2-甲氧基-5-[(1S)-3-(甲基氨基)-1-(2-噻吩基)丙氧基]-1-萘酚 | 741693-79-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-甲氧基-5-[(1S)-3-(甲基氨基)-1-(2-噻吩基)丙氧基]-1-萘酚
• 中文别名: 度洛西汀杂质；环丁醇,2,2-二乙氧基-,(1S)-
• 英文名称: 5-Hydroxy-6-methoxy Duloxetine
• 英文别名: 2-methoxy-5-[(1S)-3-(methylamino)-1-thiophen-2-ylpropoxy]naphthalen-1-ol
• CAS: 741693-79-8
• 化学式: C₁₉H₂₁NO₃S
• 分子量: 343.447
• InChiKey: MHWRJCBZOCBFBD-INIZCTEOSA-N

物化性质

• 熔点：
  56-61°C
• 沸点：
  545.8±50.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  79
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-甲氧基-5-[(1S)-3-(甲基氨基)-1-(2-噻吩基)丙氧基]-1-萘酚 在 三甲基铵三氧化硫共聚物 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological activity of some known and putative duloxetine metabolites

  摘要：

  Several putative phase I duloxetine metabolites, 4-hydroxy-, 5-hydroxy-, 6-hydroxy-, 5-hydroxy-6-methoxy-, 6-hydroxy5-methoxy-, 5,6-dihydroxy-, and 4,6-dihydroxyduloxetine were synthesized, and their phase II metabolite as glucuronide or sulfate conjugates were also synthesized. Their in vitro binding activities were compared to that of parent compound duloxetine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.066
• 作为产物：
  描述：

  5-氨基-2-萘酚 在 sodium hydroxide 、 tetrafluoroboric acid 、 4-甲基苯磺酸吡啶 、 四氯化锡 、 sodium hydride 、 溶剂黄146 、 间氯过氧苯甲酸 、 sodium nitrite 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 2-甲氧基-5-[(1S)-3-(甲基氨基)-1-(2-噻吩基)丙氧基]-1-萘酚
  参考文献：
  名称：

  Synthesis and biological activity of some known and putative duloxetine metabolites

  摘要：

  Several putative phase I duloxetine metabolites, 4-hydroxy-, 5-hydroxy-, 6-hydroxy-, 5-hydroxy-6-methoxy-, 6-hydroxy5-methoxy-, 5,6-dihydroxy-, and 4,6-dihydroxyduloxetine were synthesized, and their phase II metabolite as glucuronide or sulfate conjugates were also synthesized. Their in vitro binding activities were compared to that of parent compound duloxetine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.066

文献信息

• Synthesis and biological activity of some known and putative duloxetine metabolites
  作者：F. Kuo、T.A. Gillespie、P. Kulanthaivel、R.J. Lantz、T.W. Ma、D.L. Nelson、P.G. Threlkeld、W.J. Wheeler、P. Yi、M. Zmijewski

  DOI：10.1016/j.bmcl.2004.04.066

  日期：2004.7

  Several putative phase I duloxetine metabolites, 4-hydroxy-, 5-hydroxy-, 6-hydroxy-, 5-hydroxy-6-methoxy-, 6-hydroxy5-methoxy-, 5,6-dihydroxy-, and 4,6-dihydroxyduloxetine were synthesized, and their phase II metabolite as glucuronide or sulfate conjugates were also synthesized. Their in vitro binding activities were compared to that of parent compound duloxetine. (C) 2004 Elsevier Ltd. All rights reserved.