(+)-3-[2-(Benzo[b]thiophen-2-yl)-2-oxoethyl]-1-azabicyclo[2.2.2]octane as potent agonists for the alpha7 nicotinic acetylcholine receptor

Ryo Tatsumi; Kohji Seio; Masakazu Fujio; Jiro Katayama; Takashi Horikawa; Kenji Hashimoto; Hiroshi Tanaka

doi:10.1016/j.bmcl.2004.04.091

(+)-3-[2-(Benzo[b]thiophen-2-yl)-2-oxoethyl]-1-azabicyclo[2.2.2]octane as potent agonists for the alpha7 nicotinic acetylcholine receptor

Bioorg Med Chem Lett. 2004 Jul 16;14(14):3781-4. doi: 10.1016/j.bmcl.2004.04.091.

Authors

Ryo Tatsumi¹, Kohji Seio, Masakazu Fujio, Jiro Katayama, Takashi Horikawa, Kenji Hashimoto, Hiroshi Tanaka

Affiliation

¹ Pharmaceuticals Research Unit, Research and Development Division, Mitsubishi Pharma Corporation, 1000 Kamoshida-cho, Aoba-ku, Yokohama, Kanagawa 227-0023, Japan. Tatsumi.Ryo@mg.m-pharma.co.jp

PMID: 15203161
DOI: 10.1016/j.bmcl.2004.04.091

Abstract

A series of 3-substituted 1-azabicyclo[2.2.2]octanes was discovered as the alpha7 nicotinic acetylcholine (alpha7) receptor agonists. It was found that (+)-3-[2-(benzo[b]thiophen-2-yl)-2-oxoethyl]-1-azabicyclo[2.2.2]octane (+)-15b has potent agonistic activity for the alpha7 receptor.

MeSH terms

Animals
Aza Compounds / chemistry
Binding Sites
Bridged Bicyclo Compounds / chemistry
Dose-Response Relationship, Drug
Models, Chemical
Nicotinic Agonists / chemical synthesis*
Nicotinic Agonists / pharmacokinetics
Octanes / chemical synthesis*
Octanes / pharmacokinetics
PC12 Cells / drug effects
Rats
Receptors, Nicotinic / drug effects
Receptors, Nicotinic / metabolism*
Thiophenes / chemistry
alpha7 Nicotinic Acetylcholine Receptor

Substances

Aza Compounds
Bridged Bicyclo Compounds
Chrna7 protein, rat
Nicotinic Agonists
Octanes
Receptors, Nicotinic
Thiophenes
alpha7 Nicotinic Acetylcholine Receptor