Open Access
Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination
Author(s) -
Timo Heinrich,
Henning Böttcher,
Gerd D. Bartoszyk,
Harry Schwartz,
Soheila Anzali,
Joachim März,
Hartmut E. Greiner,
Christoph A. Seyfried
Publication year - 2004
Publication title -
chimia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.387
H-Index - 55
eISSN - 2673-2424
pISSN - 0009-4293
DOI - 10.2533/000942904777678118
Subject(s) - indole test , in vivo , fluorine , in vitro , chemistry , stereochemistry , combinatorial chemistry , organic chemistry , biochemistry , biology , microbiology and biotechnology
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.