{Reference Type}: Journal Article
{Title}: Stereochemical properties of quazepam and its affinity for the GABAA receptor.
{Author}: Takano R;Tanaka R;Nakamura K;Tabata H;Oshitari T;Natsugari H;Takahashi H;
{Journal}: Bioorg Med Chem Lett
{Volume}: 110
{Issue}: 0
{Year}: 2024 Sep 15
{Factor}: 2.94
{DOI}: 10.1016/j.bmcl.2024.129854
{Abstract}: C9-methylated quazepam 1 was prepared, and its physicochemical properties were investigated. The atropisomers of 1 were isolated as (a1R, a2S) and (a1S, a2R) isomers. Their absolute configurations were determined based on ECD spectra in comparison with those calculated using the time-dependent density functional theory. Preliminary examination of affinity for the GABAA receptor revealed that the (a1R, a2S) isomer of 1 possessed higher activity than its antipode (a1S, a2R) isomer. The active configuration of C9-methylated quazepam 1 is the same as that of 1,4-benzodiazepin-2-ones.