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Synthesis and in vitro characterization of novel amino terminally modified oxotremorine derivatives for brain muscarinic receptors.

Abstract：

:A series of novel 2-substituted acetylenic pyrrolidines and piperidines related to oxotremorine (1) were prepared and evaluated in vitro as muscarinic cholinergic agents at brain M1 and M2 receptors. One analogue, 3-(2-oxo-1-pyrrolidinyl)-1-[2(R)-pyrrolidinyl]-1-propyne hydrogen oxalate (6a), was found to be a partial agonist producing a PI hydrolysis response at cortical M1 receptors approximately 3-fold larger than that produced by 1. The intrinsic activity profile of 6a at brain muscarinic receptors is similar to those of azetidine oxo analogue 2 and dimethylamino oxo analogue. All three compounds are partial M1 agonists and full M2 agonists; however, the profile of 6a in binding studies is significantly different. While 2 and 3 exhibit large M2 selectivities ranging between 8-fold to several hundred-fold, the binding profile of 6a shows almost no subtype selectivity.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Garvey DS,Wasicak JT,Chung JY,Shue YK,Carrera GM,May PD,McKinney MM,Anderson D,Cadman E,Vella-Rountree L

doi

10.1021/jm00087a008

keywords:

subject

Has Abstract,Author List Incomplete

pub_date

1992-05-01 00:00:00

pages

1550-7

issue

9

eissn

0022-2623

issn

1520-4804

journal_volume

35

pub_type

杂志文章

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