1,3-Dipolar cycloaddition reactions to galanthamine nitrone: An entry to 4a,5,9,10-tetra-hydro-6H,14aH-benzofuro[3a,3,2-ef]isoxazolo[3,2-a]-[2] benzazepines

Heterocycles

Volumn 63, Issue 10, 2004, Pages 2217-2224

  Hemetsberger, Margit ^a   Treu, Matthias ^a   Hametner, Christian ^a   Jordis, Ulrich ^a   Mereiter, Kurt ^a   Fröhlich, Johannes ^a  

^a VIENNA UNIVERSITY OF TECHNOLOGY   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

4A,5,9,10 TETRAHYDRO 6 HYDROXY 3 METHOXY 6H,14AH BENZOFURO[3A,3,2 EF]ISOXAZOLO[3,2 A][2]BENZAZEPINE 14 CARBONITRILE; 4A,5,9,10 TETRAHYDRO 6 HYDROXY 3 METHOXY 6H,14AH BENZOFURO[3A,3,2 EF]ISOXAZOLO[3,2 A][2]BENZAZEPINE 14 CARBOXYLATE; 4A,5,9,10 TETRAHYDRO 6H,14AH BENZOFURO[3A,3,2 EF]ISOXAZOLO[3,2 A][2]BENZAZEPINE; 4A,5,9,10,13,14A HEXAHYDRO 3 METHOXY 6H,14AH BENZOFURO[3A,3,2 EF]ISOXAZOLO[3,2 A][2]BENZAZEPINE 6,13 DIOL 13 ACETATE; 4A,5,9,10,13,14A HEXAHYDRO 6 HYDROXY 3 METHOXY 6H,14H BENZOFURO[3A,3,2 EF]ISOXAZOLO[3,2 A][2]BENZAZEPINE 13 CARBONITRILE; BENZAZEPINE DERIVATIVE; CHOLINESTERASE INHIBITOR; GALANTAMINE; GALANTAMINE DERIVATIVE; METHYL 4A,5,9,10,13,14A HEXAHYDRO 6 HYDROXY 3 METHOXY 6H,14H BENZOFURO[3A,3,2 EF]ISOXAZOLO[3,2 A][2]BENZAZEPINE 13 CARBOXYLATE; NICOTINIC RECEPTOR; UNCLASSIFIED DRUG;

ALZHEIMER DISEASE; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; CHOLINERGIC SYSTEM; CHOLINESTERASE INHIBITION; CYCLOADDITION; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; THIN LAYER CHROMATOGRAPHY;

EID: 7044223056     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-02-9485     Document Type: Article

References (16)

1. (a) H. A. M. Mucke, Drugs Today, 1997, 33, 259.
2. (b) J. J. Sramek, E. J. Frackiewicz, and N. R. Cutler, Expert Opin. Invest. Drugs, 2000, 9, 2393.
3. (a) A. Maelicke and E. X. Albuquerque, Drug Discovery Today, 1996, 1, 53.
4. (b) A. Maelicke, Dementia Geriatr. Cognit. Disord., 2000, 11, 11.
5. A. Mary, D. Z. Renko, C. Guillou, and C. Thal, Tetrahedron Lett., 1997, 38, 5151.
6. S. I. Murahashi and T. Shiota, Tetrahedron Lett., 1987, 28, 2383.
7. A. Banerji and A. Sahu, J. Sci. Ind. Res. 1986, 45, 355.
8. P. de March, M. Figueredo, and J. Font, Heterocycles, 1999, 50, 1213.
9. S. Moriyama and Y. Vallée, Synthesis, 1998, 393.
10. Y. Yu, N. Watanabe, M. Ohno, and S. Eguchi, J. Chem. Soc., Perkin Trans. 1, 1995, 1417.
11. G. M. Sheldrick, SHELX97. Program system for crystal structure determination. University of Göttingen, Germany, 1997.
12. Complete crystallographic data of 3a (excluding structure factors) have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no CCDC 182130. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ (fax: +44 1223 336033, email: deposit@ccdc.cam.ac.uk).
13. (a) P. Carroll, G. T. Furst, S. Y. Man, and M. Joullie, Bull. Soc. Chim. Fr., 1990, 769;
14. (b) R. Roques, J. C. Rossi, J. P. Declercq, and G. Germain, Acta Crystallogr., Sect. B, 1980, B36, 1589;
15. (c) O. M. Peelers, N. M. Blaton, and C. J. De Ranter, Acta Crystallogr., Sect. C, 1997, C53, 1284;
16. (d) R. Matusch, M. Kreh, and U. Müller, Helv. Chim. Acta, 1994, 77, 1611.