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

Jae Chul Jung, Seikwan Oh, Won Ki Kim, Woo Kyu Park, Jae Yang Kong, Oee Sook Park

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Abstract

A variety of 4-substituted quinolin-2(1H)-ones were prepared and evaluated for N-methyl-D-aspartate (NMDA) receptor binding site activity and their abilities to inhibit neurotoxicity. The 4-(2-carbethoxyethanamino)- 7-chloro-3-nitroquinolin-2(1H)-one (9b) exhibited favorable NMDA receptor binding site activity and 7-chloro-4-(benzylamino)-3- nitroquinolin-2(1H)-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(1H)-ones.

Original languageEnglish
Pages (from-to)617-623
Number of pages7
JournalJournal of Heterocyclic Chemistry
Volume40
Issue number4
DOIs
Publication statusPublished - 2003 Jan 1

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ASJC Scopus subject areas

  • Organic Chemistry

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