3alpha-(4-Substituted phenyl)nortropane-2beta-carboxylic acid methyl esters show selective binding at the norepinephrine transporter

Bioorg Med Chem Lett. 2000 Nov 6;10(21):2445-7. doi: 10.1016/s0960-894x(00)00480-7.

Abstract

A series of 3alpha-(4-substituted)nortropane-2beta-carboxylic acid methyl esters was synthesized and evaluated for the ability to inhibit radioligand binding at the dopamine, serotonin, and norepinephrine transporters. 3alpha-(4-Methylphenyl)nortropane-2beta-carboxylic acid methyl ester (4c) was found to be selective and highly potent for the norepinephrine transporter (NET) relative to the dopamine and serotonin transporters.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / chemistry*
  • Carboxylic Acids / pharmacology
  • Carrier Proteins / metabolism*
  • Cocaine / pharmacology
  • Dopamine Plasma Membrane Transport Proteins
  • Membrane Glycoproteins / metabolism
  • Membrane Transport Proteins*
  • Molecular Conformation
  • Molecular Structure
  • Nerve Tissue Proteins*
  • Norepinephrine Plasma Membrane Transport Proteins
  • Nortropanes / chemical synthesis*
  • Nortropanes / metabolism*
  • Nortropanes / pharmacology
  • Protein Binding
  • Radioligand Assay
  • Serotonin Plasma Membrane Transport Proteins
  • Structure-Activity Relationship
  • Symporters*

Substances

  • 3-(4-Methylphenyl)nortropane-2-carboxylic acid methyl ester
  • Carboxylic Acids
  • Carrier Proteins
  • Dopamine Plasma Membrane Transport Proteins
  • Membrane Glycoproteins
  • Membrane Transport Proteins
  • Nerve Tissue Proteins
  • Norepinephrine Plasma Membrane Transport Proteins
  • Nortropanes
  • Serotonin Plasma Membrane Transport Proteins
  • Symporters
  • Cocaine