Discovery of Novel 8-azoniabicyclo[3.2.1]octane Carbamates as Muscarinic Acetylcholine Receptor Antagonists

Bioorg Med Chem Lett. 2007 Nov 15;17(22):6066-9. doi: 10.1016/j.bmcl.2007.09.071. Epub 2007 Sep 25.

Abstract

In the course of our research program to develop novel muscarinic receptor antagonists for the treatment of COPD, new tropane carbamate derivatives were identified as potent anti-muscarinic agents. The synthesis, structure-activity relationships and pharmacological evaluation that led to the identification of compound 5o, are described.

MeSH terms

  • Animals
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / chemistry
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology
  • Bronchodilator Agents / chemical synthesis
  • Bronchodilator Agents / chemistry
  • Bronchodilator Agents / pharmacology
  • Carbamates / chemical synthesis*
  • Carbamates / chemistry
  • Carbamates / pharmacology
  • Drug Evaluation, Preclinical
  • Inhibitory Concentration 50
  • Mice
  • Molecular Structure
  • Muscarinic Antagonists* / chemical synthesis
  • Muscarinic Antagonists* / chemistry
  • Muscarinic Antagonists* / pharmacology
  • Pulmonary Disease, Chronic Obstructive / therapy
  • Receptors, Muscarinic / drug effects*
  • Tropanes / chemical synthesis*
  • Tropanes / chemistry
  • Tropanes / pharmacology

Substances

  • Bridged Bicyclo Compounds, Heterocyclic
  • Bronchodilator Agents
  • Carbamates
  • Muscarinic Antagonists
  • Receptors, Muscarinic
  • Tropanes