分子间作用力构筑的具有柔性结构的醋氯芬酸多聚物: 晶体结构, 热稳定性, 溶解度和DFT计算

doi:10.3866/PKU.WHXB201412231

Abstract

Abstract:

The non-steroidal anti-inflammatory drug aceclofenac (ACF) has low bioavailability because of its poor water solubility. To enhance its water solubility we synthesized three compounds: a co-crystal of ACF- 0.5BIPY (4,4'-bipyridine) (1), a salt of ACF-3-ABA (3-aminobenzoic acid) (2), and a solvate of ACF-DMSO (dimethyl sulfoxide) (3). These compounds were characterized by infrared spectroscopy, powder and single crystal X-ray diffractions. The supramolecular structures of 1-3 are sustained by hydrogen bonding C―H…π and π…π stacking interactions and they have favorable thermal stabilities. Thermodynamically, DFT calculations revealed that the most stable conformation of ACF exists in compound 3 and this structure is more stable than 1 and 2. Furthermore, upon the formations of the co-crystal, the salt or the solvate the solubility of ACF improves significantly.

Key words: Aceclofenac, Multi-polymer, Thermostability, Density functional theory, Solubility

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SUN Pan-Pan, LIU Xiang-Yu, SUN Lin, ZHANG Sheng, WEI Qing, YIN Yan, YANG Qi, CHEN San-Ping. Intermolecular Interaction Induced Multi-Polymers of Aceclofenac with Flexible Conformation: Crystal Structure, Thermostability, Solubility and DFT Calculations[J]. Acta Phys. -Chim. Sin. 2015, 31(2), 211-220. doi: 10.3866/PKU.WHXB201412231

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Intermolecular Interaction Induced Multi-Polymers of Aceclofenac with Flexible Conformation: Crystal Structure, Thermostability, Solubility and DFT Calculations

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