4-biaryl-substituted dihydropyridines with an unusual antiperiplanar conformation

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 19, 1997, Pages 2519-2522

  Straub, Alexander ^a   Goehrt, Axel ^a   Born, Liborius ^a  

^a BAYER AG   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

DIHYDROPYRIDINE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; DRUG CONFORMATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; RECEPTOR AFFINITY; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

EID: 0030881312     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)10006-3     Document Type: Article

References (26)

1. Goldmann, S., Stoltefuss, J., Angew. Chem. 1991, 103, 1587; Angew. Chem. Int. Ed. Engl. 1991, 30, 1559.
2. Goldmann, S., Stoltefuss, J., Angew. Chem. 1991, 103, 1587; Angew. Chem. Int. Ed. Engl. 1991, 30, 1559.
3. Bechern, M., Goldmann, S., Gross, R., Hallermann, St., Hebisch, S., Hütter, J., Rounding, H.-P., Schramm, M., Stoltefuss, J., Straub, A., Life Sciences 1997, 60, 107.
4. a) G. Rovnyak, G., Andersen, N., Gougoutas, J., Hedberg, A., Kimball, S.D., Malley, M., Moreland, S., Porubcan, M., Pudzianowski, A., J. Med. Chem. 1988, 31, 936;
5. b) Goldmann, S., Geiger, W., Angew. Chem. 1984, 96, 302; Angew. Chem. Int. Ed. Engl. 1984, 23, 301;
6. b) Goldmann, S., Geiger, W., Angew. Chem. 1984, 96, 302; Angew. Chem. Int. Ed. Engl. 1984, 23, 301;
7. Rose, U., Chemiker Zeitung 1989, 113, 85;
8. H.-D. Höltje, H.-D., Marrer, S. J., Comput.-Aided Mol. Des. 1987, 1, 23;
9. e) Rovnyak, G., Andersen, N., Gougoutas, J., Hedberg, A., Kimball, S.D., Malley, M., Moreland, S., Porubcan, M., Pudzianowski, A. J. Med. Chem. 1991, 34, 2521;
10. f) Langs, D.A., Strong, P.D., Triggle, D.J., J. Comput.-Aided Mol. Des. 1990, 4, 215;
11. g) Fossheim, R., Acta Chem. Scand. 1987, B41, 581;
12. h) Palmer, R. B., Andersen, N. H., Bioorg. Med. Chem. Lett. 1996, 6, 2173;
13. Palmer, R. B., Andersen, N. H., Tetrahedron 1996, 52, 9665.
14. Straub, A., Goehrt, A., Angew. Chem. 1996, 108, 2832; Angew. Chem. Int. Ed. Engl. 1996, 55, 2662.
15. Straub, A., Goehrt, A., Angew. Chem. 1996, 108, 2832; Angew. Chem. Int. Ed. Engl. 1996, 55, 2662.
16. Gaudio, A.C., Korolkovas, A., Takahata, Y., J. Mol. Struct. (Theochem) 1994, 303, 255.
17. Jutz, C., Müller, W., Müller, E., Chem. Ber. 1966, 99, 2479.
18. Hantzsch, A., Justus Liebigs Ann. Chem. 1882, 275, 1.
19. Crystallographic data for 2b and 3 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication. Copies of the data can be obtained on application to The Director, CCDC, 12 Union Road, GB-Cambridge CB2 1EZ, UK (fax: Int. code +(1223)336-033; e-mail: teched@chemcrys.cam.ac.uk).
20. Johnson, C.E., Bovey, F.A., J. Chem. Phys. 1958, 29, 1012.
21. a) Bose, A.K., Manhas, M.S., Tavares, R.F., Veen, J.M., Fujiwara, H., Heterocycles 1977, 7, 1227;
22. b) Fujiwara, H., Bose, A.K., Manhas, M.S., Veen, J.M., J. Chem. Soc. Perk. II, 1979, 653.
23. a) Paradisi, M.P., Zecchini, G.P., Torrini, I., Lucente, G., J. Het. Chem. 1990, 27, 1661;
24. b) Kopple, K.D., Marr, D.H., J. Am. Chem. Soc. 1967, 89, 6193.
25. Schöllkopf, U., Hartwig, W., Groth, U., Westphalen, K.-O., Justus Liebigs Ann. Chem. 1981, 696.
26. Iwasaki, F., Watanabe, T., Maeda, K. Bull. Chem. Soc. Jap. 1987, 60, 1255.