A broad-spectrum anthelmintic
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Thiabendazole

Item No. 23391

Technical Information
Formal Name
2-(4-thiazolyl)-1H-benzimidazole
CAS Number
148-79-8
Synonyms
  • NSC 90507
  • NSC 525040
  • TBZ
  • Tiabendazole
Molecular Formula
C10H7N3S
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 20 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:20): 0.05 mg/mlEthanol: 0.5 mg/ml
λmax
243, 301 nm
SMILES
C12=CC=CC=C1NC(C3=CSC=N3)=N2
InChi Code
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
Shipping & Storage Information
Storage
4°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Thiabendazole is a broad-spectrum anthelmintic that is active against a variety of helminths.1 In sheep, thiabendazole (50 mg/kg) kills greater than 95% of adult worms from ten genera, including Trichostrongylus, Cooperia, Nematodirus, Ostertagia, Haemonchus, Oesophagostomum, Bunostomum, Strongyloides, Chabertia, and Trichuris. It also inhibits production of eggs and disrupts larval development. Thiabendazole inhibits fumarate reductase in helminths, which inhibits succinate formation, and therefore energy production through the citric acid cycle.2 It also inhibits methionine aminopeptidase in E. coli (Ki = 40 nM; IC50 = 47.2 nM).3 Formulations containing thiabendazole have been used in the control of parasitic infections in livestock.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brown, H.D., Matzuk, A.R., Ilves, I.R., et alAntiparasitic drugs. IV. 2-(4'-thiazolyl)-benzimidazole, a new anthelmintic. J. Am. Chem. Soc. 83(7), 1764-1765 (1961).

    2. Criado Fornelio, A., Rodriguez Caabeiro, F., and Jimenez Gonzalez, A. The mode of action of some benzimidazole drugs on Trichinella spiralis. Parasitology 95(pt 1), 61-70 (1987).

    3. Schiffmann, R., Neugebauer, A., and Klein, C.D. Metal-mediated inhibition of Escherichia coli methionine aminopeptidase: Structure-activity relationships and development of a novel scoring function for metal-ligand interactions. J. Med. Chem. 49(2), 511-522 (2006).