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

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...

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Bibliographic Details
Published inChimia Vol. 58; no. 3
Main Authors Timo Heinrich, Henning Böttcher, Gerd D. Bartoszyk, Harry Schwartz, Soheila Anzali, Joachim März, Hartmut E. Greiner, Christoph A. Seyfried
Format Journal Article
LanguageGerman
Published Swiss Chemical Society 01.03.2004
Subjects
Antidepressant
Bioisosterism
Metabolism
Pseudohalogen
Ultrasonic vocalisation
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Summary: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.
ISSN:0009-4293
2673-2424
DOI:10.2533/000942904777678118