3-(furan-3-ylmethylidene)-1H-indol-2-one | 856436-21-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(furan-3-ylmethylidene)-1H-indol-2-one
• CAS: 856436-21-0
• 化学式: C₁₃H₉NO₂
• 分子量: 211.22
• InChiKey: ADJMXDBNUVNLDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  418.4±45.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-环己基亚己基丙二腈 、 3-(furan-3-ylmethylidene)-1H-indol-2-one 以 甲醇 为溶剂， 反应 7.5h， 生成 3'-amino-1'-(furan-3-yl)-2-oxo-6',7',8',8a'-tetrahydro-1'H-spiro[indoline-3,2'-naphthalene]-4'-carbonitrile
  参考文献：
  名称：

  Synthesis of new class of spirocarbocycle derivatives by multicomponent domino reaction and their evaluation for antimicrobial, anticancer activity and molecular docking studies

  摘要：

  A series of 25 new spirocarbocycles were synthesized by a three component reaction that involves few cyclic nucleophiles, vinyl malononitriles and aldehydes with variable substitution patterns. All the synthesized compounds were evaluated for their antimicrobial activity and the compounds showed significant activity. Synthesized compounds 4c, 4i and 6i showed good anticancer activity against A549 cancer cell line. Molecular docking studies indicated that compound 4i had the greatest affinity for DNA gyrase receptor than others and compound 6i had the greatest affinity for anaplastic lymphoma kinase (ALK) receptor. These compounds can be better therapeutic agents for microbial and cancer cell lines.

  DOI：

  10.1016/j.ejmech.2014.05.065
• 作为产物：
  描述：

  3-糠醛 、 2-吲哚酮 在 L-脯氨酸 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 3-(furan-3-ylmethylidene)-1H-indol-2-one
  参考文献：
  名称：

  Synthesis of new class of spirocarbocycle derivatives by multicomponent domino reaction and their evaluation for antimicrobial, anticancer activity and molecular docking studies

  摘要：

  A series of 25 new spirocarbocycles were synthesized by a three component reaction that involves few cyclic nucleophiles, vinyl malononitriles and aldehydes with variable substitution patterns. All the synthesized compounds were evaluated for their antimicrobial activity and the compounds showed significant activity. Synthesized compounds 4c, 4i and 6i showed good anticancer activity against A549 cancer cell line. Molecular docking studies indicated that compound 4i had the greatest affinity for DNA gyrase receptor than others and compound 6i had the greatest affinity for anaplastic lymphoma kinase (ALK) receptor. These compounds can be better therapeutic agents for microbial and cancer cell lines.

  DOI：

  10.1016/j.ejmech.2014.05.065

文献信息

• Synthesis of new class of spirocarbocycle derivatives by multicomponent domino reaction and their evaluation for antimicrobial, anticancer activity and molecular docking studies
  作者：N. Sudhapriya、P.T. Perumal、C. Balachandran、S. Ignacimuthu、M. Sangeetha、Mukesh Doble

  DOI：10.1016/j.ejmech.2014.05.065

  日期：2014.8

  A series of 25 new spirocarbocycles were synthesized by a three component reaction that involves few cyclic nucleophiles, vinyl malononitriles and aldehydes with variable substitution patterns. All the synthesized compounds were evaluated for their antimicrobial activity and the compounds showed significant activity. Synthesized compounds 4c, 4i and 6i showed good anticancer activity against A549 cancer cell line. Molecular docking studies indicated that compound 4i had the greatest affinity for DNA gyrase receptor than others and compound 6i had the greatest affinity for anaplastic lymphoma kinase (ALK) receptor. These compounds can be better therapeutic agents for microbial and cancer cell lines.