N-{2-[2-(2-Iodo-ethoxy)-7-methoxy-naphthalen-1-yl]-ethyl}-propionamide | 198470-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-{2-[2-(2-Iodo-ethoxy)-7-methoxy-naphthalen-1-yl]-ethyl}-propionamide
• 英文别名: N-[2-[2-(2-iodoethoxy)-7-methoxynaphthalen-1-yl]ethyl]propanamide
• CAS: 198470-53-0
• 化学式: C₁₈H₂₂INO₃
• 分子量: 427.282
• InChiKey: YIHYAZLHBNIPOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-{2-[2-(2-Iodo-ethoxy)-7-methoxy-naphthalen-1-yl]-ethyl}-propionamide 在 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 72.0h， 生成 TMEPI
  参考文献：
  名称：

  Synthesis of a radiolabeled charged melatonin receptor ligand

  摘要：

  The synthesis of the first permanently charged melatonin receptor ligand: N-[2-(2-trimethylammoniumethyleneoxy-7-methoxynaphthyl)ethyl]propionamide iodide (2a, TMEPI) and its carbon-14 analog (2b, C-14-TMEPI) are described. The ligands can serve as tools to elucidate the mechanism of melatonin receptor regulation. Both compounds 2a and 2b are synthesized in 8 steps. The radiochemical yield and purity of 2b are 99.6 and 99.8% respectively, with specific radioactivity of 7.6 mCi/mmol.

  DOI：

  10.1002/(sici)1099-1344(199805)41:5<435::aid-jlcr97>3.0.co;2-l
• 作为产物：
  描述：

  7-甲氧基-2-萘 在 咪唑 、 乙酸铵 、 4-二甲氨基吡啶 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 碘 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 34.25h， 生成 N-{2-[2-(2-Iodo-ethoxy)-7-methoxy-naphthalen-1-yl]-ethyl}-propionamide
  参考文献：
  名称：

  Synthesis of a radiolabeled charged melatonin receptor ligand

  摘要：

  The synthesis of the first permanently charged melatonin receptor ligand: N-[2-(2-trimethylammoniumethyleneoxy-7-methoxynaphthyl)ethyl]propionamide iodide (2a, TMEPI) and its carbon-14 analog (2b, C-14-TMEPI) are described. The ligands can serve as tools to elucidate the mechanism of melatonin receptor regulation. Both compounds 2a and 2b are synthesized in 8 steps. The radiochemical yield and purity of 2b are 99.6 and 99.8% respectively, with specific radioactivity of 7.6 mCi/mmol.

  DOI：

  10.1002/(sici)1099-1344(199805)41:5<435::aid-jlcr97>3.0.co;2-l

文献信息

• The development of a charged melatonin receptor ligand
  作者：Pui-Kai Li、Guo-Hua Chu、Megan L. Gillen、Tejal Parekh、Paula A. Witt-Enderby

  DOI：10.1016/s0960-894x(97)00444-7

  日期：1997.9

  We report the synthesis and radioligand binding analysis of a novel charged melatonin receptor ligand, N-[2-(2-Trimethylammoniumethyleneoxy-7-methoxy)ethyl]propionamide iodide. The charged ligand has potential in determining whether internalization of the melatonin receptor occurs following melatonin exposure. (C) 1997 Elsevier Science Ltd.
• Synthesis of a radiolabeled charged melatonin receptor ligand
  作者：Guo-Hua Chu、Pui-Kai Li

  DOI：10.1002/(sici)1099-1344(199805)41:5<435::aid-jlcr97>3.0.co;2-l

  日期：1998.5

  The synthesis of the first permanently charged melatonin receptor ligand: N-[2-(2-trimethylammoniumethyleneoxy-7-methoxynaphthyl)ethyl]propionamide iodide (2a, TMEPI) and its carbon-14 analog (2b, C-14-TMEPI) are described. The ligands can serve as tools to elucidate the mechanism of melatonin receptor regulation. Both compounds 2a and 2b are synthesized in 8 steps. The radiochemical yield and purity of 2b are 99.6 and 99.8% respectively, with specific radioactivity of 7.6 mCi/mmol.