Furazolidone

Furazolidone is a nitrofuran antibacterial agent and monoamine oxidase inhibitor (MAOI).[1] It is marketed by Roberts Laboratories under the brand name Furoxone and by GlaxoSmithKline as Dependal-M.

Furazolidone
Structural formula of furazolidone
Space-filling model of the furazolidone model
Clinical data
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Routes of
administration
Oral-Local
ATC code
Identifiers
  • 3-[(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.594 Edit this at Wikidata
Chemical and physical data
FormulaC8H7N3O5
Molar mass225.160 g·mol−1
3D model (JSmol)
  • C1COC(=O)N1N=CC2=CC=C(O2)[N+](=O)[O-]
  • 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 checkY
  • Key:PLHJDBGFXBMTGZ-UHFFFAOYSA-N checkY
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Medical uses

Furazolidone has been used in human and veterinary medicine. It has a broad spectrum of activity, being active against:[citation needed]

Use in humans

In humans, it has been used to treat diarrhoea and enteritis caused by bacterial or protozoan infections, including traveler's diarrhoea, cholera, and bacteremic salmonellosis.

From the early 1970s, it has been used in China to treat peptic ulcers, where the mechanism is treatment of the causative Helicobacter pylori infection.[2] In 2002, a journal article suggested its use in treatment of H. pylori infections in children.[3]

Furazolidone has also been used for giardiasis (due to Giardia lamblia), amoebiasis, and shigellosis, also though it is not a first-line treatment.[4]

Use in animals

As a veterinary medicine, furazolidone has been used with some success to treat salmonids for Myxobolus cerebralis infections.[citation needed]

It has also been used in aquaculture.[5]

Since furazolidone is a nitrofuran antibiotic, its use in food animals is currently prohibited by the FDA under the Animal Medicinal Drug Use Clarification Act, 1994.[6]

Furazolidone is no longer available in the US.[citation needed]

Use in laboratory

It is used to differentiate micrococci and staphylococci.[citation needed]

Mechanism of action

It is believed to work by crosslinking of DNA.[7]

Side effects

Though an effective antibiotic when all others fail, against extremely drug resistant infections, it has many side effects. including inhibition of monoamine oxidase,[1] and as with other nitrofurans generally, minimum inhibitory concentrations also produce systemic toxicity, resulting in tremors, convulsions, peripheral neuritis, gastrointestinal disturbances, and depression of spermatogenesis. Nitrofurans are recognized by FDA as mutagens/carcinogens, and can no longer be used as of 1991.[8]

See also

References