furazolidone

Also known as 3-{[(5-nitro-2-furanyl)methylene]amino}-2-oxazolidinone, FZL, 5-nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine, 3-(5'-nitrofurfuralamino)-2-oxazolidone, 3-[(5-nitrofurylidene)amino]-2-oxazolidone, 3-[(5-nitrofurfurylidene)amino]-2-oxazolidone, N-(5-nitro-2-furfurylidene)-3-aminooxazolidine-2-one, nitrofurazolidone

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.

Key facts

Drug.Verifiedfields: changed
Drug.Watchedfields: changed
Drug.verifiedrevid: 461105422
Drug.IUPAC_name: 3-[(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
Drug.image: Furazolidone.svg
Drug.image_class: skin-invert-image
Drug.alt: Structural formula of furazolidone
Drug.image2: Furazolidone 3D spacefill.png
Drug.image_class2: bg-transparent
Drug.alt2: Space-filling model of the furazolidone model
Drug.routes_of_administration: Oral-Local
Drug.CAS_number: 67-45-8
Drug.ATC_prefix: G01
Drug.ATC_suffix: AX06
Drug.PubChem: 3435
Drug.DrugBank: DB00614
Drug.ChemSpiderID: 3317
Drug.UNII: 5J9CPU3RE0

via Wikipedia infobox

Chemical data

Formula: C8H7N3O5
Molecular weight: 225.16 g/mol
IUPAC name: 3-[(5-nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one
SMILES: C1COC(=O)N1N=CC2=CC=C(O2)[N+](=O)[O-]
InChIKey: PLHJDBGFXBMTGZ-UHFFFAOYSA-N
XLogP: -0.1
Polar surface area: 101 Å²
H-bond donors: 0
H-bond acceptors: 6
Formal charge: 0

via PubChem

Research

2,132 papers

Application of furazolidone in Helicobacter pylori infection eradication.Journal of digestive diseases · 2024
Furazolidone treatment for Helicobacter Pylori infection: A systematic review and meta-analysis.Helicobacter · 2018
Safety of furazolidone-containing regimen in Helicobacter pylori infection: a systematic review and meta-analysis.BMJ open · 2020
Risk factors of furazolidone-associated fever.PloS one · 2022
Furazolidone, an Underutilized Drug for H. pylori Eradication: Lessons from Iran.Digestive diseases and sciences · 2017

via PubMed

Wikidata facts

Mass: 225.03857
Has use: medication

Show 6 more facts

chemical formula: C₈H₇N₃O₅
medical condition treated: staphylococcal infection
canonical SMILES: C1COC(=O)N1N=CC2=CC=C(O2)[N+](=O)[O-]
subject has role: bactericide
MCN code: 2934.99.24
Commons category: Furazolidone

Sources (5)

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Encyclopedic overview

8 sections

Contents

Medical uses
Use in humans
Use in animals
Use in laboratory
Mechanism of action
Side effects
See also
References

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: Gram-positive bacteria Clostridium perfringens Corynebacterium pyogenes Streptococci Staphylococci Gram-negative bacteria Escherichia coli Salmonella dublin Salmonella typhimurium Shigella Protozoa Giardia lamblia Eimeria species Histomonas meleagridis

Excerpted from Wikipedia’s “furazolidone” article, available under the CC BY-SA 4.0 licence.

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