6-Hydroxy-Duloxetine | 741693-76-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-Hydroxy-Duloxetine
• 英文别名: 5-((S)-3-Methylamino-1-thiophen-2-yl-propoxy)-naphthalen-2-ol；5-[(1S)-3-(methylamino)-1-thiophen-2-ylpropoxy]naphthalen-2-ol
• CAS: 741693-76-5
• 化学式: C₁₈H₁₉NO₂S
• 分子量: 313.42
• InChiKey: LEIFDHLVPBJTIV-KRWDZBQOSA-N

物化性质

• 沸点：
  516.6±50.0 °C(Predicted)
• 密度：
  1.227±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  69.7
• 氢给体数：
  2
• 氢受体数：
  4

ADMET

代谢

5-((S)-3-甲基氨基-1-噻吩-2-基-丙氧基)-萘-2-醇是度洛西汀的人类已知代谢物。

5-((S)-3-Methylamino-1-thiophen-2-yl-propoxy)-naphthalen-2-ol is a known human metabolite of Duloxetine.

来源:NORMAN Suspect List Exchange

反应信息

• 作为反应物：
  描述：

  6-Hydroxy-Duloxetine 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 6-Hydroxy-Duloxetine Glucuronide
  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 tetrafluoroboric acid 、 4-甲基苯磺酸吡啶 、 sodium hydride 、 溶剂黄146 、 sodium nitrite 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6-Hydroxy-Duloxetine
  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.