7-amino-1'-(6-bromohexyl)-2,2',4-trioxospiro[1H-pyrano[2,3-d]pyrimidine-5,3'-indole]-6-carbonitrile | 1410051-30-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃嘧啶类
• 英文名称: 7-amino-1'-(6-bromohexyl)-2,2',4-trioxospiro[1H-pyrano[2,3-d]pyrimidine-5,3'-indole]-6-carbonitrile
• CAS: 1410051-30-7
• 化学式: C₂₁H₂₀BrN₅O₄
• 分子量: 486.325
• InChiKey: IYNSXGBRFXZIPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,6-二溴己烷 在 碘 、 potassium carbonate 作用下， 以 水 为溶剂， 反应 2.0h， 生成 7-amino-1'-(6-bromohexyl)-2,2',4-trioxospiro[1H-pyrano[2,3-d]pyrimidine-5,3'-indole]-6-carbonitrile
  参考文献：
  名称：

  Efficient entry to diversely functionalized spirooxindoles from isatin and their biological activity

  摘要：

  A collection of structurally complex and chemically diverse small molecules is a useful tool to explore cell circuitry. In this article, we have reported the two step synthesis of diverse spirooxindoles. The key reaction to assemble the spirooxindole core is a Lewis acid catalyzed three component coupling. The final library of compounds was then analyzed for their cytotoxic activity against U87 human glioma cells. It is noteworthy to mention that this is the first report on the pharmaceutical evaluation of such compounds. Although the activity is moderate, it opens the door for new chemical modifications of spirooxindoles.

  DOI：

  10.1007/s00044-012-0249-x

文献信息

• Efficient entry to diversely functionalized spirooxindoles from isatin and their biological activity
  作者：Mazaahir Kidwai、Arti Jain、Vishal Nemaysh、Rakesh Kumar、Pratibha Mehta Luthra

  DOI：10.1007/s00044-012-0249-x

  日期：2013.6

  A collection of structurally complex and chemically diverse small molecules is a useful tool to explore cell circuitry. In this article, we have reported the two step synthesis of diverse spirooxindoles. The key reaction to assemble the spirooxindole core is a Lewis acid catalyzed three component coupling. The final library of compounds was then analyzed for their cytotoxic activity against U87 human glioma cells. It is noteworthy to mention that this is the first report on the pharmaceutical evaluation of such compounds. Although the activity is moderate, it opens the door for new chemical modifications of spirooxindoles.
• Kidwai, Mazaahir; Jain, Arti; Singh, Satendra, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2014, vol. 53, # 4, p. 399 - 411
  作者：Kidwai, Mazaahir、Jain, Arti、Singh, Satendra、Nemaysh, Vishal、Luthra, Pratibha Mehta

  DOI：——

  日期：——