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Supelco

5-Hydroxythiabendazole

PESTANAL®, analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H7N3OS
CAS Number:
948-71-0
Molecular Weight:
217.25
MDL number:
MFCD00152219
UNSPSC Code:
41116107
PubChem Substance ID:
329754660
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

SMILES string

Oc1ccc2[nH]c(nc2c1)-c3cscn3

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)

InChI key

VNENJHUOPQAPAT-UHFFFAOYSA-N

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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.

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.

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH9374
BCCH0371
BCCG0673
BCCF0006
BCCD2329

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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
R V Arenas et al.
Journal of AOAC International, 78(3), 642-646 (1995-05-01)
A novel liquid chromatographic multiresidue method has been developed for quantitation of thiabendazole (TBZ), the metabolite 5-hydroxythiabendazole (5-OH-TBZ), and the sulfate conjugate of 5-hydroxythiabendazole (5-HSO4-TBZ) in raw cow's milk. The 5-HSO4-TBZ is hydrolyzed quantitatively under acidic conditions to 5-OH-TBZ. TBZ
S S Tai et al.
Journal - Association of Official Analytical Chemists, 73(3), 368-373 (1990-05-01)
The liquid chromatographic determination previously developed for benzimidazoles in cattle liver has been slightly modified and applied to the determination of 4 benzimidazoles in milk. Recoveries of fenbendazole (FBZ), oxfendazole (OFZ), and thiabendazole (TBZ) from milk fortified at the 10
Concentrations of thiabendazole and parasite-specific IgG antibodies in the cerebrospinal fluid of a patient with disseminated strongyloidiasis.
J C Arroyo et al.
The Journal of infectious diseases, 156(3), 520-523 (1987-09-01)
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