Quaternary ammonium 3-(aminoethoxy)pyridines as antinociceptive agents

Bioorganic & Medicinal Chemistry Letters
2003.0

Abstract

Quaternization via N-methylation of the terminal amines of a series of 3-(dialkylaminoethoxy)pyridines resulted in analogues that displayed up to 50-60-fold enhanced affinity for nicotinic acetylcholinergic (nACh) receptors. Several of these compounds displayed antinociceptive properties in mice using the tail-flick assay and serve as possible leads for the development of novel analgesic agents.

Knowledge Graph

Similar Paper

Quaternary ammonium 3-(aminoethoxy)pyridines as antinociceptive agents
Bioorganic & Medicinal Chemistry Letters 2003.0
(±)8-Amino-5,6,7,8-tetrahydroisoquinolines as novel antinociceptive agents
Bioorganic & Medicinal Chemistry Letters 2004.0
Structure−Activity Studies and Analgesic Efficacy ofN-(3-Pyridinyl)-Bridged Bicyclic Diamines, Exceptionally Potent Agonists at Nicotinic Acetylcholine Receptors
Journal of Medicinal Chemistry 2007.0
Chain-lengthened and imidazoline analogues of nicotine
Bioorganic & Medicinal Chemistry Letters 2000.0
Aryloxyethylamines: Binding at α7 nicotinic acetylcholine receptors
Bioorganic & Medicinal Chemistry Letters 2006.0
Synthesis, Nicotinic Acetylcholine Receptor Binding, and Antinociceptive Properties of 2-exo-2-(2‘,3‘-Disubstituted 5‘-pyridinyl)-7-azabicyclo[2.2.1]heptanes:  Epibatidine Analogues
Journal of Medicinal Chemistry 2002.0
Synthesis, Nicotinic Acetylcholine Receptor Binding, and Antinociceptive Properties of 2-exo-2-(2‘-Substituted-3‘-phenyl-5‘-pyridinyl)-7-azabicyclo[2.2.1]heptanes. Novel Nicotinic Antagonist
Journal of Medicinal Chemistry 2001.0
3-(2-Aminoethyl)pyridine analogs as α4β2 nicotinic cholinergic receptor ligands
Bioorganic & Medicinal Chemistry Letters 2005.0
Synthesis, Nicotinic Acetylcholine Receptor Binding, and Antinociceptive Properties of 3‘-Substituted Deschloroepibatidine Analogues. Novel Nicotinic Antagonists
Journal of Medicinal Chemistry 2005.0
Identification and Initial Structure−Activity Relationships of (R)-5-(2-Azetidinylmethoxy)-2-chloropyridine (ABT-594), a Potent, Orally Active, Non-Opiate Analgesic Agent Acting via Neuronal Nicotinic Acetylcholine Receptors
Journal of Medicinal Chemistry 1998.0