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Furazolidone

Catalog No. DB00614 Name DrugBank
CAS Number 67-45-8 Website http://www.ualberta.ca/
M. F. C8H7N3O5 Telephone (780) 492-3111
M. W. 225.15828 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 496

SYNONYMS

IUPAC name
3-{[(5-nitrofuran-2-yl)methylidene]amino}-1,3-oxazolidin-2-one
IUPAC Traditional name
furazolidone
Brand Name
Furoxon
Furoxone Liquid
Enterotoxon
Tricoron
Furox
Furazolidon
Furoxal
Medaron
Neftin
Nifurazolidone
Nitrofuroxon
Optazol
Ortazol
Roptazol
Sclaventerol
Topazone
Tricofuron
Bifuron
Corizium
Diafuron
Fiurox aerosol powder
Furall
Furaxon
Furaxone
Furazol
Furazolidine
Furazon
Furidon
Furovag
Furoxane
Furoxone
Furozolidine
Giarlam
Nicolen
Nifulidone
Nifuran
Puradin
Tikofuran
Trichofuron
Coryzium
Furoxone Swine Mix
Giardil
Trifurox
Viofuragyn
Synonyms
USAF EA-1
Nitrofurazolidone
Nitrofurazolidonum

DATABASE IDS

PubChem SID 46507291
CAS Number 67-45-8
PubChem CID 5323714

PROPERTIES

Hydrophobicity(logP) 0.9
Solubility 40 mg/L

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone binds bacterial DNA which leads to the gradual inhibition of monoamine oxidase. (From Martindale, The Extra Pharmacopoeia, 30th ed, p514)
Indication For the specific and symptomatic treatment of bacterial or protozoal diarrhea and enteritis caused by susceptible organisms.
Pharmacology Furoxone has a broad antibacterial spectrum covering the majority of gastrointestinal tract pathogens including E. coli, staphylococci, Salmonella, Shigella, Proteus, Aerobacter aerogenes, Vibrio cholerae and Giardia lamblia. Its bactericidal activity is based upon its interference with DNA replication and protein production; this antimicrobial action minimizes the development of resistant organisms.
Toxicity Reactions to Furoxone have been reported including a fall in blood pressure, urticaria, fever, arthralgia, and a vesicular morbilliform rash. Other adverse effects can include a brown discoloration of the urine; hemolysis can occur in G6PDH-deficient patients. The drug has a monoamine oxidase (MAO) inhibitory effect and should never be given concurrently to individuals already taking MAO inhibitors.
Affected Organisms
Microbes (bacteria, parasites)
Biotransformation Furazolidone is rapidly and extensively metabolized; the primary metabolic pathway identified begins with nitro-reduction to the aminofuran derivative. Two major metabolites are produced: 3-amino-2-oxazolidone (AOZ) or beta-hydroxyethylhydrazine (HEH). AOZ is responsible for monoamine oxidase inhibition. Detoxification and elimination of the drug is done primarily by conjugation with glutathione.
Absorption Radiolabeled drug studies indicate that furazolidone is well absorbed following oral administration
Half Life 10 minutes
External Links
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REFERENCES