Propionic acid 2-[7-methoxy-1-(2-propionylamino-ethyl)-naphthalen-2-yloxy]-ethyl ester | 209175-49-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Propionic acid 2-[7-methoxy-1-(2-propionylamino-ethyl)-naphthalen-2-yloxy]-ethyl ester
• 英文别名: 2-[7-Methoxy-1-[2-(propanoylamino)ethyl]naphthalen-2-yl]oxyethyl propanoate
• CAS: 209175-49-5
• 化学式: C₂₁H₂₇NO₅
• 分子量: 373.449
• InChiKey: MHKNTSYQFSBSMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Propionic acid 2-[7-methoxy-1-(2-propionylamino-ethyl)-naphthalen-2-yloxy]-ethyl ester 在 咪唑 、 碘 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 28.0h， 生成 N-{2-[2-(2-Dimethylamino-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
• 作为产物：
  描述：

  7-甲氧基-2-萘 在 乙酸铵 、 4-二甲氨基吡啶 、 sodium hydroxide 、 lithium aluminium tetrahydride 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 丙酮 为溶剂， 反应 30.25h， 生成 Propionic acid 2-[7-methoxy-1-(2-propionylamino-ethyl)-naphthalen-2-yloxy]-ethyl ester
  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

• 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.