185804-73-3Relevant academic research and scientific papers
Structure-activity relationships of 3-hydroxy-2(1H)-quinolinones as N-methyl-D-aspartate (glycine site) receptor antagonists
Fray, M. Jonathan,Bull, David J.,Carr, Christopher L.,Stobie, Alan
, p. 581 - 592 (2007/10/03)
Two series of 3-hydroxy-2(1H)-quinolinones (3a-s, 4a-v) were prepared and structure-activity relationships for binding affinity to the N-methyl-D-aspartate (glycine site) receptor measured. Despite the structural similarity to glycine antagonists of the quinoxalinedione type, surprisingly, the SARs for compounds 3a-s more closely follow those of the kynurenic acids. Thus the most potent compounds, 3r (IC50 = 6.3 nM) and 4v (IC50 = 7.6 nM), possessed chlorines at both 5 and 7 positions, and a suitable hydrogen-bond acceptor (ethoxycarbonyl or N,N′-dialkyl-ureido) at the 4-position.
