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Elsevier, European Journal of Pharmaceutical Sciences, (85), p. 47-52, 2016

DOI: 10.1016/j.ejps.2016.01.029

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Improving the Solubility of Dexlansoprazole by Cocrystallization with Isonicotinamide

Journal article published in 2016 by Jianhui Li, Lianyan Wang, Yueqi Ye, Xue Fu, Qinghua Ren, Hailu Zhang ORCID, Zongwu Deng
This paper is available in a repository.
This paper is available in a repository.

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Abstract

Cocrystallization of an active pharmaceutical ingredient (API) with a cocrystal former (co-former) is widely used to tailor the physiochemical properties of parent APIs. For proton-pump inhibitors (PPIs), the isolation of cocrystals has not been widely investigated. Here, a 1:1 cocrystal of a PPI molecule, dexlansoprazole (DLS), was obtained by solvent crystallization with isonicotinamide (INM). The product was characterized by X-ray powder diffraction (XRPD), differential scanning calorimetry (DSC), solid-state and liquid NMR, as well as Fourier transform infrared spectroscopy (FTIR) techniques. A two-point R22(9) hetero-synthon was proposed to exist in the cocrystal, where intermolecular hydrogen bonding occurs between NH, SO groups of DLS and amide of INM. The dissolution profiles of DLS and DLS–INM in water were also collected, and the results demonstrate the cocrystal exhibits superior apparent maximum solubility relative to the pure drug.