Long-chain formoterol analogues: an investigation into the effect of increasing amino-substituent chain length on the beta2-adrenoceptor activity

Bioorg Med Chem Lett. 2004 Sep 20;14(18):4705-10. doi: 10.1016/j.bmcl.2004.06.086.

Abstract

The synthesis of a series of long-chain formoterol analogues in which the terminal ether residue of the beta-phenethyl-amino-substituent has been extended beyond the methyl ether residue present in the parent compound are described. Evaluation of these analogues as beta(2)-adrenoceptor agonists was used to provide an insight into the factors controlling the magnitude and duration of receptor activation.

Publication types

  • Comparative Study

MeSH terms

  • Adrenergic beta-2 Receptor Agonists*
  • Adrenergic beta-Agonists / chemical synthesis
  • Adrenergic beta-Agonists / chemistry*
  • Adrenergic beta-Agonists / pharmacology
  • Albuterol / analogs & derivatives*
  • Albuterol / chemistry
  • Animals
  • Ethanolamines / chemical synthesis
  • Ethanolamines / chemistry*
  • Ethanolamines / pharmacology
  • Formoterol Fumarate
  • Guinea Pigs
  • Humans
  • In Vitro Techniques
  • Muscle Contraction / drug effects
  • Muscle, Smooth / drug effects
  • Muscle, Smooth / physiology
  • Salmeterol Xinafoate
  • Stereoisomerism
  • Structure-Activity Relationship
  • Time Factors

Substances

  • Adrenergic beta-2 Receptor Agonists
  • Adrenergic beta-Agonists
  • Ethanolamines
  • Salmeterol Xinafoate
  • Albuterol
  • Formoterol Fumarate