423741-97-3Relevant academic research and scientific papers
Synthesis and structure-activity relationships of N-(3-phenylpropyl)-N′-benzylpiperazines: Potent ligands for σ1 and σ2 receptors
Nahas, Roger I.,Lever, John R.,Lever, Susan Z.
, p. 755 - 761 (2008)
Ten N-(3-phenylpropyl)-N′-benzylpiperazines having different substituents on the benzyl moiety were synthesized and evaluated for σ1 and σ2 receptor binding. The σ1 affinities were 0.37-2.80 nM, σ2 affinities were 1.03-34.3 nM, and selectivities, as σ2/σ1 affinity ratios, ranged from 1.4 to 52. Three compounds tested in a phenytoin shift binding assay profiled as probable σ1 antagonists. Quantitative structure-activity relationships depended on πx, MR or Es and Hammett σ values. The hydrophobicity term is negative for σ1 binding but positive for σ2 binding, indicating a major difference between the pharmacophores.
