Synthesis, pharmacology, and molecular modeling studies of semirigid, nicotinic agonists

JA Waters, CE Spivak, M Hermsmeier…

Index: Waters; Spivak; Hermsmeier; Yadav; Liang; Gund Journal of Medicinal Chemistry, 1988 , vol. 31, # 3 p. 545 - 554

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Citation Number: 36

Abstract

Eight nicotinic agonists were synthesized, and their potencies were estimated by contracture of the frog rectus abdominis muscle. The most potent, l-methyl-4-acetyl-l, 2, 3, 6- tetrahydropyridine methiodide (3b), 50 times as potent as carbamylcholine, served as a template for the rest. Although all of the agonists could easily conform to the putative nicotinic pharmacophore, their potencies spanned a nearly 10 000-fold range. This ...