Thiabendazole

Catalog No.S1739

Thiabendazole Chemical Structure

Molecular Weight(MW): 201.25

Thiabendazole inhibits the mitochondrial helminth-specific enzyme, fumarate reductase, with anthelminthic property, used as an anthelmintic and fungicide agent. It is a potent inhibitor of cytochrome P450 1A2 (CYP1A2).

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In DMSO USD 130 In stock
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Biological Activity

Description Thiabendazole inhibits the mitochondrial helminth-specific enzyme, fumarate reductase, with anthelminthic property, used as an anthelmintic and fungicide agent. It is a potent inhibitor of cytochrome P450 1A2 (CYP1A2).
Targets
CYP1A2 [6]
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]

Protocol

Solubility (25°C)

In vitro DMSO 40 mg/mL (198.75 mM)
Ethanol 1 mg/mL (4.96 mM)
Water Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 201.25
Formula

C10H7N3S

CAS No. 148-79-8
Storage powder
Synonyms N/A

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P450 (e.g. CYP17) Signaling Pathway Map

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID