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 | ||||||||||||||||||||||
|
||||||||||||||||||||||
Drug information | ||||||||||||||||||||||
ATC code | ||||||||||||||||||||||
properties | ||||||||||||||||||||||
Molar mass | 359.66 g · mol -1 | |||||||||||||||||||||
Physical state |
firmly |
|||||||||||||||||||||
Melting point |
176-178 ° C |
|||||||||||||||||||||
solubility |
soluble in methanol |
|||||||||||||||||||||
safety instructions | ||||||||||||||||||||||
|
||||||||||||||||||||||
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
Individual evidence
- ↑ a b scbt.com: Triclabendazole
- ↑ 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 .
- ↑ a b Triclabendazole data sheet from Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
- ↑ WHO Model List of Essential Medicines (PDF; 442 kB) , accessed on September 20, 2012.
- ↑ a b c d Entry on triclabendazole at Vetpharm, accessed on November 23, 2011.
- ↑ Fachinfo Fasinex ( Memento from March 25, 2016 in the Internet Archive )
- ↑ Wolfgang Löscher, Fritz Rupert Ungemach, Reinhard Kroker: Pharmacotherapy for domestic and farm animals , ISBN 978-3-8304-4160-1 .