Synthesis and SAR of 8-arylquinolines as potent corticotropin-releasing factor1 (CRF1) receptor antagonists

Bioorg Med Chem Lett. 2003 Oct 6;13(19):3375-9. doi: 10.1016/s0960-894x(03)00684-x.

Abstract

A series of 4-substituted 8-aryl-2-methylquinolines 4 was designed and synthesized as highly potent antagonists for the human CRF(1) receptor. This series of compounds displayed parallel SAR to other bicyclic systems such as pyrazolo[1,5-a]pyrimidines, with several compounds possessing low nanomolar binding affinity. In addition to the high potency, the basicity of this 4-aminoquinoline core may offer CRF(1) antagonists with lower lipophilicity.

MeSH terms

  • Animals
  • CHO Cells
  • Cricetinae
  • Humans
  • Quinolines / chemical synthesis*
  • Quinolines / pharmacology*
  • Receptors, Corticotropin-Releasing Hormone / antagonists & inhibitors*
  • Receptors, Corticotropin-Releasing Hormone / metabolism
  • Structure-Activity Relationship

Substances

  • Quinolines
  • Receptors, Corticotropin-Releasing Hormone
  • CRF receptor type 1