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Synthesis and some pharmacological properties of a conformationally restricted imipramine analogue

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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.

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Authors and Affiliations

  1. Department of Medicinal Chemistry, State University, Ant. Deusinglaan 2, 9713, AW Groningen, The Netherlands

    C. J. Grol, G. Westenberg, B. Hazelhoff & J. De Vries

Authors
  1. C. J. Grol
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  2. G. Westenberg
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  3. B. Hazelhoff
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  4. J. De Vries
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In honour of Professor Faber on the occasion of his 25-years' professorate.

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Grol, C.J., Westenberg, G., Hazelhoff, B. et al. Synthesis and some pharmacological properties of a conformationally restricted imipramine analogue. Pharmaceutisch Weekblad Scientific Edition 5, 329–332 (1983). https://doi.org/10.1007/BF02074864

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  • DOI: https://doi.org/10.1007/BF02074864

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