Solid-liquid phase equilibrium of praziquantel in eleven pure solvents: Determination, model correlation, solvent effect, molecular simulation and thermodynamic analysis

被引:14
作者
Sha, Jiao [1 ]
Gong, Yi [1 ]
Cao, Zidan [1 ]
Huang, Zibo [1 ]
Hu, Xiaoran [1 ]
Wan, Yameng [1 ]
Sun, Renren [1 ]
He, Haixia [1 ]
Jiang, Gaoliang [1 ]
Li, Yu [1 ]
Li, Tao [1 ]
Ren, Baozeng [1 ]
机构
[1] Zhengzhou Univ, Sch Chem Engn, Zhengzhou 450001, Henan, Peoples R China
关键词
Praziquantel; Solubility; Solvent effect; Molecular dynamics simulation; Thermodynamic models; Thermodynamic properties; PROPIONIC-ACID MIXTURES; PLUS ACETIC-ACID; ATMOSPHERIC-PRESSURE; BINARY SOLVENTS; NEAT SOLVENTS; D-XYLOSE; SOLUBILITY; WATER; SCHISTOSOMIASIS; EXPRESSION;
D O I
10.1016/j.jct.2020.106327
中图分类号
O414.1 [热力学];
学科分类号
摘要
The equilibrium solubility and thermodynamic properties of praziquantel (PZQ) in eleven organic monosolvents were reported. Solubility determinations were performed through the laser monitoring method at T = (278.15-323.15) K and p = 101.3 kPa. It is found that the mole fraction solubility of PZQ increases apparently with the augmented experimental temperature. The solubility of PZQ in mono-solvents exhibits the following order from maximum to minimal at 298.15 K: DMA (0.04891) > DMF (0.04191) > 2butoxyethanol (0.03351) > 2-propoxyethanol (0.03137) > 2-ethoxyethanol (0.02931) > n-butanol (0.02 008) > n-propanol (0.01834) > ethanol (0.01735) > n-propyl acetate (0.01446) > n-butyl acetate (0.011 83) > ethanediol (0.002505). The highest value in PZQ solubility profile is related to DMA at 323.15 K (x(1) = 0.1026) and the lowest one is obtained for ethanediol (9.430e-4, T = 278.15 K). The results of using the KAT-LSER model to study the solvent effect of PZQ solubility show that the solute-solvent interactions are principally attributed to the hydrogen bonding basicity and solvent's self-cohesiveness. Then, the analysis of solute-solvent interaction using MD simulation shows that the interaction between solute and solvent molecules has a great influence on the solubility of PZQ in selected solvents. In addition, all recorded solubility of PZQ was regressed by lambda h model, modified Apleblat model, Two-Suffix Margules model, NRTL model and UNIQUAC model. By calculating the deviation between the experimental data and the regression data, it shows that the modified Apelblat model and lambda h model can provide more accurate correlation results for the solubility of PZQ in all the solvents studied. Furthermore, apparent thermodynamic properties of PZQ in all mono-solvents studied were calculated and investigated according to Van't Hoff equation, and it turns out that the dissolution process is an endothermic, non-spontaneous process driven by entropy. (C) 2020 Elsevier Ltd.
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页数:13
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