Synthesis of 2(3H)-benzoxazolone derivatives as potential melatonin receptor ligands
(2003) Heterocycles — Vol. 60, n° 12, p. 2621-+ (2003)
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- Abstract
- This article reports the synthesis of new 2(3H)-benzoxazolone-based ligands for the melatonin receptors in which 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)propyl]acetamide (MPPA), which is the exact analogue of melatonin in which the 1,2-indole nitrogen atoms are deleted, they exhibit lower affinities for the melatonin receptors probably due to an unfavourable steric bulk and hydrophilic interactions.
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Mesangeau, C., Poupaert, J., Carato, P., & Yous, S. (2003). Synthesis of 2(3H)-benzoxazolone derivatives as potential melatonin receptor ligands. Heterocycles, 60(12), 2621-+. https://hdl.handle.net/2078.5/90241 (Original work published 2003)