Solid-state characterization and dissolution properties of Naproxen–Arginine–Hydroxypropyl-β-cyclodextrin ternary system

Abstract The effect of ternary complexation of naproxen, a poorly water soluble anti-inflammatory drug, with hydroxypropyl-β-cyclodextrin and the basic aminoacid L -arginine on the drug dissolution properties has been investigated. Equimolar binary (drug–cyclodextrin or drug–arginine) and ternary (drug–cyclodextrin–arginine) systems were prepared by blending, cogrinding, coevaporation, and characterized by differential scanning calorimetry, thermogravimetric analysis, FT-IR spectroscopy, X-ray diffractometry. The dissolution behavior of naproxen from the different products was evaluated by means of a continuous flow through method. The results of solid state studies indicated the presence of strong interactions between the components in ternary coevaporated and coground systems, which were both of totally amorphous nature. In contrast, the presence of either free drug or free arginine was detected when the third component (cyclodextrin or aminoacid) was physically mixed, respectively, to the drug–arginine binary system (as physical mixture, coevaporate, or coground product) or to the drug–cyclodextrin binary system (as physical mixture, coevaporate, or coground product). All ternary combinations were significantly ( P