Theoretical proton affinities of α1 adrenoceptor ligands

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 5, 2006, Pages 1580-1587

  Kinsella, Gemma K ^a   Watson, Graeme W ^a   Rozas, Isabel ^a  

^a TRINITY COLLEGE DUBLIN   (Ireland)

Author keywords

Adrenoceptor; Density Functional Theory; Proton affinity; 1

Indexed keywords

ALFUZOSIN; ALPHA 1 ADRENERGIC RECEPTOR; ALPHA 1 ADRENERGIC RECEPTOR BLOCKING AGENT; ALPHA 1 ADRENERGIC RECEPTOR STIMULATING AGENT; BIS 2 IMINOIMIDAZOLIDINIUM; BIS GUANIDINIUM; DOXAZOSIN; IMIDAZOLINE DERIVATIVE; PRAZOSIN; PROTON; TERAZOSIN; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODEL; DENSITY FUNCTIONAL THEORY; DRUG CONFORMATION; DRUG EFFECT; DRUG MECHANISM; GAS; MATHEMATICAL ANALYSIS; MOLECULAR MODEL; PROTON TRANSPORT; SOLVATION;

EID: 84961977889     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2005.10.007     Document Type: Article

References (33)

1. C. Lee, J.M. Kozlowski, and J.T. Grayhack Urol. Clin. N. Am. 22 1995 237
2. M.C. Beduschi, R. Beduschi, and J.E. Oesterling Urology 51 1998 861
3. D. Nagarathnam, J.M. Wetzel, S.W. Miao, M.R. Marzabadi, G. Chiu, W.C. Wong, X. Hong, J. Fang, C. Forray, T.A. Branchek, W.E. Heydorn, R.S.L. Chang, T. Broten, T.W. Schorn, and C. Gluchowski J. Med. Chem. 41 1998 5320
4. C. Dardonville, P. Goya, I. Rozas, A. Alsasua, M.I. Martin, and M.J. Borrego Bioorg. Med. Chem. 8 2000 1567
5. Alsasua, A.; Martin, M. I.; Dardonville, C.; Rozas, I.; Goya, P. Unpublished results, 2004.
6. G. Gross, G. Hanft, and C. Rugevics Eur. J. Pharmacol. 151 1988 333
7. D.R. Blue Jr., A.P.D.W. Ford, D.J. Morgans, F. Padilla, and D.E. Clarke Neurourol. Urodyn. 15 1996 345
8. G. Kuo, C. Prouty, W.V. Murray, V. Pulito, L. Jolliffe, P. Cheung, S. Varga, M. Evangelisto, and J. Wang J. Med. Chem. 43 2000 2183
9. R. Barbaro, L. Betti, M. Botta, F. Corelli, G. Giannaccini, L. Maccari, F. Manetti, G. Strappaghetti, and S. Corsano Bioorg. Med. Chem. 10 2002 361
10. R. Barbaro, L. Betti, M. Botta, F. Corelli, G. Giannaccini, L. Maccari, F. Manetti, G. Strappaghetti, and S. Corsano J. Med. Chem. 44 2001 2118
11. J.-W. Chern, P. Tao, K. Wang, A. Gutcait, S. Liu, M. Yen, S. Chien, and J. Rong J. Med. Chem. 41 1998 3128
12. W. Quaglia, M. Pigini, A. Piergentili, M. Giannella, F. Gentili, G. Marucci, A. Carrieri, A. Carotti, E. Poggesi, A. Leocardi, and C. Melchiorre J. Med. Chem. 45 2002 1633
13. M.S. Kava, D.R. Blue Jr., R.L. Vimont, D.E. Clarke, and A.P. Ford Br. J. Pharmacol. 123 1998 1359
14. T.J. Williams, D.R. Blue, D.V. Daniels, B. Davis, T. Elworthy, J.R. Gever, M.S. Kava, D. Morgans, F. Padilla, S. Tassa, R.L. Vimont, C.R. Chapple, R. Chess-Williams, R.M. Eglen, D.E. Clarke, and A.P.D.W. Ford Br. J. Pharmacol. 127 1999 252
15. G.K. Kinsella, I. Rozas, and G.W. Watson Biochem. Biophys. Res. Commun. 324 2004 916
16. R.D. Kinser, G. Nicol, and D.P. Ridge J. Phys. Chem. A. 106 2002 9925
17. O.E. Schroeder, E.J. Andriole, K.L. Carver, K.E. Colyer, and J.C. Poutsma J. Phys. Chem. A. 108 2004 326
18. B.S. Jursic J. Mol. Struct. (THEOCHEM) 487 1999 193
19. B.S. Jursic J. Mol. Struct. (THEOCHEM) 490 1999 1
20. O. Dmitrenko, C. Thorpe, and R.D. Bach J. Phys. Chem. B. 107 2003 13229
21. R.D. Bach, C. Thorpe, and O. Dmitrenko J. Phys. Chem. B. 106 16 2002 4325
22. A.D. Becke J. Chem. Phys. 98 1993 5648
23. C. Lee, W. Yang, and R.G. Parr Phys. Rev. B. 37 1988 785
24. L. Onsager J. Am. Chem. Soc. 58 1936 1586
25. M.W. Wong, M.J. Frisch, and K.B. Wiberg J. Am. Chem. Soc. 113 1991 4776
26. Sybyl 6.81 and 6.9, Molecular Modelling System, Tripos Associates: St. Louis, MO.
27. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Zakrzewski, V. G.; Montgomery, J. A. Jr.; Stratmann, R. E.; Burant, J. C.; Dapprich, S.; Millam, J. M.; Daniels, A. D.; Kudin, K. N.; Strain, M. C; Farkas, O.; Tomasi, J.; Barone, V.; Cossi, M.; Cammi, R.; Mennucci, B.; Pomelli, C.; Adamo, C.; Clifford, S.; Ochterski, J.; Petersson, G. A.; Ayala, P. Y.; Cui, Q.; Morokuma, K.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Cioslowski, J.; Ortiz, J. V.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Andres, J. L.; Gonzalez, C.; Head-Gordon, M.; Replogle, E. S, Pople, J. A. Gaussian 98, Revision A.5, Gaussian, Pittsburgh PA, 1998.
28. J.B. Bremner, B. Coban, and R. Griffith J. Comput.-Aided Mol. Des. 10 1996 545
29. R. Griffith, and J.B. Bremner J. Comput.-Aided Mol. Des. 13 1999 69
30. J.B. Bremner, B. Coban, R. Griffith, K.M. Groenewoud, and B.F. Yates Bioorg. Med. Chem. 8 2000 201
31. P.G. De Benedetti, F. Fanelli, M.C. Menziani, M. Cocchi, R. Testa, and A. Leonardi J. Mol. Struct. (THEOCHEM) 233 1991 343
32. S. Miertus, E. Scrocco, and J. Tomasi Chem. Phys. 55 1981 117
33. J. Tomasi, and M. Persico Chem. Rev. 94 1994 2027