Synthesis of novel nitro-substituted triaryl pyrazole derivatives as potential estrogen receptor ligands

Molecules. 2007 Jul 2;12(7):1259-73. doi: 10.3390/12071259.

Abstract

Novel tetrasubstituted pyrazole derivatives bearing a nitro substituent on their A-phenol ring were synthesized and their binding affinity towards the estrogen receptor (ER) subtypes ERalpha and ERbeta was determined. Among compounds tested, the 2-nitrophenol derivative 5c was found to bind satisfactorily to both estrogen receptor subtypes (RBAalpha=5.17 and RBAbeta=3.27). In general, the introduction of a nitro group into the A ring of these compounds was found to benefit their ERbeta binding abilities.

MeSH terms

  • Estrogen Receptor alpha / metabolism*
  • Estrogen Receptor beta / metabolism*
  • Humans
  • Ligands
  • Nitro Compounds / chemical synthesis*
  • Nitro Compounds / chemistry
  • Pyrazoles / chemical synthesis*
  • Pyrazoles / chemistry

Substances

  • Estrogen Receptor alpha
  • Estrogen Receptor beta
  • Ligands
  • Nitro Compounds
  • Pyrazoles
  • pyrazole