Design and synthesis of 4-[3,5-dioxo-11-oxa-4,9-diazatricyclo[5.3.1.0(2,6)]undec-4-yl]-2-trifluoromethyl-benzonitriles as androgen receptor antagonists

Bioorg Med Chem Lett. 2010 Aug 1;20(15):4491-5. doi: 10.1016/j.bmcl.2010.06.034. Epub 2010 Jun 10.

Abstract

A novel series of 4-[3,5-dioxo-11-oxa-4,9-diazatricyclo[5.3.1.0(2,6)]undec-4-yl]-2-trifluoromethyl-benzonitriles has been synthesized. The ability of these compounds to act as antagonists of the androgen receptor was investigated and several were found to have potent activity in vitro and in vivo.

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / therapeutic use
  • Cell Line, Tumor
  • Drug Design
  • Humans
  • Male
  • Nitriles / chemical synthesis
  • Nitriles / chemistry*
  • Nitriles / therapeutic use
  • Prostatic Neoplasms / drug therapy
  • Receptors, Androgen / metabolism
  • Structure-Activity Relationship

Substances

  • AR protein, human
  • Antineoplastic Agents
  • Nitriles
  • Receptors, Androgen
  • benzonitrile