6-substituted 1,3,4,5-tetrahydrobenz[cd]indol-4-amines: potent serotonin agonists

  • J Med Chem. 1988 Sep;31(9):1746-53. doi: 10.1021/jm00117a013.
M E Flaugh  1 ,  D L Mullen ,  R W Fuller ,  N R Mason
Affiliations
  • 1. Lilly Research Laboratories, Eli Lilly and Company, Indianapolis, Indiana 46285.
PMID: 2457705 DOI: 10.1021/jm00117a013
Abstract

A series of 6-substituted tricyclic ergoline partial structures has been synthesized and found to possess very strong serotonin agonist activity. A methoxy group at the 6-position greatly enhances activity, but at the expense of compound stability. Substituting the 6-position with protophyllic groups that are also electron-withdrawing in character enhances both activity and stability.

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