Design and synthesis of a novel series of cyanoindole derivatives as potent γ-secretase modulators

  • Bioorg Med Chem Lett. 2019 Jul 15;29(14):1737-1745. doi: 10.1016/j.bmcl.2019.05.023.
François P Bischoff  1 ,  Adriana Ingrid Velter  2 ,  Garrett Minne  2 ,  Serge Pieters  2 ,  Didier Berthelot  2 ,  Michel De Cleyn  2 ,  Harrie J M Gijsen  2 ,  Gregor Macdonald  2 ,  Michel Surkyn  2 ,  Sven Van Brandt  2 ,  Yves Van Roosbroeck  2 ,  Chiara Zavattaro  2 ,  Marc Mercken  2 ,  Nigel Austin  2 ,  Deborah Dhuyvetter  2 ,  Herman Borghys  2 ,  Ishtiyaque Ahmad  3 ,  Swapan Kumar Samanta  3
Affiliations
  • 1. Janssen Research & Development, Turnhoutseweg 30, 2340 Beerse, Belgium. Electronic address: [email protected].
  • 2. Janssen Research & Development, Turnhoutseweg 30, 2340 Beerse, Belgium.
  • 3. Jubilant Biosys Ltd, Bangalore, Karnataka, India.
Abstract

The discovery, design and synthesis of a new series of GSMs is described. The classical imidazole heterocycle has been replaced by a cyano group attached to an indole nucleus. The exploration of this series has led to compound 26-S which combined high in vitro and in vivo potency with an acceptable drug-like profile.

Keywords
Alzheimer’s disease; GSMs; γ-Secretase; γ-Secretase modulators.
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