Quinuclidin-2-ene-based muscarinic antagonists

Article abstract of DOI:10.1016/0024-3205(95)00017-Z

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 (K(i) = 9.6 nM).