Novel 5-aryl-1,3-dihydro-indole-2-thiones. potent, orally active progesterone receptor agonists

Bioorg Med Chem Lett. 2003 Apr 7;13(7):1317-20. doi: 10.1016/s0960-894x(03)00129-x.

Abstract

During the course of our studies on 3,3-disubstituted-5-aryloxindoles derived progesterone receptor (PR) antagonists we discovered that changing the amide funtionality to a thio-amide resulted in compounds displaying potent PR agonist activity. In this communication, the synthesis, structure activity relationships (SAR) and in vivo activity of various 5-arylthio-oxindoles will be discussed.

MeSH terms

  • Alkaline Phosphatase / biosynthesis
  • Animals
  • Binding, Competitive / drug effects
  • Breast Neoplasms / enzymology
  • Decidua / drug effects
  • Drug Design
  • Female
  • Humans
  • Indicators and Reagents
  • Indoles / chemical synthesis*
  • Indoles / pharmacology*
  • Medroxyprogesterone Acetate / pharmacology
  • Ovariectomy
  • Rats
  • Receptors, Progesterone / agonists*
  • Structure-Activity Relationship
  • Thiones / chemical synthesis*
  • Thiones / pharmacology*
  • Tumor Cells, Cultured

Substances

  • Indicators and Reagents
  • Indoles
  • Receptors, Progesterone
  • Thiones
  • Medroxyprogesterone Acetate
  • Alkaline Phosphatase