Synthesis and in vitro muscarinic activities of a series of 1,3-diazacycloalkyl carboxaldehyde oxime derivatives

Bioorg Med Chem. 2002 Apr;10(4):1143-52. doi: 10.1016/s0968-0896(01)00379-0.

Abstract

A series of 1,3-diazacycloalkyl carboxaldehyde oxime derivatives was synthesized and tested for muscarinic activity in receptor binding assays using [3H]-oxotremorine-M (OXO-M) and [3H]-pirenzepine (PZ) as ligands. Potential muscarinic agonistic or antagonistic properties of the compounds were determined using binding studies measuring their potencies to inhibit the binding of OXO-M and PZ. Preferential inhibition of OXO-M binding was used as an indicator for potential muscarinic agonistic properties; this potential was confirmed in functional studies on isolated organs.

MeSH terms

  • Animals
  • Arecoline / chemistry
  • Arecoline / pharmacology
  • Binding, Competitive
  • Cholinergic Agents / chemical synthesis*
  • Cholinergic Agents / pharmacology
  • Heart Atria / drug effects
  • Ileum / drug effects
  • Muscarinic Agonists / chemical synthesis
  • Muscarinic Agonists / pharmacology
  • Oximes / chemical synthesis
  • Oximes / pharmacology*
  • Protein Binding
  • Radioligand Assay
  • Rats
  • Receptors, Muscarinic / metabolism
  • Structure-Activity Relationship
  • Swine

Substances

  • Cholinergic Agents
  • Muscarinic Agonists
  • Oximes
  • Receptors, Muscarinic
  • Arecoline