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Thiabendazole

Catalog No. T0938   CAS 148-79-8
Synonyms: 2-(4-Thiazolyl)benzimidazole

Thiabendazole (2-(4-Thiazolyl)benzimidazole) is a benzimidazole derivative with anthelminthic property.

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Thiabendazole Chemical Structure
Thiabendazole, CAS 148-79-8
Pack Size Availability Price/USD Quantity
500 mg In stock $ 41.00
1 g In stock $ 53.00
1 mL * 10 mM (in DMSO) In stock $ 45.00
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Purity: 99.94%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Thiabendazole (2-(4-Thiazolyl)benzimidazole) is a benzimidazole derivative with anthelminthic property.
Targets&IC50 Proliferation (72 h, B16F10 cells):238.5 +/- 19.8 microM, Proliferation (24 h, B16F10 cells):532.4 +/- 32.6 microM, Proliferation (48 h, B16F10 cells):322.9 +/- 28.9 microM
In vitro Thiabendazole provokes a strong DNA-damaging activity in the human lymphoblastoid cell line that constitutively expresses human CYP1A1 cDNA, but not in the parental line, indicating that CYP1A1 is chiefly implicated in carbaryl and thiabendazole genotoxicity. [1] Thiabendazole provokes a dose- and time-dependent increase in CYP1A1 (EROD activity, protein and mRNA levels) in primary culture of rat hepatocytes. [2] Thiabendazole results in the induction of 7-ethoxyresorufin O-deethylase and 7-pentoxyresorufin O-depentylase activities, CYP1A1, CYP1A2, CYP2B1 and CYP2B1/2 mRNA levels and CYP1A2 and CYP2B1/2 apoprotein levels. Thiabendazole markedly induces GSTP1 mRNA levels, but has only a small effect on GSTT1 mRNA levels. [3] Thiabendazole is rapidly transported by passive diffusion through the human intestinal cells by comparison with the protein-bound residues which are not able to cross the intestinal barrier. Thiabendazole will be firstly metabolized to 5OH-TBZ and subsequently converted to a chemically reactive metabolic intermediate binding to proteins. [4]
In vivo Thiabendazole results in nephrosis or hydronephrosis and this organ toxicity may lead to the high dose-dependent mortality in treated mice. Thiabendazole results in hormone imbalance and this imbalance may play an important role in the changes of the reproductive or endocrine system in treated mice. [5]
Synonyms 2-(4-Thiazolyl)benzimidazole
Molecular Weight 201.25
Formula C10H7N3S
CAS No. 148-79-8

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

H2O: < 1 mg/mL (insoluble or slightly soluble)

Ethanol: 1 mg/mL (4.96 mM)

DMSO: 38 mg/mL (188.8 mM)

TargetMolReferences and Literature

1. Delescluse C, et al. Biochem Pharmacol, 2001, 61(4), 399-407. 2. Lemaire G, et al. Life Sci, 2004, 74(18), 2265-2278. 3. Price RJ, et al. Food Chem Toxicol, 2004, 42(6), 899-908. 4. Coulet M, et al. Chem Biol Interact, 2000, 127(2), 109-124. 5. Tada Y, et al. Toxicology, 2001, 169(3), 163-176.

Related compound libraries

This product is contained In the following compound libraries:
Drug Repurposing Compound Library Microtubule-Targeted Compound Library Tobacco Monomer Library Antiparasitic Natural Product Library Anti-Parasitic Compound Library Alkaloid Natural Product Library FDA-Approved Drug Library Drug-Fragment Library Mitochondria-Targeted Compound Library Anti-Infection Compound Library

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Keywords

Thiabendazole 148-79-8 Cytoskeletal Signaling Metabolism Microbiology/Virology Microtubule Associated Mitochondrial Metabolism Parasite 2-(4-Thiazolyl)benzimidazole inhibit Inhibitor inhibitor

 

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