Synthesis and SAR of 5-, 6-, 7- and 8-Aza Analogues of 3-Aryl-4-hydroxyquinolin-2(1H)-one as NMDA/Glycine Site Antagonists was written by Zhou, Z.-L.;Navratil, J. M.;Cai, S. X.;Whittemore, E. R.;Espitia, S. A.;Hawkinson, J. E.;Tran, M.;Woodward, R. M.;Weber, E.;Keana, J. F. W.. And the article was included in Bioorganic & Medicinal Chemistry in 2001.COA of Formula: C9H9ClO2 This article mentions the following:
A series of 5-, 6-, 7- and 8-aza analogs of 3-aryl-4-hydroxyquinolin-2(1H)-one was synthesized and assayed as NMDA/glycine receptor antagonists. The in vitro potency of these antagonists was determined by displacement of the glycine site radioligand [3H]5,7-dichlorokynurenic acid ([3H]DCKA) in rat brain cortical membranes. Selected compounds were also tested for functional antagonism using electrophysiol. assays in Xenopus oocytes expressing cloned NMDA receptor (NR) 1A/2C subunits. Among the 5-, 6-, 7-, and 8-aza-3-aryl-4-hydroxyquinoline-2(1H)-ones investigated, 5-aza-7-chloro-4-hydroxy-3-(3-phenoxyphenyl)quinolin-2-(1H)-one (I) is the most potent antagonist, having an IC50 value of 110 nM in [3H]DCKA binding and a Kb of 11 nM in the electrophysiol. assay. Compound I is also an active anticonvulsant when administered systemically in the mouse maximum electroshock-induced seizure test (ED50=2.3 mg/kg, IP). In the experiment, the researchers used many compounds, for example, 2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0COA of Formula: C9H9ClO2).
2-(3-Methoxyphenyl)acetyl chloride (cas: 6834-42-0) belongs to organic chlorides. Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. The haloform reaction, using chlorine and sodium hydroxide, is also able to generate alkyl halides from methyl ketones, and related compounds. Chloroform was formerly produced thus.COA of Formula: C9H9ClO2
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics