A General Treatment of Solubility. 2. QSPR Prediction of Free Energies of Solvation of Specified Solutes in Ranges of Solvents

Journal of Chemical Information and Computer Sciences

Volumn 43, Issue 6, 2003, Pages 1806-1814

  Katritzky, Alan R ^a   Oliferenko, Alexander A ^a,d   Oliferenko, Polina V ^a,d   Petrukhin, Ruslan ^a,e   Tatham, Douglas B ^a,f   Maran, Uko ^b   Lomaka, Andre ^b   Acree Jr , William E ^c  

^a University of Florida ^*  (United States)

^b UNIVERSITY OF TARTU   (Estonia)

^c UNIVERSITY OF NORTH TEXAS   (United States)

^d MOSCOW STATE UNIVERSITY   (Russian Federation)

^e ELI LILLY AND COMPANY   (United States)

^f Alchem Laboratories   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ELECTROSTATIC INTERACTIONS; SOLUTES; SOLVATION;

COMPUTER SOFTWARE; FREE ENERGY; HYDROGEN BONDS; MATHEMATICAL MODELS; ORGANIC SOLVENTS; STATISTICAL METHODS; TOLUENE;

SOLUBILITY;

EID: 0344686537     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci034122x     Document Type: Article

References (33)

1. Katritzky A. R.; Maran U.; Lobanov V. S.; Karelson M. Structurally Diverse Quantitative Structure-Property Relationship Correlations of Technologically Relevant Physical Properties. J. Chem. Inf. Comput. Sci. 2000, 40, 1-18.
2. Katritzky, A. R.; Fara, D. C.; Petrukhin, R.; Tatham, D. B.; Maran, U.; Lomaka, A.; Karelson, M. The Present Utility and Future Potential for Medicinal Chemistry of QSAR/QSPR with Whole Molecule Descriptors. Top. Curr. Med. Chem. 2002, 2, 1333-1356.
3. Katritzky, A. R.; Mu, L.; Karelson, M. A QSPR Study of the Solubility of Gases and Vapors in Water. J. Chem. Inf. Comput. Sci. 1996, 36, 1162-1168.
4. Katritzky, A. R.; Tatham, D. B.; Maran, U. The Correlation of The Solubilities Of Gases and Vapors in Methanol and Ethanol with Their Molecular Structures. J. Chem. Inf. Comput. Sci. 2001, 41, 358-363.
5. Katritzky, A. R.; Oliferenko, A.; Oliferenko, P.; Petrukhin, R.; Tatham, D.; Maran, U.; Lomaka, A.; Acree, W. A General Treatment of Solubility. 1. The QSPR Correlation of Solvation Free Energies of Single Solutes in Series of Solvents. 2003, 43, 1794-1805.
6. Abboud, J. L.; Taft, R. W.; Regarding a Generalized Scale of Solvent Polarities. J. Am. Chem. Soc. 1977, 99, 8325-8327.
7. Taft, R. W.; Abraham, M. H.; Famini, G. R.; Doherty, R. M.; Abboud, J. L. M.; Kamlet, M. J. Solubility Properties in Polymers and Biological Media. 5. An Analysis of the Physicochemical Properties which Influence Octanol Water Partition-Coefficients of Aliphatic and Aromatic Solutes. J. Pharm. Sci. 1985, 74, 807-814.
8. Abraham, M. H. Physicochemical and Biological Processes. Chem. Soc. Rev. 1993, 73-83.
9. Acree, W. E.; Abraham, M. H. Solubility Prediction for Crystalline Nonelectrolyte Solutes Dissolved in Organic Solvents Based Upon the Abraham General Solvation Model. Can. J. Chem. 2001, 79, 1466-1476.
10. Abraham, M. H.; Green, C. E.; Acree, W. E., Jr., Hernandez, C. E.; Roy, L. E. Descriptors for Solutes from the Solubility of Solids: trans-Stilbene as an Example. J. Chem. Soc., Perkin Trans. 2 1998, 2677-2681.
11. Abraham, M. H.; Benjelloun-Dakhama, N.; Gola, J. M. R.; Acree, W. E., Jr., Cain, W. S.; Cometto-Muniz, J. E. Solvation Descriptors for Ferrocene, and the Estimation of Some Physicochemical and Biochemical Properties. New J. Chem. 2000, 24, 825-829.
12. Abraham, M. H.; Green, C. E.; Acree, W. E. Correlation and Prediction of the Solubility of Buckminsterfullerene in Organic Solvents; Estimation of Some Physicochemical Properties. J. Chem. Soc., Perkin Trans. 2 2000, 281-286.
13. Green, C. E.; Abraham, M. H.; Acree, W. E., Jr.; De Fina, K. M.; Sharp, T. L. Solvation Descriptors for Pesticides from the Solubility of Solids: Diuron as an Example. Pest Manage. Sci. 2000, 56, 1043-1053.
14. Acree, W. E.; Powell, J. R.; McHale, M. E. R.; Pandey, S.; Borders, T. L.; Campbell, S. W. Thermodynamics of Mobile Order Theory. Research Trends in Physical Chemistry, Council of Scientific Research Integration, Trivandrum, India; 1997; Vol. 6, pp 197-233.
