The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl

被引：32
|
作者：
Micovic, IV
Ivanovic, MD
Vuckovic, SM
Prostran, MS
Dosen-Micovic, L
Kiricojevic, VD
机构：
[1] Inst Chem Technol & Met, Ctr Chem, YU-11000 Belgrade, Yugoslavia
[2] Univ Belgrade, Fac Chem, YU-11001 Belgrade, Yugoslavia
[3] Fac Med, Dept Clin Pharmacol Pharmacol & Toxicol, Belgrade, Yugoslavia
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 17期
关键词：
D O I：
10.1016/S0960-894X(00)00394-2
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
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 (similar to 20% overall yield). In the key step, N-phenylation of secondary aliphatic amide intermediate 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. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：2011 / 2014
页数：4
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