Skip to main content
SpringerLink
Log in

Thermodynamic Study of the Solubility of Some Sulfonamides in Octanol, Water, and the Mutually Saturated Solvents

  • Published:
Journal of Solution Chemistry Aims and scope Submit manuscript

Abstract

The free energy, enthalpy and entropy of solution, were evaluated from solubility data for a group of sulfonamides from 25 to 40°C in octanol, water, and the mutually saturated solvents. In aqueous media, the solubility was determined at the isoelectric point and ionic strength 0.15 mol-L−1. The excess free energy and the activity coefficients of the solutes also were determined. The results are discussed in terms of solute–solvent interactions.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. A. Korolkovas, Essentials of Medicinal Chemistry, 2nd edn. (Wiley, New York, 1988).

    Google Scholar 

  2. G. L. Mandell and M. A. Sande, in Goodman & Gilman. The Pharmacological Basis of Therapeutics, 8th edn., vol. 2, A. G. Gilman, T. W. Rall, A. S. Nies, and P. Taylor, eds. (McGraw-Hill, Singapore, 1992).

    Google Scholar 

  3. U. Ucucu, I. Isikdag, and H. Dogu, Acta Pharm. Turc. 37, 134 (1995).

    Google Scholar 

  4. E. Tomlinson, Intern. J. Pharm. 13, 115 (1983).

    Google Scholar 

  5. R. J. Prankerd and R. H. McKeown, Intern. J. Pharm. 62, 37 (1990).

    Google Scholar 

  6. M. A. Etman and V. F. Naggar, Intern. J. Pharm. 58, 177 (1990).

    Google Scholar 

  7. B. Lundberg, Acta Pharm. Suec. 16, 151 (1979).

    Google Scholar 

  8. K. S. Alexander, J. W. Mauger, H. Petersen, and A. N. Paruta, J. Pharm. Sci. 66, 42 (1977).

    Google Scholar 

  9. P. A. Schwartz and A. N. Paruta, J. Pharm. Sci. 65, 252 (1976).

    Google Scholar 

  10. A. N. Paruta, Drug Develop. Ind. Pharm. 10, 453 (1984).

    Google Scholar 

  11. J. A. Rogers, Intern. J. Pharm. 10, 89 (1982).

    Google Scholar 

  12. J. W. Mauger, A. N. Paruta, and R. J. Gerraugthty, J. Pharm. Sci. 61, 94 (1972).

    Google Scholar 

  13. J. W. Mauger, H. Petersen, K.S. Alexander, and A.N. Paruta, Drug Develop. Ind. Pharm. 3, 163 (1977).

    Google Scholar 

  14. J.W. Mauger, T. L. Breon, H. Petersen, and A. N. Paruta, Drug Develop. Ind. Pharm. 3, 351 (1977).

    Google Scholar 

  15. J. Sangster, Octanol—WaterPartition Coefficients: Fundamentals and Physical Chemistry (J Wiley, Chichester, 1997).

    Google Scholar 

  16. I. M. Klotz and R. M. Rosenberg, Chemical Thermodynamics: Basic Theory and Methods, 5th edn. (J Wiley, New York, 1995).

    Google Scholar 

  17. J. H. Hildebrand, J. M. Prausnitz, and R. L. Scott, Regular and Related Solutions (Van Nostrand Reinhold, New York, 1970).

    Google Scholar 

  18. USP23 – NF18, The United States Pharmacopeia and the National Formulary (United States Pharmacopeial Convention, Easton, 1995).

  19. S. A. McCauley and H. G. Brittain, in Physical Characterization of Pharmaceutical Solids, H.G. Brittain, ed. (Marcel Dekker, New York, 1995).

    Google Scholar 

  20. F. Martínez and J. H. Rojas, Rev. Col. Cienc. Quím. Farm. 28, 45 (1999).

    Google Scholar 

  21. G. Best and N. Taylor, The Physiological Basis of Medical Practice, 7th edn. (Williams & Williams, Baltimore, MD, 1961).

    Google Scholar 

  22. A. N. Martin, P. Bustamante, and A. H. C. Chun, Physical Pharmacy, Physical Chemical Principles in the Pharmaceutical Sciences, 4th edn. (Lea & Febiger, Philadelphia, PA, 1993).

    Google Scholar 

  23. P. H. Bell and R. O. Roblin, J. Amer. Chem. Soc. 64, 2905 (1942).

    Google Scholar 

  24. S. Budavari, M. J. O'Neil, A. Smith, and P. E. Heckelman, The Merck Index, an Encyclopedia of Chemicals, Drugs, and Biologicals, 11th edn. (Merck, Rahway, NJ, 1989).

    Google Scholar 

  25. A. C. Moffat, J. V. Jackson, M. S. Moss, and B. Widdop, Clarke's Isolation and Identification of Drugs, in Pharmaceuticals, Body Fluids, and Post-mortem Material, 2nd edn. (Pharmaceutical Press, London, 1986).

    Google Scholar 

  26. E. C. Foernzler and A. N. Martin, J. Pharm. Sci. 56, 608 (1967).

    Google Scholar 

  27. A. T. Florence and D. Attwood, Physicochemical Principles of Pharmacy, 3rd edn., (MacMillan, London, 1998).

    Google Scholar 

  28. S. S. Yang and J. K. Guillory, J. Pharm. Sci. 61, 26 (1972).

    Google Scholar 

  29. C. Sunwoo and H. Eisen, J. Pharm. Sci. 60, 238 (1971).

    Google Scholar 

  30. L. Maury, J. Rambaud, B. Pauvert, G. Berge, Y. Lasserre, and M. Audran, Farmaco Ed. Prat. 41, 25 (1986).

    Google Scholar 

  31. A. E. Beezer, W. H. Hunter, and D. E. Storey, J. Pharm. Pharmacol. 35, 350 (1983).

    Google Scholar 

  32. A. Leo, C. Hansch, and D. Elkins, Chem. Rev. 71, 525 (1971).

    Google Scholar 

  33. A. Dallos and J. Liszi, J. Chem. Thermodyn. 27, 447 (1995).

    Google Scholar 

  34. A. Regosz, T. Pelplinska, P. Kowalsky, and Z. Thiel, Intern. J. Pharm. 88, 437 (1992).

    Google Scholar 

  35. P. R. Bevington, Data Reduction and Error Analysis for the Physical Sciences (McGraw-Hill, New York, 1969).

    Google Scholar 

  36. A. Kristl and G. Vesnaver, J. Chem. Soc. Faraday Trans. 91, 995 (1995).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Pharmacy, National University of Colombia, A.A. 14490, Bogotá D.C., Colombia

    Fleming Martínez & Alfredo Gómez

Authors
  1. Fleming Martínez
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Alfredo Gómez
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Martínez, F., Gómez, A. Thermodynamic Study of the Solubility of Some Sulfonamides in Octanol, Water, and the Mutually Saturated Solvents. Journal of Solution Chemistry 30, 909–923 (2001). https://doi.org/10.1023/A:1012723731104

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1012723731104

Search

Navigation