N1-(Benzenesulfonyl)tryptamines as novel 5-HT6 antagonists

Bioorg Med Chem Lett. 2000 Oct 16;10(20):2295-9. doi: 10.1016/s0960-894x(00)00453-4.

Abstract

N-Benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine (BS/5-OMe DMT; 5) was shown to bind at human 5-HT6 serotonin receptors with high affinity (Ki = 2.3 nM) relative to serotonin (Ki = 78 nM). Structural variation failed to result in significantly enhanced affinity. BS/5-OMe DMT acts as an antagonist of 5-HT-stimulated adenylate cyclase (pA2 = 8.88 nM) and may represent the first member of a novel class of 5-HT6 antagonists.

Publication types

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

MeSH terms

  • Adenylyl Cyclases / metabolism
  • Cell Line
  • Drug Design
  • Humans
  • Kinetics
  • Models, Molecular
  • Molecular Conformation
  • Radioligand Assay
  • Receptors, Serotonin / drug effects
  • Receptors, Serotonin / metabolism*
  • Recombinant Proteins / antagonists & inhibitors
  • Serotonin Antagonists / chemical synthesis*
  • Serotonin Antagonists / chemistry
  • Serotonin Antagonists / pharmacology
  • Structure-Activity Relationship
  • Transfection
  • Tryptamines / chemical synthesis*
  • Tryptamines / chemistry
  • Tryptamines / pharmacology

Substances

  • N1-benzenesulfonyl-5-methoxy-N,N-dimethyltryptamine
  • Receptors, Serotonin
  • Recombinant Proteins
  • Serotonin Antagonists
  • Tryptamines
  • serotonin 6 receptor
  • Adenylyl Cyclases