N-(3-chlorobenzyl)benzofuro[2,3-b]pyridin-4-amine | 1259926-21-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: N-(3-chlorobenzyl)benzofuro[2,3-b]pyridin-4-amine
• 英文别名: N-[(3-chlorophenyl)methyl]-[1]benzofuro[2,3-b]pyridin-4-amine
• CAS: 1259926-21-0
• 化学式: C₁₈H₁₃ClN₂O
• 分子量: 308.767
• InChiKey: GSEZHGJQFPOIDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  38.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-chloro-1-aza-9-oxafluorene 、 3-氯苄胺 反应 20.0h， 以42%的产率得到N-(3-chlorobenzyl)benzofuro[2,3-b]pyridin-4-amine
  参考文献：
  名称：

  Discovery and selectivity-profiling of 4-benzylamino 1-aza-9-oxafluorene derivatives as lead structures for IGF-1R inhibitors

  摘要：

  Recently the insuline-like growth factor receptor (IGF-1R) emerged as a promising target structure for the development of novel anti-cancer agents. IGF-1R plays a central role in both tumour progression and resistance development against anti-cancer drugs. We discovered 1-aza-9-oxafluorene derivatives as novel lead structures with submicromolar activities against IGF-1R. Structure-activity relationships (SARs) on a series of related receptor tyrosine kinases (RTKs) are discussed in the context of available crystal structures. A preliminary selectivity-profiling is demonstrated for the first compound series. Anti-proliferative tumour cell line screening studies yielded one candidate as a promising cytostatic agent without significant toxic effects. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.004

文献信息

• Discovery and selectivity-profiling of 4-benzylamino 1-aza-9-oxafluorene derivatives as lead structures for IGF-1R inhibitors
  作者：Martin Krug、German Erlenkamp、Wolfgang Sippl、Christoph Schächtele、Frank Totzke、Andreas Hilgeroth

  DOI：10.1016/j.bmcl.2010.10.004

  日期：2010.12

  Recently the insuline-like growth factor receptor (IGF-1R) emerged as a promising target structure for the development of novel anti-cancer agents. IGF-1R plays a central role in both tumour progression and resistance development against anti-cancer drugs. We discovered 1-aza-9-oxafluorene derivatives as novel lead structures with submicromolar activities against IGF-1R. Structure-activity relationships (SARs) on a series of related receptor tyrosine kinases (RTKs) are discussed in the context of available crystal structures. A preliminary selectivity-profiling is demonstrated for the first compound series. Anti-proliferative tumour cell line screening studies yielded one candidate as a promising cytostatic agent without significant toxic effects. (C) 2010 Elsevier Ltd. All rights reserved.