15. Roy, L. E.; Hernandez, C. E.; Acree, W. E. Solubility of Anthracene in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Polycyclic Aromat. Compd. 1999, 13, 105-116.
16. Powell, J. R.; Voisinet, D.; Salazar, A.; Acree, W. E. Solubility of Pyrene in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Phys. Chem. Liq. 1994, 28, 269-276.
17. De Fina, K. M.; Sharp, T. L.; Acree, W. E., Jr. Solubility of Acenaphthene in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Can. J. Chem. 1999, 77, 1537-1541.
18. Roy, L. E.; Hernandez, C. E.; Acree, W. E., Jr. Thermodynamics of Mobile Order Theory. Part 3. Comparison of Experimental and Predicted Solubilities for Fluoranthene and Pyrene. Polycyclic Aromat. Compd. 1999, 13, 205-219.
19. Fletcher, K. A.; McHale, M. E. R.; Coym, K. S.; Acree, W. E. Solubility of trans-Stilbene in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile order theory. Can. J. Chem. 1997, 75, 258-261.
20. Roy, L. E.; Hernandez, C. E.; De Fina, K. M.; Acree, W. E., Jr. Thermodynamics of Mobile Order Theory. Part 4. Comparison of Experimental and Predicted Solubilities for trans-Stilbene. Phys. Chem. Liq. 2000, 38, 333-343.
21. Fletcher, K. A.; Pandey, S.; McHale, E. R.; Acree, W. E. Solubility of Benzil in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Phys. Chem. Liq. 1996, 33, 181-190.
22. Fletcher, K. A.; McHale, M. E. R.: Powell, J. R.; Coym, K. S.; Acree, W. E. Solubility of Thianthrene in Organic Nonelectrolyte Solvents: Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Phys. Chem. Liq. 1997, 34, 41-49.
23. Fletcher, K. A.; Coym, K. S.; Roy, L. E.; Hernandez, C. E.; Mchale, M. E. R.; Acree, W. E. Solubility of Thioxanthen-9-one in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Phys. Chem. Liq. 1998, 35, 243-252.
24. Fletcher, K. A.; Hernandez, C. E.; Roy, L. E.; Coym, K. S.; Acree, W. E., Jr. Solubility of Diphenyl Sulfone in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon the General Solvation Model. Can. J. Chem. 1999, 77, 1214-1217.
25. De Fina, K. M.; Ezell, C.; Acree, W. E. Solubility of Ferrocene in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Phys. Chem. Liq. 2001, 39, 699-710.
26. Huyskens, F.; Morissen, H.; Huyskens, P. Solubilities of p-Nitroanilines in Various Classes of Solvents. Specific Solute-Solvent Interactions. J. Mol. Struct. 1998, 441, 17-25.
27. De Fina, K. M.; Sharp, T. L.; Spurgin, M. A.; Chuca, I.; Acree, W. E.; Green, C. E.; Abraham, M. H. Solubility of the Pesticide Diuron in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based Upon Mobile Order Theory. Can. J. Chem. 2000, 75, 184-190.
28. De Fina, K. M.; Sharp, T. L.; Chuca, I.; Spurgin, M. A.; Acree, W. E. Jr.; Green, C. E.; Abraham, M. H. Solubility of the Pesticide Monuron in Organic Nonelectrolyte Solvents. Comparison of Observed Versus Predicted Values Based upon Mobile Order Theory. Phys. Chem. Liq. 2002, 40, 255-268.
29. 60) in Organic Solvents. J. Chem. Inf. Comput. Sci, 2001, 41, 1067-1074.
30. 60 Solubilities from Solvent Molecular Structure. J. Chem. Inf. Comput. Sci. 2001, 41, 419-424.
31. Shang, Z.-C.; Zou, J.-W.; Huang, M.-L.; Vu, Q.-S. QSPR Studies on Solubilities of Some Given Solutes in Pure Solvents Using Frontier Orbital Energies and Theoretical Descriptors Derived from Electrostatic Potentials on Molecular Surface. Acta Chim. Sin. 2002, 60, 647-652.
32. Li, J.; Zhu, T.; Hawkins, G. D.; Winget, P.; Liotard, D. A.; Cramer, C. J.; Truhlar, D. G. Extension of the Platform of Applicability of the SM5.42R Universal Solvation Model. Theor. Chem. Acc. 1999, 103, 9-63.
33. Stanton, D. T.; Jurs, P. Development and Use of Charged Partial Surface Area Structural Descriptors in Computer-Assisted Quantitative Structure-Property Relationship Studies. Anal. Chem. 1990, 62, 2323-2329.