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Merck

A4673

Albendazole

analytical standard, ≥98%

Synonym(s):

Methyl 5-(propylthio)-2-benzimidazolecarbamate

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About This Item

Empirical Formula (Hill Notation):
C12H15N3O2S
CAS Number:
Molecular Weight:
265.33
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
41116107
EC Number:
259-414-7
MDL number:
Technical Service
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grade

analytical standard

Quality Level

assay

≥98%

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)

format

neat

SMILES string

CCCSc1ccc2[nH]c(NC(=O)OC)nc2c1

InChI

1S/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

InChI key

HXHWSAZORRCQMX-UHFFFAOYSA-N

General description

Chemical structure: benzimidazole
Albendazole is a benzimidazole derivative used for the treatment of human gastrointestinal helmintiasis. It inhibits microtubule and blocks the glucose uptake that causes depletion of glycogen stores and lowering formation of adinosine triphosphate (ATP) in the larval and adult stages of susceptible parasite.

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Albendazole may be used as a reference standard for the determination of albendazole and its major metabolites, albendazole sulphoxide and albendazole sulphone by high-performance liquid chromatography (HPLC) method in mice plasma.

Biochem/physiol Actions

Binds to tubulin and inhibits microtubule assembly.


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pictograms

Health hazardEnvironment

signalword

Warning

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Repr. 2 - STOT RE 2 Oral

target_organs

Adrenal gland,Blood,male reproductive organs,spleen

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Quantitative determination of albendazole and its main metabolites in plasma.
Garcia J J, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 723(1-2), 265-271 (1999)
Martin Spicher et al.
Antimicrobial agents and chemotherapy, 52(9), 3447-3450 (2008-07-16)
In vitro treatment of Echinococcus multilocularis and Echinococcus granulosus larval stages with the antimalarials dihydroartemisinin and artesunate (10 to 40 microM) exhibited promising results, while 6 weeks of in vivo treatment of mice infected with E. multilocularis metacestodes (200 mg/kg
H D Solana et al.
Acta physiologica, pharmacologica et therapeutica latinoamericana : organo de la Asociacion Latinoamericana de Ciencias Fisiologicas y [de] la Asociacion Latinoamericana de Farmacologia, 48(4), 199-205 (1999-01-23)
Albendazole (ABZ) is an anthelmintic benzimidazole drug widely used in human and veterinary medicine. ABZ has binding affinity to both mammalian and helminth parasite tubulin. In the current work, we have performed in vitro assays and in vivo experiments in