Abstract
Indomethacin (IMC) is an anti-inflammatory drug whose physiochemical properties in aqueous solutions have not been studied thoroughly. For this reason, in this work the validity of the Jouyban-Acree and Yalkowsky-Roseman models is evaluated to predict the solubility of this compound in ethanol + water cosolvent mixtures. The solubility estimation is studied as a function of temperature and cosolvent composition. Both models require only the experimental solubility values in the pure solvents at all the temperatures evaluated. The solubility calculated values by using both models deviate notoriously from experimental values in several cases.
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References
Acree Jr., W.E. 1992. Mathematical representation of thermodynamic properties. Part 2. Derivation of the combined nearly ideal binary solvent (NIBS)/Redlich-Kister mathematical representation from a two-body and three-body interactional mixing mode. Thermochim Acta 198:71-79.
Aragón, D.M., Pacheco, D.P., Ruidiaz, M.A., Sosnik, A.D., Martínez, F. 2008. Método extendido de Hildebrand en la predicción de la solubilidad de naproxeno en mezclas cosolventes etanol + agua. Vitae, Rev Fac Quím Farm 15:113-122.
Belda, R., Herraez, J.V., Diez, O. 2004. Rheological study and thermodynamic analysis of the binary system (water/ethanol): Influence of concentration. Phys Chem Liquids 42: 467-476.
BP 1988. The British Pharmacopoeia, Her Majesty’s Stationery Office, London, Vol. I. p. 310.
Budavari, S., O’Neil, M.J., Smith, A., Heckelman, P.E., Obenchain Jr, J.R., Gallipeau, J.A.R., D’Arecea, M.A. 2001. “The Merck Index, An Encyclopedia of Chemicals, Drugs, and Biologicals”, 13th edition, Merck & Co., Inc., Whitehouse Station, N.J. p. 892.
Connors, K.A. 2002. “Thermodynamics of Pharmaceutical Systems: An Introduction for Students of Pharmacy”, Wiley-Interscience, Hoboken, N.J. pp. 61-66.
Gantiva, M., Yurquina, A., Martínez, F. 2009. Desempeño de los modelos de Yalkowsky & Roseman y de Jouyban & Acree en la estimación de la solubilidad del ketoprofeno en mezclas cosolventes etanol + agua. Vitae, Rev Fac Quím Farm 16:361-368.
Gantiva, M., Yurquina, A., Martínez, F. 2010. Método extendido de Hildebrand en la predicción de la solubilidad del ketoprofeno en mezclas cosolventes etanol + agua. Quím Nova 33:370-376.
Jiménez, F. Martínez, F. 1995. Una estrategia para la selección sistemática de vehículos en el diseño de formas farmacéuticas liquidas homogéneas. Rev Colomb Cienc Quím Farm 24:19-23.
Jiménez, J. Manrique, J., Martínez, F. 2004. Effect of temperature on some volumetric properties for ethanol + water mixtures. Rev Colomb Cienc Quím Farm 33:145-155.
Jouyban, A., Acree Jr., W.E. 2006. In silico prediction of drug solubility in water-ethanol mixtures using Jouyban-Acree model. J Pharm Pharmaceut Sci 9:262-269.
Jouyban, A., Acree Jr., W.E., Chew, N.Y.K., Chan, H.K., Khoubnasabjafari, M., Acree Jr., W.E. 2006. Solubility prediction of salicylic acid in water-ethanol-propylene glycol mixtures using Jouyban-Acree model. Pharmazie 61:318-331.
Jouyban, A. 2008. Review of the cosolvency models for predicting solubility of drugs in water-cosolvent mixtures. J Pharm Pharmaceut Sci 11: 32-58.
Jouyban, A. 2010. “Handbook of Solubility Data for Pharmaceuticals”, CRC Press, Taylor & Francis Group, Boca Raton, FL. pp. 30-58.
Jouyban-Gharamaleki, A., Valaee, L., Barzegar-Jalali, M., Clark, B.J., Acree Jr., W.E. 1999. Comparison of various cosolvency models for calculating solute solubility in water–cosolvent mixtures. Int J Pharm 177: 93-101.
Kimura, F., Murakami, S., Fujishiro, R. 1975. Thermodynamics of aqueous solutions of nonelectrolytes. II. Enthalpies of transfer of 1-methyl-2-pyrrolidinone from water to many aqueous alcohols. J Solution Chem 4:241-247.
Matsumoto, Y., Touhara, H., Nakanishi, K., Watanabe, N. 1977. Molar excess enthalpies for water + ethanediol, + 1,2-propanediol, and + 1,3-propanediol at 298.15 K. J Chem Thermodyn 9:801-805.
Nokhodchi, A., Shokri, J., Barzegar-Jalali, M., Ghafourian, T. 2002. Prediction of benzodiazepines solubility using different cosolvency models. Farmaco 57:555-557.
Raffa, R.B. 2005. Analgesic, antipyretic, and anti-inflammatory drugs, in: “Remington: The Science and Practice of Pharmacy”, 21st ed., Edited by Gennaro, A. Lippincott Williams & Wilkins, Philadelphia. pp. 1524-1542.
Redlich, O., Kister, A.T. 1948. Algebraic representation of thermodynamic properties and the classification of solutions. Ind Eng Chem 40:345-348.
Resa, J.M., González, C., Goenaga, J.M., Iglesias, M. 2004. Temperature dependence of excess molar volumes of ethanol + water + ethyl acetate. J Solution Chem 33:169-198.
Rubino, J.T., Yalkowsky, S.H. 1987. Cosolvency and cosolvent polarity. Pharm Res 4:220-230.
Rubino, J.T., Yalkowsky, S.H., Obeng, E.K. 1991. Influence of solute structure on deviations from the log-linear solubility equation in propylene glycol : water mixtures. J Pharm Sci 80:479-483.
Ruidiaz, M.A., Martínez, F. 2009. Método extendido de Hildebrand en la estimación de la solubilidad de la indometacina en mezclas acetato de etilo + etanol. Rev Colomb Quím 38:235-247.
Vargas, E., Sosnik, A., Martínez, F. 2008. Aplicación del modelo de Jouyban-Acree para la estimación de la solubilidad del naproxeno en mezclas cosolventes etanol + agua. Lat Am J Pharm 27:654-660.
Yalkowsky, S.H., Roseman, T.J. 1981. Solubilization of drugs by cosolvents, in “Techniques of Solubilization of Drugs”, Edited by Yalkowsky, S.H. Marcel Dekker, Inc., New York. pp. 91-134.
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