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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:
100648-13-3
Molecular Weight:
375.66
Beilstein:
5829656
MDL number:
MFCD09038493
UNSPSC Code:
41116107
PubChem Substance ID:
329755152
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCL1071
BCCG3902
BCCD1858
BCCB5255
BCBW3825

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Mark W Robinson et al.
Parasitology research, 92(3), 205-210 (2003-12-04)
Benzimidazole anthelmintics are widely used against nematode, cestode and trematode parasites. The drugs undergo several enzyme-mediated reactions within the host animal that produce a number of metabolites. Although it has been shown that certain helminths, including Fasciola hepatica, can metabolise
F Imperiale et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 28(4), 438-445 (2011-02-22)
Triclabendazole (TCBZ) is a flukicidal halogenated benzimidazole compound extensively used in veterinary medicine. Liver fluke control in lactating dairy cattle is difficult because treatment should be implemented only during the dry period to avoid milk residues. However, control in endemic
M Meaney et al.
Parasitology research, 88(4), 315-325 (2002-05-10)
The effect of the active sulphoxide metabolite of the fasciolicide triclabendazole on the surface morphology of the tropical liver fluke, Fasciola gigantica, was determined in vitro by scanning electron microscopy. At a concentration of 10 microg/ml, swelling and blebbing of
G Virkel et al.
Journal of veterinary pharmacology and therapeutics, 29(3), 213-223 (2006-05-04)
Triclabendazole (TCBZ) is an halogenated benzimidazole (BZD) compound worldwide used to control immature and adult stages of the liver fluke Fasciola hepatica. The purpose of this investigation was to characterize in vitro the patterns of hepatic and ruminal biotransformation of
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
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