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T8904

Sigma-Aldrich

Thiabendazole

≥99%, powder

Sinónimos:

2-(4-Thiazolyl)benzimidazole

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About This Item

Fórmula empírica (notación de Hill):
C10H7N3S
Número de CAS:
148-79-8
Peso molecular:
201.25
Beilstein:
611403
Número CE:
205-725-8
Número MDL:
MFCD00005587
Código UNSPSC:
51453501
ID de la sustancia en PubChem:
24900571
NACRES:
NA.85

Nivel de calidad

200

Análisis

≥99%

formulario

powder

color

white to off-white

solubilidad

DMF: soluble 50 mg/mL

espectro de actividad antibiótica

fungi
parasites

Modo de acción

enzyme | inhibits

cadena SMILES

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)

Clave InChI

WJCNZQLZVWNLKY-UHFFFAOYSA-N

Información sobre el gen

human ... CYP2C9(1559)

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Descripción general

Chemical structure: imidazole

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Otras notas

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

Pictogramas

Environment
GHS09

Palabra de señalización

Warning

Frases de peligro

H410

Consejos de prudencia

P273 - P391 - P501

Clasificaciones de peligro

Aquatic Acute 1 - Aquatic Chronic 1

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Roslyn S Thelingwani et al.
Drug metabolism and disposition: the biological fate of chemicals, 37(6), 1286-1294 (2009-03-21)
Thiabendazole (TBZ) and its major metabolite 5-hydroxythiabendazole (5OH-TBZ) were screened for potential time-dependent inhibition (TDI) against CYP1A2. Screen assays were carried out in the absence and presence of NADPH. TDI was observed with both compounds, with k(inact) and K(I) values
Stuart Dashper et al.
Antimicrobial agents and chemotherapy, 54(3), 1311-1314 (2009-12-30)
Porphyromonas gingivalis is a major pathogen of chronic periodontitis and exists in a biofilm on the surface of the tooth root. Oxantel, a cholinergic anthelmintic and fumarate reductase inhibitor, significantly inhibited biofilm formation by P. gingivalis and disrupted established biofilms
Susanne Rath et al.
Chemosphere, 214, 111-122 (2018-09-28)
Brazil is one of the world's largest producers of animal protein, requiring the large-scale use of veterinary drugs. The administration of antimicrobials and antiparasitics is a common practice. However, there is a lack of information on how these drugs impact
Santosh Soparawalla et al.
The Analyst, 136(21), 4392-4396 (2011-09-06)
We describe a rapid in situ method for detecting agrochemicals on the surface or in the tissue of fruit using a portable mass spectrometer equipped with an ambient ionization source. Two such ionization methods, low temperature plasma (LTP) and paper
Andrew C Kotze et al.
PLoS neglected tropical diseases, 5(6), e1203-e1203 (2011-07-09)
Current efforts to control human soil-transmitted helminths (STHs) involve the periodic mass administration of benzimidazole drugs to school aged children and other at- risk groups. Given that high levels of resistance to these drugs have developed in roundworms of livestock
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