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Merck

35395

Albendazole sulfoxide

VETRANAL®, analytical standard

Sinónimos:

Ricobendazole, Albendazole oxide, Albendazole sulfoxide, Methyl [5-(propane-1-sulfinyl)-1H-benzoimidazol-2-yl]-carbamate

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Fórmula empírica (notación de Hill):
C12H15N3O3S
Número CAS:
54029-12-8
Peso molecular:
281.33
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329755155
MDL number:
MFCD00797922
Beilstein/REAXYS Number:
677664

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InChI key

VXTGHWHFYNYFFV-UHFFFAOYSA-N

InChI

1S/C12H15N3O3S/c1-3-6-19(17)8-4-5-9-10(7-8)14-11(13-9)15-12(16)18-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

SMILES string

CCCS(=O)c1ccc2[nH]c(NC(=O)OC)nc2c1

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

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Categorías relacionadas

Application

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

Biochem/physiol Actions

Ricobendazole is a key metabolite of albendazole and acts as an anthelmintic. It has been shown to induce apoptosis in human cancer cell line HT-29, possibly by arresting cell cycle at the G2/M phase.

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

signalword

Warning

Hazard Classifications

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

target_organs

Adrenal gland,spleen,male reproductive organs,Blood

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
BCCG3899
BCCD7646
BCCC5377
BCCB7338
BCBZ4080

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Hai-Jun Gao et al.
Parasites & vectors, 14(1), 108-108 (2021-02-17)
Echinococcosis, which is caused by the larvae of cestodes of the genus Echinococcus, is a parasitic zoonosis that poses a serious threat to the health of humans and animals globally. Albendazole is the drug of choice for the treatment of
Viviane Cangerana Hilário et al.
Journal of pharmaceutical and biomedical analysis, 61, 100-107 (2012-01-11)
A high-performance liquid chromatographic method using polar organic mode was developed to analyze albendazole (ABZ), albendazole sulfone (ABZSO(2)) and the chiral and active metabolite albendazole sulfoxide (ABZSOX, ricobendazole) that was further applied in stereoselective fungal biotransformation studies. The chromatographic separation
Iliana González-Hernández et al.
Biomedical chromatography : BMC, 26(2), 267-272 (2011-07-02)
The development and validation of an LC-MS/MS method for the simultaneous determination of albendazole metabolites (albendazole sulfoxide and albendazole sulfone) in human plasma are described. Samples of 200 μL were extracted with ether-dichloromethane-chloroform (60:30:10, v/v/v). The chromatographic separation was performed
Hana Bártíková et al.
Xenobiotica; the fate of foreign compounds in biological systems, 40(9), 593-601 (2010-06-22)
Dicrocoeliosis, a parasitic infection caused by Dicrocoelium dendriticum (lancet fluke), is often treated by the anthelmintic drug albendazole (ABZ). In the lancet fluke, ABZ metabolism via enzymatic sulphoxidation was found, but no information about ABZ oxidases has been available. The
Kathrin Eckardt et al.
Reproductive toxicology (Elmsford, N.Y.), 34(3), 378-384 (2012-06-02)
The benzimidazole carbamate albendazole (ABZ), a potent anthelmintic, is a teratogenic compound in rats. At present it is unclear to which degree this effect is caused by the parent compound or its major metabolite, albendazole sulfoxide (ASO). Both substances were
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