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Merck

19953

Albendazoloxid

≥98% (HPLC)

Synonym(e):

Albendazol-sulfoxid, Ricobendazole, [5-(Propan-1-sulfinyl)-1H-benzoimidazol-2-yl]-carbaminsäure-methylester

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Über diesen Artikel

Empirische Formel (Hill-System):
C12H15N3O3S
CAS-Nummer:
Molekulargewicht:
281.33
PubChem Substance ID:
UNSPSC Code:
51101500
Beilstein/REAXYS Number:
677664
MDL number:
Technischer Dienst
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assay

≥98% (HPLC)

form

powder

color

colorless to white

antibiotic activity spectrum

neoplastics, parasites

mode of action

DNA synthesis | interferes, enzyme | interferes, protein synthesis | interferes

SMILES string

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

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)

InChI key

VXTGHWHFYNYFFV-UHFFFAOYSA-N

General description

Chemical structure: benzimidazole

Application

Ricobendazole is a methylcarbamate benzimidazole with a broad-spectrum anthelmintic activity. Ricobendazole is a key metabolite of albendazole . It has been shown to induce apoptosis in human cancer cell line HT-29, possibly by arresting the cell cycle at the G2/M phase.

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.

Packaging

25G

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Keep in a dry place.


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

Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Gracia Merino et al.
Drug metabolism and disposition: the biological fate of chemicals, 33(5), 614-618 (2005-02-11)
Methylcarbamate benzimidazoles [albendazole (ABZ), fenbendazole (FBZ), and their respective sulfoxide derivatives, albendazole sulfoxide (ABZSO) and oxfendazole (OXF)] are therapeutically important anthelmintic agents with low bioavailability. We studied their in vitro interaction with the apical ATP-binding cassette (ABC) drug efflux transporters
Mohammad H Pourgholami et al.
Cancer chemotherapy and pharmacology, 55(5), 425-432 (2004-11-27)
The peritoneal surface remains an important failure site for patients with colorectal cancer. We have recently shown that albendazole (ABZ), a safe and effective anthelmintic drug, has profound antitumor activity in hepatocellular cancer. Furthermore, albendazole also possesses unique physiochemical and
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



Global Trade Item Number

SKUGTIN
BOG00118-1G04061825134246
CDS003635-250MG04061829099688