Ex-chiral pool synthesis and pharmacological aspects of 3-pyrrolidinylisoxazoles

Pharmazie. 1999 Apr;54(4):248-50.

Abstract

Employing the dopamine autoreceptor agonist (-)-3-PPP (3) as well as the cholinergic receptor ligands 4 and 5 as lead compounds the 3-pyrrolidinylisoxazoles 2a,b as well as its optical antipodes ent 2a,b were synthesized from (R)-aspartic acid (6) and (S)-aspartic acid (ent-6), respectively. Pharmacological properties of the target compounds were evaluated employing dopamine D2 receptor binding studies and functional experiments on muscarinic M2 receptors.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Binding, Competitive
  • Cattle
  • Guinea Pigs
  • In Vitro Techniques
  • Isoxazoles / chemical synthesis*
  • Isoxazoles / chemistry
  • Isoxazoles / metabolism
  • Ligands
  • Myocardium / metabolism
  • Neostriatum / metabolism
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry
  • Pyrrolidines / metabolism
  • Radioligand Assay
  • Receptor, Muscarinic M2
  • Receptors, Dopamine D2 / metabolism*
  • Receptors, Muscarinic / metabolism*
  • Stereoisomerism

Substances

  • 3-methyl-5-(1-methyl-3-pyrrolidinyl)isoxazole
  • 3-methyl-5-(1-propyl-3-pyrrolidinyl)isoxazole
  • Isoxazoles
  • Ligands
  • Pyrrolidines
  • Receptor, Muscarinic M2
  • Receptors, Dopamine D2
  • Receptors, Muscarinic