Potent antagonists of gonadotropin releasing hormone receptors derived from quinolone-6-carboxamides

Bioorg Med Chem Lett. 2000 Mar 6;10(5):443-7. doi: 10.1016/s0960-894x(00)00024-x.

Abstract

SAR studies which focused upon the C-6 position of a recently described series of quinolone gonadotropin releasing hormone antagonists are reported. Synthetic access to diverse quinolone-6-carboxamides was achieved via the palladium-catalyzed amino-carbonylation reactions of iodide 4 with various amines. Amides related to 9y were especially potent, functional antagonists of rat and human GnRH receptors.

MeSH terms

  • Amides / chemical synthesis*
  • Amides / pharmacology
  • Animals
  • CHO Cells
  • Cricetinae
  • Humans
  • Luteinizing Hormone / metabolism
  • Phosphatidylinositols / metabolism
  • Quinolones / chemical synthesis*
  • Quinolones / pharmacology
  • Rats
  • Receptors, LHRH / antagonists & inhibitors*
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Amides
  • Phosphatidylinositols
  • Quinolones
  • Receptors, LHRH
  • Luteinizing Hormone