Synthesis and in vivo evaluation of [18F]N-(2-benzofuranylmethyl)-N′-[4-(2-fluoroethoxy)benzyl]piperazine, a novel σ1 receptor PET imaging agent

被引：11

作者：

Moussa, Iman A. ^{[1
]}

Banister, Samuel D. ^{[1
]}

Giboureau, Nicolas ^{[2
,3
]}

Meikle, Steven R. ^{[2
,3
]}

Kassiou, Michael ^{[1
,2
,3
]}

机构：

[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

[2] Brain & Mind Res Inst, Sydney, NSW 2050, Australia

[3] Univ Sydney, Discipline Med Radiat Sci, Sydney, NSW 2006, Australia

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2011年 / 21卷 / 22期

关键词：

Piperazines; Sigma receptors; Positron emission tomography; Fluorine-18; PRECLINICAL ACUTE TOXICITY; BINDING-SITE; LIGANDS; COCAINE; PHARMACOLOGY; RADIOTRACER; INVOLVEMENT; ANTAGONISTS; CHAPERONES; AFFINITY;

D O I：

10.1016/j.bmcl.2011.09.028

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

N-(2-Benzofuranylmethyl)-N'-[4-(2-fluoroethoxy)benzyl]piperazine (6, sigma(1) K-i = 2.6 nM) was radiolabeled with fluorine-18 to provide a potential sigma(1) receptor radioligand for use in positron emission tomography (PET). Radiofluorination of the appropriate tosylate precursor furnished [F-18]6 with a specific activity of 45 GBq/mu mol, in an average radiochemical yield of 18% and greater than 98% radiochemical purity. MicroPET imaging in Papio hamadryas baboon brain revealed [F-18]6 uptake consistent with sigma receptor distribution, and specificity for sigma receptors was demonstrated in a haloperidol pre-treated animal. [F-18]6 possesses suitable properties for PET imaging of sigma(1) receptors, and further investigation of this sigma(1) receptor tracer is warranted. (C) 2011 Elsevier Ltd. All rights reserved.

引用

页码：6820 / 6823

页数：4

共 46 条

[1] The sigma receptor as a ligand-regulated auxiliary potassium channel subunit [J].