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.