Preparation of Amorphous Probucol with Fluvastatin Sodium Salt and Stability Comparison Studies of Co-amorphous Probucol with Fluvastatin Sodium Salt and Atorvastatin Calcium Trihydrate Salt

Chem Pharm Bull (Tokyo). 2024;72(12):1073-1083. doi: 10.1248/cpb.c24-00540.

Abstract

A co-amorphous state composed of probucol (PC) and fluvastatin sodium salt (FLU) was prepared by spray-drying (SD). We have previously reported that PC and atorvastatin calcium trihydrate salt (ATO) formed a co-amorphous state when prepared by a SD method and that the solubility of PC and the amorphous stability were improved by the preparation of the co-amorphous state. In the present study, the physicochemical properties, including the amorphous stability of the prepared co-amorphous state, were characterized. Powder X-ray diffraction measurement results suggested that PC and FLU formed a co-amorphous state and that a higher percentage of PC was dissolved from the PC-FLU co-amorphous state than from the PC-ATO co-amorphous state. The results are attributed to FLU exhibiting greater solubility and wettability than ATO, which is supported by the results of solubility tests and contact-angle measurements. The stability of the amorphous state of PC is higher in the co-amorphous state with ATO than in that with FLU. This difference is attributed to differences in the molecular interaction modes between PC-FLU and PC-ATO. Therefore, the selection of high-wettability molecules as a co-former for the co-amorphous state enhances its water solubility. The present study also indicates that molecular interactions enhance the stability of the co-amorphous state.

Keywords: atorvastatin calcium salt trihydrate; co-amorphous; fluvastatin sodium salt; probucol; spray-drying.

Publication types

  • Comparative Study

MeSH terms

  • Atorvastatin* / chemistry
  • Drug Stability*
  • Fatty Acids, Monounsaturated / chemistry
  • Fluvastatin* / chemistry
  • Fluvastatin* / pharmacology
  • Indoles / chemistry
  • Probucol* / chemistry
  • Salts / chemistry
  • Solubility*
  • Wettability
  • X-Ray Diffraction

Substances

  • Fluvastatin
  • Atorvastatin
  • Probucol
  • Fatty Acids, Monounsaturated
  • Indoles
  • Salts