| Systematic (IUPAC) name | |
|---|---|
| 4-(1H-1,3-benzodiazol-2-yl)-1,3-thiazole | |
| Clinical data | |
| AHFS/Drugs.com | International Drug Names |
| Pregnancy cat. | ? |
| Legal status | ? |
| Pharmacokinetic data | |
| Metabolism | GI tract. Peak plasma 1-2 hours through oral admin. |
| Half-life | 8 hours |
| Excretion | 90% Urine |
| Identifiers | |
| CAS number | 148-79-8 |
| ATC code | D01AC06 P02CA02 QP52AC10 |
| PubChem | CID 5430 |
| DrugBank | APRD01252 |
| UNII | N1Q45E87DT |
| KEGG | D00372 |
| ChEMBL | CHEMBL625 |
| Chemical data | |
| Formula | C10H7N3S |
| Mol. mass | 201.249 g/mol |
| SMILES | eMolecules & PubChem |
| Physical data | |
| Density | 1.103 g/cm³ |
| Melt. point | 293–305 °C (559–581 °F) |
| (what is this?) (verify) |
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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 |
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]
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]
Inhibition of the mitochondrial helminth-specific enzyme, fumarate reductase, with possible interaction with endogenous quinone.[4]
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 (INS number 233). 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. It is not approved for usage in the EU,[7] Australia and New Zealand[8] or the USA.
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). 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. No mutagenic or carcinogenic effects have been shown.
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