0ChemAxon
R/S chiral centers0ChemAxon
Unknown chiral centers0ChemAxon
Undefined chiral centers0ChemAxon
Stereo double bonds1ChemAxon
Cis/trans stereo double bonds0ChemAxon
Unknown stereo double bonds1ChemAxon
Undefined stereo double bonds 0ChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
    Spectra
    Spectra: Not Available
    References
    References:
    • Nogueira Filho MA, Padilha EC, Campos ML, Pontes Machado DV, Davanço MG, Pestana KC, Chin CM, Peccinini RG. Pharmacokinetics of hydroxymethylnitrofurazone and its parent drug nitrofurazone in rabbits. Drug Metab Lett. 2013 Mar;7(1):58-64. Pubmed: 23957951
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    KEGG COMPOUNDC08042