5-Fluoro-1-(2-(trifluoromethyl)benzyl)indoline-2,3-dione | 1160247-97-1

• 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: 5-Fluoro-1-(2-(trifluoromethyl)benzyl)indoline-2,3-dione
• 英文别名: 5-fluoro-1-[[2-(trifluoromethyl)phenyl]methyl]indole-2,3-dione
• CAS: 1160247-97-1
• 化学式: C₁₆H₉F₄NO₂
• 分子量: 323.247
• InChiKey: FHHVMNIPMGSCCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氟靛红 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 0.17h， 生成 5-Fluoro-1-(2-(trifluoromethyl)benzyl)indoline-2,3-dione
  参考文献：
  名称：

  Discovery of the First Highly M5-Preferring Muscarinic Acetylcholine Receptor Ligand, an M5 Positive Allosteric Modulator Derived from a Series of 5-Trifluoromethoxy N-Benzyl Isatins

  摘要：

  This report describes the discovery and initial characterization of the first positive allosteric modulator of muscarinic acetylcholine receptor subtype 5 (mAChR5 or M5). Functional HTS, identified VU0119498, which displayed micromolar potencies for potentiation of acetylcholine at M1, M3, and M5 receptors in cell-based Ca2+ mobilization assays. Subsequent optimization led to the discovery of VU0238429, which possessed an EC50 of approximately 1.16 mu M at M5 with >30-fold selectivity versus M1 and M3, with no M2 or M4 potentiator activity.

  DOI：

  10.1021/jm900286j

文献信息

• Discovery of the First Highly M5-Preferring Muscarinic Acetylcholine Receptor Ligand, an M5 Positive Allosteric Modulator Derived from a Series of 5-Trifluoromethoxy <i>N</i>-Benzyl Isatins
  作者：Thomas M. Bridges、Joy E. Marlo、Colleen M. Niswender、Carrie K. Jones、Satyawan B. Jadhav、Patrick R. Gentry、Hyekyung C. Plumley、C. David Weaver、P. Jeffrey Conn、Craig W. Lindsley

  DOI：10.1021/jm900286j

  日期：2009.6.11

  This report describes the discovery and initial characterization of the first positive allosteric modulator of muscarinic acetylcholine receptor subtype 5 (mAChR5 or M5). Functional HTS, identified VU0119498, which displayed micromolar potencies for potentiation of acetylcholine at M1, M3, and M5 receptors in cell-based Ca2+ mobilization assays. Subsequent optimization led to the discovery of VU0238429, which possessed an EC50 of approximately 1.16 mu M at M5 with >30-fold selectivity versus M1 and M3, with no M2 or M4 potentiator activity.