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Crystal, solution, and molecular modeling structural properties and muscarinic antagonist activity of azaprophen.

Abstract：

:The structure of azaprophen, which was originally assigned by 1H NMR analysis, was confirmed by X-ray crystallography. A comparison of 13C NMR isotropic chemical shift data for azaprophen in the solid state and in CDCl3 and DMSO-d6 solution was used to correlate solution and solid-state conformation as determined by the X-ray data. The data suggested that the solid-state and solution conformation of azaprophen were similar. The observed solid-state structure was also compared to low-energy conformations identified by molecular-mechanics calculations. A comparison of azaprophen and atropine radioligand binding in guinea pig ileum, rat heart, rat brain, and in CHO cells expressing transfected m1 and m3 receptors was conducted. Azaprophen is more active than atropine in all preparations except the m3 receptor expressed in CHO cells. However, like atropine, it does not provide major discrimination among the muscarinic receptor subtypes.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Carroll FI,Abraham P,Mascarella SW,Singh P,Moreland CG,Sankar SS,Kwon YW,Triggle DJ

doi

10.1021/jm00108a030

subject

Has Abstract

pub_date

1991-04-01 00:00:00

pages

1436-40

issue

4

eissn

0022-2623

issn

1520-4804

journal_volume

34

pub_type

杂志文章

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