Substituted thiopyrano[2,3,4-c,d]indoles as potent, selective, and orally active inhibitors of 5-lipoxygenase. Synthesis and biological evaluation of L-691,816.

@article{Hutchinson1993SubstitutedTA,
  title={Substituted thiopyrano[2,3,4-c,d]indoles as potent, selective, and orally active inhibitors of 5-lipoxygenase. Synthesis and biological evaluation of L-691,816.},
  author={John H Hutchinson and Denis Riendeau and Christine Brideau and C. C. Chan and Daniel Delorme and Deschenes Denis and J. P. Falgueyret and R{\'e}jean Fortin and Jocelyne Guay and Pierre Hamel},
  journal={Journal of medicinal chemistry},
  year={1993},
  volume={36 19},
  pages={
          2771-87
        }
}
Thiopyrano[2,3,4-c,d]indoles are a new class of 5-lipoxygenase (5-LO) inhibitors. SAR studies have demonstrated that the thiopyran ring, the 5-phenylpyridine substituent, and an acidic functional group on a four-carbon C-2 side chain are all required for optimal inhibitor potency. In contrast, the indolic nitrogen may be substituted with a variety of lipophilic groups. As a result of the SAR investigation, 44 (L-691,816; 5-[3-[1-(4-chlorobenzyl)-4-methyl-6-[(5-phenylpyridin-2-yl)methoxy ]- 4,5… 

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