Browse > Article
http://dx.doi.org/10.5012/bkcs.2007.28.7.1183

Determination and Temperature Dependence of n-Octanol/Water Partition Coefficients for Seven Sulfonamides from (298.15 to 333.15) K  

Congliang, Zhang (College of Chemical Engineering, Zhengzhou University)
Yan, Wang (College of Chemical Engineering, Zhengzhou University)
Fuan, Wang (College of Chemical Engineering, Zhengzhou University)
Publication Information
Abstract
A shake-flask method was used to determine the n-octanol/water partition coefficients of sulfamethazine, sulfadimethoxine, sulfamethoxydiazine, sulfamonomethoxine, sulfamethoxazole, sulfaquinoxaline and sulfachloropyrazine from (298.15 to 333.15) K. The results showed that the n-octanol/water partition coefficient of each sulfonamide decreased with the increase of temperature. Based on the fluid phase equilibrium theory, the thermodynamic relationship of n-octanol/water partition coefficient depending on the temperature is proposed, and the changes of enthalpy, entropy, and the Gibbs free energy function for sulfonamides partitioning in n-octanol/ water are determined, respectively. Sulfonamides molecules partitioning in n-octanol/water is mainly an enthalpy driving process, during which the order degrees of system increased. The temperature effect coefficient of n-octanol/water partition coefficient is discussed. The results show that its magnitude is the same as that of values in the literature.
Keywords
Sulfonamide; n-Octanol/water partition coefficient; Temperature dependence;
Citations & Related Records

Times Cited By Web Of Science : 5  (Related Records In Web of Science)
Times Cited By SCOPUS : 5
연도 인용수 순위
1 Martinez, F.; Gomez, A. Phys. Chem. Liq. 2002, 40, 411-420   DOI   ScienceOn
2 Jain, N.; Yalkowsky, S. H. J. Pharm. Sci. 2001, 90, 234-252   DOI   ScienceOn
3 Ottiger, C.; Wunderli-Alenspach, H. Pharm. Res. 1999, 16, 643- 650.   DOI   ScienceOn
4 Prausnitz, J. M.; Lichtenthaler, R. N.; Azevedo, E. G. Molecular Thermodynamics of Fluid-Phase Equilibria, 3rd ed.; Prentice Hall: Upper Saddle River, NJ, 1999; pp 645-647
5 Sangster, J. J. Phys. Chem. Ref. Data 1989, 18, 1111-1229   DOI
6 Barton, A. F. M. CRC Handbook of Solubility Parameters and Other Cohesion Parameters, 2nd ed.; CRC Press: Boca Raton, FL, 1991; pp 99-148
7 Hancock, B. C.; York, P.; Rowe, R. C. Inter. J. of Pharm. 1997, 148, 1-21   DOI   ScienceOn
8 Martinez, F.; Avila, C. M.; Gomez, A. J. Braz. Chem. Soc. 2003, 14, 803-808   DOI   ScienceOn
9 Bahadur, N. P.; Shiu, W.; Mackay, D. J. Chem. Eng. Data 1997, 42, 685-688   DOI   ScienceOn
10 Wang, F. A.; Jiang, Y. L. Molecular Thermodynamics and Chromatographic Retention; China Meteorology Press: Beijing, 2001; pp 40-65
11 Kay, P.; Blackwell, P. A.; Boxall, A. B. A. Environmental Pollution 2005, 134, 333.341   DOI   ScienceOn
12 Sarmah, A. K.; Meyer, M. T.; Boxall, A. B. A. Chemosphere 2006, 65, 725-759   DOI   ScienceOn
13 Asami, S.; Saitoh, K. Chemistry Letters 2006, 35, 196-197   DOI   ScienceOn
14 Hanaee, J.; Jouyban, A.; Dastmalchi, S.; Adibkia, K.; Mirzazadeh, A.; Barzegarjalali, M. DARU 2005, 13, 37-45
15 El-Gaby, M. S. A.; El-Sharief, A. M. Sh.; Atalla, A. A.; El-Adasy, A. A. A. M. J. Chin. Chem. Soc. 2004, 51, 327-333   DOI
16 Sun, J.; Wang, S. J.; Chen, G. Acta Pharm. Sin. (China) 2003, 38, 475-480
17 Ong, S.; Liu, H.; Pidgeon, C. J. Chromatogr. 1996, 728, 113-128   DOI   ScienceOn
18 Wang, L. C.; Wang, F. A. Fluid Phase Equilibria 2004, 226, 289- 293   DOI   ScienceOn
19 Martinez, F.; Gomez, A. Journal of Solution Chemistry 2001, 30, 909-923   DOI   ScienceOn