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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/REAXYS Number:
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

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WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG3902
BCCD1858
BCCB5255
BCBW3825
BCBS4683V

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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)
Pharmacokinetic disposition of triclabendazole in cattle and sheep; discrimination of the order and the rate of the absorption process of its active metabolite triclabendazole sulfoxide
Mestorino.N, et al.
Veterinary Research Communications, 32, 21-33 (2008)
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
I Fairweather et al.
Veterinary parasitology, 183(3-4), 249-259 (2011-08-09)
The aim of this study was to develop an Egg Hatch Assay (EHA) test for the detection of triclabendazole (TCBZ) resistance in Fasciola hepatica. A number of fluke isolates were used, of differing sensitivity to TCBZ. Eggs were exposed to
Catherine Devine et al.
Parasitology research, 106(6), 1351-1363 (2010-03-26)
A study has been carried out to investigate whether the action of triclabendazole (TCBZ) against Fasciola hepatica is altered by inhibition of drug metabolism. The flavin monooxygenase system (FMO) was inhibited using methimazole (MTZ) to see whether a TCBZ-resistant isolate
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