Improving the oral efficacy of CNS drug candidates: discovery of highly orally efficacious piperidinyl piperidine M2 muscarinic receptor antagonists

J Med Chem. 2002 Dec 5;45(25):5415-8. doi: 10.1021/jm0255163.

Abstract

In search of a backup M(2) muscarinic receptor antagonist to the previously reported compound 1, we discovered compound (+)-14, which showed superior oral efficacy in animal models. The improvement of oral efficacy was achieved by modulating both the molecular weight and lipophilicity of the lead compounds.

MeSH terms

  • Acetylcholine / metabolism
  • Administration, Oral
  • Animals
  • Autoreceptors / antagonists & inhibitors*
  • Avoidance Learning / drug effects
  • Central Nervous System Agents / chemical synthesis*
  • Central Nervous System Agents / chemistry
  • Central Nervous System Agents / pharmacology
  • Corpus Striatum / metabolism
  • Humans
  • In Vitro Techniques
  • Microdialysis
  • Molecular Conformation
  • Muscarinic Antagonists / chemical synthesis*
  • Muscarinic Antagonists / chemistry
  • Muscarinic Antagonists / pharmacology
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry
  • Piperidines / pharmacology
  • Rats
  • Receptor, Muscarinic M2
  • Receptors, Muscarinic / drug effects*
  • Structure-Activity Relationship

Substances

  • Autoreceptors
  • Central Nervous System Agents
  • Muscarinic Antagonists
  • Piperidines
  • Receptor, Muscarinic M2
  • Receptors, Muscarinic
  • Acetylcholine