Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination

Authors

  • Timo Heinrich
  • Henning Böttcher
  • Gerd D. Bartoszyk
  • Harry Schwartz
  • Soheila Anzali
  • Joachim März
  • Hartmut E. Greiner
  • Christoph A. Seyfried

DOI:

https://doi.org/10.2533/000942904777678118

Keywords:

Antidepressant, Bioisosterism, Metabolism, Pseudohalogen, Ultrasonic vocalisation

Abstract

Fluorine substitution modifies structural attributes and often induces unexpected effects. When substituting fluorine with cyano in position 5 of the indole in indole-butyl-amines, the properties of the compounds proved to be very comparable. In vitro target-profile, metabolism, and in vivo activity in the ultrasonic vocalisation test indicate bioisosterism between the two substituents.

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Published

2004-03-01

How to Cite

[1]
T. Heinrich, H. Böttcher, G. D. Bartoszyk, H. Schwartz, S. Anzali, J. März, H. E. Greiner, C. A. Seyfried, Chimia 2004, 58, 143, DOI: 10.2533/000942904777678118.