Theoretical studies on substitution isomerism and tautomerism in iodo- histamine molecules

Journal of Molecular Structure: THEOCHEM

Volumn 507, Issue 1-3, 2000, Pages 145-151

  Garnuszek, P ^a   Dobrowolski, J Cz ^a,b   Mazurek, A P ^a  

^a NATIONAL MEDICINES INSTITUTE   (Poland)

^b INDUSTRIAL CHEMISTRY RESEARCH INSTITUTE   (Poland)

Author keywords

Ab initio; Iodo histamine; Substitution isomerism; Tautomerism

Indexed keywords

ANION; HISTAMINE DERIVATIVE; IMIDAZOLE DERIVATIVE; IODINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; IODINATION; ISOMERISM; MOLECULAR STABILITY; QUANTUM CHEMISTRY; THEORY; THERMODYNAMICS;

EID: 0034710117     PISSN: 01661280     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0166-1280(99)00372-3     Document Type: Article

References (37)

1. Nars P.W., Hunter W.M. J. Endocrinol. 57:1973;XLVII.
2. Cameron E.H.D., Morris S.E., Scarisbrick J.J., Hillier S.G. Biochem. Soc. Trans. 1:1973;1115.
3. Stanczyk F.Z., Goebelsmann U. J. Steroid Biochem. 14:1981;53.
4. Corrie J.E.T., Ratcliffe W.A., MacPherson J.S. J. Immunol. Meth. 51:1982;159.
5. Wong P.Y., Cheung M., Yip T.K., Mee A.V. Clin. Chem. 32:1986;492.
6. Fujibayashi Y., Takemura Y., Matsumoto K., Wada K., Yonekura Y., Konishi J., Yokoyama A. J. Nucl. Med. 33:1992;545.
7. Bukusoglu C., Krieger N.R. J. Steroid Biochem. Mol. Biol. 58:1996;89.
8. Janevik-Ivanovska E., Gautherot E., Hillairet de Boisferon M., Cohen M., Milhaud G., Tartar A., Rostene W., Barbet J., Gruaz-Guyon A. Bioconjug. Chem. 8:1997;526.
9. Garnuszek P., Licińska I., Fiedor P., Mazurek A.P. Appl. Radiat. Isot. 49:1998;1563.
10. Tominaga M., Paiva A.C.M. J. Med. Chem. 12:1969;693.
11. Ganellin C.R., Parsons M.E. Pharmacology of Histamine Receptors. 1982;29-35 Wright PSG, Bristol.
12. Tantchou J.K., Slaunwhite W.R. Prep. Biochem. 9:1979;379.
13. Garnuszek P., Lincińska I., Mazurek A.P. Nucl. Med. Commun. 2000;in press.
14. Bonnet J.J., Ibers J.A. J. Am. Chem. Soc. 95:1973;3429.
15. Byrn S.R., Grater C.W., Midloud S.L. J. Org. Chem. 41:1976;2283.
16. Vogelsanger B., Godfrey P.G., Brown R.D. J. Am. Chem. Soc. 113:1991;7864.
17. Topiol S., Weinstein H., Osman R. J. Med. Chem. 27:1984;1531.
18. Topiol S. J. Comput. Chem. 8:1987;142.
19. Romero-Souchez Y.G., Hernandez-Laguna F.J. J. Mol. Struct. (Theochem). 123:1985;431.
20. Hernandez-Laguna A., Smeyers Y.G., Martero L.A., Smeyers Y.G. Trends in Applied Theoretical Chemistry. 1992;Kluwer, Dortrecht.
21. Hernandez-Laguna A., Cruz-Rodriguez Z., Smeyers Y.G., Arteca G.A., Abboud J.L.M., Tapie O. J. Mol. Struct. (Theochem). 335:1995;77.
22. Keserü G.M., Kolossváry I. Molecular Mechanics and Conformational Analysis in Drug Design, Blackwell Science, Oxford. 1999.
23. Nagy P.I., Duront G.J., Hoss W.P., Smith D.A. J. Am. Chem. Soc. 116:1994;4898.
24. Karpińska G., Dobrowolski J.Cz., Mazurek A.P. J. Mol. Struct. (Theochem). 369:1996;137.
25. Mazurek A.P., Dobrowolski J.Cz., Sadlej J. J. Mol. Struct. 436/437:1997;435-441.
26. Mazurek A.P., Osman R., Weinstein H. Mol. Pharmacol. 31:1987;345.
27. Mazurek A.P., Karpińska G. Z. Naturforsch Teil C. 49:1994;471.
28. Karpińska G., Mazurek A.P. Z. Naturforsch Teil C. 50:1995;143.
29. G. Karpińska, J.Cz. Dobrowolski, A. P. Mazurek, in preparation.
30. GAUSSIAN 94 (Revision D.4). M.J. Frisch, G.W. Trucks, H.B. Schlegel, P.M.W. Gill, B.G. Johnson, M.A. Robb, J.R. Cheeseman, T.A. Keith, G.A. Petersson, J.A. Montgomery, K. Raghavachari, M.A. Al-Laham, V.G. Zakrzewski, J.V. Ortiz, J.B. Foresman, J. Cioslowski, B.B. Stefanov, A. Nanayakkara, M. Challacombe, C.Y. Peng, P.Y. Ayala, W. Chen, M.W. Wong, J.L. Andres, E.S. Replogle, R. Gomperts, R.L. Martin, D.J. Fox, J.S. Binkley, D.J. Defrees, J. Baker, J.P. Stewart, M. Head-Gordon, C. Gonzales, J.A. Pople, Gaussian, Inc., Pittsburgh, PA, 1995.
31. Binkley J.S., Pople J.A., Hehre W.J. J. Am. Chem. Soc. 102:1980;939.
32. Gordon M.S., Binkley J.S., Pople J.A., Pietro W.J., Hehre W.J. J. Am. Chem. Soc. 104:1982;2797.
33. Pietro W.J., Francl M.M., Hehre W.J., Defrees D.J., Pople J.A., Binkley J.S. J. Am. Chem. Soc. 104:1982;5039.
34. Frish M.J., Pople J.A., Binkley J.S. J. Chem. Phys. 80:1984;3265.
35. Sadlej A.J. Collec. Czech. Chem. Commun. 53:1988;1995.
36. Sadlej A.J. Theor. Chim. Acta. 79:1992;123.
37. Sadlej A.J. Theor. Chim. Acta. 81:1992;339.