Synthesis and biological properties of 4‐substituted quinolin‐2(1 H )‐one analogues | Zendy

Jung JaeChul | Zendy; Oh Seikwan | Zendy; Kim WonKi | Zendy; Park WooKyu | Zendy; Kong Jae Yang | Zendy; Park OeeSook | Zendy

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

Author(s) -

Jung JaeChul,

Oh Seikwan,

Kim WonKi,

Park WooKyu,

Kong Jae Yang,

Park OeeSook

Publication year - 2003

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570400410

Subject(s) - chemistry , nmda receptor , neurotoxicity , stereochemistry , ring (chemistry) , biological activity , receptor , in vitro , biochemistry , organic chemistry , toxicity

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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