Synthesis of N-(1-ethyl-4-methylhexahydro-1,4-diazepin-6- yl)nicotinamides and their affinities for 5-HT3 and dopamine D2 receptors

Article abstract of DOI:10.1016/S0960-894X(98)00258-3

A series of N-(1-ethyl-4-methylhexahydro-1,4-diazepin-6-yl)nicotinamide derivatives were prepared and evaluated for their binding to 5-HT₃ and dopamine D₂ receptors. Among them, the 5-bromo-2-methoxy-6- methylaminonicotinamide 16 and its (R)-isomer were found to have potent affinities for both receptors. The affinities of (R)-16 for 5-HT₃ and dopamine D₂ receptors are approximately 3-fold higher than those of the corresponding benzamide (R)-1 (IC₅₀: 1.1 and 12 nM vs. 2.9 and 35 nM, respectively).