Synthesis and antiallergic activity of some coumarinyloxyamines

The design and synthesis of novel [3-[[coumarin-7[5]-yl]oxy]-2-hydroxypropyl] amine derivatives 11-34 were described. Several of these compounds were screened for in vitro H1-antihistamine and mast cell stabilization activities against histamine-induced contraction in guinea pig ileum and ovalbumin- induced contraction in the sensitized ileum. The most active among them were 1-[3-[[4-methylcoumarin-7-yl]oxy]-2-hydroxypropyl]-4-phenylpiperazine [11], 1-[3-[[8-allyl -4-methylcoumarin-7yl] oxy]-2-hydroxypropyl]-4-phenylpiperazine [18] and 1-[3[4, 7-dimethyl- coumarin-5-yl]oxy]-2-hydroxypropyl]-4-phenylpiperidine [28]