2-((2-(2-(3,3-difluoroazetidin-1-yl)ethyl)-1H-inden-3-yl)methyl)pyrazine | 1273545-39-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2-((2-(2-(3,3-difluoroazetidin-1-yl)ethyl)-1H-inden-3-yl)methyl)pyrazine
• 英文别名: 2-[[2-[2-(3,3-difluoroazetidin-1-yl)ethyl]-3H-inden-1-yl]methyl]pyrazine
• CAS: 1273545-39-3
• 化学式: C₁₉H₁₉F₂N₃
• 分子量: 327.377
• InChiKey: OQSOOFROGDVPSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(2-(3,3-difluoroazetidin-1-yl)-2-oxoethyl)-2,3-dihydro-1H-inden-1-one 在 盐酸 、 lithium aluminium tetrahydride 、 二苯甲酮 、 potassium tert-butylate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 3.0h， 生成 2-((2-(2-(3,3-difluoroazetidin-1-yl)ethyl)-1H-inden-3-yl)methyl)pyrazine
  参考文献：
  名称：

  Influence of pKa on the biotransformation of indene H1-antihistamines by CYP2D6

  摘要：

  Structure-activity relationship studies were conducted to reduce CYP2D6-mediated metabolism in a series of indene H-1-antihistamines. Reductions in pK(a) via incorporation of a beta-fluoro substituent or a heteroaryl moiety were shown to reduce contributions to metabolism through this pathway. Several compounds, including 8l, 8o, and 12f were identified with promising primary in vitro profiles and reduced biotransformation via CYP2D6. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.12.053

文献信息

• Influence of pKa on the biotransformation of indene H1-antihistamines by CYP2D6
  作者：Charles Huang、Wilna J. Moree、Said Zamani-Kord、Bin-Feng Li、Fabio C. Tucci、Siobhan Malany、Jianyun Wen、Hua Wang、Samuel R.J. Hoare、Chun Yang、Ajay Madan、Paul D. Crowe、Graham Beaton

  DOI：10.1016/j.bmcl.2010.12.053

  日期：2011.2

  Structure-activity relationship studies were conducted to reduce CYP2D6-mediated metabolism in a series of indene H-1-antihistamines. Reductions in pK(a) via incorporation of a beta-fluoro substituent or a heteroaryl moiety were shown to reduce contributions to metabolism through this pathway. Several compounds, including 8l, 8o, and 12f were identified with promising primary in vitro profiles and reduced biotransformation via CYP2D6. (C) 2010 Elsevier Ltd. All rights reserved.