170366-81-1Relevant academic research and scientific papers
Synthesis of 4,4,4-trifluoro-3-indolylisocrotonamides as steroid 5α- reductase inhibitors
Takami, Hitoshi,Koshimura, Hirokazu,Kishibayashi, Nobuyuki,Ishii, Akio,Nonaka, Hiromi,Kase, Hiroshi,Kumazawa, Toshiaki
, p. 239 - 248 (2007/10/03)
An efficient synthetic method was developed to prepare (Z)-4-{2- [(4,4,4-trifluoro-3-indolyl-1-oxo-2-butenyl)amino]phenoxy}butyric acid derivatives as 5α-reductase inhibitors. Efficient olefination with high Z selectivity was accomplished by Still's condition. The synthetic methods enabled us to investigate substitutent effects of trifluoromethyl in place of lower alkyls at the β position of the unsaturated double bond. Though trifluoromethyl substituted derivatives were less potent than corresponding methyl and ethyl substituted derivatives on rat prostatic 5α-reductase (type 1), several compounds among them retained the potency on rat epididymis isozyme (type 2).
