title: Improving the solubility of dexlansoprazole by cocrystallization with isonicotinamide.
abstract: Cocrystallization of an active pharmaceutical ingredient (API) with a cocrystal former (co-former) is widely used to tailor the physicochemical 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 R2(2)(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.
authors.affiliation: College of Sciences, Shanghai University, Shanghai 200444, PR China; Laboratory of Magnetic Resonance Spectroscopy and Imaging, Suzhou Institute of Nano-Tech and Nano-Bionics, Chinese Academy of Sciences, Suzhou 215123, PR China.
authors.forename: Jianhui
authors.initials: J
authors.lastname: Li
authors.affiliation: Laboratory of Magnetic Resonance Spectroscopy and Imaging, Suzhou Institute of Nano-Tech and Nano-Bionics, Chinese Academy of Sciences, Suzhou 215123, PR China.
authors.forename: Lianyan
authors.initials: L
authors.lastname: Wang
authors.affiliation: JEOL (Beijing) Co., Ltd., Beijing 100190, PR China.
authors.forename: Yue Qi
authors.initials: YQ
authors.lastname: Ye
authors.affiliation: Laboratory of Magnetic Resonance Spectroscopy and Imaging, Suzhou Institute of Nano-Tech and Nano-Bionics, Chinese Academy of Sciences, Suzhou 215123, PR China.
authors.forename: Xue
authors.initials: X
authors.lastname: Fu
authors.affiliation: College of Sciences, Shanghai University, Shanghai 200444, PR China.
authors.forename: Qinghua
authors.initials: Q
authors.lastname: Ren
authors.affiliation: Laboratory of Magnetic Resonance Spectroscopy and Imaging, Suzhou Institute of Nano-Tech and Nano-Bionics, Chinese Academy of Sciences, Suzhou 215123, PR China. Electronic address: hlzhang2008@sinano.ac.cn.
authors.forename: Hailu
authors.initials: H
authors.lastname: Zhang
authors.affiliation: Laboratory of Magnetic Resonance Spectroscopy and Imaging, Suzhou Institute of Nano-Tech and Nano-Bionics, Chinese Academy of Sciences, Suzhou 215123, PR China.
authors.forename: Zongwu
authors.initials: Z
authors.lastname: Deng
mesh_terms: D002152:Calorimetry, Differential Scanning / Q000379:methods; D003460:Crystallization / Q000379:methods; D064748:Dexlansoprazole / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D009536:Niacinamide / Q000737:chemistry*; D033362:Powder Diffraction / Q000379:methods; D054328:Proton Pump Inhibitors / Q000737:chemistry; D012995:Solubility; D012997:Solvents / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods; D014961:X-Ray Diffraction / Q000379:methods
chemical_list: D054328:Proton Pump Inhibitors; D012997:Solvents; D009536:Niacinamide; C027681:isonicotinamide; D064748:Dexlansoprazole
keywords: Dexlansoprazole; Intermolecular interaction; Pharmaceutical cocrystal; Proton-pump inhibitor; Solubilization