Inhibitors of inosine monophosphate dehydrogenase: SARs about the N-[3-Methoxy-4-(5-oxazolyl)phenyl moiety

Bioorg Med Chem Lett. 2003 Jun 16;13(12):2059-63. doi: 10.1016/s0960-894x(03)00258-0.

Abstract

The first reported structure-activity relationships (SARs) about the N-[3-methoxy-4-(5-oxazolyl)phenyl moiety for a series of recently disclosed inosine monophosphate dehydrogenase (IMPDH) inhibitors are described. The syntheses and in vitro inhibitory values for IMPDH II, and T-cell proliferation (for select analogues) are given.

MeSH terms

  • Animals
  • Carbamates / chemistry
  • Carbamates / pharmacology
  • Cell Line
  • Cricetinae
  • Cricetulus
  • Enzyme Inhibitors / chemistry*
  • Enzyme Inhibitors / pharmacology*
  • IMP Dehydrogenase / antagonists & inhibitors*
  • Inhibitory Concentration 50
  • Lymphocyte Activation / drug effects
  • Mycophenolic Acid / analogs & derivatives
  • Mycophenolic Acid / pharmacology
  • Oxazoles / chemical synthesis
  • Oxazoles / chemistry*
  • Oxazoles / pharmacology*
  • Phenylurea Compounds / chemistry
  • Phenylurea Compounds / pharmacology
  • Structure-Activity Relationship
  • T-Lymphocytes / drug effects
  • T-Lymphocytes / physiology

Substances

  • Carbamates
  • Enzyme Inhibitors
  • N-3-(3-(3-methoxy-4-oxazol-5-ylphenyl)ureido)benzylcarbamic acid tetrahydrofuran-3-yl ester
  • Oxazoles
  • Phenylurea Compounds
  • IMP Dehydrogenase
  • Mycophenolic Acid