(S)-4-[3-(trifluoromethyl)phenethyl]-1-[6-(aminomethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]piperazin-2-one | 928675-01-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-[3-(trifluoromethyl)phenethyl]-1-[6-(aminomethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]piperazin-2-one
• CAS: 928675-01-8
• 化学式: C₂₄H₂₈F₃N₃O
• 分子量: 431.501
• InChiKey: XFZNBVIGSBJNHQ-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  49.57
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (S)-4-[3-(trifluoromethyl)phenethyl]-1-[6-(aminomethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]piperazin-2-one 、 乙醛 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以40 mg的产率得到4-(3-(Trifluoromethyl)phenethyl)-1-(6-((diethylamino)methyl)-1,2,3,4-tetrahydronaphthalen-2-yl)piperazin-2-one
  参考文献：
  名称：

  The efficacy and cardiac evaluation of aminomethyl tetrahydronaphthalene ketopiperazines: A novel class of potent MCH-R1 antagonists

  摘要：

  The design, synthesis, and biological studies of a novel class of MCH-R1 antagonists based on an amino tetrahydronaphthalene ketopiperazine scaffold is described. Compounds within this class promoted significant body weight reduction in mouse diet induced obesity studies. The potential for hERG blockage activity and QT interval studies in anesthetized dogs are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.028
• 作为产物：
  描述：

  (S)-6-[(2-chloroethyl)amino]-5,6,7,8-tetrahydronaphthalene-2-carbonitrile 在 镍 氨 、 氢气 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 16.67h， 生成 (S)-4-[3-(trifluoromethyl)phenethyl]-1-[6-(aminomethyl)-1,2,3,4-tetrahydronaphthalen-2-yl]piperazin-2-one
  参考文献：
  名称：

  The efficacy and cardiac evaluation of aminomethyl tetrahydronaphthalene ketopiperazines: A novel class of potent MCH-R1 antagonists

  摘要：

  The design, synthesis, and biological studies of a novel class of MCH-R1 antagonists based on an amino tetrahydronaphthalene ketopiperazine scaffold is described. Compounds within this class promoted significant body weight reduction in mouse diet induced obesity studies. The potential for hERG blockage activity and QT interval studies in anesthetized dogs are discussed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.12.028