Albendazole S-oxide CAS 54029-12-8
Introduction：Basic information about Albendazole S-oxide CAS 54029-12-8, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Albendazole S-oxide Basic information
| Product Name: | Albendazole S-oxide |
| Synonyms: | Albendazole Sulphoxide HCL;methyl n-(6-propylsulfinyl-1h-benzoimidazol-2-yl)carbamate;Albendazole EP Impurity B-d7;Albendazole Impurity 2（Albendazole EP Impurity B）;Methyl [5-(propylsulfinyl)-1Hbenzimidazol-2-yl]carbamate;Albendazole-EP-Imp-B;RS-8852;RICOBENDAZOLE |
| CAS: | 54029-12-8 |
| MF: | C12H15N3O3S |
| MW: | 281.33 |
| EINECS: | 628-805-8 |
| Product Categories: | Veterinary drugs;Inhibitors;Metabolites & Impurites;Animal Pharmaceuticals;Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites;Pharmaceuticals |
| Mol File: | 54029-12-8.mol |
Albendazole S-oxide Chemical Properties
| Melting point | 226-228°C dec. |
| density | 1.40 |
| storage temp. | Sealed in dry,2-8°C |
| solubility | Chloroform (Slightly, Heated), Methanol (Slightly) |
| 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) |
| form | Solid |
| color | colorless or white |
| Water Solubility | 62mg/L(25 ºC) |
| BRN | 677664 |
| Major Application | forensics and toxicology pharmaceutical (small molecule) |
| 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 |
| SMILES | CCCS(=O)c1ccc2[nH]c(NC(=O)OC)nc2c1 |
| CAS DataBase Reference | 54029-12-8(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 22 |
| Safety Statements | 24/25 |
| WGK Germany | 3 |
| RTECS | FD1080000 |
| HS Code | 29339900 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Aquatic Acute 1 Aquatic Chronic 1 Repr. 2 Skin Sens. 1 STOT RE 2 Oral |
| 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-29, possibly by arresting cell cycle at the G2/M phase. |
| Synthesis | 34840-23-8 66868-66-4 54029-12-8 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]. |
| References | [1] Patent: US4076825, 1978, A |
Albendazole S-oxide Preparation Products And Raw materials
| Raw materials | 1,3-Bis(methoxycarbonyl)-2-methyl-2-thiopseudoeura-->1,2-Benzenediamine, 4-(propylsulfinyl)--->Acetic acid-->Methanol |
