Thermodynamic quantities of solvation and dilution for some acetanilide derivatives in octanol and water mutually saturated
Main Article Content
Abstract
Based on published thermodynamic quantities for solution, partitioning and sublimation of acetanilide (ACN), acetaminophen (ACP) and Phenacetin (PNC), the thermodynamic quantities for drugs solvation in octanol-saturated water (W(ROH)) and water-saturated octanol (ROH(W)) as well as the drugs dilution in ROH(W) were calculated. The Gibbs energies of solvation were favourable in all cases. The respective enthalpies and entropies were negative indicating an enthalpy-driving for the solvation process in all cases. On the other hand, the Gibbs energies of dilution were favourable for ACP and PNC but unfavourable for ACN, whereas the respective enthalpies and entropies were negative for ACP and PNC but positive for ACN indicating enthalpy-driving for the dilution process in the case of the former drugs and entropy-driving for the latter. From the obtained values for the transfer processes, an interpretation based on solute-solvent interactions was developed.
Metrics
Article Details
This work is licensed under a Creative Commons Attribution 4.0 International License.
The corresponding author transfers the copyright of the submitted manuscript and all its versions to Eclet. Quim., after having the consent of all authors, which ceases if the manuscript is rejected or withdrawn during the review process.
When a published manuscript in EQJ is also published in other journal, it will be immediately withdrawn from EQ and the authors informed of the Editor decision.
Self-archive to institutional, thematic repositories or personal webpage is permitted just after publication. The articles published by Eclet. Quim. are licensed under the Creative Commons Attribution 4.0 International License.
References
L. J. Roberts II, J. D. Morrow, Goodman & Gilman’s. The Pharmacological Basis of Therapeutics, 10th edn., Hardman, J. G.; Limbird, L. E.; Gilman, A. G., eds., McGraw-Hill, New York, 2001, ch. 27.
G. L. Perlovich, T. V. Volkova, A. Bauer-Brandl, J Pharm Sci. 95(10) (2006) 2158.
C. P. Mora, F. Martínez, J. Chem. Eng. Data 52(5) (2007) 1933.
J. Sangster, Octanol-Water Partition Coefficients: Fundamentals and Physical Chemistry, John Wiley & Sons, Chichester, 1997.
Y. Baena, J. A. Pinzón, H. Barbosa, F. Martínez, Phys. Chem. Liquids 42(6) (2004) 603.
Y. Baena, J. Pinzón, H. Barbosa, F. Martínez, Acta Pharm. 55(2) (2005) 195.
Y. Baena, J. Pinzón, H. Barbosa, F. Martínez, Rev. Bras. Cienc. Farm. 40(3) (2004) 413.
J. M. Diamond, Y. Katz, J. Membrane Biol. 17(1) (1974) 121.
S. Budavari, M. J. O’Neil, A. Smith, P. E. Heckelman, J. R. Obenchain Jr, J. A. R. Gallipeau, M. A. D’Arecea, The Merck Index, An Encyclopedia of Chemicals, Drugs, and Biologicals, 13th edn., Merck & Co., Inc., Whitehouse Station, NJ, 2001.
C. P. Mora, F. Martínez, Fluid Phase Equilibria 255 (2007) 70.
G. L. Perlovich, S. V. Kurkov, A. N. Kinchin, A. Bauer-Brandl, Eur. J. Pharm. Biopharm. 57(2) (2004) 411.
C. Tanford, The Hydrophobic Effect: Formation of Micelles and Biological Membranes, John Wiley & Sons, New York, 1973.
C. P. Mora, H. R. Lozano, F. Martínez, Rev. Bras. Cienc. Farm. 41(1) (2005) 13.
Y. Katz, J. M. Diamond, J. Membrane Biol. 17(1) (1974) 101.