Bifunctional derivative of p,p'-dichlorochalcone. Part III. Synthesis and study for cytotoxic activity of a new compound, 2-[2,2-bis(4-chlorophenyl)ethyl]-2-(4-chlorophenyl)-thiazolidin-4-one from p,p'-dichlorochalcone

Eur J Med Chem. 2002 Jan;37(1):63-7. doi: 10.1016/s0223-5234(01)01268-5.

Abstract

The synthesis of 2-(2,2-bis(4-chlorophenyl)ethyl]-2-(4-chlorophenyl)-thiazolidin-4-one (3) from p,p'-dichlorochalcone (1) via 1,3,3-tris(4-chlorophenyl)-propan-1-one (2) using thioglycollic acid in the presence of ammonium carbonate is described. Structural assignment, stereochemistry and biological assay are discussed.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / pharmacology*
  • Chalcone / analogs & derivatives
  • Chalcone / chemistry*
  • Chalcones
  • Chlorobenzenes / chemical synthesis*
  • Chlorobenzenes / pharmacology*
  • Cross-Linking Reagents
  • Dose-Response Relationship, Drug
  • Drug Screening Assays, Antitumor
  • Humans
  • Inhibitory Concentration 50
  • Thiazoles / chemical synthesis*
  • Thiazoles / pharmacology*
  • Thiazolidines
  • Tumor Cells, Cultured

Substances

  • 2-(2,2-bis(4-chlorophenyl)ethyl)-2-(4-chlorophenyl)thiazolidin-4-one
  • 4,4'-dichlorochalcone
  • Antineoplastic Agents
  • Chalcones
  • Chlorobenzenes
  • Cross-Linking Reagents
  • Thiazoles
  • Thiazolidines
  • Chalcone