Skip to main content
SpringerLink
Log in

Modified Coumarins. 7. Synthesis and Biological Activity of Mannich Bases of Substituted 7,8,9,10-Tetrahydrobenzo[c]chromen-6-ones

  • Published:
Chemistry of Natural Compounds Aims and scope

Abstract

Condensation of 1- and 3-hydroxy-7,8,9,10-tetrahydrobenzo[c]chromen-6-ones with substituted 1,1- diaminomethanes produced Mannich bases containing a dialkylaminomethyl group in the 2- and 4-positions of 7,8,9,10-tetrahydrobenzo[c]chromen-6-one. Pharmacological screening of 2-chloro-3-hydroxy-4-(1- pyrrolidinylmethyl)-7,8,9,10-tetrahydro-6H-benzo[c]chromen-6-one in Wistar rats showed that it possesses low toxicity and acts as a stimulant of the central and peripheral nervous systems with indications of neuroleptic and tranquilizing activities.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. D. Molho and E. Boschetti, Fr. Pat. 1,310,535, Nov. 30, 1962; Chem. Abstr., 58, 12517f (1963).

    Google Scholar 

  2. J. W. Bolger, U.S. Pat. 3,325,489, June 13, 1967; Chem. Abstr., 68, 68886c (1968).

    Google Scholar 

  3. M. Tramontini, Synthesis, 703 (1973).

  4. F. Kallay and G. Janzso, Tetrahedron Lett., 16, 1443 (1978).

    Google Scholar 

  5. M. S. Frasinyuk, N. V. Gorbulenko, and V. P. Khilya, Khim. Prir. Soedin., 1237 (1997).

  6. P. N. Confalone and D. L. Confalone, Tetrahedron, 39, 1265 (1983).

    Google Scholar 

  7. H. K. Sen and U. P. Basu, J. Indian Chem. Soc., 5, 470 (1928).

    Google Scholar 

  8. R. D. Desai, Proc. Indian Acad. Sci., Sect. A, 25, 345 (1947).

    Google Scholar 

  9. D. Chatterjee, J. Indian Chem. Soc., 51, 752 (1974).

    Google Scholar 

  10. M. Guyot and C. Mentzer, Bull. Soc. Chim. France, 2558 (1965).

  11. K. Chebaane, M. Guyot, and D. Molho, Bull. Soc. Chim. France, 2516 (1975).

  12. G. Losco and C. A. Peri, Gazz. Chim. Ital., 89, 1298 (1959).

    Google Scholar 

  13. Y. A. Shaikh and K. N. Trivedi, J. Indian Chem. Soc., 51, 755 (1974).

    Google Scholar 

  14. K. D. Kaufman, F. J. Gaiser, T. D. Leth, and L. R. Worden, J. Org. Chem., 26, 2443 (1961).

    Google Scholar 

  15. R. Adams and B. R. Baker, J. Am. Chem. Soc., 62, 2405 (1940).

    Google Scholar 

  16. M. G. Parekh and K. N. Trivedi, Aust. J. Chem., 23, 407 (1970).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Taras Shevchenko Kiev National University, Kiev, ul. Vladimirskaya, 64

    Ya. L. Garazd & V. P. Khilya

  2. Gerontology Institute, Academy of Medical Sciences of the Ukraine, Kiev, ul. Vyshgorodskaya, 67

    T. N. Panteleimonova

  3. Institute of Bioorganic and Petroleum Chemistry, National Academy of Sciences of the Ukraine, Kiev, ul. Murmanskaya, 1

    M. M. Garazd

Authors
  1. Ya. L. Garazd
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. N. Panteleimonova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. M. Garazd
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. P. Khilya
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Garazd, Y.L., Panteleimonova, T.N., Garazd, M.M. et al. Modified Coumarins. 7. Synthesis and Biological Activity of Mannich Bases of Substituted 7,8,9,10-Tetrahydrobenzo[c]chromen-6-ones. Chemistry of Natural Compounds 38, 532–538 (2002). https://doi.org/10.1023/A:1022674318345

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1022674318345

Search

Navigation