Synthesis and evaluation of novel-N-[2-(bis-aryl-methoxy)ethyl-N'-aralkyl-α,ω- alkanediamines as potent and selective dopamine reuptake inhibitors: Seco analogs of GBR12935 and GBR12909

Article abstract of DOI:10.1016/S0960-894X(97)10053-1

A series of analogs of the N-[2-bis arylmethoxy]-N'-phenylpropyl-piperazines GBR12909 and 12935 was synthesized and evaluated as inhibitors of synaptic monoamine transporters. The data indicated that all of the new compounds demonstrated a selectivity for the dopamine transporter compared to the other monoamine transporters with IC₅₀ values approaching 10 nM. The results suggest that the internal piperazine moiety is not required for activity and may be replaced with a more flexible diamine unit.