| Identification | More | [Name]
Albendazole S-oxide | [CAS]
54029-12-8 | [Synonyms]
ALBENDAZOLE OXIDE
albendazole s-oxide
ALBENDAZOLE SULFOXIDE
methyl n-(6-propylsulfinyl-1h-benzoimidazol-2-yl)carbamate
RICOBENDAZOLE
RICOBENDAZOLEC
RS-8852
Albendazole sulphoxide
Rycobendzole
Albendazole Oxide, Ricobendazole, RS-8852
Carbamic acid, 5-(propylsulfinyl)-1H-benzimidazol-2-yl-, methyl ester
methyl N-(5-propylsulfinyl-3H-benzoimidazol-2-yl)carbamate
ALBENDAZOLE SULFOXIDE/RICOBENDAZOLE | [EINECS(EC#)]
628-805-8 | [Molecular Formula]
C12H15N3O3S | [MDL Number]
MFCD00797922 | [Molecular Weight]
281.33 | [MOL File]
54029-12-8.mol |
| Chemical Properties | Back Directory | [Appearance]
White to Off-White Powder | [Melting point ]
226-228°C dec. | [density ]
1.40 | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform (Slightly, Heated), Methanol (Slightly) | [form ]
neat | [pka]
pKa 3.28±0.01(H2O t=25.0±0.1 I=0.1(NaCl))(Approximate); 9.93±0.01(H2O t=25.0±0.1 I=0.1(NaCl))(Approximate) | [color ]
colorless or white | [Water Solubility ]
62mg/L(25 ºC) | [Usage]
A metabolite of Albendazole, an anthelmintic | [BRN ]
677664 | [InChIKey]
VXTGHWHFYNYFFV-UHFFFAOYSA-N | [CAS DataBase Reference]
54029-12-8(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off-White Powder | [Uses]
A metabolite of Albendazole, an anthelmintic | [Uses]
Tubulin polymerization or assembled inhibitors | [Definition]
ChEBI: Albendazole S-oxide is a sulfoxide. It is functionally related to an albendazole. | [Biological Activity]
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-29possibly by arresting cell cycle at the G2/M phase. | [Synthesis]
3.56 g (18 mmol) of 4-(1-propylsulfinyl)-1,2-diaminobenzene was dissolved in 45 mL of methanol and 1.03 mL of acetic acid and 3.84 g (19.8 mmol) of 1,3-bis(methoxycarbonyl)-S-methylisothiourea were added. The reaction mixture was heated to reflux for 2.5 hours, followed by cooling and removing the solvent under reduced pressure. The resulting white solid was digested with water, filtered, washed with ether and dried to give 4.1 g of white solid product, albendazole sulfoxide, with a melting point of 205°C to 216°C and a yield of 81%. | [in vivo]
Albendazole sulfoxide (0.5 mg/kg, i.m., BID, 15 days) reduces cyst size and weight in Balb/c mice infected with protoscoleces[3].
| [storage]
Store at -20°C | [References]
[1] Patent: US4076825, 1978, A |
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