triclabendazole

Trade name: egaten

Small moleculeapprovedOrphan Drug FDAFast Track FDA

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

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
1

Earliest trial started Aug 22, 2013 (NCT01931085)

Timeline

2010s

  1. Apr 17, 2017

    Orphan Drug Designation

  2. Feb 13, 2019

    Novartis — Earliest FDA Approval

  3. Feb 13, 2019

    Novartis — NDA Secondary Org

  4. Feb 13, 2019

    Novartis — Marketing Organization

  5. Feb 13, 2019

    Novartis — NDA Organization

Indications

Mechanism of action

  • 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

Loading structure…

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

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 IDPhaseStart dateSponsor(s)
NCT04230148Phase 4Sep 29, 2020Novartis
NCT01931085N/AAug 22, 2013University of Colorado, Denver
Showing 2 of 2 trials
Page 1 / 1

Organizations

Research & Development (2)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
NovartisFor profit1112020
University of Colorado, DenverAcademic/Hospital1112013
2 organizations
Page 1 / 1

Marketing (3)

OrganizationOrg typeRelationshipDate
NovartisFor profitNDA2Feb 13, 2019
NovartisFor profitMKTGFeb 13, 2019
NovartisFor profitNDAFeb 13, 2019