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New bronchodilators. Synthesis and bronchodilating activity of some 3-(alkoxymethyl)-alpha-(N-substituted aminomethyl)-4-hydroxybenzyl alcohols.

Abstract：

:A series of 3-(alkoxymethyl)-alpha-(N-substituted aminomethyl)-4-hydroxybenzyl alcohols was synthesized as potential bronchodilators. The ability to prevent effects against histamine-induced bronchoconstriction in guinea pigs was studied to determine their bronchodilating activity. Introduction of a methoxymethyl group in place of the m-hydroxyl group of beta-adrenergic catecholamines afforded compounds especially effective in delaying histamine-induced bronchoconstriction in guinea pigs. Appropriate N-substitution also enhanced the potency of these catecholamine analogues. 4-Hydroxy-3-(methoxymethyl)-alpha-[N-[4-(methoxymethyl)-alpha-methylphenyl]aminoethyl]benzyl alcohol hemifumarate (3r) was the most potent compound in this series.

journal_name

J Med Chem

journal_title

Journal of medicinal chemistry

authors

Sohda S,Fujimoto M,Tamegai T,Hirose N

doi

10.1021/jm00189a012

subject

Has Abstract

pub_date

1979-03-01 00:00:00

pages

279-86

issue

3

eissn

0022-2623

issn

1520-4804

journal_volume

22

pub_type

杂志文章

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