Tricyclic heteroaromatic systems. Synthesis and A1 and A2a adenosine binding activities of some 1-aryl-1,4-dihydro-3-methyl[1]benzopyrano[2,3-c] pyrazol-4-ones, 1-aryl-4,9-dihydro-3-methyl-1H-pyrazolo[3,4-b]quinolin-4- ones, and 1-aryl-1H-imidazo[4,5-b]quinoxalines

J Med Chem. 1995 Apr 14;38(8):1330-6. doi: 10.1021/jm00008a011.

Abstract

The syntheses and A1 and A2a adenosine binding activities of some new 1-aryl-1,4-dihydro-3-methyl[1]benzopyrano[2,3-c]pyrazol-4-ones, 1-aryl-4,9-dihydro-3-methyl-1H-pyrazolo[3,4-b]-quinolin-4-ones, and 1-aryl-1H-imidazo[4,5-b]quinoxalines are reported. Some compounds show A1 adenosine receptor affinity and selectivity. Structure-activity relationships on these new classes of adenosine receptor ligands are defined.

MeSH terms

  • Animals
  • Cerebral Cortex / metabolism
  • Corpus Striatum / metabolism
  • In Vitro Techniques
  • Magnetic Resonance Spectroscopy
  • Protein Binding
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry
  • Pyrazoles / metabolism
  • Quinolones / chemical synthesis*
  • Quinolones / chemistry
  • Quinolones / metabolism
  • Quinoxalines / chemical synthesis*
  • Quinoxalines / chemistry
  • Quinoxalines / metabolism
  • Rats
  • Receptors, Purinergic P1 / metabolism*
  • Structure-Activity Relationship

Substances

  • Pyrazoles
  • Quinolones
  • Quinoxalines
  • Receptors, Purinergic P1