Pharm Sci. 2016;22(3):143-152.
doi: 10.15171/PS.2016.24

Scopus id: 84989935651
  Abstract View: 853
  PDF Download: 774

Research Article

Further Numerical Analyses on the Solubility of Sulfapyridine in Ethanol + Water Mixtures

Daniel R Delgado 1, María A. Peña 2, Fleming Martinez 3 * , Abolghasem Jouyban 4,5, William E. Acree Jr. 6

1 Programa de Ingeniería Industrial, Facultad de Ingeniería, Universidad Cooperativa de Colombia, Neiva, Colombia
2 Departamento de Ciencias Biomédicas, Facultad de Farmacia, Universidad de Alcalá, Alcalá de Henares, Madrid, Spain
3 Grupo de Investigaciones Farmacéutico Fisicoquímicas, Departamento de Farmacia, Facultad de Ciencias, Universidad Nacional de Colombia –Sede Bogotá, Cra. 30 No. 45-03, Bogotá D.C, Colombia
4 Pharmaceutical Analysis Research Center and Faculty of Pharmacy, Tabriz University of Medical Sciences, Tabriz, Iran
5 Kimia Idea Pardaz Azarbayjan (KIPA) Science Based Company, Tabriz University of Medical Sciences, Tabriz, Iran
6 Department of Chemistry, University of North Texas, Denton, USA

Abstract

Background: Dissolution thermodynamic quantities of sulfapyridine (SP) have been reported in the literature for aqueous alcoholic mixtures. Nevertheless, no attempts to evaluate the preferential solvation of this drug in this binary system, have been reported. In this way, the inverse Kirkwood-Buff integrals (IKBI) were used to evaluate this behavior in solution. Methods: Solubility data for SP dissolved in binary ethanol (EtOH) + water mixtures at various temperatures were mathematically represented using the Jouyban-Acree (J-A) model. The preferential solvation parameters of SP by EtOH (δx1,3) in EtOH + water mixtures were obtained from some thermodynamic properties of the mixtures by means of the IKBI method. Results: Solubility of SP in EtOH + water mixtures is adequately described by the J-A model in second order. Moreover, SP is sensitive to specific solvation effects, so the δx1,3 values are negative in water-rich and EtOH-rich mixtures indicating preferential solvation by water in these mixtures. By contrary, δx1,3 values are positive in the range 0.24 < x1 < 0.53 indicating preferential solvation by EtOH in these mixtures. Conclusion: It can be assumed that in water-rich mixtures the hydrophobic hydration around the aromatic rings plays a relevant role in the solvation. The higher drug solvation by EtOH in mixtures of similar solvent proportions could be due to polarity effects. Moreover, in EtOH + water mixtures SP could be acting as a Lewis acid with the EtOH molecules and in EtOH-rich mixtures the drug could be acting as a Lewis base with water molecules.
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Submitted: 08 Mar 2016
Accepted: 23 Apr 2016
First published online: 30 Sep 2016
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