4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-diethylbenzamides: High affinity, selective ligands for the delta opioid receptor illustrate factors important to antagonist activity

Authors
Thomas, JB Atkinson, RN Rothman, RB Burgess, JP Mascarella, SW Dersch, CM Xu, H Carroll, FI
Citation
Jb. Thomas et al., 4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3-arylanilino]-N,N-diethylbenzamides: High affinity, selective ligands for the delta opioid receptor illustrate factors important to antagonist activity, BIOORG MED, 10(11), 2000, pp. 1281-1284
Citations number
12
Categorie Soggetti
Chemistry & Analysis
Journal title
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
ISSN journal
0960894X → ACNP
Volume
10
Issue
11
Year of publication
2000
Pages
1281 - 1284
Database
ISI
SICI code
0960-894X(20000605)10:11<1281:4>2.0.ZU;2-V
Abstract
The tropane derived compounds, 4-[(8-alkyl-8-azabicyclo[3.2.1]octyl-3-yl)-3 -arylanilino]-N,N-diethylbenzamides (5a-d), were synthesized and found to h ave high affinity and selectivity for the delta receptor. Compounds 5a-d ar e structurally similar to the full agonist (-)-RTI-5989-54 (3); yet, effica cy studies for compounds in this series (5a-d) reveal greatly diminished ag onist activity as well as antagonism not found in piperidine-based compound s like 3. (C) 2000 Elsevier Science Ltd. All rights reserved.