Nifurtoinol

Nifurtoinol
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
ATC code	J01XE02 ( WHO );
Pharmacokinetic data
Excretion	Renal (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	1088-92-2 ;
PubChem CID	9571062 ;
ChemSpider	7845528 ;
UNII	980688H13O ;
KEGG	D07243 ;
ChEBI	CHEBI:88255 ;
CompTox Dashboard (EPA)	DTXSID30148747 ;
ECHA InfoCard	100.012.842
Chemical and physical data
Formula	C9H8N4O6
Molar mass	268.185 g·mol−1
3D model (JSmol)	Interactive image ;
	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+ ; Key:UIDWQGRXEVDFCA-XCVCLJGOSA-N ;
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Last updated January 01, 2026

Nifurtoinol (rINN, trade name Urfadyn) is a nitrofuran-derivative antibiotic used in the treatment of urinary tract infections.^{[ citation needed ]}

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

References

↑ 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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[pmid3371877-1] 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.

[1]

v t e Antibacterials: others (J01X, D06AX)
Glycopeptides Lipoglycopeptides	Avoparcin Corbomycin Dalbavancin Oritavancin Ristocetin Teicoplanin Telavancin Vancomycin
Polymyxins	Colistin Polymyxin B
Steroid antibacterials	Fusidic acid
Imidazole derivatives	Metronidazole Ornidazole Tinidazole
Pleuromutilins	Azamulin Lefamulin Retapamulin Tiamulin Valnemulin
Nitrofuran derivatives	Furaltadone Furazolidone Nifuroxazide Nifurtoinol Nifurzide Nitrofurantoin Nitrofurazone
Other antibacterials	Bacitracin Clofoctol Daptomycin Fosfomycin Gepotidacin Linezolid Mandelic acid Methenamine Nitroxoline Novobiocin Spectinomycin Tedizolid Xibornol Zoliflodacin

Clinical data

AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	J01XE02 ( WHO )
Pharmacokinetic data
Excretion	Renal (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	1088-92-2 ^Y
PubChem CID	9571062
ChemSpider	7845528 ^N
UNII	980688H13O
KEGG	D07243 ^Y
ChEBI	CHEBI:88255 ^N
CompTox Dashboard (EPA)	DTXSID30148747
ECHA InfoCard	100.012.842
Chemical and physical data
Formula	C₉H₈N₄O₆
Molar mass	268.185 g·mol⁻¹
3D model (JSmol)	Interactive image
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)