Substituted piperazines as nootropic agents: 2- or 3-phenyl derivatives structurally related to the cognition-enhancer DM235

Bioorg Med Chem Lett. 2015 Apr 15;25(8):1700-1704. doi: 10.1016/j.bmcl.2015.03.009. Epub 2015 Mar 12.

Abstract

A series of 2-phenyl- or 3-phenyl piperazines, structurally related to DM235 and DM232, two potent nootropic agents, have been prepared and tested in the mouse passive-avoidance test, to assess their ability to revert scopolamine-induced amnesia. Although the newly synthesized molecules were less potent than the parent compounds, some useful information has been obtained from structure-activity relationships. A small but significant enantioselectivity has been found for the most potent compound 5a.

Keywords: Cognition-enhancers; Mouse passive-avoidance test; Piperazines; Piracetam-like compounds; Sunifiram.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amnesia / chemically induced
  • Amnesia / drug therapy
  • Animals
  • Avoidance Learning / drug effects
  • Mice
  • Nootropic Agents / chemistry*
  • Nootropic Agents / pharmacology
  • Nootropic Agents / therapeutic use
  • Piperazines / chemistry*
  • Piperazines / pharmacology
  • Piperazines / therapeutic use
  • Pyrroles / chemistry
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Nootropic Agents
  • Piperazines
  • Pyrroles
  • DM 235
  • DM 232