NFZ

NITROFURAZONE

Created: 2005-01-27
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count20
Chiral Atom Count0
Bond Count20
Aromatic Bond Count5
2D diagram of NFZ

Chemical Component Summary

NameNITROFURAZONE
Synonyms5-NITRO-2-FURALDEHYDE SEMICARBAZONE
Systematic Name (OpenEye OEToolkits)[(5-nitrofuran-2-yl)methylideneamino]urea
FormulaC6 H6 N4 O4
Molecular Weight198.136
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=[N+]([O-])c1oc(/C=N/NC(=O)N)cc1
SMILESCACTVS3.341NC(=O)NN=Cc1oc(cc1)[N+]([O-])=O
SMILESOpenEye OEToolkits1.5.0c1cc(oc1C=NNC(=O)N)[N+](=O)[O-]
Canonical SMILESCACTVS3.341 NC(=O)N\N=C\c1oc(cc1)[N+]([O-])=O
Canonical SMILESOpenEye OEToolkits1.5.0 c1cc(oc1\C=N\NC(=O)N)[N+](=O)[O-]
InChIInChI1.03 InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+
InChIKeyInChI1.03 IAIWVQXQOWNYOU-FPYGCLRLSA-N

Drug Info: DrugBank

DrugBank IDDB00336 
NameNitrofural
Groups
  • withdrawn
  • approved
  • vet_approved
  • investigational
DescriptionNitrofural or nitrofurazone is a topical anti-infective agent effective against gram-negative and gram-positive bacteria. It is used for superficial wounds, burns, ulcers, and skin infections. Nitrofural has also been administered orally in the treatment of trypanosomiasis. Except for topical drug products formulated for dermatologic application, the FDA withdrew its approval for the use of drug products containing nitrofurazone.[L43942]
Synonyms
  • Furacilin
  • Nitrofural
  • 5-Nitro-2-furaldehyde semicarbazone
  • Nitrofurazone
IndicationFor the treatment of bacterial skin infections including pyodermas, infected dermatoses and infections of cuts, wounds, burns and ulcers due to susceptible organisms.
Categories
  • Agents Against Leishmaniasis and Trypanosomiasis
  • Anti-Infective Agents
  • Antiparasitic Products, Insecticides and Repellents
  • Antiprotozoals
  • Antiseptics and Disinfectants
ATC-Code
  • B05CA03
  • S02AA02
  • D08AF01
  • D09AA03
  • S01AX04
CAS number59-87-0

Drug Targets

NameTarget SequencePharmacological ActionActions
Glutathione reductaseMTKHYDYIAIGGGSGGIASINRAAMYGQKCALIEAKELGGTCVNVGCVPK...unknowninhibitor
Xanthine dehydrogenase/oxidaseMTADKLVFFVNGRKVVEKNADPETTLLAYLRRKLGLSGTKLGCGEGGCGA...unknownsubstrate
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 5447130
ChEMBL CHEMBL869
ChEBI CHEBI:44368