Chemistry of Heterocyclic Compounds

, Volume 46, Issue 7, pp 839–843 | Cite as

Synthesis and crystal structure of 2,6-bis(N-cytisinomethyl)-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester

  • I. V. KulakovEmail author
  • D. M. Turdybekov

By the interaction of the diethyl ester of 2,6-bis(bromomethyl)-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylic acid with two moles of the alkaloid cytosine, the corresponding 2,6-bis(cytisinomethyl) derivative was obtained. The spatial structure of the product was demonstrated by 1H NMR spectroscopy and X-ray structural analysis.


cytisine alkaloid 1,4-dihydropyridine X-ray structural analysis 1H NMR spectroscopy 


  1. 1.
    A. T. Soldatenkov, N. M. Kolyadina, and I. V. Shendrik, Fundamentals of the Organic Chemistry of Medicinal Substances [in Russian], Khimia, Moscow (2001), 192 pp.Google Scholar
  2. 2.
    V. S. Moiseev, Klin. Farmakol. Ther., 15 (3), 45 (2006).Google Scholar
  3. 3.
    C. O. Kappe, Molecules, 3, 1 (1998).CrossRefGoogle Scholar
  4. 4.
    T. Suresh, S. K. Swamy, and V. M. Reddy, Indian J. Chem., 46B, 115 (2007).Google Scholar
  5. 5.
    S. R. Pattan, V. P. Rasal, N. V. Venkatramana, A. B. Khade, S. R. Butle, S. G. Jadhav, B. G. Desai, and F. V. Manvi, Indian J. Chem., 46B, 698 (2007).Google Scholar
  6. 6.
    S. R. Pattan, S. S. Purohit, V. P. Rasal, S. Mallya, S. C. Marihal, A. B. Khade, and M. S. Paschapur, Indian J. Chem., 47B, 626 (2008).Google Scholar
  7. 7.
    P. Arumugam and P. T. Perumal, Indian J. Chem., 47B, 1084 (2008).Google Scholar
  8. 8.
    P. J. Das and A. Baruah, Indian J. Chem., 47B, 1568 (2008).Google Scholar
  9. 9.
    B. G. Desai and D. Sureja, Bioorg. Med. Chem., 9, 1993 (2001).CrossRefGoogle Scholar
  10. 10.
    R. Mannhild, B. Jabolanka, W. Voigelt, K. Schoeuafinger, and K. Schravan, Eur. J. Med. Chem., 27, 229 (1992).CrossRefGoogle Scholar
  11. 11.
    B. B. Subudhi, P. K. Panda, and D. Bhatta, Indian J. Chem., 48B, 725 (2009).Google Scholar
  12. 12.
    I. P. Skrastyn'sh, V. V. Kastron, G. Ya. Dubur, I. B. Mazheika, and E. E. Liepin'sh, Khim. Geterotsikl. Soedin., 948 (1989). [Chem. Heterocycl. Comp., 25, 791 (1989)].Google Scholar
  13. 13.
    I. Skrastiņš, V. Kastron, B. Cekavičus, A. Sausiņš, R. Zolotoyabko, and G. Dubur, Khim. Geterotsikl. Soedin., 1230 (1991). [Chem. Heterocycl. Comp., 27, 989 (1991)].Google Scholar
  14. 14.
    I. P. Skrastinsh, V. V. Kastron, R. O. Vitolin’, G. Ya. Dubur, M. I. Stivrinya, and K. A. Kaidaka, Khim.-Farm. Zh., 23, 1323 (1989).Google Scholar
  15. 15.
    F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpen, and R. Taylor, J. Chem. Soc., Perkin Trans. 2, S1 (1987).Google Scholar
  16. 16.
    G. M. Sheldrick, SHELXL-97 – Crystal Structure Refinement – dos/win95/nt version + 1993-97, Release 97-2.Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2010

Authors and Affiliations

  1. 1.Institute of Organic Synthesis and Coal Chemistry of the Republic of KazakhstanKaragandaKazakhstan
  2. 2.International Scientific and Production Holding ʽʽPhytochemistryʼʼKaragandaKazakhstan

Personalised recommendations