The synthesis and preliminary pharmacological
evaluation of 4-methyl fentanyl
by
Micovic IV, Ivanovic MD, Vuckovic SM,
Prostran MS, Dosen-Micovic L, Kiricojevic VD
Faculty of Chemistry,
University of Belgrade,
FR Yugoslavia.
Bioorg Med Chem Lett 2000 Sep 4; 10(17):2011-4

ABSTRACT

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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Fentanyl and ketamine
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Remifentanil and alfentanil
Fentanyl: subjective effects
Fentanyl withdrawal and depression
From codeine to transdermal fentanyl

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