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 viv...

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Main Authors: Timo Heinrich, Henning Böttcher, Gerd D. Bartoszyk, Harry Schwartz, Soheila Anzali, Joachim März, Hartmut E. Greiner, Christoph A. Seyfried
Format: Article
Language:deu
Published: Swiss Chemical Society 2004-03-01
Series:CHIMIA
Subjects:
Online Access:https://chimia.ch/chimia/article/view/3820
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author Timo Heinrich
Henning Böttcher
Gerd D. Bartoszyk
Harry Schwartz
Soheila Anzali
Joachim März
Hartmut E. Greiner
Christoph A. Seyfried
author_facet Timo Heinrich
Henning Böttcher
Gerd D. Bartoszyk
Harry Schwartz
Soheila Anzali
Joachim März
Hartmut E. Greiner
Christoph A. Seyfried
author_sort Timo Heinrich
collection DOAJ
description 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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spelling doaj.art-e9d983e6341f4dbdb38943d1e600ac0f2022-12-22T04:36:03ZdeuSwiss Chemical SocietyCHIMIA0009-42932673-24242004-03-0158310.2533/000942904777678118Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo ExaminationTimo HeinrichHenning BöttcherGerd D. BartoszykHarry SchwartzSoheila AnzaliJoachim MärzHartmut E. GreinerChristoph A. Seyfried 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. https://chimia.ch/chimia/article/view/3820AntidepressantBioisosterismMetabolismPseudohalogenUltrasonic vocalisation
spellingShingle Timo Heinrich
Henning Böttcher
Gerd D. Bartoszyk
Harry Schwartz
Soheila Anzali
Joachim März
Hartmut E. Greiner
Christoph A. Seyfried
Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination
CHIMIA
Antidepressant
Bioisosterism
Metabolism
Pseudohalogen
Ultrasonic vocalisation
title Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination
title_full Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination
title_fullStr Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination
title_full_unstemmed Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination
title_short Bioisosterism of Fluorine and Cyano as Indole Substituents. Theoretical, in vitro and in vivo Examination
title_sort bioisosterism of fluorine and cyano as indole substituents theoretical in vitro and in vivo examination
topic Antidepressant
Bioisosterism
Metabolism
Pseudohalogen
Ultrasonic vocalisation
url https://chimia.ch/chimia/article/view/3820
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