Solubility of pharmaceutical compounds in ionic liquids

被引:47
作者
dos Santos, Ana Duarte [1 ]
Morais, Ana R. C. [2 ]
Melo, Catarina [1 ,2 ]
Bogel-Lukasik, Rafal [2 ]
Bogel-Lukasik, Ewa [1 ]
机构
[1] Univ Nova Lisboa, Fac Ciencias & Tecnol, Dept Quim, REQUIMTE, P-2829516 Caparica, Portugal
[2] IP, Unidade Bioenergia, Lab Nacl Energia & Geol, P-1649038 Lisbon, Portugal
关键词
Solubility; Solid-liquid equilibrium; Ionic liquid; Thermochemical properties; Partition coefficient; SUPERCRITICAL CARBON-DIOXIDE; PHYSICOCHEMICAL PROPERTIES; FREE-ENERGY; THERMODYNAMICS; MIXTURES; DRUG; 1-HEXYL-3-METHYLIMIDAZOLIUM; EQUILIBRIA; EXPRESSION; ENERGETICS;
D O I
10.1016/j.fluid.2013.07.020
中图分类号
O414.1 [热力学];
学科分类号
摘要
The solubility of N-acetyl-L-cysteine, coumarin and 4-hydroxycoumarin in alternative solvents was studied in this work. The solid-liquid equilibrium (SLE) measurements have been performed using a dynamic (synthetic) method. Melting points and enthalpies of fusion of the pharmaceutical compounds were acquired using a differential scanning calorimetry (DSC). The solubility of N-acetyl-L-cysteine and 4-hydroxycoumarin in trifluoromethanesulfonate ionic liquids was found to be significantly higher than in the studied bis(trifluoromethylsulfonyl)amide ionic liquids while coumarin exhibited the opposite behaviour. The solid-liquid phase equilibria were described using the six different correlation equations which revealed a good description with an acceptable standard deviation temperature range. Moreover, the solubility data were used to calculate the 1-octanol/water partition coefficients of the studied drugs. Coumarin has a high partition coefficient, which is considered to be favourable for a rapid absorption of compounds once they are in an aqueous solution. N-acetyl-L-cysteine showed opposite results for the system with 1-octanol/water. (C) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:18 / 29
页数:12
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