4-(3-{[4-({3-chloro-4-[(1-ethyl-4,5-dimethyl-1H-imidazol-2-yl)sulfanyl]phenyl}amino)-3-cyano-6-methoxyquinolin-7-yl]oxy}propyl)-N-ethylpiperazine-1-carboxamide | 1125455-11-9

• 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: 4-(3-{[4-({3-chloro-4-[(1-ethyl-4,5-dimethyl-1H-imidazol-2-yl)sulfanyl]phenyl}amino)-3-cyano-6-methoxyquinolin-7-yl]oxy}propyl)-N-ethylpiperazine-1-carboxamide
• 英文别名: 4-[3-[4-[3-chloro-4-(1-ethyl-4,5-dimethylimidazol-2-yl)sulfanylanilino]-3-cyano-6-methoxyquinolin-7-yl]oxypropyl]-N-ethylpiperazine-1-carboxamide
• CAS: 1125455-11-9
• 化学式: C₃₄H₄₁ClN₈O₃S
• 分子量: 677.27
• InChiKey: IPEMFBLSAREXQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  47
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  146
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-乙基-1-哌嗪羧酰胺 、 4-[3-chloro-4-(1-ethyl-4,5-dimethyl-1H-imidazol-2-ylsulfanyl)phenylamino]-7-(3-chloropropoxy)-6-methoxyquinoline-3-carbonitrile 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-{[4-({3-chloro-4-[(1-ethyl-4,5-dimethyl-1H-imidazol-2-yl)sulfanyl]phenyl}amino)-3-cyano-6-methoxyquinolin-7-yl]oxy}propyl)-N-ethylpiperazine-1-carboxamide
  参考文献：
  名称：

  Lead identification to generate 3-cyanoquinoline inhibitors of insulin-like growth factor receptor (IGF-1R) for potential use in cancer treatment

  摘要：

  Insulin-like growth factor receptor (IGF-1R) is a growth factor receptor tyrosine kinase that acts as a critical mediator of cell proliferation and survival. Inhibitors of this receptor are believed to provide a new target in cancer therapy. We previously reported an isoquinolinedione series of IGF-1R inhibitors. Now we have identified a series of 3-cyanoquinoline compounds that are low nanomolar inhibitors of IGF-1R. The strategies, synthesis, and SAR behind the cyanoquinoline scaffold will be discussed.

  DOI：

  10.1016/j.bmcl.2008.11.037

文献信息

• Lead identification to generate 3-cyanoquinoline inhibitors of insulin-like growth factor receptor (IGF-1R) for potential use in cancer treatment
  作者：Lori M. Miller、Scott C. Mayer、Dan M. Berger、Diane H. Boschelli、Frank Boschelli、Li Di、Xuemei Du、Minu Dutia、Middleton B. Floyd、Mark Johnson、Cynthia Hess Kenny、Girija Krishnamurthy、Franklin Moy、Susan Petusky、Diane Tkach、Nancy Torres、Biqi Wu、Weixin Xu

  DOI：10.1016/j.bmcl.2008.11.037

  日期：2009.1

  Insulin-like growth factor receptor (IGF-1R) is a growth factor receptor tyrosine kinase that acts as a critical mediator of cell proliferation and survival. Inhibitors of this receptor are believed to provide a new target in cancer therapy. We previously reported an isoquinolinedione series of IGF-1R inhibitors. Now we have identified a series of 3-cyanoquinoline compounds that are low nanomolar inhibitors of IGF-1R. The strategies, synthesis, and SAR behind the cyanoquinoline scaffold will be discussed.