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Merck

33818

5-Hydroxythiabendazole

PESTANAL®, analytical standard

Sinónimos:

2-(4-Thiazolyl)-5-benzimidazolol, 5-Hydroxy-2-(4-thiazolyl)benzimidazole

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Fórmula empírica (notación de Hill):
C10H7N3OS
Número CAS:
948-71-0
Peso molecular:
217.25
NACRES:
NA.24
PubChem Substance ID:
329754660
UNSPSC Code:
41116107
MDL number:
MFCD00152219

Documentos clave

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Nombre del producto

5-Hydroxythiabendazole, PESTANAL®, analytical standard

InChI

1S/C10H7N3OS/c14-6-1-2-7-8(3-6)13-10(12-7)9-4-15-5-11-9/h1-5,14H,(H,12,13)

SMILES string

Oc1ccc2[nH]c(nc2c1)-c3cscn3

InChI key

VNENJHUOPQAPAT-UHFFFAOYSA-N

grade

analytical standard

product line

PESTANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

agriculture
environmental
forensics and toxicology
veterinary

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Thiabendazole and its metabolite 5-hydroxythiabendazole can undergo specific binding with monoclonal antibodies and can further undergo immobilization on agarose gels, which can find applications in immunoaffinity chromatography.

General description

5-Hydroxythiabendazole present in excreta, eggs, edible tissues and milk is found to be the major metabolite of thiabendazole, an active ingredient in fungicidal preparations effective for plants. It can also be used as an anthelmintic drug, which is applicable both for humans and animals.

Legal Information

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

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCL6952
BCCH9374
BCCH0371
BCCG0673
BCCF0006

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Thiabendazole and 5-hydroxythiabendazole in the plasma of sheep.
A J Weir et al.
Journal of veterinary pharmacology and therapeutics, 8(4), 413-414 (1985-12-01)
M Coulet et al.
Fundamental & clinical pharmacology, 12(2), 225-235 (1998-05-05)
This report characterized one of the major cytochrome P450 isozyme involved in thiabendazole metabolism. This study was undertaken by using both cultured rabbit hepatocytes treated or not with drugs known to specifically induced various cytochromes P450 isoenzymes (i.e., P450 1A1/2
D Kerboeuf et al.
Veterinary parasitology, 93(1), 47-55 (2000-10-12)
Four groups of three lambs per group were experimentally infected with Cooperia curticei susceptible (two groups) or resistant (two groups) to benzimidazoles, and distributions of adult worms in the small intestine were studied. For each Cooperia isolate, one group was
G E Hardee et al.
Research in veterinary science, 43(1), 13-17 (1987-07-01)
Separate high performance liquid chromatographic methods were developed for thiabendazole (TBZ) and 5-hydroxy thiabendazole (5-OH-TBZ) determination in horse plasma using 1-methyl-2-phenyl benzimidazole (MPBZ) as an internal standard. In both methods TBZ and 5-OH-TBZ were extracted from plasma using organic solvents
Joseph D Jamieson et al.
Toxicology in vitro : an international journal published in association with BIBRA, 25(5), 1061-1066 (2011-04-26)
Thiabendazole (TBZ), an antihelminthic and antifungal agent, is associated with a host of adverse effects including nephrotoxicity, hepatotoxicity, and teratogenicity. Bioactivation of the primary metabolite of TBZ, 5-hydroxythiabendazole, has been proposed to yield a reactive intermediate. Here we show that
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