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• W3106310510 endingPage "4375" @default.
• W3106310510 startingPage "4362" @default.
• W3106310510 abstract "Methaqualone (2-methyl-3-(o-tolyl)-quinazolin-4(3H)-one, MTQ) is a moderately potent positive allosteric modulator (PAM) of GABAA receptors (GABAARs). In a previous structure–activity relationship (SAR) study probing the importance of 2- and 3-substituents in the quinazolin-4(3H)-one scaffold, several potent GABAAR PAMs were identified, including 2,3-diphenylquinazolin-4(3H)-one (PPQ) and 3-(2-chlorophenyl)-2-phenylquinazolin-4(3H)-one (Cl-PPQ). Here, PPQ was applied as lead in a SAR study of 6-, 7-, and 8-substituents in the quinazolin-4(3H)-one by synthesis and functional characterization of 36 PPQ analogs at various GABAAR subtypes. While none of the new analogs were significantly more potent than PPQ or displayed pronounced subtype selectivity across the GABAARs tested, several interesting SAR observations were extracted from the study. In an in silico study, the putative binding modes of MTQ, PPQ, and Cl-PPQ in the transmembrane β2(+)/α1(−) interface of the α1β2γ2S GABAAR were predicted. Several plausible binding modes were identified for the three PAMs, and rationalization of the molecular basis for their different modulatory potencies was attempted." @default.
• W3106310510 created "2020-11-23" @default.
• W3106310510 creator A5020642089 @default.
• W3106310510 creator A5051125527 @default.
• W3106310510 creator A5058963077 @default.
• W3106310510 date "2020-11-10" @default.
• W3106310510 modified "2023-10-16" @default.
• W3106310510 title "From Methaqualone and Beyond: Structure–Activity Relationship of 6-, 7-, and 8-Substituted 2,3-Diphenyl-quinazolin-4(3<i>H</i>)-ones and in Silico Prediction of Putative Binding Modes of Quinazolin-4(3<i>H</i>)-ones as Positive Allosteric Modulators of GABA_A Receptors" @default.
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• W3106310510 doi "https://doi.org/10.1021/acschemneuro.0c00600" @default.
• W3106310510 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/33170625" @default.
• W3106310510 hasPublicationYear "2020" @default.
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