Vangveravong Suwanna, Xu Jinbin, Zeng Chenbo, Mach Robert H
Division of Radiological Sciences, Washington University School of Medicine, Mallinckrodt Institute of Radiology, St. Louis, MO 63110, USA.
Bioorg Med Chem. 2006 Oct 15;14(20):6988-97. doi: 10.1016/j.bmc.2006.06.028. Epub 2006 Jul 11.
A series of N-substituted 9-azabicyclo[3.3.1]nonan-3alpha-yl phenylcarbamate analogs was prepared and their affinities for sigma (sigma(1) and sigma(2)) receptors were measured in vitro. The results of their structure-activity relationship study identified two new compounds, N-(9-(4-aminobutyl)-9-azabicyclo[3.3.1]nonan-3alpha-yl)-N'-(2-methoxy-5-methylphenyl)carbamate and N-(9-(6-aminohexyl)-9-azabicyclo[3.3.1]nonan-3alpha-yl)-N'-(2-methoxy-5-methylphenyl)carbamate, having a high affinity and selectivity for sigma(2) versus sigma(1) receptors. These compounds were also used in the preparation of biotinylated and fluorescent probes of the sigma(2) receptor.
制备了一系列N-取代的9-氮杂双环[3.3.1]壬烷-3α-基苯基氨基甲酸酯类似物，并在体外测定了它们对σ（σ1和σ2）受体的亲和力。它们的构效关系研究结果鉴定出两种新化合物，N-（9-（4-氨基丁基）-9-氮杂双环[3.3.1]壬烷-3α-基）-N'-（2-甲氧基-5-甲基苯基）氨基甲酸酯和N-（9-（6-氨基己基）-9-氮杂双环[3.3.1]壬烷-3α-基）-N'-（2-甲氧基-5-甲基苯基）氨基甲酸酯，对σ2受体相对于σ1受体具有高亲和力和选择性。这些化合物还用于制备σ2受体的生物素化和荧光探针。
