Storage
Store at room temperature
Synonyms
Fasinex; Triclabendazol; Egaten; Triclabendazolum; 5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzimidazole; NVP-EGA230; EGA230B
Molecular Formula
C14H9Cl3N2OS
Smiles
CSC1=NC2=CC(=C(C=C2N1)Cl)OC3=C(C(=CC=C3)Cl)Cl
Appearance
White to off-white powder
General Description
Triclabendazole is a benzimidazole anthelmintic agent specifically indicated for the treatment of fascioliasis, or liver fluke infection caused by Fasciola hepatica and Fasciola gigantica. It is available in oral tablet formulation and is distinguished from other benzimidazoles by its selective activity against both immature and adult flukes. The drug is the only agent recommended for fascioliasis by the World Health Organization.
Mechanism of Action
Triclabendazole and its active sulfoxide and sulfone metabolites bind to beta-tubulin in the parasitic trematode, inhibiting microtubule polymerization and disrupting essential cellular processes including glucose uptake, protein transport, and intracellular motility. This action leads to impaired motility, reduced egg production, and eventual death of the fluke. Unlike other benzimidazoles, triclabendazole is equally effective against juvenile and adult stages, making it uniquely valuable.
Application
It is indicated for the treatment of fascioliasis in both adults and children, typically administered as one or two oral doses based on body weight. It is also used off-label for the treatment of paragonimiasis and intestinal trematode infections. Due to its poor activity against nematodes and cestodes, it is not a general-purpose anthelmintic. Common adverse effects include abdominal pain, nausea, and transient elevation of liver enzymes.
This case report describes two patients with Fasciola hepatica infection. One presented with abdominal discomfort and marked eosinophilia; the other with chest discomfort and marked eosinophilia. Abdominal CT showed hypodense liver lesions, and ultrasound‑guided liver biopsy suggested parasitic infection. Serological tests confirmed fascioliasis. Both patients were successfully treated with a single dose of triclabendazole, the drug of choice. The authors emphasize that acute fascioliasis should be suspected in patients with abdominal pain, marked eosinophilia, and hypodense hepatic lesions on CT, even in non‑endemic areas.
Fig. 1 Microscopic findings of the case one patient. (Park HJ, et al., 2021)
References
- Park HJ, et al. Fasciola Hepatica Induced Hepatic Abscess Treated with Triclabendazole. Korean J Gastroenterol. 2021; 77(1):39-44.
In vitro screening of parent drugs (e.g., montelukast, triclabendazole, ziprasidone) and their sulfoxide/sulfone metabolites showed that several metabolites retained or exhibited CYP inhibition. Montelukast sulfoxide and sulfone potently inhibited CYP2C8 (IC₅₀ 0.05 and 0.02 µM), while triclabendazole and its metabolites inhibited CYP2C9, CYP2C19, and CYP3A4. Metabolic fate experiments indicated that CYP2C9 and CYP3A4 were the main enzymes involved in further metabolism of these sulfoxide/sulfone compounds. The authors emphasize the need for risk assessment when co‑administering drugs that generate such metabolites.
Fig. 2 Schematic presentation of tiered assessment of drug-drug interaction potential of sulfoxide and/or sulfone metabolites of albendazole, triclabendazole, aldicarb, methiocarb, montelukast and ziprasidone. (Giri P, et al., 2018)
References
- Giri P, et al. In Vitro Drug-Drug Interaction Potential of Sulfoxide and/or Sulfone Metabolites of Albendazole, Triclabendazole , Aldicarb, Methiocarb, Montelukast and Ziprasidone. Drug Metab Lett. 2018; 12(2):101-116.
Does Triclabendazole require protection from light during storage?
Yes, it is photosensitive. Prolonged UV exposure can cause photodegradation. Store in light-resistant containers, preferably in the original packaging, away from direct sunlight.
What is the recommended storage temperature for Triclabendazole?
Store at controlled room temperature (15-25°C). It is thermally stable, but avoid temperatures above 30°C to prevent potential polymorphic changes.
Is Triclabendazole susceptible to hydrolysis in the presence of moisture?
It is slightly hygroscopic but relatively stable. However, under high humidity (>70% RH) and elevated temperatures, hydrolysis may occur. Store with desiccant for long-term stability.
How is the impurity triclabendazole sulfoxide monitored during stability?
This oxidative degradation product is quantified using a stability-indicating HPLC method, ensuring it remains within acceptable limits for veterinary or human use.