Discovery of 6-({4-[2-(4-tert-butylphenyl)-1H-benzimidazol-4-yl]piperazin-1-yl}methyl)quinoxaline (WAY-207024): an orally active antagonist of the gonadotropin releasing hormone receptor (GnRH-R).

@article{Pelletier2009DiscoveryO6,
  title={Discovery of 6-(\{4-[2-(4-tert-butylphenyl)-1H-benzimidazol-4-yl]piperazin-1-yl\}methyl)quinoxaline (WAY-207024): an orally active antagonist of the gonadotropin releasing hormone receptor (GnRH-R).},
  author={J. Pelletier and M. Chengalvala and J. Cottom and I. Feingold and D. Green and D. Hauze and C. Huselton and J. Jetter and G. Kopf and J. Lundquist and R. Magolda and C. Mann and John F. Mehlmann and J. Rogers and Linda K Shanno and W. R. Adams and Cesario Tio and J. Wrobel},
  journal={Journal of medicinal chemistry},
  year={2009},
  volume={52 7},
  pages={
          2148-52
        }
}
A potent, highly insoluble, GnRH antagonist with a 2-phenyl-4-piperazinylbenzimidazole template and a quinoxaline-2,3-dione pharmacophore was modified to maintain GnRH antagonist activity and improve in vitro pharmaceutical properties. Structural changes to the quinoxaline-2,3-dione portion of the molecule resulted in several structures with improved properties and culminated in the discovery of 6-([4-[2-(4-tert-butylphenyl)-1H-benzimidazol-4-yl]piperazin-1-yl] methyl)quinoxaline (WAY-207024… Expand
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