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35391

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Triclabendazole sulfoxide

VETRANAL®, analytical standard

Synonym(s):

5-Chloro-6-(2,3-dichlorophenoxy)-2-(methylsulfinyl)-1H-benzimidazole

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About This Item

Empirical Formula (Hill Notation):
C14H9Cl3N2O2S
CAS Number:
Molecular Weight:
375.66
Beilstein:
5829656
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

CS(=O)c1nc2cc(Cl)c(Oc3cccc(Cl)c3Cl)cc2[nH]1

InChI

1S/C14H9Cl3N2O2S/c1-22(20)14-18-9-5-8(16)12(6-10(9)19-14)21-11-4-2-3-7(15)13(11)17/h2-6H,1H3,(H,18,19)

InChI key

GABQPFWIQFRJSE-UHFFFAOYSA-N

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General description

Triclabendazole sulfoxide belongs to the benzimidazole class of anthelmintics drugs. It is very much effective against mature and immature stages of Fasciola hepatica and Fasciola gigantica in all ruminant species.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

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Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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Interaction of anthelmintic drugs with P-glycoprotein in recombinant LLC-PK1-mdr1a cells
Dupuy J, et al.
Chemico-Biological Interactions, 186, 280-286 (2010)
A W Stitt et al.
Parasitology research, 79(7), 529-536 (1993-01-01)
The effects of the novel benzimidazole, triclabendazole (Fasinex, Ciba-Geigy), in its active sulphoxide metabolite form (TCBZ-SX), on the tegumental surface of Fasciola hepatica has been examined in vitro. The tegument of adult flukes incubated in TCBZ-SX (50 micrograms/ml) appeared swollen
L Mottier et al.
Experimental parasitology, 113(1), 49-57 (2006-01-25)
Anthelmintic molecules must reach their receptors inside target parasites to exert the pharmacological effect. Available data suggest that the main route of entry of antiparasitic drugs into helminth parasites would be through their external surface. However, it is unclear if
Jennifer Keiser et al.
The American journal of tropical medicine and hygiene, 75(2), 287-291 (2006-08-10)
Some have claimed that triclabendazole, a safe and efficacious drug for the treatment of fascioliasis, also exhibits antischistosomal properties, but results are conflicting. We assessed the effect of triclabendazole and its two main metabolites against two different strains of Schistosoma
A W Stitt et al.
Parasitology research, 82(4), 333-339 (1996-01-01)
The effects of the active sulphoxide metabolite of the fasciolicide triclabendazole (Fasinex, Ciba-Geigy) on the vitelline cells of Fasciola hepatica were determined in vitro by transmission electron microscopy using both intact flukes and tissue-slice material. At a triclabendazole concentration of

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