Nordvall_1996_J.Med.Chem_39_3269

Reference

Title : 3-(2-Benzofuranyl)quinuclidin-2-ene derivatives: novel muscarinic antagonists - Nordvall_1996_J.Med.Chem_39_3269
Author(s) : Nordvall G , Sundquist S , Johansson G , Glas G , Nilvebrant L , Hacksell U
Ref : Journal of Medicinal Chemistry , 39 :3269 , 1996
Abstract :

A series of 26 derivatives of the novel muscarinic antagonist 3-(2-benzofuranyl)quinuclidin-2-ene (1) has been synthesized and evaluated for muscarinic and antimuscarinic properties. The affinity of the compounds was determined by competition experiments in homogenates of cerebral cortex, heart, parotid gland, and urinary bladder from guinea pigs using (-)-[3H]-3-quinuclidinyl benzilate as the radioligand, and the antimuscarinic-potency was determined in a functional assay on isolated guinea pig urinary bladder using carbachol as the agonist. The 5-fluorobenzofuranyl derivative was slightly more potent than 1. The 7-bromo-substituted 8 displayed a 14-fold tissue selectivity ratio for muscarinic receptors in the cortex versus the parotid gland. Comparative molecular field analysis and quantitative structure-activity relationship models were developed for this series of substituted benzofuranyl derivatives.

PubMedSearch : Nordvall_1996_J.Med.Chem_39_3269
PubMedID: 8765510

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Citations formats

Nordvall G, Sundquist S, Johansson G, Glas G, Nilvebrant L, Hacksell U (1996)
3-(2-Benzofuranyl)quinuclidin-2-ene derivatives: novel muscarinic antagonists
Journal of Medicinal Chemistry 39 :3269

Nordvall G, Sundquist S, Johansson G, Glas G, Nilvebrant L, Hacksell U (1996)
Journal of Medicinal Chemistry 39 :3269