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Synthesis and biological properties of 4-substituted quinolin-2(1H)-one analogues

✍ Scribed by Jae-Chul Jung; Seikwan Oh; Won-Ki Kim; Woo-Kyu Park; Jae Yang Kong; Oee-Sook Park

Publisher
Journal of Heterocyclic Chemistry
Year
2003
Tongue
English
Weight
63 KB
Volume
40
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

A variety of 4‐substituted quinolin‐2(1__H__)‐ones were prepared and evaluated for N‐methyl‐D‐aspar‐tate (NMDA) receptor binding site activity and their abilities to inhibit neurotoxicity. The 4‐(2‐car‐bethoxyethanamino)‐7‐chloro‐3‐nitroquinolin‐2(1__H__)‐one (9b) exhibited favorable NMDA receptor binding site activity and 7‐chloro‐4‐(benzylamino)‐3‐nitroquinolin‐2(1__H__)‐one (9c) showed the most potent neurotoxicity among them. The synthetic strategies involve the use of well known keto ester condensation and reductive ring cyclization of intermediates (2a‐d) to afford 4‐substituted quinolin‐2(1__H__)‐ones.

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