3-((furan-2-ylmethylene)hydrazono)-5-methylindolin-2-one | 303127-26-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-((furan-2-ylmethylene)hydrazono)-5-methylindolin-2-one
• 英文别名: (3Z)-3-(furan-2-ylmethylidenehydrazinylidene)-5-methyl-1H-indol-2-one
• CAS: 303127-26-6
• 化学式: C₁₄H₁₁N₃O₂
• 分子量: 253.26
• InChiKey: BLBAQTSIYQNMDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  67
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-甲基靛红 在 一水合肼 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 7.0h， 生成 3-((furan-2-ylmethylene)hydrazono)-5-methylindolin-2-one
  参考文献：
  名称：

  Analogue-based design, synthesis and biological evaluation of 3-substituted-(methylenehydrazono)indolin-2-ones as anticancer agents

  摘要：

  The docking studies on CDK2 and GSK-3 beta inspired us to synthesis a series of indoline-2,3-dione hydrazones 10a-1. Treatment of indoline-2,3-dione derivatives 7a-d with hydrazine gave 3-hydrazonoindolin-2-ones 8a-d which were reacted with the appropriate aldehydes 9a-c to yield 3-substituted-(methylenehydrazono)indolin-2-ones 10a-1. Compounds 10a-1 showed a significant anticancer activity against human breast cell line MCF-7. Compounds 10c, f, i exhibited the highest activity almost the same of doxorubicin (IC50 = 6.10 mu M) with IC50 = 7.75, 6.75, 6.25 mu M, respectively. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.058

文献信息

• Analogue-based design, synthesis and biological evaluation of 3-substituted-(methylenehydrazono)indolin-2-ones as anticancer agents
  作者：Haytham E. Dweedar、Hoda Mahrous、Hany S. Ibrahim、Hatem A. Abdel-Aziz

  DOI：10.1016/j.ejmech.2014.03.058

  日期：2014.5

  The docking studies on CDK2 and GSK-3 beta inspired us to synthesis a series of indoline-2,3-dione hydrazones 10a-1. Treatment of indoline-2,3-dione derivatives 7a-d with hydrazine gave 3-hydrazonoindolin-2-ones 8a-d which were reacted with the appropriate aldehydes 9a-c to yield 3-substituted-(methylenehydrazono)indolin-2-ones 10a-1. Compounds 10a-1 showed a significant anticancer activity against human breast cell line MCF-7. Compounds 10c, f, i exhibited the highest activity almost the same of doxorubicin (IC50 = 6.10 mu M) with IC50 = 7.75, 6.75, 6.25 mu M, respectively. (C) 2014 Elsevier Masson SAS. All rights reserved.