Switching androgen receptor antagonists to agonists by modifying C-ring substituents on piperidino[3,2-g]quinolinone

Bioorg Med Chem Lett. 1999 Apr 5;9(7):1009-12. doi: 10.1016/s0960-894x(99)00119-5.


New nonsteroidal human androgen receptor (hAR) agonists were developed from an hAR antagonist pharmacophore, 2(1H)-piperidino[3,2-g]quinolinone. (+/-)-trans-7,8-Diethyl-4-trifluoromethyl-2(H)-piperidino-[3,2-g]quinoli none was synthesized and demonstrated potent hAR agonist activity (EC50=3 nM) in the cell-based cotransfection assay and high binding affinity (Ki=16 nM) in the competitive receptor binding assay.

MeSH terms

  • Androgen Antagonists / chemistry*
  • Androgen Antagonists / pharmacology*
  • Androgens*
  • Humans
  • Piperidines / chemistry*
  • Piperidines / pharmacology*
  • Quinolones / chemistry*
  • Quinolones / pharmacology*
  • Structure-Activity Relationship
  • Transfection


  • 7,8-diethyl-4-trifluoromethyl-2(1H)-piperidino(3,2-g)quinolinone
  • Androgen Antagonists
  • Androgens
  • Piperidines
  • Quinolones