Nifurtoinol

Nifurtoinol (rINN, trade name Urfadyn) is a nitrofuran-derivative antibiotic used in the treatment of urinary tract infections.

Nifurtoinol
Clinical data
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
Pharmacokinetic data
ExcretionRenal (40–50% within the first 12 hours)
Identifiers
IUPAC name
  • 3-(hydroxymethyl)-1-{[(1E)-(5-nitro-2-furyl)
    methylene]amino}imidazolidine-2,4-dione
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.012.842
Chemical and physical data
FormulaC9H8N4O6
Molar mass268.185 g·mol−1
3D model (JSmol)
SMILES
  • C1C(=O)N(C(=O)N1/N=C/C2=CC=C(O2)[N+](=O)[O-])CO
InChI
  • InChI=1S/C9H8N4O6/c14-5-11-7(15)4-12(9(11)16)10-3-6-1-2-8(19-6)13(17)18/h1-3,14H,4-5H2/b10-3+ N
  • Key:UIDWQGRXEVDFCA-XCVCLJGOSA-N N
 NY (what is this?)  (verify)

It is also known as "hydroxymethylnitrofurantoin".[1]

References

  1. Stricker BH, Blok AP, Claas FH, Van Parys GE, Desmet VJ (1988). "Hepatic injury associated with the use of nitrofurans: a clinicopathological study of 52 reported cases". Hepatology. 8 (3): 599–606. doi:10.1002/hep.1840080327. PMID 3371877.


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