Diphenyl sulfoxides as selective antagonists of the muscarinic M2 receptor

Bioorg Med Chem Lett. 2000 Oct 16;10(20):2255-7. doi: 10.1016/s0960-894x(00)00438-8.

Abstract

Structure activity studies on [4-(phenylsulfonyl)phenyl]methylpiperazine led to the discovery of 4-cyclohexyl-alpha-[4-[[4-methoxyphenyl(S)-sufinyl]phenyl]-1-pi perazineacetonitrile, 1, an M2 selective muscarinic antagonist. Affinity at the cloned human M2 receptor was 2.7 nM; the M1/M2 selectivity is 40-fold.

MeSH terms

  • Acetylcholine / metabolism
  • Administration, Oral
  • Alkaloids / chemistry
  • Alkaloids / pharmacology
  • Animals
  • Benzene Derivatives / chemical synthesis*
  • Benzene Derivatives / chemistry
  • Benzene Derivatives / pharmacology
  • Corpus Striatum / drug effects
  • Corpus Striatum / metabolism
  • Dibenzazepines / chemistry
  • Dibenzazepines / pharmacology
  • Drug Design
  • Furans
  • Humans
  • Muscarinic Antagonists / chemical synthesis*
  • Muscarinic Antagonists / chemistry
  • Muscarinic Antagonists / pharmacology
  • Naphthalenes
  • Piperidines
  • Pyridines / chemistry
  • Pyridines / pharmacology
  • Rats
  • Receptor, Muscarinic M2
  • Receptors, Muscarinic / drug effects*
  • Receptors, Muscarinic / physiology
  • Recombinant Proteins / antagonists & inhibitors
  • Structure-Activity Relationship

Substances

  • Alkaloids
  • Benzene Derivatives
  • Dibenzazepines
  • Furans
  • Muscarinic Antagonists
  • Naphthalenes
  • Piperidines
  • Pyridines
  • Receptor, Muscarinic M2
  • Receptors, Muscarinic
  • Recombinant Proteins
  • BIBN 99
  • diphenyl sulfoxide
  • himbacine
  • Acetylcholine