1, 2, 5-Thiadiazole analogues of aceclidine as potent m1 muscarinic agonists

…, C Whitesitt, D Brunsting, MJ Sheardown…

Index: Ward, John S.; Merritt, Leander; Calligaro, David O.; Bymaster, Franklin P.; Shannon, Harlan E.; Mitch, Charles H.; Whitesitt, Celia; Brunsting, David; Sheardown, Malcolm J.; Olesen, Preben H.; Swedberg, Michael D.B.; Jeppesen, Lone; Sauerberg, Per Journal of Medicinal Chemistry, 1998 , vol. 41, # 3 p. 379 - 392

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Citation Number: 45

Abstract

The acetyl group of the muscarinic agonist aceclidine 4 was replaced by various 1, 2, 5- thiadiazoles to provide a new series of potent m1 muscarinic agonists 17 and 18. Optimal m1 muscarinic agonist potency was achieved when the 1, 2, 5-thiadiazole substituent was either a butyloxy, 17d, or butylthio, 18d, group. Although 1, 2, 5-oxadiazole 37 and pyrazine 39 are iso-π-electronic with 1, 2, 5-thiadiazole 17d, both analogues were substantially ...