Triclabendazole

Structural formula
General
Non-proprietary name	Triclabendazole
other names	6-chloro-5- (2,3-dichlorophenoxy) -2-methylthio-benzimidazole
Molecular formula	C 14 H 9 Cl 3 N 2 OS
Brief description	colorless to beige powder
External identifiers / databases
CAS number 68786-66-3 EC number 614-728-7 ECHA InfoCard 100.127.414 PubChem 50248 ChemSpider 45565 DrugBank DB12245 Wikidata Q419739
Drug information
ATC code	P02 BX04 Q P52AC01
properties
Molar mass	359.66 g · mol -1
Physical state	firmly
Melting point	176-178 ° C
solubility	soluble in methanol
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS labeling of hazardous substances no GHS pictograms H and P phrases H: no H-phrases P: no P-phrases
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Triclabendazole (trade name Fasinex ; manufacturer Novartis ) is a drug from the group of chlorinated thio- benzimidazoles that is used as an anthelmintic . Triclabendazole was added to the World Health Organization's Essential Medicines List in 1977 by the World Health Organization (WHO) .

Pharmacological properties

Triclabendazole is an anthelmintic which is mainly used in veterinary medicine with high activity against immature and adult stages of the large and giant liver fluke . There is no effectiveness against roundworms . It has been approved in Germany since September 1999.

Absorption and distribution in the body (pharmacokinetics)

After enteral absorption, triclabendazole is subject to a strong first-pass metabolism in the liver and 70% is absorbed from the intestine. By oxidation caused Triclabendazolsulfoxid and Triclabendazolsulfon , which can be found as a major metabolite in plasma, wherein Triclabendazolsulfoxid is the active component. Triclabendazole itself is only detectable in plasma for a very short time and in extremely low concentrations.

toxicology

Triclabendazole is well tolerated and is neither teratogenic nor embryotoxic in rats.

Physical Properties

Triclabendazole is lipophilic and has only low water solubility.

Trade names

• Endex
• Veterinary medicine: Fasinex (D)

Web links

• On the effectiveness of triclabendazole, its main metabolites and other substances against early immature and immature stages of Fasciola hepatica in sheep (PDF; 139 kB)

Individual evidence

1. ↑ ^{a b} scbt.com: Triclabendazole
2. ↑ Iddon, B .; Kutschy, P .; Robinson, AG; Suschitzky, H .; Kramer, W .; Neugebauer, FA: 2H-benzimidazoles (isobenzimidazoles). Part 7. A new route to triclabendazole [5-chloro-6- (2,3-dichlorophenoxy) -2-methylthio-1H-benzimidazoles] and congeneric benzimidazoles in J. Chem. Soc. , Perkin Trans. 1: 1992, 3129-3134, doi : 10.1039 / P19920003129 .
3. ↑ ^{a b} Triclabendazole data sheet from Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
4. ↑ WHO Model List of Essential Medicines (PDF; 442 kB) , accessed on September 20, 2012.
5. ↑ ^{a b c d} Entry on triclabendazole at Vetpharm, accessed on November 23, 2011.
6. ↑ Fachinfo Fasinex ( Memento from March 25, 2016 in the Internet Archive )
7. ↑ Wolfgang Löscher, Fritz Rupert Ungemach, Reinhard Kroker: Pharmacotherapy for domestic and farm animals , ISBN 978-3-8304-4160-1 .

See also

• Albendazole

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !