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Synthesis, absolute configuration and antimuscarinic activity of the enantiomers of [1-(2,2-diphenyl-[1,3]dioxolan-4-yl)-ethyl]-dimethyl-amine.

Abstract：

:Methylation of the carbon atom C of compound 1, a potent and not selective muscarinic antagonist, was carried out. The resulting diastereomers were separated and the corresponding racemate further resolved to give four enantiomers, which were tested both as hydrogen oxalate and methiodide salts. The pharmacological results obtained at M1, M2 and M3 muscarinic receptor subtypes, show that methylation at C1, depending on the stereochemistry, increases antagonist potency, having thus the same effect of nitrogen quaternization. These results may well lead to the development of new potent antimuscarinic drugs lacking a cationic head.

journal_name

Bioorg Med Chem Lett

journal_title

Bioorganic & medicinal chemistry letters

authors

Gulini U,Angeli P,Marucci G,Buccioni M,Giardinà D,Antolini L,Franchini S,Sorbi C,Brasili L

doi

10.1016/s0960-894x(00)00647-8

subject

Has Abstract

pub_date

2001-01-22 00:00:00

pages

247-50

issue

2

eissn

0960-894X

issn

1464-3405

pii

S0960894X00006478

journal_volume

11

pub_type

杂志文章

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