rafoxanide

Rafoxanide is a salicylanilide used as an anthelmintic. It is most commonly used in ruminant animals to treat adult liver flukes of the species Fasciola hepatica and Fasciola gigantica.

Chemical data

Formula: C19H11Cl2I2NO3
Molecular weight: 626 g/mol
IUPAC name: N-[3-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3,5-diiodobenzamide
SMILES: C1=CC(=CC=C1OC2=C(C=C(C=C2)NC(=O)C3=C(C(=CC(=C3)I)I)O)Cl)Cl
InChIKey: NEMNPWINWMHUMR-UHFFFAOYSA-N
XLogP: 7
Polar surface area: 58.6 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Research

191 papers

Rafoxanide negatively modulates STAT3 and NF-κB activity and inflammation-associated colon tumorigenesis.Cancer science · 2024
Repurposing Rafoxanide: From Parasite Killer to Cancer Fighter.Biomedicines · 2025
Repositioning rafoxanide to treat Gram-negative bacilli infections.The Journal of antimicrobial chemotherapy · 2020
Rafoxanide Induces Immunogenic Death of Colorectal Cancer Cells.Cancers · 2020
Rafoxanide, a salicylanilide anthelmintic, interacts with human plasma protein transthyretin.The FEBS journal · 2023

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 624.821

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canonical SMILES: C1=CC(=CC=C1OC2=C(C=C(C=C2)NC(=O)C3=CC(=CC(=C3O)I)I)Cl)Cl
chemical formula: C₁₉H₁₁Cl₂I₂NO₃
route of administration: intravenous infusion and defusion
inhibitor of: growth
Commons category: Rafoxanide

Sources (2)

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Encyclopedic overview

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Contents

References

Rafoxanide is a salicylanilide used as an anthelmintic. It is most commonly used in ruminant animals to treat adult liver flukes of the species Fasciola hepatica and Fasciola gigantica.

==References==

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

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