The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl.

نویسندگان

  • I V Mićović
  • M D Ivanović
  • S M Vuckovic
  • M S Prostran
  • L Dosen-Mićović
  • V D Kiricojević
چکیده

The synthesis of 4-methyl fentanyl, a prototype of a novel class of fentanyl analogues has been effected in 5 steps, starting from N-ethoxycarbonyl-4-piperidone (approximately 20% overall yield). In the key step, N-phenylation of secondary aliphatic amide intermediare was achieved by a novel reaction, using diphenyliodonium chloride for the phenyl group transfer. Preliminary pharmacological results indicate that 4-methyl fentanyl is a super potent narcotic analgesic, about four times more potent than fentanyl.

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عنوان ژورنال:
  • Bioorganic & medicinal chemistry letters

دوره 10 17  شماره 

صفحات  -

تاریخ انتشار 2000