2β,3α-3-(4'-iodophenyl)nortropane | 939431-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2β,3α-3-(4'-iodophenyl)nortropane
• 英文别名: methyl (1R,2S,3R,5S)-3-(4-iodophenyl)-8-azabicyclo[3.2.1]octane-2-carboxylate
• CAS: 939431-31-9
• 化学式: C₁₅H₁₈INO₂
• 分子量: 371.218
• InChiKey: IBOZZWGMZPMXBO-FQUUOJAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2β,3α-3-(4'-iodophenyl)nortropane 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2β,3α-3-(4'-ethynylphenyl)nortropane
  参考文献：
  名称：

  Synthesis and biological evaluation of 2β,3α-(substituted phenyl)nortropanes as potential norepinephrine transporter imaging agents

  摘要：

  A series of 2 beta,3 alpha-(substituted phenyl)nortropanes was synthesized and evaluated in vitro for human monoamine transporters. All compounds studied in this series exhibited nanomolar potency for the norepinephrine transporter (NET). Radiolabeling and nonhuman primate microPET brain imaging studies were performed with the most promising compound, [C-11]1, to determine its utility as a NET imaging agent. Despite high in vitro affinity for the human NET, the high uptake of [C-11]1 in the caudate and putamen excludes its use as an in vivo PET imaging agent for the NET. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.056
• 作为产物：
  描述：

  (1R)-3α-phenyl-2β-(3-methyl-[1,2,4]oxadiazole-5-yl)tropane 在 盐酸 、 nickel boride 、 碘 、 silver trifluoromethanesulfonate 、 溶剂黄146 、 锌 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 2β,3α-3-(4'-iodophenyl)nortropane
  参考文献：
  名称：

  Synthesis and biological evaluation of 2β,3α-(substituted phenyl)nortropanes as potential norepinephrine transporter imaging agents

  摘要：

  A series of 2 beta,3 alpha-(substituted phenyl)nortropanes was synthesized and evaluated in vitro for human monoamine transporters. All compounds studied in this series exhibited nanomolar potency for the norepinephrine transporter (NET). Radiolabeling and nonhuman primate microPET brain imaging studies were performed with the most promising compound, [C-11]1, to determine its utility as a NET imaging agent. Despite high in vitro affinity for the human NET, the high uptake of [C-11]1 in the caudate and putamen excludes its use as an in vivo PET imaging agent for the NET. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.056