複素環式化合物の合成研究 (第44報)

フラン誘導体の合成 その3 N-置換-β-2-Furyl ethylamine誘導体の合成

抄録

Since 1-(3′-methoxy-4′-benzyloxyphenyl)-3, 4-dihydrofuro [3, 2-c] pyridine was found to have about 1/50 the uterus contracting action of oxytocin, the compounds in which the pyridine ring of the above compound was severed at six different places were prepared by the reduction of the corresponding Schiff bases with sodium borohydride. The compounds obtained were N-(3′-benzyloxy-4′-ethoxybenzyl)-, N-(3′-methoxy-4′-benzyloxybenzyl)-, N-(3′, 4′-dibenzyloxybenzyl)-, N-(3′, 4′-dimethoxybenzyl)-, N-(3′-methoxy-4′-hydroxybenzyl)-, N-(3′, 4′-methylenedioxybenzyl)-, and N-furfuryl-β-2-furylethylamine. Comparison of their pharmacological action with uterus contracting action of 2-methoxy-6-allylphenol diethylaminoethyl ether showed N-(3′methoxy-4′-hydroxybenzyl) compound to possess 1/10 the effect, and N-furfuryl-β-2-furylethylamine to have 1/50 the effect.