Name | Triclabendazole |
Synonyms | FASINEX CGA-89317 TRICLABENDAZOLE Triclabendazole Tricalbendazole Trichlobendazole 6-chloro-5-(2,3-dichlorophenoxy)-2-methylthio-benzimidazole 6-CHLORO-5-(2,3-DICHLOROPHENOXY)-2-METHYLTHIO-BENZIMIDAZOLE 5-CHLORO-6-(2,3-DICHLOROPHENOXY)-2-METHYLTHIO-1H-BENZIMIDAZOLE 5-chloro-6-(2,3-dichlorophenoxy)-2-(methylthio)-1h-benzimidazol 6-chloro-5-(2,3-dichlorophenoxy)-2-methylsulfanyl-1H-benzoimidazole 6-chloro-5-(2,3-dichlorophenoxy)-2-(methylsulfanyl)-1H-benzimidazole 5-Chloro-6-(2,3-dichlorophenoxy)-2-methylthio-1H-benzimidazole, CGA-89317, Fasinex |
CAS | 68786-66-3 |
EINECS | 614-728-7 |
InChI | InChI=1/C14H9Cl3N2OS/c1-21-14-18-9-5-8(16)12(6-10(9)19-14)20-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19) |
InChIKey | NQPDXQQQCQDHHW-UHFFFAOYSA-N |
Molecular Formula | C14H9Cl3N2OS |
Molar Mass | 359.66 |
Density | 1.3875 (rough estimate) |
Melting Point | 175-176°C |
Boling Point | 240.6°C (rough estimate) |
Flash Point | 253.7°C |
Solubility | Acetonitrile (Slightly, Sonicated), Methanol (Slightly) |
Vapor Presure | 5.68E-10mmHg at 25°C |
Appearance | neat |
Color | White to Beige |
Merck | 14,9652 |
pKa | 7.91±0.10(Predicted) |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stability |
Refractive Index | 1.6000 (estimate) |
Use | Is a highly effective veterinary anthelmintic |
In vitro study | The Triclabendazole treatment of sheep, cows and heifers resulted in a 15.3, 4.3 and 36.6 per cent reduction in the percentage of eggs produced by insect-sucking worms, respectively, these results indicate the existence of anti-TCBZ hepatica in sheep and yellow cattle on this farm. Triclabendazole sulphooxide (50 mg/ml) acts on the fluvies, causing extensive destruction of the body wall of the fluvies susceptible to Triclabendazole, the Triclabendazole-resistant flukes showed only local and relatively small damage to the body wall covering the body spines. |
In vivo study | Depending on the route of administration, Triclabendazole can be metabolized into many compounds, with peak blood concentrations at hours 18-24 (Triclabendazole sulfoxide) and hours 36-48 (Triclabendazole sulfone). In plasma, Triclabendazole and any other metabolites were not detected. Triclabendazole sulfoxide inhibits the transport of secretory tissues from the cell body to the body surface, and inhibits the formation of the Golgi complex in the cell body, it occurs in the movement of the cytoplasm to the syncytium and from the basal to the apical part of the syncytium, respectively. Triclabendazole binds to the binding site of the β-tubulin molecule on colchicine, which has been used in the evaluation of Triclabendazole-related activity. The only metabolites of Triclabendazole (TCBZ) in plasma are TCBZ sulfoxide (TCBZ-SO) and TCBZ sulfone, which are administered in the rumen of 10 mg/kg to goats, respectively at the 18th hour, maximum concentration (greater than 13 mg/mL) at 36 hours. The Triclabendazole metabolite specifically binds to plasma albumin, which can have a great impact on the blood concentration of the TCBZ metabolite and the contact response of liver fluke. Triclabendazole (40 mg/kg) killed 99% of adult flukes in rats. |
Hazard Symbols | Xi - Irritant |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
WGK Germany | 3 |
RTECS | DD6747000 |
HS Code | 29339900 |
Toxicity | LD50 oral in rabbit: 206mg/kg |
biological activity | Triclabendazole (CGA-89317) is a benzimidazole that binds to tubulin and impairs intracellular transport mechanisms, and interfere with protein synthesis. |
Target | Value |
Use | triclabendazole is an anthelmintic drug (Fasciola). Is a highly effective veterinary anthelmintic. |
category | toxic substances |
toxicity grade | low toxicity |
Acute toxicity | oral-rat LD50: > 8000 mg/kg; Oral-mouse LC50: > 8000 mg/kg |
flammability hazard characteristics | flammable; Decomposition of toxic hydrogen chloride, sulfur oxides, nitrogen oxide gas |
storage and transportation characteristics | warehouse low temperature, ventilation, dry |
extinguishing agent | water, carbon dioxide, dry powder, sand |