p38 Inhibitors: piperidine- and 4-aminopiperidine-substituted naphthyridinones, quinolinones, and dihydroquinazolinones

Bioorg Med Chem Lett. 2003 Feb 10;13(3):467-70. doi: 10.1016/s0960-894x(02)00990-3.

Abstract

We have synthesized a series of C7-piperidine- and 4-aminopiperidine-substituted naphthyridinones, quinolinones, and dihydroquinazolinones that are highly potent inhibitors of both p38MAP kinase activity and TNF-alpha release. The 4-aminopentamethylpiperidine naphthyridinone 5, which was designed to block metabolism at major 'hot spots', combined excellent inhibitory potency with good oral bioavailability in the rat.

MeSH terms

  • Animals
  • Anti-Infective Agents / chemical synthesis*
  • Anti-Infective Agents / pharmacology*
  • Area Under Curve
  • Biological Availability
  • Dogs
  • Enzyme Inhibitors / chemical synthesis*
  • Enzyme Inhibitors / pharmacology*
  • Half-Life
  • Macaca mulatta
  • Mitogen-Activated Protein Kinases / antagonists & inhibitors*
  • Naphthyridines / chemical synthesis*
  • Naphthyridines / pharmacology*
  • Piperidines / chemical synthesis*
  • Piperidines / pharmacology*
  • Quinazolines / chemical synthesis*
  • Quinazolines / pharmacology*
  • Quinolones / chemical synthesis*
  • Quinolones / pharmacology*
  • Rats
  • Structure-Activity Relationship
  • Tumor Necrosis Factor-alpha / metabolism*
  • p38 Mitogen-Activated Protein Kinases

Substances

  • Anti-Infective Agents
  • Enzyme Inhibitors
  • Naphthyridines
  • Piperidines
  • Quinazolines
  • Quinolones
  • Tumor Necrosis Factor-alpha
  • Mitogen-Activated Protein Kinases
  • p38 Mitogen-Activated Protein Kinases