Ricobendazole / Albendazole Sulfoxide
| Parameter | Specification |
|---|---|
| Product Name | Ricobendazole / Albendazole Sulfoxide |
| CAS Number | 54029-14-0 |
| Molecular Formula | C12H15N3O3S |
| Molecular Weight | 281.33 g/mol |
| Appearance | White to off-white crystalline powder |
| Assay (HPLC) | ≥98.0% |
| Solubility | Sparingly soluble in water, soluble in DMSO and methanol |
| Package | 25 kg fiber drum with double polyethylene liner |
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Synonyms: Albendazole Sulfoxide, Ricobendazole, Methyl (5-(propylsulfinyl)-1H-benzimidazol-2-yl)carbamate, Albendazole oxide, ABZSO
Ricobendazole, also known as albendazole sulfoxide, is the active metabolite of albendazole and a chiral benzimidazole carbamate. Its core is a benzimidazole ring bearing a propylsulfinyl group at the 5-position and a methyl carbamate at the 2-position. The sulfoxide functionality introduces a stereogenic center, and the drug is typically supplied as the racemate, though enantiomers differ in pharmacokinetic behavior. This structural motif underpins its interaction with β-tubulin, disrupting microtubule dynamics in helminths.
Industrially, ricobendazole is produced by controlled oxidation of albendazole, yielding a high-purity API that meets pharmacopeial standards. It appears as a white to off-white crystalline powder, sparingly soluble in water but freely soluble in polar aprotic solvents such as DMSO. The compound is stable under normal storage conditions but should be protected from light and moisture to prevent degradation.
As a formulated intermediate and API, ricobendazole serves veterinary and pharmaceutical manufacturers targeting gastrointestinal nematodes and tissue-dwelling parasites. Its improved aqueous solubility relative to albendazole makes it suitable for injectable and oral formulations, while its defined metabolite profile supports use in pharmacokinetic and bioequivalence studies.
The molecule combines a benzimidazole nucleus with a sulfinyl side chain, which enhances polarity and modifies tissue distribution. The sulfoxide group is susceptible to reversible reduction, but under recommended storage conditions the compound remains chemically stable. Its logP is moderate, supporting membrane permeability while allowing for formulation in aqueous vehicles.
| Test Item | Specification |
|---|---|
| Identification | IR and HPLC retention time conform to reference standard |
| Loss on Drying | ≤0.5% |
| Residue on Ignition | ≤0.1% |
| Heavy Metals | ≤20 ppm |
| Related Substances | Any individual impurity ≤0.5%; total impurities ≤1.0% |
| Microbial Limits | Total aerobic count ≤1000 CFU/g; yeast and mold ≤100 CFU/g; absence of E. coli and Salmonella |
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