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Pharmaceutisch Weekblad

, Volume 5, Issue 6, pp 329–332 | Cite as

Synthesis and some pharmacological properties of a conformationally restricted imipramine analogue

  • C. J. Grol
  • G. Westenberg
  • B. Hazelhoff
  • J. De Vries
Short Communications
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Abstract

The synthesis of the semi-rigid imipramine analogue 2-(N,N-dimethylaminomethylene)-2,3,7,8-tetrahydro-1H-quino [1,8-ab][1]-benzazepine is described. The compound was pharmacologically evaluated in a number of generalin vivo screening tests for antidepressive activity. From these preliminary tests the compound appeared to show an imipramine-like activity. However, it did not have an effect on the noradrenaline depletion by 4,α-dimethyl-m-tyramine. These results are discussed on the basis of the conformational requirements determining the pharmacological profile of antidepressants.

Keywords

Public Health Internal Medicine Noradrenaline Imipramine Screening Test 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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References

  1. Carlsson, H., H. Corrodi, K. Fuxe andT. Hökfelt (1969)Eur. J. Pharmacol. 5, 367.Google Scholar
  2. Geigy, J.R. (1962) Brit. Patent 907, 785 Oct. 10; (1960) Swiss Appl. (no. 2475) March 4.Google Scholar
  3. Glowinsky, J., andJ. Axelrod (1966)Pharmacol. Rev. 18, 775.Google Scholar
  4. Grol, C.J., D. Dijkstra, W. Schunselaar, B.H.C. Westerink andA.R. Martin (1982)J. Med. Chem. 25, 5.Google Scholar
  5. Hall, H., andS.O. Ögren (1981)Eur. J. Pharmacol. 70, 393.Google Scholar
  6. Horn, A.S., J.T. Coyle andS.H. Snyder (1971)Mol. Pharmacol. 7, 66.Google Scholar
  7. Kinast, G., andL.F. Tietze (1976)Angew. Chemie Int. Ed. Engl. 15, 239.Google Scholar
  8. Martin, A.R., V.M. Paradkar, G.W. Peng, R.C. Speth, H.I. Yamamura andA.S. Horn (1980)J. Med. Chem. 23, 865.Google Scholar
  9. Post, M.L., O. Kennard andA.S. Horn (1974)Nature (London) 252, 493.Google Scholar
  10. Quinton, R.M. (1963)Brit. J. Pharmacol. 21, 51.Google Scholar
  11. Ross, S.B., A.L. Renyi andS.O. Ögren (1971)Life Sci. 10, 267.Google Scholar
  12. Tobe, A., Y. Yoshida, H. Ikoma, S. Tonomura andR. Kikumoto (1981)Arzneim. Forsch. 8, 1278.Google Scholar
  13. Waldmeier, P.C., P.A. Bauman, M. Wilhelm, R. Bernasconi andL. Maitre (1977)Eur. J. Pharmacol. 46, 387.Google Scholar

Copyright information

© Royal Dutch Association for Advancement of Pharmacy 1983

Authors and Affiliations

  • C. J. Grol
    • 1
  • G. Westenberg
    • 1
  • B. Hazelhoff
    • 1
  • J. De Vries
    • 1
  1. 1.Department of Medicinal ChemistryState UniversityAW GroningenThe Netherlands

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