Physicochemical profiling of sartans: A detailed study of ionization constants and distribution coefficients

Helvetica Chimica Acta

Volumn 91, Issue 3, 2008, Pages 468-482

  Tosco, Paolo ^a   Rolando, Barbara ^a   Fruttero, Roberta ^a   Henchoz, Yveline ^b   Martel, Sophie ^b   Carrupt, Pierre Alain ^b   Gasco, Alberto ^a  

^a UNIVERSITY OF TURIN   (Italy)

^b UNIVERSITY OF LAUSANNE   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

AMPHOLYTE; CANDESARTAN; CANDESARTAN HEXETIL; IRBESARTAN; LOSARTAN; VALSARTAN;

ACIDITY; ALKALINITY; ARTICLE; CAPILLARY ELECTROPHORESIS; DIFFUSION COEFFICIENT; DRUG SOLUBILITY; HYDROLYSIS; IONIZATION; LIPOPHILICITY; PHYSICAL CHEMISTRY; PKA; POTENTIOMETRY; PRIORITY JOURNAL; ULTRAVIOLET SPECTROPHOTOMETRY;

EID: 55449135564     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.200890051     Document Type: Article

References (29)

1. P.-A. Carrupt, B. Testa, P. Gaillard, Rev. Comput. Chem. 1997, 11, 241.
2. R. A. Conradi, P. S. Burton, R. T. Borchardt, in 'Lipophilicity in Drug Action and Toxicology', Eds. V. Pliška, B. Testa, H. van de Waterbeemd, VCH, Weinheim, 1996, p. 233-252.
3. V. Pliška, in 'Lipophilicity in Drug Action and Toxicology', Eds. V. Pliška, B. Testa, H. van de Waterbeemd, VCH, Weinheim, 1996, p. 263-294.
4. E. K. Jackson, in 'Goodman and Gilman's. The Pharmacological Basis of Therapeutics', Eds. J. G. Hardman, L. E. Limbird, McGraw-Hill, New York, 2001, p. 8009-8042.
5. E. Cagigal, L. González, R. M. Alonso, R. M. Jiménez, J. Pharm. Biomed. Anal. 2001, 26, 477.
6. T. Eicher, S. Hauptmann, 'The Chemistry of Heterocycles', Thieme, New York, 1995.
7. V. A. Ostrovskii, G. I. Koldobskii, N. P. Shirokova, V. S. Poplavskii, Chem. Heterocycl. Compd. (Engl. Transl.) 1981, 17, 412.
8. L. D. Hansen, E. J. Baca, P. Scheiner, J. Heterocycl. Chem. 1970, 7, 991.
9. D. J. Brown, R. K. Lynn, J. Chem. Soc., Perkin Trans. 1 1974, 349.
10. G. Caron, F. Reymond, P.-A. Carrupt, H. H. Girault, B. Testa, Pharm. Sci. Technol. Today 1999, 2, 327.
11. G. Bouchard, P.-A. Carrupt, B. Testa, V. Gobry, H. H. Girault, Chem. - Eur. J. 2002, 8, 3478.
12. Bio-Loom for Windows, v. 1.5, BioByte Corporation, Claremont, CA, USA.
13. A. Avdeef, J. E. A. Comer, S. J. Thomson, Anal. Chem. 1993, 65, 42.
14. A. Pagliara, P.-A. Carrupt, G. Caron, P. Gaillard, B. Testa, Chem. Rev. 1997, 97, 3385.
15. O. Exner, in 'Correlation Analysis in Chemistry', Eds. N. B. Chapman, J. Shorter, Plenum Press, New York, 1978, p. 439-540.
16. W. Ogilvie, W. Rank, Can. J. Chem. 1987, 65, 166.
17. W. G. Finnegan, R. A. Henry, R. Lofquist, J. Am. Chem. Soc. 1958, 80, 3908.
18. P. Chattopadhyay, R. Rai, P. S. Pandey, Synth. Commun. 2006, 36, 1857.
19. J. W. Hubbard, A. M. Piegols, B. C. G. Söderberg, Tetrahedron 2007, 63, 7077.
20. K. Kubo, Y. Kohara, E. Imamiya, Y. Sugiura, Y. Inada, Y. Furukawa, K. Niahikawa, T. Naka, J. Med. Chem. 1993, 36, 2182.
21. A. Albert, E. P. Serjeant, 'The determination of ionization constants', 3rd edn., Chapman and Hall, London, 1984.
22. L. Geiser, Y. Henchoz, A. Galland, P.-A. Carrupt, J.-L. Veuthey, J. Sep. Sci. 2005, 28, 2374.
23. Y. Henchoz, J. Schappler, L. Geiser, J. Prat, P.-A. Carrupt, J.-L. Veuthey, Anal. Bioanal. Chem. 2007, 389, 1869.
24. A. Avdeef, Quant. Struct.-Act. Relat. 1992, 11, 510.
25. J. C. Dearden, G. M. Bresnen, Quant. Struct.-Act. Relat. 1988, 7, 133.
26. MOE version 2006.08, Chemical Computing Group Inc., Montreal, Quebec, Canada.
27. M. W. Schmidt, K. K. Baldridge, J. A. Boatz, S. T. Elbert, M. S. Gordon, J. H. Jensen, S. Koseki, N. Matsunaga, K. A. Nguyen, S. J. Su, T. L. Windus, M. Dupuis, J. A. Montgomery, J. Comput. Chem. 1993, 14, 1347.
28. C. Altomare, S. Cellamare, A. Carotti, G. Casini, M. Ferappi, E. Gavuzzo, F. Mazza, P.-A. Carrupt, P. Gaillard, B. Testa, J. Med. Chem. 1995, 38, 170.
29. J. Wang, P. Cieplak, P. A. Kollman, J. Comput. Chem. 2000, 21, 1049.