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

页码：2011 / 2014

页数：4

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