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Merck
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Principaux documents

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19953

Sigma-Aldrich

Ricobendazole

≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C12H15N3O3S
Numéro CAS:
54029-12-8
Poids moléculaire :
281.33
Numéro Beilstein :
677664
Numéro MDL:
MFCD00797922
Code UNSPSC :
51101500
ID de substance PubChem :
329751959

Pureté

≥98% (HPLC)

Forme

powder

Couleur

colorless to white

Spectre d'activité de l'antibiotique

neoplastics
parasites

Mode d’action

DNA synthesis | interferes
enzyme | interferes
protein synthesis | interferes

Chaîne SMILES 

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)

Clé InChI

VXTGHWHFYNYFFV-UHFFFAOYSA-N

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Description générale

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.

Actions biochimiques/physiologiques

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.

Conditionnement

25G

Autres remarques

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

Pictogrammes

Health hazardExclamation markEnvironment
GHS08,GHS07,GHS09

Mention d'avertissement

Warning

Mentions de danger

H317,H361d,H373,H410

Classification des risques

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

Organes cibles

Adrenal gland,spleen,male reproductive organs,Blood

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

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
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
Hana Bártíková et al.
Veterinary parasitology, 176(1), 27-33 (2010-11-16)
Albendazole (ABZ) is one of the most important benzimidazole compounds possessing high activity against the lancet fluke, Dicrocoelium dendriticum. ABZ sulphoxide (ABZ.SO) is the main molecule present in the bloodstream of an ABZ-treated host. The aim of this study was
Kátia Roberta A Belaz et al.
Journal of pharmaceutical and biomedical analysis, 66, 100-108 (2012-04-11)
Analytical and semipreparative high performance liquid chromatography methods using polysaccharide-based chiral stationary phases were developed for the enantiomeric resolution of albendazol sulfoxide. The enantioseparation of this compound was evaluated with four chiral stationary phases: cellulose and amylose tris(3,5-dimethylphenylcarbamate), amylose tris[(S)-1-phenylethylcarbamate]
L Alvarez et al.
Journal of veterinary pharmacology and therapeutics, 35(4), 365-372 (2011-08-09)
The gastrointestinal absorption of most drugs follows a first-order kinetics, whereby a constant fraction of the total drug is absorbed in each equal time interval. Although this related absorption principle is applicable to the most of the therapeutically used drugs
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