Synthesis and receptor binding studies of 3-substituted piperazine derivatives

被引：7

作者：

Bedürftig, S ^{[1
]}

Wünsch, B ^{[1
]}

机构：

[1] Inst Pharmazeut & Med Chem, D-48149 Munster, Germany

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2006年 / 41卷 / 03期

关键词：

3-substituted piperazines; 1,2-anellated piperazines; aziridinium ions; sigma receptor ligands;

D O I：

10.1016/j.ejmech.2005.09.004

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

In order to find novel receptor ligands various substiuents were introduced into the side chain in position 3 of the piperazine 5. During nucleophilic substitution of the hydroxy group of 5 aziridinium ions were formed, resulting in rearranged 1,4-diazepanes and piperazines as side products. 1,2-anellated piperazines 15, 18 and 19 were prepared by hydrogenation of the alpha, beta-unsaturated ester 13 and by condensation of the primary amine 16b with formaldehyde, respectively. Receptor binding studies with radioligands revealed that the phenylacetamide 17b interacts with moderate affinity (K-i = 181 nM) and considerable selectivity with (sigma 1)eceptors. (c) 2006 Elsevier SAS. All rights reserved.

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页码：387 / 396

页数：10

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