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Thiabendazole

Catalog No. DB00730 Name DrugBank
CAS Number 148-79-8 Website http://www.ualberta.ca/
M. F. C10H7N3S Telephone (780) 492-3111
M. W. 201.24768 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 611

SYNONYMS

IUPAC name
2-(1,3-thiazol-4-yl)-1H-1,3-benzodiazole
IUPAC Traditional name
thiabendazole
Brand Name
Omnizole
Mycozol
Eprofil
Equivet TZ
Hymush
Mertect
Mertect 340f
Sanaizol 100
Storite
Tecto
Tecto B
Tobaz
Bioguard
Cropasal
Drawipas
Equizole
Lombristop
Mintesol
Minzolum
Nemacin
Polival
RPH
TBZ 60W
Tebuzate
Tecto 40F
Tecto 60
Tecto rph
Thiaben
Thibenzol
Thibenzole 200
Tiabenda
Tibimix 20
Top form wormer
Triasox
Apl-Luster
Arbotect
Bovizole
Chemviron TK 100
Hokustar hp
Mertec
Mertect 160
Mertect lsp
Metasol TK 100
Metasol TK 10
Mintezol
Nemapan
Ormogal
Sistesan
TBZ 6
Tecto 10P
Testo
Thibendole
Thibenzole
Thibenzole att
Thiprazole
Tubazole
Synonyms
Thiabenzole
Thiabendazol
Thiabendole
Tiabendazole
TBZ
TBDZ
Thiabenzazole
Tiabendazol

DATABASE IDS

PubChem SID 46505131
PubChem CID 5430
CAS Number 148-79-8

PROPERTIES

Hydrophobicity(logP) 2.2
Solubility Practically insoluble (50 mg/L at pH 7, 10 at 20°C)

DETAILS

Description (English)
Item Information
Drug Groups approved
Description 2-Substituted benzimidazole first introduced in 1962. It is active against a variety of nematodes and is the drug of choice for strongyloidiasis. It has CNS side effects and hepatototoxic potential. (From Smith and Reynard, Textbook of Pharmacology, 1992, p919)
Indication For the treatment of strongyloidiasis (threadworm), cutaneous larva migrans (creeping eruption), visceral larva migrans, and trichinosis.
Pharmacology Thiabendazole is a fungicide and parasiticide. 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. Thiabendazole is vermicidal and/or vermifugal against Ascaris lumbricoides ("common roundworm"), Strongyloides stercoralis (threadworm), Necator americanus, Ancylostoma duodenale (hookworm), Trichuris trichiura (whipworm), Ancylostoma braziliense (dog and cat hookworm), Toxocara canis, Toxocara cati (ascarids), and Enterobius vermicularis (pinworm). Thiabendazole also suppresses egg and/or larval production and may inhibit the subsequent development of those eggs or larvae which are passed in the feces.
Toxicity Overdosage may be associated with transient disturbances of vision and psychic alterations. The oral LD 50 is 3.6 g/kg, 3.1 g/kg and 3.8 g/kg in the mouse, rat, and rabbit respectively.
Affected Organisms
Roundworms, hookworms, and other helminth species
Biotransformation Hepatic. Metabolized almost completely to the 5-hydroxy form which appears in the urine as glucuronide or sulfate conjugates.
Absorption Rapidly absorbed and peak plasma concentration is reached within 1 to 2 hours after the oral administration of a suspension. Some systemic absorption may occur from topical preparations applied to the skin.
Half Life The half-life for thiabendazole in both normal and anephric patients is 1.2 hours (range 0.9 to 2 hours). The half-life for the 5-hydroxythiabendazole metabolite in both normal and anephric patients is 1.7 hours (range 1.4 to 2 hours).
Elimination It is metabolized almost completely to the 5-hydroxy form which appears in the urine as glucuronide or sulfate conjugates.
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REFERENCES