Quantitative structure-selectivity relationship for M2 selectivity between M1 and M2 of piperidinyl piperidine derivatives as muscarinic antagonists

Bioorg Med Chem Lett. 2007 Apr 15;17(8):2260-6. doi: 10.1016/j.bmcl.2007.01.058. Epub 2007 Jan 25.

Abstract

Muscarinic M2 receptor antagonists with high subtype selectivity (M2/M1) will decrease the toxicity in central nervous system in treatment of AD. The exploration of quantitative structure-selectivity relationship (QSSR) to muscarinic M2 receptor antagonists will provide design information for drug with fewer side effects. In this paper, CoMFA models of pK(i)(M1), pK(i)(M2) and p[K(i)(M2)/K(i)(M1)] (pK(i)(M2)-pK(i)(M1)) were used to study the subtype selectivity (M2/M1) of piperidinyl piperidine derivatives as muscarinic M2 subtype receptor antagonists. The parameters of the three models are: 0.633, 0.636 and 0.726 for cross-validated r(2) (r(cv)(2)), 0.109, 0.204 and 0.09 for the Standard error of estimate (SD), respectively. The results show the model of p[K(i)(M2)/K(i)(M1)] is the best one for design of piperidinyl piperidine derivatives as muscarinic antagonists with high subtype selectivity (M2/M1).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alzheimer Disease / drug therapy
  • Drug Design
  • Humans
  • Muscarinic Antagonists / chemistry*
  • Muscarinic Antagonists / pharmacology
  • Piperidines / chemistry*
  • Piperidines / pharmacology*
  • Protein Binding
  • Quantitative Structure-Activity Relationship*
  • Receptor, Muscarinic M1 / drug effects
  • Receptor, Muscarinic M2 / drug effects*
  • Structure-Activity Relationship
  • Substrate Specificity

Substances

  • Muscarinic Antagonists
  • Piperidines
  • Receptor, Muscarinic M1
  • Receptor, Muscarinic M2