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Merck

35032

Fenbendazole

VETRANAL®, analytical standard

Synonym(s):

Methyl 5-(phenylthio)-2-benzimidazolecarbamate

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About This Item

Empirical Formula (Hill Notation):
C15H13N3O2S
CAS Number:
43210-67-9
Molecular Weight:
299.35
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755115
EC Number:
256-145-7
Beilstein/REAXYS Number:
759077
MDL number:
MFCD00144301

Key Documents

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InChI key

HDDSHPAODJUKPD-UHFFFAOYSA-N

InChI

1S/C15H13N3O2S/c1-20-15(19)18-14-16-12-8-7-11(9-13(12)17-14)21-10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)

SMILES string

COC(=O)Nc1nc2cc(Sc3ccccc3)ccc2[nH]1

grade

analytical standard

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

Quality Level

100

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Related Categories

General description

Chemical structure: benzimidazole
Fenbendazole is a thio substituted benzimidazole, which belongs to the group of anthelmintics. It can be widely used in veterinary medicine particularly, in the treatment of helminth infections.

Application

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

Legal Information

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

pictograms

Health hazardEnvironment
GHS08,GHS09

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 2 - STOT RE 2

target_organs

Liver,lymph node,Stomach,Nervous system

Storage Class

11 - Combustible Solids

ppe

Eyeshields, Gloves, type N95 (US)

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK6626
BCBZ7464
BCBS1202V

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Interaction between fenbendazole and piperonyl butoxide: pharmacokinetic and pharmacodynamic implications
Benchaoui.A.H and Mckellar.A.Q
The Journal of Pharmacy and Pharmacology, 48, 753-759 (1996)
Nilambra Dogra et al.
The Journal of biological chemistry, 287(36), 30625-30640 (2012-06-30)
In recent years, there has been a great deal of interest in proteasome inhibitors as a novel class of anticancer drugs. We report that fenbendazole (FZ) (methyl N-(6-phenylsulfanyl-1H-benzimidazol-2-yl)carbamate) exhibits a potent growth-inhibitory activity against cancer cell lines but not normal
C Chassaing et al.
Journal of medicinal chemistry, 51(5), 1111-1114 (2008-02-15)
Highly water-soluble prodrugs 1a- g of anthelmintic benzimidazole carbamates 2a- g were synthesized. These prodrugs combine high aqueous solubility and stability with high lability in the presence of alkaline phosphatases. The veterinary utility of 1a was shown by a pharmacodynamic
Determination of fenbendazole and oxfendazole in liver and muscle using liquid chromatography?mass spectrometry
Blanchflower J.W, et al.
Analyst, 119, 1325-1328 (1994)
Niels C Kyvsgaard et al.
Veterinary parasitology, 181(2-4), 248-254 (2011-05-17)
Horses, mules and donkeys are indispensable farming and working animals in many developing countries, and their health status is important to the farmers. Strongyle parasites are ubiquitous in grazing horses world-wide and are known to constitute a threat to equine
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