Structural determination of NSC 670224, synthesis of analogues and biological evaluation

ChemMedChem. 2012 May;7(5):761-5. doi: 10.1002/cmdc.201200038. Epub 2012 Feb 29.

Abstract

Follow my lead! NSC 670224, previously shown to be toxic to Saccharomyces cerevisiae at low micromolar concentrations, potentially acts via a mechanism of action related to that of tamoxifen (NSC 180973), breast cancer drug. The structure of NSC 670224, previously thought to be a 2,4-dichloro arene, was established as the 3,4-dichloro arene, and a focused library of analogues were synthesized and biologically evaluated.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Antineoplastic Agents, Hormonal / chemistry*
  • Antineoplastic Agents, Hormonal / pharmacology
  • Benzyl Compounds / chemical synthesis
  • Benzyl Compounds / chemistry*
  • Cell Death
  • Cyclohexanes / chemical synthesis
  • Cyclohexanes / chemistry*
  • Dose-Response Relationship, Drug
  • Female
  • Humans
  • Inhibitory Concentration 50
  • Molecular Structure
  • Saccharomyces cerevisiae / drug effects
  • Small Molecule Libraries / chemistry*
  • Small Molecule Libraries / pharmacology
  • Tamoxifen / chemistry

Substances

  • (2-(4-tert-butyl-1-(3,4-dichloro-benzyl)-cyclohexyloxy)-ethyl)-dimethyl-amine hydrochloride
  • Antineoplastic Agents, Hormonal
  • Benzyl Compounds
  • Cyclohexanes
  • Small Molecule Libraries
  • Tamoxifen