Synthesis and monoamine transporter affinity of 2beta-carbomethoxy-3beta-(2''-, 3''- or 4''-substituted) biphenyltropanes

Bioorg Med Chem Lett. 2000 Aug 21;10(16):1783-5. doi: 10.1016/s0960-894x(00)00317-6.

Abstract

A series of 11 novel 3beta-substituted biphenyltropanes was synthesized and evaluated by selective radioligand binding assays for affinity to monoamine transporters. Both 5-HTT potency and selectivity for 5-HTT over DAT was greatest with electron withdrawing group at the 3''-position.

Publication types

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

MeSH terms

  • Animals
  • Carrier Proteins / metabolism*
  • Cocaine / chemistry
  • Dopamine
  • Dopamine Plasma Membrane Transport Proteins
  • Membrane Glycoproteins / metabolism*
  • Membrane Transport Proteins*
  • Molecular Structure
  • Nerve Tissue Proteins*
  • Norepinephrine
  • Norepinephrine Plasma Membrane Transport Proteins
  • Prosencephalon / drug effects
  • Prosencephalon / metabolism
  • Radioligand Assay
  • Rats
  • Serotonin
  • Serotonin Plasma Membrane Transport Proteins
  • Symporters*
  • Tropanes / chemical synthesis
  • Tropanes / chemistry*
  • Tropanes / metabolism*

Substances

  • Carrier Proteins
  • Dopamine Plasma Membrane Transport Proteins
  • Membrane Glycoproteins
  • Membrane Transport Proteins
  • Nerve Tissue Proteins
  • Norepinephrine Plasma Membrane Transport Proteins
  • Serotonin Plasma Membrane Transport Proteins
  • Slc6a2 protein, rat
  • Slc6a3 protein, rat
  • Slc6a4 protein, rat
  • Symporters
  • Tropanes
  • Serotonin
  • Cocaine
  • Dopamine
  • Norepinephrine