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Merck

19953

Sigma-Aldrich

Albendazoloxid

≥98% (HPLC)

Synonym(e):

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

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About This Item

Empirische Formel (Hill-System):
C12H15N3O3S
CAS-Nummer:
Molekulargewicht:
281.33
Beilstein:
677664
MDL-Nummer:
UNSPSC-Code:
51101500
PubChem Substanz-ID:

Assay

≥98% (HPLC)

Form

powder

Farbe

colorless to white

Wirkungsspektrum von Antibiotika

neoplastics
parasites

Wirkungsweise

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)

InChIKey

VXTGHWHFYNYFFV-UHFFFAOYSA-N

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Allgemeine Beschreibung

Chemical structure: benzimidazole

Anwendung

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. Wirkung

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.

Verpackung

25G

Sonstige Hinweise

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

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Adrenal gland,spleen,male reproductive organs,Blood

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


Analysenzertifikate (COA)

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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
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
Mesküre Capan et al.
The American journal of tropical medicine and hygiene, 81(4), 712-713 (2009-10-10)
Albendazole therapy--alone or in combination with surgery--remains the standard of care for human echinococcosis depending on the stage of disease. However, only limited data are available on target site concentrations in liver cysts and data for non-liver cysts are lacking.
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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