nifuroxazide

Nifuroxazide (INN) is an oral nitrofuran antibiotic, patented since 1966 and used to treat colitis and diarrhea in humans and non-humans. It is sold under the brand names Ambatrol, Antinal, Bacifurane, Diafuryl (Turkey), Benol (Pakistan), Pérabacticel (France), Antinal, Diax (Egypt), Dearexin (Guatemala), Nifrozid, Ercefuryl (Romania, Czech Republic, Russia), Erfuzide (Thailand), Endiex (Slovakia), Enterofuryl (Bosnia and Herzegovina, Montenegro, North Macedonia, Russia), Pentofuryl (Germany), Nifuroksazyd Hasco, Nifuroksazyd Polpharma (Poland), Topron, Enterovid (Latin America), Eskapar (Mexi

Chemical data

Formula: C12H9N3O5
Molecular weight: 275.22 g/mol
IUPAC name: 4-hydroxy-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide
SMILES: C1=CC(=CC=C1C(=O)N/N=C/C2=CC=C(O2)[N+](=O)[O-])O
InChIKey: YCWSUKQGVSGXJO-NTUHNPAUSA-N
XLogP: 2.1
Polar surface area: 121 Å²
H-bond donors: 2
H-bond acceptors: 6
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 3
Molecule type: Small molecule
Indications: Encephalopathy, inflammatory bowel disease

via ChEMBL · EBI

Research

209 papers

Pharmacological updates of nifuroxazide: Promising preclinical effects and the underlying molecular mechanisms.European journal of pharmacology · 2023
Nifuroxazide rescues the deleterious effects due to CHCHD10-associated MICOS defects in disease models.Brain : a journal of neurology · 2025
Nifuroxazide Prevents Chikungunya Virus Infection Both In Vitro and In Vivo via Suppressing Viral Replication.Viruses · 2024
Nifuroxazide induces apoptosis, inhibits cell migration and invasion in osteosarcoma.Investigational new drugs · 2019
Nifuroxazide in combination with CpG ODN exerts greater efficacy against hepatocellular carcinoma.International immunopharmacology · 2022

via PubMed

Wikidata facts

Subclass of: heterocyclic compound
Has part: carbon
Mass: 275.054

Show 4 more facts

chemical formula: C₁₂H₉N₃O₅
canonical SMILES: C1=CC(=CC=C1C(=O)NN=CC2=CC=C(O2)[N+](=O)[O-])O
isomeric SMILES: C1=CC(=CC=C1C(=O)N/N=C/C2=CC=C(O2)[N+](=O)[O-])O
Commons category: Nifuroxazide

Sources (2)

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~4 min read

Encyclopedic overview

9 sections

Contents

Medical uses
Mechanism of action
History
Health claims
Research directions
STAT3 inhibition
ALDH1 cancer stem cells
USP21 inhibition
References

==Medical uses== Nifuroxazide have been found effective in infective diarrhea.

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