A facile synthesis for novel loperamide analogs as potential &#956; opioid receptor agonists

Xiaofeng Bao; Duliang Liu; Yanyan Jin; Yao Yang

doi:10.3390/molecules171214288

A facile synthesis for novel loperamide analogs as potential μ opioid receptor agonists

Molecules. 2012 Dec 3;17(12):14288-97. doi: 10.3390/molecules171214288.

Authors

Xiaofeng Bao¹, Duliang Liu, Yanyan Jin, Yao Yang

Affiliation

¹ Department of Biochemical Engineering, Nanjing University Science & Technology, Chemical Engineering Building B302, 200 Xiaolinwei, Nanjing 210094, China. baoxiaofeng@njust.edu.cn

Abstract

A facile synthesis for novel loperamide analogs as potential μ opioid receptors is described. The synthetic procedure for compound 5, which contains two 4-phenyl piperidine scaffolds, was optimized, and this compound was synthesized in excellent yield. We also describe a mild and highly efficient protocol for the synthesis of compounds 6 and 7.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Humans
Ligands
Loperamide* / analogs & derivatives
Loperamide* / chemical synthesis
Loperamide* / chemistry
Molecular Structure
Morphine / chemistry
Morphine / therapeutic use
Piperidines / chemistry
Receptors, Opioid, mu* / agonists
Receptors, Opioid, mu* / chemistry
Structure-Activity Relationship

Substances

Ligands
Piperidines
Receptors, Opioid, mu
Loperamide
Morphine
4-phenylpiperidine