Synthesis and structure-activity relationship of 1H-indole-3-carboxylic acid pyridine-3-ylamides : A novel series of 5-HT2C receptor antagonists

A novel series of 1H-indole-3-carboxylic acid pyridine-3-ylamides were synthesized and identified to show high affinity and selectivity for 5-HT(2C) receptor. Among them, 1H-indole-3-carboxylic acid[6-(2-chloro-pyridin-3-yloxy)-pyridin-3-yl]-amide (15k) exhibits the highest affinity (IC(50)=0.5 nM)...

Full description

Saved in:
Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 2008-07, Vol.18 (14), p.3844-3847
Main Authors: Park, Chul Min, Kim, So Young, Park, Woo Kyu, Park, No Sang, Seong, Churl Min
Format: Article
Language:English
Subjects:
Amines - chemical synthesis
Amines - chemistry
Animals
Biological and medical sciences
Carboxylic Acids - chemistry
Chemistry, Pharmaceutical - methods
CHO Cells
Cricetinae
Cricetulus
Drug Design
Humans
Indoles - chemical synthesis
Indoles - pharmacology
Inhibitory Concentration 50
Medical sciences
Models, Chemical
Neuropharmacology
Neurotransmitters. Neurotransmission. Receptors
Pharmacology. Drug treatments
Pyridines - chemical synthesis
Pyridines - pharmacology
Receptor, Serotonin, 5-HT2C - metabolism
Serotonin 5-HT2 Receptor Antagonists
Serotoninergic system
Structure-Activity Relationship
Sulfonamides - chemistry
Technology, Pharmaceutical - methods
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A novel series of 1H-indole-3-carboxylic acid pyridine-3-ylamides were synthesized and identified to show high affinity and selectivity for 5-HT(2C) receptor. Among them, 1H-indole-3-carboxylic acid[6-(2-chloro-pyridin-3-yloxy)-pyridin-3-yl]-amide (15k) exhibits the highest affinity (IC(50)=0.5 nM) with an excellent selectivity (>2000 times) over other serotonin (5-HT(1A), 5-HT(2A), and 5-HT(6)) and dopamine (D(2)-D(4)) receptors.
ISSN:0960-894X
1464-3405
DOI:10.1016/j.bmcl.2008.06.064