33818
5-羟基噻苯咪唑
PESTANAL®, analytical standard
别名:
2-(4-Thiazolyl)-5-benzimidazolol, 5-Hydroxy-2-(4-thiazolyl)benzimidazole
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关于此项目
经验公式（希尔记法）:
C10H7N3OS
化学文摘社编号:
分子量:
217.25
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
MDL number:
产品名称
5-羟基噻苯咪唑, PESTANAL®, analytical standard
InChI
1S/C10H7N3OS/c14-6-1-2-7-8(3-6)13-10(12-7)9-4-15-5-11-9/h1-5,14H,(H,12,13)
SMILES string
Oc1ccc2[nH]c(nc2c1)-c3cscn3
InChI key
VNENJHUOPQAPAT-UHFFFAOYSA-N
grade
analytical standard
product line
PESTANAL®
shelf life
limited shelf life, expiry date on the label
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
application(s)
agriculture
environmental
forensics and toxicology
veterinary
format
neat
Quality Level
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Application
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Thiabendazole and its metabolite 5-hydroxythiabendazole can undergo specific binding with monoclonal antibodies and can further undergo immobilization on agarose gels, which can find applications in immunoaffinity chromatography.
General description
5-Hydroxythiabendazole present in excreta, eggs, edible tissues and milk is found to be the major metabolite of thiabendazole, an active ingredient in fungicidal preparations effective for plants. It can also be used as an anthelmintic drug, which is applicable both for humans and animals.
Legal Information
PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Aquatic Acute 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
D Kerboeuf et al.
Veterinary parasitology, 93(1), 47-55 (2000-10-12)
Four groups of three lambs per group were experimentally infected with Cooperia curticei susceptible (two groups) or resistant (two groups) to benzimidazoles, and distributions of adult worms in the small intestine were studied. For each Cooperia isolate, one group was
Deepak Dalvie et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(4), 709-717 (2006-01-26)
Thiabendazole (TBZ) is a broad-spectrum antihelmintic used for treatment of parasitic infections in animals and humans and as an agricultural fungicide for postharvest treatment of fruits and vegetables. It is teratogenic and nephrotoxic in mice, and cases of hepatotoxicity have
M Coulet et al.
Chemico-biological interactions, 127(2), 109-124 (2000-08-11)
Thiabendazole (TBZ), an anthelmintic and fungicide benzimidazole, was recently demonstrated to be extensively metabolized by cytochrome P450 (CYP) 1A2 in man and rabbit, yielding 5-hydroxythiabendazole (5OH-TBZ), the major metabolite furtherly conjugated, and two minor unidentified metabolites (M1 and M2). In
G E Hardee et al.
Research in veterinary science, 43(1), 13-17 (1987-07-01)
Separate high performance liquid chromatographic methods were developed for thiabendazole (TBZ) and 5-hydroxy thiabendazole (5-OH-TBZ) determination in horse plasma using 1-methyl-2-phenyl benzimidazole (MPBZ) as an internal standard. In both methods TBZ and 5-OH-TBZ were extracted from plasma using organic solvents
Joseph D Jamieson et al.
Toxicology in vitro : an international journal published in association with BIBRA, 25(5), 1061-1066 (2011-04-26)
Thiabendazole (TBZ), an antihelminthic and antifungal agent, is associated with a host of adverse effects including nephrotoxicity, hepatotoxicity, and teratogenicity. Bioactivation of the primary metabolite of TBZ, 5-hydroxythiabendazole, has been proposed to yield a reactive intermediate. Here we show that
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