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Key Documents

T8904

Sigma-Aldrich

Thiabendazole

≥99%, powder

Synonym(s):

2-(4-Thiazolyl)benzimidazole

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About This Item

Empirical Formula (Hill Notation):
C10H7N3S
CAS Number:
Molecular Weight:
201.25
Beilstein/REAXYS Number:
611403
EC Number:
MDL number:
UNSPSC Code:
51453501
PubChem Substance ID:
NACRES:
NA.85

Quality Level

assay

≥99%

form

powder

color

white to off-white

solubility

DMF: soluble 50 mg/mL

antibiotic activity spectrum

fungi
parasites

mode of action

enzyme | inhibits

SMILES string

c1ccc2[nH]c(nc2c1)-c3cscn3

InChI

1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)

Inchi Key

WJCNZQLZVWNLKY-UHFFFAOYSA-N

Gene Information

human ... CYP2C9(1559)

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General description

Chemical structure: imidazole

Application

Thiabendazole (TBZ) is a broad-spectrum antihelminthic and is used to treat parasitic infections in humans. It is used as an agricultural fungicide and as a food preservative. Thiabendazole has been used as a heavy metal chelating detoxification agent. It is used clinically to treat threadworm, cutaneous larva migrans, visceral larva migrans, and trichinosis.

Biochem/physiol Actions

Thiabendazole inhibits anaerobic respiration at the level of mitochondrial helminth-specific enzyme. It acts as a quinol-fumarate reductase (QFR) inhibitor in ,C. jejuni and H. pylori, blocking quinol oxidation to quinone. Thiabendazole suppresses egg and larval production and may inhibit the subsequent development of eggs and larvae which are passed in feces. A proposed route of biotransformation of thiabendazole is the CYP1A2-catalyzed hydroxylation to 5-hydroxythiabendazole, which is metabolized to glucuronide and sulfate conjugates.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.Storage class (TRGS 510): Non Combustible Solids

pictograms

Environment

signalword

Warning

hcodes

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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