4-(2-Aminoethoxy)-N-(phenylsulfonyl)indoles as novel 5-HT6 receptor ligands

Ping Zhou; Yinfa Yan; Ronald Bernotas; Boyd L Harrison; Donna Huryn; Albert J Robichaud; Guo Ming Zhang; Deborah L Smith; Lee E Schechter

doi:10.1016/j.bmcl.2005.01.005

4-(2-Aminoethoxy)-N-(phenylsulfonyl)indoles as novel 5-HT6 receptor ligands

Bioorg Med Chem Lett. 2005 Mar 1;15(5):1393-6. doi: 10.1016/j.bmcl.2005.01.005.

Authors

Ping Zhou¹, Yinfa Yan, Ronald Bernotas, Boyd L Harrison, Donna Huryn, Albert J Robichaud, Guo Ming Zhang, Deborah L Smith, Lee E Schechter

Affiliation

¹ Chemical and Screening Science and Neuroscience Discovery Research, Wyeth Research, CN 8000, Princeton, NJ 08543-8000, USA. zhoup@wyeth.com

PMID: 15713394
DOI: 10.1016/j.bmcl.2005.01.005

Abstract

The preparation of a novel class of 4-(2-aminoethoxy)-N-(phenylsulfonyl)indoles which exhibit high affinity towards the 5-HT6 receptor is reported here. Among these compounds, 4-(2-methylaminoethoxy)-N-(phenylsulfonyl)indole 5g showed superior affinity (Ki = 1 nM) towards the 5-HT6 receptor as well as excellent selectivity (> 2000-fold) against the closely related subtype 5-HT7 receptor.

MeSH terms

Binding, Competitive
Indoles / chemical synthesis
Indoles / classification
Indoles / pharmacology*
Ligands
Molecular Structure
Receptors, Serotonin / drug effects*
Structure-Activity Relationship

Substances

Indoles
Ligands
Receptors, Serotonin
serotonin 6 receptor