Sohda S, Fujimoto M, Tamegai T, Hirose N
J Med Chem. 1979 Mar;22(3):279-86. doi: 10.1021/jm00189a012.
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.
合成了一系列3-(烷氧基甲基)-α-(N-取代氨甲基)-4-羟基苄醇作为潜在的支气管扩张剂。研究了它们预防组胺诱导的豚鼠支气管收缩的能力，以确定其支气管扩张活性。用甲氧基甲基取代β-肾上腺素能儿茶酚胺的间羟基，得到的化合物在延缓组胺诱导的豚鼠支气管收缩方面特别有效。适当的N-取代也增强了这些儿茶酚胺类似物的效力。4-羟基-3-(甲氧基甲基)-α-[N-[4-(甲氧基甲基)-α-甲基苯基]氨乙基]苄醇半富马酸盐(3r)是该系列中最有效的化合物。
