Structure-activity relationships of quinazoline derivatives: dual-acting compounds with inhibitory activities toward both TNF-alpha production and T cell proliferation

Bioorg Med Chem Lett. 2001 Feb 26;11(4):545-8. doi: 10.1016/s0960-894x(00)00718-6.

Abstract

We synthesized 4-chlorophenethylaminoquinazoline derivatives and evaluated their inhibitory activities toward both TNF-alpha production and T cell proliferation responses. Compound 2f, containing a piperazine ring at the C(7)-position of the quinazoline ring, exhibited more potent inhibitory activities toward both than the lead compound la. A smaller N-substituent in the piperazine ring was required for inhibition of TNF-alpha production.

MeSH terms

  • Animals
  • Antirheumatic Agents / chemical synthesis*
  • Antirheumatic Agents / pharmacology
  • Humans
  • Lymphocyte Activation / drug effects*
  • Mice
  • Quinazolines / chemical synthesis*
  • Quinazolines / pharmacology
  • Structure-Activity Relationship
  • T-Lymphocytes / drug effects*
  • Tumor Necrosis Factor-alpha / biosynthesis*

Substances

  • Antirheumatic Agents
  • Quinazolines
  • Tumor Necrosis Factor-alpha