Tiabendazole
148px | |
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.
Contents
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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fr:Thiabendazole hu:Tiabendazol nl:Thiabendazool ja:チアベンダゾール pl:Tiabendazol ru:Тиабендазол
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- ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
- ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
- ↑ 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
- ↑ Lua error in package.lua at line 80: module 'Module:Citation/CS1/Suggestions' not found.
- ↑ Sax, N.I. Dangerous Properties of Industrial Materials. Vol 1-3 7th ed. New York, NY: Van Nostrand Reinhold, 1989., p. 3251
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- 2Fix
- Antiparasitic agents
- Preservatives
- Fungicides
- Thiazoles
- Benzimidazoles