Carboxylic acids and chloride conductance in skeletal muscle: influence on the pharmacological activity induced by the chain substituents and the distance between the phenolic group and the carboxylic function in 4-chloro-phenoxy alkanoic acids

Farmaco. 1993 Jan;48(1):45-63.

Abstract

Some analogues of 2-(4-chloro-phenoxy)-propionic acid have been synthesized to evaluate the influence on the skeletal muscle chloride conductance of the distance between the phenolic and the carboxylic groups and/or the presence of substituents and chiral centers differently located on the carbon chain. Absolute configuration and/or chiroptical properties of the chiral compounds synthesized have been determined. These compounds, differently from fibrates, show a very low activity on chloride conductance and no remarkable correlation of this parameter with the absolute configuration.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Carboxylic Acids / pharmacology*
  • Chloride Channels
  • Clofibrate / analogs & derivatives
  • Clofibrate / pharmacology
  • Electrophysiology
  • Male
  • Mass Spectrometry
  • Membrane Proteins / drug effects*
  • Muscles / drug effects*
  • Muscles / metabolism
  • Rats
  • Rats, Wistar
  • Spectrophotometry, Infrared
  • Stereoisomerism
  • Structure-Activity Relationship

Substances

  • Carboxylic Acids
  • Chloride Channels
  • Membrane Proteins
  • Clofibrate