Abstract
A series of achiral 3-heteroaryl substituted quinuclidin-2-ene derivatives and related compounds have been synthesized by facile methods. The compounds were evaluated for muscarinic and antimuscarinic properties in receptor binding studies using (-)-[3H]-QNB as the radioligand and in a functional assay using isolated guinea pig urinary bladder. 3-(2-Benzofuranyl)-quinuclidin-2-ene (15) displayed the highest M1-receptor affinity in the present series (Ki = 9.6 nM).
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Cerebral Cortex / drug effects
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Cerebral Cortex / metabolism
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Guinea Pigs
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Heart / drug effects
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Molecular Structure
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Muscarinic Antagonists / chemistry
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Muscarinic Antagonists / pharmacology*
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Muscle Contraction / drug effects
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Muscle Contraction / physiology
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Muscle, Smooth / drug effects
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Muscle, Smooth / physiology
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Myocardium / metabolism
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Parotid Gland / drug effects
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Parotid Gland / metabolism
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Quinuclidines / chemistry
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Quinuclidines / pharmacology*
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Radioligand Assay
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Receptors, Muscarinic / metabolism*
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Stereoisomerism
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Structure-Activity Relationship
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Urinary Bladder / drug effects*
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Urinary Bladder / metabolism
Substances
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Muscarinic Antagonists
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Quinuclidines
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Receptors, Muscarinic