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The benzazepine ring system has offered interesting CNS-active medicinal agents. Taking this privileged structure as the basic scaffold, $$\hbox {C}_{1}$$ and/or $$\hbox {N}_{3}$$ -alkylated benzazepin-2-one derivatives and their reduced analogs have been prepared as potential $$\hbox {5-HT}_{\mathrm{2C}}$$ receptor agonists. The selective alkylation at the $$\hbox {C}_{1}$$ and/or $$\hbox {N}_{3}$$ positions of this seven-membered lactam ring is here reported for the first time under different reaction conditions. The synthesized compounds were evaluated for their biological profile as potential $$\hbox {5-HT}_{\mathrm{2C}}$$ agonists using a classic pharmacological approach. Three derivatives ( 15, 17, and 20) have shown promising $$\hbox {5-HT}_{\mathrm{2C}}$$ agonistic activity which can be further optimized as anti-obesity agents for the treatment of male sexual dysfunction. Further, a homology model for $$\hbox {5-HT}_{\mathrm{2C}}$$ receptor was generated using MODELLER, and ligand-receptor interactions for these potential molecules were studied. [ABSTRACT FROM AUTHOR]