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T8904 Sigma-Aldrich

Thiabendazole

≥99%, powder

Synonym: 2-(4-Thiazolyl)benzimidazole

  • CAS Number 148-79-8

  • Empirical Formula (Hill Notation) C10H7N3S

  • Molecular Weight 201.25

  •  Beilstein/REAXYS Number 611403

  •  EC Number 205-725-8

  •  MDL number MFCD00005587

  •  PubChem Substance ID 24900571

  •  NACRES NA.85

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Properties

Related Categories Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antifungal, Antiparasitic / Antiprotozoal / Anthelminthic,
Quality Level   200
assay   ≥99%
form   powder
color   white to off-white
solubility   DMF: soluble 50 mg/mL
Mode of action   enzyme | inhibits
antibiotic activity spectrum   fungi
  parasites
SMILES string   c1ccc2[nH]c(nc2c1)-c3cscn3
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)
InChI key   WJCNZQLZVWNLKY-UHFFFAOYSA-N
Gene Information   human ... CYP2C9(1559)

Description

General description

Chemical structure: imidazole

Application

Thiabendazole (TBZ) is a broad-spectrum antihelminthic and is used to treat parasitic infections in humans. It is used as an agricultural fungicide and as a food preservative. Thiabendazole has been used as a heavy metal chelating detoxification agent. It is used clinically to treat threadworm, cutaneous larva migrans, visceral larva migrans, and trichinosis.

Packaging

100, 500 g in glass bottle

Biochem/physiol Actions

Thiabendazole inhibits anaerobic respiration at the level of mitochondrial helminth-specific enzyme. It acts as a quinol-fumarate reductase (QFR) inhibitor in ,C. jejuni and H. pylori, blocking quinol oxidation to quinone. Thiabendazole suppresses egg and larval production and may inhibit the subsequent development of eggs and larvae which are passed in feces. A proposed route of biotransformation of thiabendazole is the CYP1A2-catalyzed hydroxylation to 5-hydroxythiabendazole, which is metabolized to glucuronide and sulfate conjugates.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.Storage class (TRGS 510): Non Combustible Solids

Safety & Documentation

Safety Information

Symbol 
GHS09  GHS09
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
WGK 2
RTECS 
DE0700000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

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Peer-Reviewed Papers
15

References

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