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Furazolidone

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Furazolidone
Structural formula of furazolidone
Space-filling model of the furazolidone model
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
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 InfoCard 100.000.594
Chemical and physical data
Formula C8H7N3O5
Molar mass 225.16 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
 ☒NcheckY (what is this?)  (verify)

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

Medical uses

Furazolidone has been used in human and veterinary medicine. It has a broad spectrum of activity being active against

Use in humans

In humans it has been used to treat diarrhoea and enteritis caused by bacteria or protozoan infections, including traveler's diarrhoea, cholera and bacteremic salmonellosis. Use in treating Helicobacter pylori infections has also been proposed.

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

Use in animals

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

It has also been used in aquaculture.

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.

Furazolidone is no longer available in the US.

Use in laboratory

It is used to differentiate micrococci and staphylococci.

Mechanism of action

It is believed to work by crosslinking of DNA.

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, and as with other nitrofurans generally, minimum inhibitory concentrations also produce systemic toxicity: tremors, convulsions, peripheral neuritis, gastrointestinal disturbances, depression of spermatogenesis. Nitrofurans are recognized by FDA as mutagens/carcinogens, and can no longer be used since 1991.

See also


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