Quaternary ammonium 3-(aminoethoxy)pyridines as antinociceptive agents.
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.
Simsek
Rahime
R
Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond 23298, USA.
Chang-Fong
Jean
J
Lee
Mase
M
Dukat
Malgorzata
M
Imad Damaj
M
M
Martin
Billy R
BR
Glennon
Richard A
RA
D000700:Analgesics / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D000818:Animals; D004305:Dose-Response Relationship, Drug; D051379:Mice; D010147:Pain Measurement / Q000187:drug effects / Q000379:methods; D011725:Pyridines / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry / Q000378:metabolism / Q000494:pharmacology*; D011869:Radioligand Assay; D011978:Receptors, Nicotinic / Q000187:drug effects / Q000378:metabolism
D000700:Analgesics; D011725:Pyridines; D000644:Quaternary Ammonium Compounds; D011978:Receptors, Nicotinic