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Supelco

5-Hydroxymebendazole

VETRANAL®, analytical standard

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Synonym(s):
Methyl 5-[(RS)-α-hydroxybenzyl]-1H-benzimidazole-2-carbamate
Empirical Formula (Hill Notation):
C16H15N3O3
CAS Number:
60254-95-7
Molecular Weight:
297.31
Beilstein:
4537623
UNSPSC Code:
41116107
NACRES:
NA.24

grade

analytical standard

Quality Level

100

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

COC(=O)Nc1nc2ccc(cc2[nH]1)C(O)c3ccccc3

InChI

1S/C16H15N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9,14,20H,1H3,(H2,17,18,19,21)

InChI key

IIQKUGXEGMZCLE-UHFFFAOYSA-N

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Application

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VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

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E G Iosifidou et al.
Drug metabolism and disposition: the biological fate of chemicals, 25(3), 317-320 (1997-03-01)
Mebendazole (MBZ) is extensively used in eel culture for treatment of Pseudodactylogyrus spp. infections. This use may lead to residues of MBZ in eel tissues. Consequently, the residue profile of MBZ in eel after treatment with the drug is of
Anthelmintic activity of methyl 5(6)-(alpha-hydroxyphenyl methyl) benzimidazole-2-carbamate, a metabolite of mebendazole.
S Gupta et al.
Indian journal of experimental biology, 25(12), 871-873 (1987-12-01)
S Gupta et al.
Indian journal of experimental biology, 29(7), 645-648 (1991-07-01)
Methyl 5(6)-(alpha-hydroxyphenylmethyl) benzimidazole-2- carbamate, a metabolite of mebendazole, was evaluated against metamorphic forms of Ancylostoma ceylanicum in hamsters, Nippostrongylus brasiliensis in rats and cysticercoids of Hymenolepis nana in grain beetles. The test compound offered better action than mebendazole except against
B Oosterhuis et al.
Therapeutic drug monitoring, 6(2), 215-220 (1984-01-01)
A sensitive method is described for the simultaneous determination of mebendazole and hydroxymebendazole using flubendazole as an internal standard. The analytes were isolated with a single chloroform extraction from 1.0 ml of alkalinized plasma or cyst liquid samples. Separation and
H De Ruyck et al.
The Analyst, 126(12), 2144-2148 (2002-01-30)
A quantitative liquid chromatography-electrospray tandem mass spectrometry method for the determination of mebendazole and its hydrolysed and reduced metabolites in sheep liver has been developed and validated. The benzimidazole substances were extracted with ethyl acetate after the sample mixture had
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