Dopaminergic 7-aminotetrahydroindolizines: Ex-chiral pool synthesis and preferential D3 receptor binding

Authors
Lehmann, T Hubner, H Gmeiner, P
Citation
T. Lehmann et al., Dopaminergic 7-aminotetrahydroindolizines: Ex-chiral pool synthesis and preferential D3 receptor binding, BIOORG MED, 11(21), 2001, pp. 2863-2866
Citations number
17
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
11
Issue
21
Year of publication
2001
Pages
2863 - 2866
Database
ISI
SICI code
0960-894X(20011105)11:21<2863:D7EPSA>2.0.ZU;2-#
Abstract
Starting from both isomers of enantiopure asparagine, heterocyclic bioisost eres of the preferential dopamine D3 receptor agonist (R)-7-OH-DPAT were in vestigated when SAR studies led to the 3-formyl substituted aminoindolizine (S)-1e (FAUC 54) displaying a K-i value of 6.0 nM for the high affinity D3 binding site. In contrast, D3 affinity of the enantiomer (R)-1e was 300 fo ld lower. (C) 2001 Elsevier Science Ltd. All rights reserved.