The discovery of setileuton, a potent and selective 5-lipoxygenase inhibitor

  • ACS Med Chem Lett. 2010 Apr 13;1(4):170-4. doi: 10.1021/ml100029k.
Yves Ducharme  1 Marc Blouin  1 Christine Brideau  1 Anne Châteauneuf  1 Yves Gareau  1 Erich L Grimm  1 Hélène Juteau  1 Sébastien Laliberté  1 Bruce MacKay  1 Frédéric Massé  1 Marc Ouellet  1 Myriam Salem  1 Angela Styhler  1 Richard W Friesen  1
Affiliations
  • 1. Merck Frosst Centre for Therapeutic Research, 16711 Trans Canada Highway, Kirkland, Quebec, Canada H9H 3L1.
Abstract

The discovery of novel and selective inhibitors of human 5-lipoxygenase (5-LO) is described. These compounds are potent, orally bioavailable, and active at inhibiting leukotriene biosynthesis in vivo in a dog PK/PD model. A major focus of the optimization process was to reduce affinity for the human ether-a-go-go gene Potassium Channel while preserving inhibitory potency on 5-LO. These efforts led to the identification of inhibitor (S)-16 (MK-0633, setileuton), a compound selected for clinical development for the treatment of respiratory diseases.

Keywords
Human 5-lipoxygenase; MK-0633; leukotriene biosynthesis; respiratory diseases; setileuton.
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