Synthesis and 13C, 15N NMR study of a new functionalized pyrido[2,3-b]indole derivative

Journal of Heterocyclic Chemistry

Volumn 33, Issue 3, 1996, Pages 973-977

  Buisson, J P ^a   Bisagni, E ^a   Monneret, C ^a   Demerseman, P ^a   Leon, C ^b   Platzer, N ^b  

^a INSTITUT CURIE   (France)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

4 HYDROXY 3 NITRO 1H,9H PYRIDO[2,3 B]INDOL 2 ONE; INDOLE DERIVATIVE; PYRIDO[2,3 B]INDOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE;

EID: 0029740186     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570330368     Document Type: Article

References (32)

1. W. Lawson, W. H. Perkin Jr. and R. Robinson, J. Chem. Soc., 626 (1924).
2. A. A. Semenov and V. V. Tolstikhina, Khim. Geterotskil Soedin, 4, 435 (1984); Chem. Heterocyclic Compd. (English transi); 345 (1984).
3. A. A. Semenov and V. V. Tolstikhina, Khim. Geterotskil Soedin, 4, 435 (1984); Chem. Heterocyclic Compd. (English transi); 345 (1984).
4. J. Wieczorek, W. Peczynska-Czoch, M. Mordarski, L. Kaczmarek and P. Nantka-Namirski, Arch. Immunol. Ther. Exp., 34, 315 (1986).
5. L. Fiszer-Maliszewska and M. Mordarski, Arch. Immunol. Ther. Exp., 35, 221 (1987).
6. W. Peczynska-Czoch, Arch. Immunol. Ther. Exp., 35, 139 (1987).
7. Japanese patent, No. 59.219.229, 10 Dec. 1984; Chem. Abstr., 102, 137789h (1985).
8. Japanese patent, No. 59.219.229, 10 Dec. 1984; Chem. Abstr., 102, 137789h (1985).
9. R. K. Bansal, D. Sharma and J. K. Jain, Indian J. Chem., 27B, 366 (1988).
10. E C. Taylor, Bull. Soc. Chim. Belg., 97, 599 (1988).
11. W. A. W. Stolle, A. T. M. Marcelis, A. Koetsier and H. C. Van der Plas, Tetrahedron, 45, 6511 (1989).
12. P. Molina and P. M. Fresneda, Synthesis, 878 (1989).
13. I. T. Forbes, C. N. Johnson and M. Thompson, J. Chem. Soc., Perkin Trans. I, 275 (1992).
14. C. Rivalle, C. Ducroq, J.-M. Lhoste, F. Wendling, E. Bisagni and J.-C. Chermann, Tetrahedron, 37, 2097 (1981).
15. H. Suschitzky, B. J. Wakefield, K. Walocha, N. Hughes and A. J. Nelson, J. Chem. Soc., Perkin Trans. I, 637 (1983).
16. T. Kurihara, T. Tani, H. Imai and K. Nasu, Chem. Pharm. Bull., 28, 2972 (1980).
17. C Moquin-Pattey and M. Guyot, Tetrahedron, 45, 3445 (1989).
18. D. Carré, C. Moquin and M. Guyot, Acta Cryst., C42, 483 (1986).
19. N. Helbecque, C. Moquin, J.-L. Dernier, E. Morel, M. Guyot and J.-P. Henichart, Cancer Biochem. Biophys., 9, 271 (1987).
20. T. Choshi, S. Yamada, E. Sugino, T. Kuwada and S. Hibino, Synlett, 147 (1995).
21. S. Achab, M. Guyot and P. Potier, Tetrahedron Letters, 36, 2615 (1995).
22. T. Choshi, S. Yamada, E. Sugino, T. Kuwada and S. Hibino, J. Org. Chem., 60, 5899 (1995).
23. S. J. Davis, J. A. Elvidge and A. B. Foster, J. Chem. Soc., 3638 (1962).
24. P. Joseph-Nathan, R. E. del Rio, M. S. Morales-Rios, Heterocycles, 27, 377 (1988).
25. Y. Takeuchi and N. Dennis, Org. Magn. Reson., 7, 244, (1975).
26. P. Cavagna and H. Pietsch, Org. Magn. Reson., 11, 204 (1978).
27. G. A. Morris and R. Freeman, J. Am. Chem. Soc., 101, 760 (1979).
28. P. W. Westerman, R. E. Botto and J. D. Roberts, J. Org. Chem., 43, 2590 (1978).
29. L. N. Kurkovskaya, S. N. Krasnokutskii, V. P. Shabunova, R. N. Akhvlediani and N. N. Suvorov, Zh. Org. Khim., 22, 7, 1546 (1986).
30. H. J. den Hertog and D. J. Buurman, Rec. Trav. Chim., 75, 257 (1956).
31. M. Witanowski, L. Stefaniak and G. A. Webb in Annual Reports on NMR Spectroscopy, G. A. Webb ed, Academic Press, London 7, 172 and 190 (1977).
32. V. Markowski, G. R. Sullivan and J. D. Roberts, J. Am. Chem. Soc., 99, 714 (1977).