Thermodynamic analysis of the solubility of ketoprofen in some propylene glycol plus water cosolvent mixtures

被引:168
|
作者
Gantiva, Mauricio [1 ]
Martinez, Fleming [1 ]
机构
[1] Univ Nacl Colombia, Dept Farm, Grp Invest Farmaceuticofisicoquim, Bogota 14490, Colombia
关键词
Ketoprofen; Propylene glycol; Solubility; Solution thermodynamics; Activity coefficients; Jouyban-Acree model; ENTHALPY-ENTROPY COMPENSATION; JOUYBAN-ACREE MODEL; TEMPERATURE-DEPENDENCE; SOLVATION; PREDICTION; ACID; PARACETAMOL; IBUPROFEN; DIAGRAM; NSAIDS;
D O I
10.1016/j.fluid.2010.03.031
中图分类号
O414.1 [热力学];
学科分类号
摘要
By using the van't Hoff and Gibbs equations the thermodynamic functions Gibbs energy, enthalpy, and entropy of solution, mixing, and solvation for ketoprofen in propylene glycol + water (PG + W) cosolvent mixtures, were evaluated from solubility data determined at several temperatures. The solubility was greater in pure PG and lower in W at all temperatures studied. By means of enthalpy-entropy compensation analysis, non-linear Delta H-soln degrees vs.. Delta G(soln)degrees plot with negative slope from pure water up to 0.50 in mass fraction of PG and positive beyond this PG proportion was obtained. Accordingly to this result, it follows that the driving mechanism for solubility of KTP in water-rich mixtures is the entropy, probably due to water-structure loosing around the drug non-polar moieties by PG, whereas, over 0.50 in mass fraction of PG the driving mechanism is the enthalpy probably due to KTP solvation increase by cosolvent molecules. On the other hand the Jouyban-Acree model was challenged in front to experimental KTP solubility values finding a predictive power within 30% of deviation. (C) 2010 Elsevier K.V. All rights reserved.
引用
收藏
页码:242 / 250
页数:9
相关论文
共 50 条
  • [41] Deviations from log-linear solubility equation for ibuprofen and naproxen in propylene glycol-water cosolvent mixtures
    Vargas, Edgar E.
    Manrique, Yady J.
    Pacheco, Diana P.
    Torres, Norma S.
    Martinez, Fleming
    QUIMICA NOVA, 2007, 30 (08): : 1945 - 1950
  • [42] Temperature dependence of the solubility of acetaminophen in propylene glycol plus ethanol mixtures
    Jimenez, Jackson A.
    Martinez, Fleming
    JOURNAL OF SOLUTION CHEMISTRY, 2006, 35 (03) : 335 - 352
  • [43] Thermodynamics of Mixing and Solvation of Ibuprofen and Naproxen in Propylene Glycol + Water Cosolvent Mixtures
    Yady J. Manrique
    Diana P. Pacheco
    Fleming Martínez
    Journal of Solution Chemistry, 2008, 37 : 165 - 181
  • [44] THERMODYNAMIC STUDY OF THE SOLUBILITY OF SODIUM NAPROXEN IN SOME ETHANOL plus WATER MIXTURES
    Delgado, Daniel R.
    Ruidiaz, Miller A.
    Gomez, Sandra M.
    Gantiva, Mauricio
    Martinez, Fleming
    QUIMICA NOVA, 2010, 33 (09): : 1923 - 1927
  • [45] Solubility and Thermodynamic Analysis of Isotretinoin in Different (DMSO plus Water) Mixtures
    Shakeel, Faiyaz
    Haq, Nazrul
    Alshehri, Sultan
    Alenazi, Miteb
    Alwhaibi, Abdulrahman
    Alsarra, Ibrahim A.
    MOLECULES, 2023, 28 (20):
  • [46] Solubility and thermodynamic function of apremilast in different (Transcutol plus water) cosolvent mixtures: Measurement, correlation and molecular interactions
    Shakeel, Faiyaz
    Haq, Nazrul
    Alanazi, Fars K.
    Alsarra, Ibrahim A.
    JOURNAL OF INDUSTRIAL AND ENGINEERING CHEMISTRY, 2017, 56 : 99 - 107
  • [47] Extended Hildebrand solubility approach applied to some sulphonamides in propylene glycol+water mixtures
    Cardenas, Zaira J.
    Jimenez, Daniel M.
    Delgado, Daniel R.
    Pena, Maria A.
    Martinez, Fleming
    PHYSICS AND CHEMISTRY OF LIQUIDS, 2015, 53 (06) : 763 - 775
  • [48] Solubility of bosentan in {propylene glycol plus water} mixtures at various temperatures: experimental data and mathematical modelling
    Babaei, Monireh
    Shayanfar, Ali
    Rahimpour, Elaheh
    Barzegar-Jalali, Mohammad
    Martinez, Fleming
    Jouyban, Abolghasem
    PHYSICS AND CHEMISTRY OF LIQUIDS, 2019, 57 (03) : 338 - 348
  • [49] Solubility and preferential solvation of sulfadiazine, sulfamerazine and sulfamethazine in propylene glycol plus water mixtures at 298.15 K
    del Mar Munoz, Maria
    Delgado, Daniel R.
    Angeles Pena, Maria
    Jouyban, Abolghasem
    Martinez, Fleming
    JOURNAL OF MOLECULAR LIQUIDS, 2015, 204 : 132 - 136
  • [50] Solubility and thermodynamic study of mesalazine in propylene glycol+2-propanol mixtures
    Poturcu, Kader
    Zarghampour, Aynaz
    Rahimpour, Elaheh
    Hemmati, Salar
    Zhao, Hongkun
    Jouyban, Abolghasem
    BRAZILIAN JOURNAL OF CHEMICAL ENGINEERING, 2023, 40 (04) : 1227 - 1238