Thiabendazole

Tiabendazole

Clinical data
Trade names	Mintezol, others
AHFS/Drugs.com	International Drug Names
Pregnancy category	AU: B3
Routes of administration	By mouth, topical
ATC code	D01AC06 (WHO) P02CA02 (WHO) QP52AC10 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) ℞ (Prescription only)
Pharmacokinetic data
Bioavailability	Сmax 1–2 hours (oral administration)
Metabolism	GI tract
Biological half-life	8 hours
Excretion	Urine (90%)
Identifiers
IUPAC name 4-(1H-1,3-Benzodiazol-2-yl)-1,3-thiazole
CAS Number	148-79-8 Y
PubChem (CID)	5430
IUPHAR/BPS	7304
DrugBank	DB00730 N
ChemSpider	5237 N
UNII	N1Q45E87DT Y
KEGG	D00372 Y
ChEMBL	CHEMBL625 N
NIAID ChemDB	007903
ECHA InfoCard	100.005.206
Chemical and physical data
Formula	C10H7N3S
Molar mass	201.249 g/mol
3D model (Jmol)	Interactive image
Density	1.103 g/cm3
Melting point	293 to 305 °C (559 to 581 °F)
SMILES [nH]1c2ccccc2nc1c3cscn3
InChI 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) N Key:WJCNZQLZVWNLKY-UHFFFAOYSA-N N
NY (what is this?)

Tiabendazole (INN, BAN), thiabendazole (AAN, USAN), TBZ (and the trade names Mintezol, Tresaderm, and Arbotect) is a fungicide and parasiticide.

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

Use in treatment of aspergillosis has been reported.

As an antiparasitic, it is able to control roundworms (such as those causing strongyloidiasis),hookworms, and other helminth species which attack wild animals, and humans.

Genes responsible for the maintenance of cell walls in yeast have been shown to be responsible for angiogenesis in vertebrates. Tiabendazole serves to block angiogenesis in both frog embryos and human cells. It has also been shown to serve as a vascular disrupting agent to reduce newly established blood vessels. Tiabendazole has been shown to effectively do this in certain cancer cells.

TBZ works by inhibition of the mitochondrial, helminth-specific enzyme, fumarate reductase, with possible interaction with endogenous quinone.

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