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Substance Name: Furazolidone [USP:INN:BAN]
RN: 67-45-8
UNII: 5J9CPU3RE0
InChIKey: PLHJDBGFXBMTGZ-UHFFFAOYSA-N

Note

  • A nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone acts by gradual inhibition of monoamine oxidase. (From Martindale, The Extra Pharmacopoeia, 30th ed, p514)

Molecular Formula

  • C8-H7-N3-O5

Molecular Weight

  • 225.1593
 

Classification Codes

Classification Codes

  • Anti-Infective Agents
  • Anti-Infective Agents, Local
  • Anti-Infective Agents, Urinary
  • Anti-Infective, Topical
  • Antiparasitic Agents
  • Antiprotozoal (Trichomonas, Topical)
  • Antiprotozoal Agents
  • Antitrichomonal Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Monoamine Oxidase Inhibitors
  • Mutation Data
  • Renal Agents
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Name of Substance

  • Furazolidone
  • Furazolidone [USP:INN:BAN]

MeSH Heading

  • Furazolidone

Synonyms

  • 2-Furanmethanimine, 5-nitro-N-(2-oxo-3-oxazolidinyl)-
  • 2-Oxazolidinone, 3-(((5-nitro-2-furanyl)methylene)amino)-
  • 2-Oxazolidinone, 3-((5-nitrofurfurylidine)amino)-
  • 3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinone
  • 3-((5-Nitrofurfurylidene)amino)-2-oxazolidinone
  • 3-((5-Nitrofurfurylidene)amino)-2-oxazolidone
  • 3-((5-Nitrofurylidene)amino)-2-oxazolidone
  • 3-(5'-Nitrofurfuralamino)-2-oxazolidone
  • 5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine
  • AI3-50103
  • Bifuron
  • CCRIS 1540
  • Corizium
  • Coryzium
  • Diafuron
  • EINECS 200-653-3
  • Enterotoxon
  • Furall
  • Furaxon
  • Furaxone
  • Furazol
  • Furazolidine
  • Furazolidon
  • Furazolidona
  • Furazolidona [INN-Spanish]
  • Furazolidone
  • Furazolidonum
  • Furazolidonum [INN-Latin]
  • Furazolum
  • Furazon
  • Furidon
  • Furovag
  • Furox
  • Furox Aerosol Powder (Veterinary)
  • Furoxal
  • Furoxane
  • Furoxon
  • Furoxone
  • Furoxone swine mix
  • Furozolidine
  • Giardil
  • Giarlam
  • HSDB 7036
  • Medaron
  • N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone
  • N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one
  • Neftin
  • NF 180 custom mix ten
  • NF-180
  • Nicolen
  • Nifulidone
  • Nifuran
  • Nifurazolidonum
  • Nitrofurazolidone
  • Nitrofurazolidonum
  • Nitrofuroxon
  • NSC 6469
  • Optazol
  • Ortazol
  • Puradin
  • Roptazol
  • Sclaventerol
  • Tikofuran
  • Topazone
  • Trichofuron
  • Tricofuron
  • Tricoron
  • Trifurox
  • UNII-5J9CPU3RE0
  • USAF EA-1
  • Viofuragyn

Systematic Names

  • 2-Oxazolidinone, 3-(((5-nitro-2-furanyl)methylene)amino)-
  • 2-Oxazolidinone, 3-((5-nitrofurfurylidene)amino)-
  • Furazolidone

Superlist Name

  • Furazolidone

Registry Numbers

CAS Registry Number

  • 67-45-8

FDA UNII

  • 5J9CPU3RE0

Other Registry Numbers

  • 8023-25-4
  • 8027-73-4

System Generated Number

  • 0000067458

Structure Descriptors

InChI

1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2

InChIKey

PLHJDBGFXBMTGZ-UHFFFAOYSA-N

Smiles

[O-][N+](=O)c1oc(C=NN2CCOC2=O)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LDLo oral 150mg/kg (150mg/kg)   Compilation of LD50 Values of New Drugs.
mammal (species unspecified) LD50 unreported 178mg/kg (178mg/kg)   Journal of Toxicology and Environmental Health. Vol. 51, Pg. 89, 1997.
man TDLo oral 11mg/kg (11mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BLOOD: EOSINOPHILIA
American Review of Respiratory Disease. Vol. 105, Pg. 823, 1972.
mouse LD50 intraperitoneal 300mg/kg (300mg/kg)   Progress in Medical Chemistry. Vol. 5, Pg. 320, 1967.
mouse LD50 oral 1782mg/kg (1782mg/kg)   Transactions of the Royal Society of Tropical Medicine and Hygiene. Vol. 74, Pg. 43, 1980.
mouse LD50 unreported 1150mg/kg (1150mg/kg)   Journal of Medicinal Chemistry. Vol. 14, Pg. 301, 1971.
rat LD50 oral 2336mg/kg (2336mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 255 deg C   EXP
log P (octanol-water) -0.04 (none)   EXP
Water Solubility 40 mg/L 25 EXP
Vapor Pressure 2.60E-06 mm Hg 25 EST
Henry's Law Constant 3.26E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.57E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.