4-(3,4-dihydro-1,3-dioxoisoquinolin-2(1H)-yl)benzonitrile | 1060750-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4-(3,4-dihydro-1,3-dioxoisoquinolin-2(1H)-yl)benzonitrile
• 英文别名: 4-(1,3-dioxo-4H-isoquinolin-2-yl)benzonitrile
• CAS: 1060750-52-8
• 化学式: C₁₆H₁₀N₂O₂
• 分子量: 262.268
• InChiKey: MGVUTQXQZPSWTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,5-二碘戊烷 、 4-(3,4-dihydro-1,3-dioxoisoquinolin-2(1H)-yl)benzonitrile 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以74.7%的产率得到4-(4,4-Spirohexyl-3,4-dihydro-1,3-dioxoisoquinolin-2(1H)-yl)benzonitrile
  参考文献：
  名称：

  Progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton

  摘要：

  Novel non-steroidal progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton were developed and their structure-activity relationships were investigated. Among the prepared compounds, 4-(4,4-diethyl-3,4-dihydro-1,3-dioxoquinolin-2(1H)yl) benzonitrile (DEPIQ-4CN) showed the most potent activity, with IC50 values of 74-78 nM in alkaline phosphatase activity and reporter gene assays. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.016
• 作为产物：
  描述：

  高邻苯二甲酸酐 、 对氨基苯腈 以56.2%的产率得到4-(3,4-dihydro-1,3-dioxoisoquinolin-2(1H)-yl)benzonitrile
  参考文献：
  名称：

  Progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton

  摘要：

  Novel non-steroidal progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton were developed and their structure-activity relationships were investigated. Among the prepared compounds, 4-(4,4-diethyl-3,4-dihydro-1,3-dioxoquinolin-2(1H)yl) benzonitrile (DEPIQ-4CN) showed the most potent activity, with IC50 values of 74-78 nM in alkaline phosphatase activity and reporter gene assays. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.016

文献信息

• Progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton
  作者：Aya Nakagawa、Shigeyuki Uno、Makoto Makishima、Hiroyuki Miyachi、Yuichi Hashimoto

  DOI：10.1016/j.bmc.2008.05.016

  日期：2008.7

  Novel non-steroidal progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton were developed and their structure-activity relationships were investigated. Among the prepared compounds, 4-(4,4-diethyl-3,4-dihydro-1,3-dioxoquinolin-2(1H)yl) benzonitrile (DEPIQ-4CN) showed the most potent activity, with IC50 values of 74-78 nM in alkaline phosphatase activity and reporter gene assays. (c) 2008 Elsevier Ltd. All rights reserved.