Synthesis of 2(3H)-Benzoxazolone derivatives as potential melatnin receptor ligands

摘要

This article reports the synthesis of new 2(3H)-benzoxazolone-based ligands for the melatonin receptors inwhich an acetamidopropyl side-chain was incorporated.construction of the acetamidopropyl moiety was achieved via a Wadsworth-Emmons approach.Although these compounds can be seen as derivatives of N-[3-(3-methoxyphenyl)prropyl]acetamide (MPPA),which is th eexact analogue of melatonin in which the 1,2-indole nitrogen atoms ar ecdeleted,they exhibit lower affinities for the melatonin receptors probably due to an unfavourable steric bulk and hydrophilic interactions.