triclabendazole
Trade name: egaten
Approved
Feb 13, 2019
Triclabendazole, (brand name Avomec, Egaten, etc) is a member of the benzimidazole family of anthelmintics used to treat liver flukes, specifically fascioliasis and paragonimiasis. Triclabendazole used routinely since 1983 in veterinary practice for the treatment of fascioliasis. It was not used in humans until the 1989 epidemic of fascioliasis near the Caspian Sea when Iranian authorities approved the use of the veterinary formulation to treat the infection. Fasciolicidal not only against the adult worms present in the biliary ducts, but also against the immature larval stages of Fasciola migrating through the hepatic parenchyma. Triclabendazole is shown to penetrate into liver flukes by transtegumentary absorption followed by inhibition of the parasite's motility, probably related to the destruction of the microtubular structure, resulting in the death of the parasite; the immobilizing effect is paralleled by changes in the parasite's resting tegumental membrane potential, strongly inhibiting the release of proteolytic enzymes, a process that appears critical to the survival of the parasite. Side effects are generally few, but can include abdominal pain and headaches. Biliary colic may occur due to dying worms. While no harms have been found with use during pregnancy, triclabendazole has not been well studied in this population. Triclabendazole is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. It is not commercially available in the United States. — NCATS
Clinical trial activity
2 trials · 2 clinical orgs · 1 marketing orgs
Earliest trial started Aug 22, 2013 (NCT01931085)
Timeline
Indications
Approved for
Studied for
Mechanism of action
- Cytochrome P450 2C19ANTAGONIST
CYP2C19 antagonist
- Unspecified targetOTHER
Unknown
Not fully elucidated. Triclabendazole and the active sulfoxide and sulfone metabolites are absorbed by worms which decreases resting membrane potential, inhibits tubulin function and impacts protein/enzyme synthesis.
Antihelmintic active against Fasciola species (Fasciola hepatica and Fasciola gigantica).
Approval history
- approvedPriority reviewFast trackFeb 13, 2019
Chemistry & pharmacology
SMILES
CSC1=NC2=C(N1)C=C(OC3=CC=CC(Cl)=C3Cl)C(Cl)=C2- Mol. weight
- 359.658 g/mol
- Lipinski Ro5
- 1 violation(s)
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaTriclabendazole ↗
- NCATS4784C8E03O ↗
- ChEMBLCHEMBL1086440 ↗
Also known as
- 6-chloro-5-(2,3-dichlorophenoxy)-2-methylthiobenzimidazole
- fasicare
- fasinex
- fasinex
- flukare
- jurox brand of triclabendazole
- novartis brand of triclabendazole
- tremacide
- triclabendazole
- triclabendazole
- triclabendazole
- triclabendazole
- triclabendazole
- triclabendazole
- triclabendazole
- triclabendazole
- triclabendazole
- virbac brand of triclabendazole
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT04230148 | Phase 4 | Sep 29, 2020 | Novartis |
| NCT01931085 | N/A | Aug 22, 2013 | University of Colorado, Denver |
Organizations
Research & Development (2)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Novartis | For profit | 1 | 1 | 1 | 2020 |
| University of Colorado, Denver | Academic/Hospital | 1 | 1 | 1 | 2013 |