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三氯卡班在N-甲基-2-吡咯烷酮+水混合助溶剂体系中溶解过程的热力学评估

Thermodynamic Assessment of Triclocarban Dissolution Process in -Methyl-2-pyrrolidone + Water Cosolvent Mixtures.

作者信息

Caviedes-Rubio Diego Ivan, Ortiz Claudia Patricia, Martinez Fleming, Delgado Daniel Ricardo

机构信息

Programa de Ingeniería Civil, Grupo de Investigación de Ingenierías UCC-Neiva, Facultad de Ingeniería, Universidad Cooperativa de Colombia, Sede Neiva, Calle 11 No. 1-51, Neiva 410001, Colombia.

Programa de Administración en Seguridad y Salud en el Trabajo, Grupo de Investigación en Seguridad y Salud en el Trabajo, Corporación Universitaria Minuto de Dios-UNIMINUTO, Neiva 410001, Colombia.

出版信息

Molecules. 2023 Oct 22;28(20):7216. doi: 10.3390/molecules28207216.

Abstract

Solubility is one of the most important physicochemical properties due to its involvement in physiological (bioavailability), industrial (design) and environmental (biotoxicity) processes, and in this regard, cosolvency is one of the best strategies to increase the solubility of poorly soluble drugs in aqueous systems. Thus, the aim of this research is to thermodynamically evaluate the dissolution process of triclocarban (TCC) in cosolvent mixtures of {-methyl-2-pyrrolidone (NMP) + water (W)} at seven temperatures (288.15, 293.15, 298.15, 303.15, 308.15, 313.15 and 318.15 K). Solubility is determined by UV/vis spectrophotometry using the flask-shaking method. The dissolution process of the TCC is endothermic and strongly dependent on the cosolvent composition, achieving the minimum solubility in pure water and the maximum solubility in NMP. The activity coefficient decreases from pure water to NMP, reaching values less than one, demonstrating the excellent positive cosolvent effect of NMP, which is corroborated by the negative values of the Gibbs energy of transfer. In general terms, the dissolution process is endothermic, and the increase in TCC solubility may be due to the affinity of TCC with NMP, in addition to the water de-structuring capacity of NMP generating a higher number of free water molecules.

摘要

溶解度是最重要的物理化学性质之一,因为它涉及生理(生物利用度)、工业(设计)和环境(生物毒性)过程,在这方面,混合溶剂法是提高难溶性药物在水体系中溶解度的最佳策略之一。因此,本研究的目的是在七个温度(288.15、293.15、298.15、303.15、308.15、313.15和318.15 K)下,对三氯卡班(TCC)在{-甲基-2-吡咯烷酮(NMP)+水(W)}混合溶剂中的溶解过程进行热力学评估。溶解度通过使用摇瓶法的紫外/可见分光光度法测定。TCC的溶解过程是吸热的,并且强烈依赖于混合溶剂的组成,在纯水中溶解度最小,在NMP中溶解度最大。活度系数从纯水到NMP逐渐降低,达到小于1的值,表明NMP具有优异的正混合溶剂效应,这通过转移吉布斯自由能的负值得到证实。一般来说,溶解过程是吸热的,TCC溶解度的增加可能是由于TCC与NMP的亲和力,此外NMP破坏水结构的能力产生了更多的自由水分子。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5be8/10609577/d6f7228b1863/molecules-28-07216-g001.jpg

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