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Merck
CN

35404

5-Hydroxymebendazole

VETRANAL®, analytical standard

Synonym(s):

Methyl 5-[(RS)-α-hydroxybenzyl]-1H-benzimidazole-2-carbamate

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About This Item

Empirical Formula (Hill Notation):
C16H15N3O3
CAS Number:
60254-95-7
Molecular Weight:
297.31
UNSPSC Code:
41116107
NACRES:
NA.24
Beilstein/REAXYS Number:
4537623

Key Documents

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Product Name

5-Hydroxymebendazole, VETRANAL®, analytical standard

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)

SMILES string

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

InChI key

IIQKUGXEGMZCLE-UHFFFAOYSA-N

grade

analytical standard

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

Quality Level

100

Related Categories

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5333
BCCK4274
BCCG1851
BCCC7049
BCCB5908

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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
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)
M K Jain et al.
Indian journal of experimental biology, 30(4), 320-323 (1992-04-01)
Effect of candidate compounds 81-470 i.e. methyl [5[4-(2-pyridinyl)-1-piperazinyl]carbonyl]-1H-benzimidazole-2-yl]- carbamate and 86-162 i.e. methyl-5(6)-(alpha-hydroxyphenyl methyl) benzimidazole-2-carbamate along with reference drugs mebendazole and praziquantel on energy metabolism of C. fasciolaris recovered from rats treated with single dose of 500 mg/kg, ip was
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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