Tiabendazole

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Tiabendazole
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Systematic (IUPAC) name
4-(1H-1,3-benzodiazol-2-yl)-1,3-thiazole
Pharmacokinetic data
Metabolism GI tract. Peak plasma 1-2 hours through oral admin.
Biological half-life 8 hours
Excretion

90% Urine

5% Feces
Identifiers
CAS Number 148-79-8
ATC code D01AC06 (WHO) P02CA02 QP52AC10
PubChem CID 5430
DrugBank APRD01252
Chemical data
Formula C10H7N3S
Molar mass 201.249 g/mol[[Script error: No such module "String".]]
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Physical data
Density 1.103 g/cm3
Melting point 293 to 305 °C (559 to 581 °F)
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Tiabendazole (INN, other names include TBZ, thiabendazole and the trade names Mintezol, Tresaderm, and Arbotect) is a fungicide and parasiticide.

Uses

Fungicide

It is used primarily to control mold, blight, and other fungally caused diseases in fruits (e.g. oranges) and vegetables; it is also used as a prophylactic treatment for Dutch Elm disease.

Use in treatment of Aspergillus has been reported.[1]

Parasiticide

As an antiparasitic, it is able to control roundworms (such as Strongyloidiasis)[2], hookworms, and other helminth species which attack wild animals, livestock and humans. [3]

Pharmacodynamics / Mode of Action

Inhibition of the mitochondrial helminth-specific enzyme, fumarate reductase, with possible interaction with endogenous quinone.[4]

Other

Medicinally, thiabendazole is also a chelating agent, which means that it is used medicinally to bind metals in cases of metal poisoning, such as lead poisoning, mercury poisoning or antimony poisoning.

In dogs and cats thiabendazole is also used to treat ear infections.

Thiabendazole is also used as a food additive[5][6], a preservative with E number E233. For example, it is applied to bananas to ensure freshness, and is a common ingredient in the waxes applied to the skin of citrus fruits.

Safety

The substance appears to have a slight toxicity in higher doses, with effects such as liver and intestine disorder at high exposure in test animals (just below LD50 level).[citation needed] Some reproductive disorders and decreasing weanling weight have been observed, also at high exposure. Effects on humans from use as drug includes nausea, vomiting, loss of appetite, diarrhea, dizziness, drowsiness, or headache; very rarely also ringing in the ears, vision changes, stomach pain, yellowing eyes and skin, dark urine, fever, fatigue, increased thirst and change in the amount of urine.[citation needed] No mutagenic or carcinogenic effects have been shown.

See also

References

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de:Thiabendazol

fr:Thiabendazole hu:Tiabendazol nl:Thiabendazool ja:チアベンダゾール pl:Tiabendazol ru:Тиабендазол

szl:Tyjabyndazol
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  4. Gilman, A.G., T.W. Rall, A.S. Nies and P. Taylor (eds.). Goodman and Gilman's The Pharmacological Basis of Therapeutics. 8th ed. New York, NY. Pergamon Press, 1990., p. 970
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  6. Sax, N.I. Dangerous Properties of Industrial Materials. Vol 1-3 7th ed. New York, NY: Van Nostrand Reinhold, 1989., p. 3251