Nifurtoinol

Nifurtoinol
Systematic (IUPAC) name

3-(hydroxymethyl)-1-{[(1E)-(5-nitro-2-furyl) methylene]amino}imidazolidine-2,4-dione
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
Pharmacokinetic data
Excretion	Renal (40–50% within the first 12 hours)
Identifiers
CAS Registry Number	1088-92-2^Y
ATC code	J01XE02
PubChem	CID 9571062
ChemSpider	7845528^N
UNII	980688H13O^Y
KEGG	D07243^Y
Chemical data
Formula	C₉H₈N₄O₆
Molecular mass	268.183 g/mol
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
N (what is this?) (verify)

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

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.

Antifolates
(inhibits
purine metabolism,
thereby inhibiting
DNA and RNA synthesis)

Sulfonamides
(DHPS inhibitor)

Short- acting	Sulfaisodimidine Sulfamethizole Sulfadimidine Sulfapyridine Sulfafurazole Sulfanilamide Prontosil Sulfathiazole Sulfathiourea

Intermediate- acting	Sulfamethoxazole Sulfadiazine^# Sulfamoxole

Long- acting	Sulfadimethoxine Sulfadoxine Sulfalene Sulfametomidine Sulfametoxydiazine Sulfamethoxypyridazine Sulfaperin Sulfamerazine Sulfaphenazole Sulfamazone

Other/ungrouped	Sulfacetamide Sulfadicramide Sulfametrole

Combinations

1st g.

Fluoro-
quinolones

2nd g.	Ciprofloxacin^# Enoxacin^‡ Fleroxacin^‡ Lomefloxacin Nadifloxacin Ofloxacin Norfloxacin Pefloxacin Rufloxacin

3rd g.	Balofloxacin Grepafloxacin^‡ Levofloxacin Pazufloxacin Sparfloxacin^‡ Temafloxacin^‡ Tosufloxacin

4th g.	Besifloxacin Clinafloxacin^† Garenoxacin Gemifloxacin Moxifloxacin Gatifloxacin^‡ Sitafloxacin Trovafloxacin^‡/Alatrofloxacin^‡ Prulifloxacin

Vet.	Danofloxacin Difloxacin Enrofloxacin Ibafloxacin Marbofloxacin Orbifloxacin Pradofloxacin Sarafloxacin

Related (DG)	Aminocoumarins: Novobiocin

Nitro- imidazole derivatives	Metronidazole^# Tinidazole Ornidazole

Nitrofuran derivatives	Nitrofurantoin^# Furazolidone^‡ Nifurtoinol

RNA synthesis

Rifamycins/ RNA polymerase	Rifampicin^# Rifabutin Rifapentine Rifaximin

Index of bacterial disease

Description	Bacteria classification Growth media

Disease	Gram-positive firmicutes Gram-positive actinobacteria Gram-negative proteobacteria Gram-negative non-proteobacteria Cholera Tuberculosis

Treatment	Antibiotics cell wall nucleic acid mycobacteria protein synthesis other Antibodies Vaccines