VU0365117 | 1208222-40-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: VU0365117
• 英文别名: 1-[[4-(3-Thiophenyl)phenyl]methyl]-5-(trifluoromethoxy)indole-2,3-dione；1-[(4-thiophen-3-ylphenyl)methyl]-5-(trifluoromethoxy)indole-2,3-dione
• CAS: 1208222-40-5
• 化学式: C₂₀H₁₂F₃NO₃S
• 分子量: 403.381
• InChiKey: RSEUVMGVNMLOCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-噻吩硼酸 、 1-[(4-Bromophenyl)methyl]-5-(trifluoromethoxy)-1H-indole-2,3-dione 在 bis[tris( 1,1-dimethylethyl)phosphine]-palladium 、 caesium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.33h， 生成 VU0365117
  参考文献：
  名称：

  Chemical lead optimization of a pan Gq mAChR M1, M3, M5 positive allosteric modulator (PAM) lead. Part I: Development of the first highly selective M5 PAM

  摘要：

  This Letter describes a chemical lead optimization campaign directed at VU0238429, the first M-5-preferring positive allosteric modulator (PAM), discovered through analog work around VU0119498, a pan G(q) mAChR M-1, M-3, M-5 PAM. An iterative library synthesis approach delivered the first selective M-5 PAM (no activity at M-1-M-4 @ 30 mu M), and an important tool compound to study the role of M-5 in the CNS. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.089

文献信息

• Chemical lead optimization of a pan Gq mAChR M1, M3, M5 positive allosteric modulator (PAM) lead. Part I: Development of the first highly selective M5 PAM
  作者：Thomas M. Bridges、J. Phillip Kennedy、Hyekyung P. Cho、Micah L. Breininger、Patrick R. Gentry、Corey R. Hopkins、P. Jeffrey Conn、Craig W. Lindsley

  DOI：10.1016/j.bmcl.2009.11.089

  日期：2010.1

  This Letter describes a chemical lead optimization campaign directed at VU0238429, the first M-5-preferring positive allosteric modulator (PAM), discovered through analog work around VU0119498, a pan G(q) mAChR M-1, M-3, M-5 PAM. An iterative library synthesis approach delivered the first selective M-5 PAM (no activity at M-1-M-4 @ 30 mu M), and an important tool compound to study the role of M-5 in the CNS. (C) 2009 Elsevier Ltd. All rights reserved.