Abstract
Crystal engineering is a crucial technology in improving the physicochemical properties of active pharmaceutical ingredients (APIs). To address the drawback of the instability and low melting point of metoprolol (MET), multi-component compounds of metoprolol were designed and synthesized to enhance their stability. Six stable multi-component crystals with dihydrocaffeic acid (DA), p-hydroxybenzoic acid (p-HA), 4-chlorobenzoic acid (4-CA), 3,5-dinitrobenzoic acid (3,5-DA), cinnamic acid (CA) and oxalic acid (OA) were obtained for the first time. Single crystal X-ray diffraction (SCXRD), powder X-ray diffraction (PXRD), differential scanning calorimetry (DSC), Fourier transform infrared (FTIR) and thermogravimetric analysis (TG) techniques were used to characterize the novel multicomponent crystals. In addition, the stability of the solid drug forms was evaluated. The results indicate that the stability of all six multicomponent crystals was significantly higher than that of the raw materials.
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