N-arylsulfonyl-2-vinyltryptamines as new 5-HT6 serotonin receptor ligands

J Enzyme Inhib Med Chem. 2006 Jun;21(3):251-60. doi: 10.1080/14756360600700285.

Abstract

Several new 2-vinyl-Nb,Nb-dimethyltryptamines were prepared using Fischer indole synthesis followed by simple functional group transformations and evaluated on 5-HT4, 5-HT5, 5-HT6 and 5-HT7 serotonin receptors. It was found that 2-vinyl substitution conferred a potent and selective 5-HT6 binding activity to these molecules which could be enhanced by Na-arylsulfonyl substituents.

MeSH terms

  • Animals
  • Binding Sites
  • CHO Cells
  • Cricetinae
  • Drug Evaluation, Preclinical
  • Guinea Pigs
  • Humans
  • Indoles / chemical synthesis
  • Indoles / chemistry
  • Ligands
  • Male
  • Molecular Structure
  • Receptors, Serotonin / drug effects*
  • Stereoisomerism
  • Structure-Activity Relationship
  • Tryptamines / chemical synthesis
  • Tryptamines / chemistry
  • Tryptamines / pharmacology*
  • Vinyl Compounds / chemical synthesis
  • Vinyl Compounds / chemistry
  • Vinyl Compounds / pharmacology*

Substances

  • Indoles
  • Ligands
  • Receptors, Serotonin
  • Tryptamines
  • Vinyl Compounds
  • serotonin 6 receptor