Triclabendazole

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Triclabendazole
Systematic (IUPAC) name
5-chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)-1H-benzimidazole
Clinical data
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat.  ?
Legal status  ?
Routes  ?
Pharmacokinetic data
Metabolism oxidation to the sulfone and sulfoxide parent compound
Half-life 22 - 24 hs
Excretion >95% in faeces, 2% in urine, and < 1% in milk
Identifiers
CAS number 68786-66-3
ATC code P02BX04 QP52AC01
PubChem CID 50248
ChemSpider 45565 YesY
UNII 4784C8E03O YesY
ChEMBL CHEMBL1086440 YesY
Chemical data
Formula C14H9Cl3N2OS 
Mol. mass 359.658
SMILES eMolecules & PubChem
 YesY (what is this?)  (verify)

Triclabendazole (commercial names: veterinary, liquid: Fasinex; human, tablets: Egaten, both manufactured by Novartis) is a member of the benzimidazole family of anthelmintics. The benzimidazole drugs share a common molecular structure, triclabendazole being the exception in having a chlorinated benzene ring but no carbamate group.

Triclabendazole was initially only developed as an oral route drug, and displays high efficacy against both immature and adult liver flukes.

Benzimidazoles such as triclabendazole are generally accepted to bind to beta-tubulin and prevent the polymerisation of the microtubules of which they are part.

Since late 1990s, triclabendazole became available as a generic drug, as patents expired in many countries. Many products were developed then. Among them, Trivantel 15, a 15% triclabendazole suspension, was launched by Agrovet Market Animal Health in the early 2000s. In 2009, the first triclabendazole injectable solution (combined with ivermectin) was developed and launched, also by Agrovet Market Animal Health. The product, Fasiject Plus, a triclabendazole 36% and ivermectin 0.6% solution, is designed to treat Fasciola hepatica (both immature and adult liver flukes), roundworms and ectoparasites, as well.

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