Prostaglandin isosteres. 2. Chain-modified thiazolidinone prostaglandin analogues as renal vasodilators

J Med Chem. 1983 Mar;26(3):342-8. doi: 10.1021/jm00357a006.

Abstract

Chain modification of a thiazolidinone prostaglandin isostere has led to the production of 4-[3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl] benzoic acid (5b) which at 1 mg/kg po in the conscious dog causes a 70% increase in renal blood flow over control values with a duration of action exceeding 5 h. Preliminary testing indicates that 5b has a relatively specific action on the vasculature of the kidney. The enantiomers of 5b have been separated and the renal vasodilatory activity has been found to be entirely a property of the R-(+) enantiomer.

MeSH terms

  • Animals
  • Dogs
  • Female
  • Kidney / blood supply*
  • Models, Molecular
  • Regional Blood Flow / drug effects
  • Stereoisomerism
  • Thiazoles / pharmacology*
  • Thiazolidines
  • Vascular Resistance / drug effects
  • Vasodilation / drug effects*
  • X-Ray Diffraction

Substances

  • Thiazoles
  • Thiazolidines
  • 4-(3-((2-(1-hydroxycyclohexyl)ethyl)-4-oxo-2-thiazolidinyl)propyl)benzoic acid