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Thiabendazole

Thiabendazole is a benzimidazole antifungal that exhibits additional antibiotic activity as well as anticancer chemotherapeutic and anti-angiogenic activities. Thiabendazole binds tubulin and acts as a spindle poison, altering microtubule polymerization and inhibiting growth of Aspergillus. Thiabendazole also displays nematocidal activity against Strongyloides and anti-helminthic activity against Haemonchus. This compound inhibits proliferation, angiogenesis, and VEGF expression in melanoma cells and prevents tumor growth in vivo.

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/18976114

Cas No.

148-79-8

Purity

≥98%

Formula

C10H7N3S

Formula Wt.

201.25

Chemical Name

2-(4-Thiazolyl)-1H-benzimidazole

IUPAC Name

4-(1H-benzimidazol-2-yl)-1,3-thiazole

Synonym

MK-360; Thibenzole; Equizole; Mertect; Storite; TBZ; Tecto.

Melting Point

300-303°C

Solubility

Soluble in DMF and DMSO. Slightly soluble in alcohols and esters.

Appearance

White to off white powder

Zhang J, Zhao C, Gao Y, et al. Thiabendazole, a well-known antifungal drug, exhibits anti-metastatic melanoma B16F10 activity via inhibiting VEGF expression and inducing apoptosis. Pharmazie. 2013 Dec;68(12):962-8. PMID: 24400443.

Satou T, Koga M, Koike K, et al. Nematocidal activities of thiabendazole and ivermectin against the larvae of Strongyloides ratti and S. venezuelensis. Vet Parasitol. 2001 Aug 31;99(4):311-22. PMID: 11511418.

Crebelli R, Conti G, Conti L, et al. In vitro studies with nine known or suspected spindle poisons: results in tests for chromosome malsegregation in Aspergillus nidulans. Mutagenesis. 1991 Mar;6(2):131-6. PMID: 2056914.

Lubega GW, Prichard RK. Specific interaction of benzimidazole anthelmintics with tubulin: high-affinity binding and benzimidazole resistance in Haemonchus contortus. Mol Biochem Parasitol. 1990 Jan 15;38(2):221-32. PMID: 2325707.

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