Arene- and quinoline-sulfonamides as novel 5-HT7 receptor ligands

Bioorg Med Chem. 2011 Nov 15;19(22):6750-9. doi: 10.1016/j.bmc.2011.09.044. Epub 2011 Sep 29.

Abstract

Novel arene- and quinolinesulfonamides were synthesized using different solutions and a solid-support methodology, and were evaluated for their affinity for 5-HT(1A), 5-HT(2A), 5-HT(6), and 5-HT(7) receptors. Compound 54 (N-Ethyl-N-[4-(1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinolin-2-yl)butyl]-8-quinolinesulfonamide) was identified as potent 5-HT(7) antagonist (K(i)=13 nM, K(B)=140 nM) with good selectivity over 5-HT(1A), 5-HT(2A), 5-HT(6) receptors. In the FST in mice, it reduced immobility in a manner similar to the selective 5-HT(7) antagonist SB-269970.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antidepressive Agents / chemical synthesis
  • Antidepressive Agents / chemistry
  • Antidepressive Agents / metabolism
  • Antidepressive Agents / pharmacology
  • Binding, Competitive
  • Humans
  • Kinetics
  • Ligands
  • Locomotion / drug effects
  • Male
  • Mice
  • Quinolines / chemical synthesis
  • Quinolines / chemistry*
  • Quinolines / metabolism
  • Quinolines / pharmacology
  • Rats
  • Receptors, Serotonin / chemistry*
  • Receptors, Serotonin / metabolism
  • Structure-Activity Relationship
  • Sulfonamides / chemical synthesis
  • Sulfonamides / chemistry*
  • Sulfonamides / metabolism
  • Sulfonamides / pharmacology

Substances

  • Antidepressive Agents
  • Ligands
  • Quinolines
  • Receptors, Serotonin
  • Sulfonamides
  • serotonin 7 receptor