2-(2-oxo-3-(thiazol-2-yl)-4-(3,3,3-trifluoropropyl)-1,2-dihydroquinolin-6-yloxy)-N-(2-phenylpropan-2-yl)acetamide | 1259392-46-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(2-oxo-3-(thiazol-2-yl)-4-(3,3,3-trifluoropropyl)-1,2-dihydroquinolin-6-yloxy)-N-(2-phenylpropan-2-yl)acetamide
• 英文别名: 2-[[2-oxo-3-(1,3-thiazol-2-yl)-4-(3,3,3-trifluoropropyl)-1H-quinolin-6-yl]oxy]-N-(2-phenylpropan-2-yl)acetamide
• CAS: 1259392-46-5
• 化学式: C₂₆H₂₄F₃N₃O₃S
• 分子量: 515.556
• InChiKey: IXGGHXNKNILFJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  、 Alpha,Alpha-二甲基苄胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-(2-oxo-3-(thiazol-2-yl)-4-(3,3,3-trifluoropropyl)-1,2-dihydroquinolin-6-yloxy)-N-(2-phenylpropan-2-yl)acetamide
  参考文献：
  名称：

  Discovery of novel quinolinone adenosine A2B antagonists

  摘要：

  A novel series of quinolinone-based adenosine A(2B) receptor antagonists was identified via high throughput screening of an encoded combinatorial compound collection. Synthesis and assay of a series of analogs highlighted essential structural features of the initial hit. Optimization resulted in an A2B antagonist (2i) which exhibited potent activity in a cAMP accumulation assay (5.1 nM) and an IL-8 release assay (0.4 nM). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.030

文献信息

• Discovery of novel quinolinone adenosine A2B antagonists
  作者：Brian F. McGuinness、Koc-Kan Ho、Tara M. Stauffer、Laura L. Rokosz、Neelima Mannava、Steven G. Kultgen、Kurt Saionz、Anthony Klon、Weiqing Chen、Hema Desai、W. Lynn Rogers、Maria Webb、Juxing Yin、Yan Jiang、Tailong Li、Hao Yan、Konghua Jing、Shengting Zhang、Kanak Kanti Majumdar、Vikash Srivastava、Samiran Saha

  DOI：10.1016/j.bmcl.2010.10.030

  日期：2010.12

  A novel series of quinolinone-based adenosine A(2B) receptor antagonists was identified via high throughput screening of an encoded combinatorial compound collection. Synthesis and assay of a series of analogs highlighted essential structural features of the initial hit. Optimization resulted in an A2B antagonist (2i) which exhibited potent activity in a cAMP accumulation assay (5.1 nM) and an IL-8 release assay (0.4 nM). (C) 2010 Elsevier Ltd. All rights reserved.