Imidazo[4′,5′:3,4]Benzo[1,2-e][1,4]Diazepins as New Heterocyclic Systems: Synthesis, Characterization and Their in Vitro Interactions with Benzodiazepine Receptors

Abstract

In this work, some new heterocyclic systems 10-(aryl)-3-alkyl-6-methyl-6,8-dihydroimidazo[4′,5′:3,4]benzo[1,2-e][1, 4]diazepin-7(3H)-ones were obtained from the reaction of o-N-methylamino-ketone benzimidazoles with glycine in good yields. The structures of the new compounds were confirmed by elemental analyses, IR, mass, and NMR spectra. Also, their interactions were studied in vitro on recombinant benzodiazepine receptors (αxβ2/3γ2, x = 1–3, 5) expressed in HEK293 cells. The results revealed that the new compounds displayed suitable affinity for α1β2 γ2 subtype (K i = 19–31 nM).