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T8904

Sigma-Aldrich

Thiabendazol

≥99%, powder

Synonym(e):

2-(4-Thiazolyl)-benzimidazol

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About This Item

Empirische Formel (Hill-System):
C10H7N3S
CAS-Nummer:
148-79-8
Molekulargewicht:
201.25
Beilstein:
611403
EG-Nummer:
205-725-8
MDL-Nummer:
MFCD00005587
UNSPSC-Code:
51453501
PubChem Substanz-ID:
24900571
NACRES:
NA.85

Assay

≥99%

Form

powder

Farbe

white to off-white

Löslichkeit

DMF: soluble 50 mg/mL

Wirkungsspektrum von Antibiotika

fungi
parasites

Wirkungsweise

enzyme | inhibits

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)

InChIKey

WJCNZQLZVWNLKY-UHFFFAOYSA-N

Angaben zum Gen

human ... CYP2C9(1559)

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Verwandte Kategorien

Allgemeine Beschreibung

Chemical structure: imidazole

Anwendung

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.

Biochem./physiol. Wirkung

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.

Sonstige Hinweise

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

Piktogramme

Environment
GHS09

Signalwort

Warning

H-Sätze

H410

Gefahreneinstufungen

Aquatic Acute 1 - Aquatic Chronic 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Sigma-Aldrich

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Sigma-Aldrich

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Sigma-Aldrich

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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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