(E)-N'-cinnamoyl-2,3-dihydrobenzo[b][1,4]dioxine-6-carbohydrazide | 1615678-17-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-N'-cinnamoyl-2,3-dihydrobenzo[b][1,4]dioxine-6-carbohydrazide
• 英文别名: (e)-N'-cinnamoyl-2,3-dihydrobenzo[b][1,4]di-oxine-6-carbohydrazide；N'-[(E)-3-phenylprop-2-enoyl]-2,3-dihydro-1,4-benzodioxine-6-carbohydrazide
• CAS: 1615678-17-5
• 化学式: C₁₈H₁₆N₂O₄
• 分子量: 324.336
• InChiKey: KOGRIKJYGMBXFL-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,3-二氢-1,4-苯并二噁烷-6-羧酸 在 硫酸 、 1-羟基苯并三唑 、 一水合肼 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 生成 (E)-N'-cinnamoyl-2,3-dihydrobenzo[b][1,4]dioxine-6-carbohydrazide
  参考文献：
  名称：

  具有1,4-苯并二恶烷部分作为潜在抗癌剂的二酰基肼衍生物的合成，生物学评估和分子对接研究

  摘要：

  已经设计，合成并评估了一系列含有1，4-苯并二恶烷1-17的二酰基肼衍生物。大多数合成的化合物显示出有效的抗肿瘤活性和低毒性。化合物10对MCF-7癌细胞具有最强的生物学活性，与阳性对照5-氟尿嘧啶相当。通过将化合物10置于MetAP2结构活性位点进行对接模拟，以探索可能的结合模型。

  DOI：

  10.1134/s1070363217110238

文献信息

• Aromatic diacylhydrazine derivatives as a new class of polo-like kinase 1 (PLK1) inhibitors
  作者：Juan Sun、Peng-Cheng Lv、Feng-Jiao Guo、Xin-Yi Wang、Xiao- Han、Yang Zhang、Gui-Hua Sheng、Shao-Song Qian、Hai-Liang Zhu

  DOI：10.1016/j.ejmech.2014.05.026

  日期：2014.6

  A novel class of aromatic diacylhydrazine derivatives was designed as PLK1 inhibitors. All the 19 new synthesized compounds were assayed for antitumor activity against the respective cervical cancer cells. In which, nine compounds with better antitumor activities were further tested for their PLK1 inhibitory activity. Last, we have successfully found that compound 7k showed both the promising antitumor activity with IC50 of 0.17 mu M against the cervical cancer cells, and also processed the most potent PLK1 inhibitory activity with IC50 of 0.03 mu M. In addition, docking simulation also carried out in this study to give a potent prediction binding mode between the small molecule and PKL1 (PDB code: 1umw) protein. (C) 2014 Elsevier Masson SAS. All rights reserved.
• Synthesis, biological evaluation, and molecular docking studies of diacylhydrazine derivatives possessing 1,4-benzodioxan moiety as potential anticancer agents
  作者：S. Wang、H.-Y. Liu、R.-F. Xu、J. Sun

  DOI：10.1134/s1070363217110238

  日期：2017.11

  A series of diacylhydrazine derivatives containing 1,4-benzodioxan 1-17 has been designed, synthesized and evaluated for antitumor activity. Most of the synthesized compounds demonstrated potent antitumor activity and low toxicity. Compound 10 demonstrated the most potent biological activity against MCF-7 cancer cell line, which was comparable with the positive control 5-fluorouracil. Docking simulation

  已经设计，合成并评估了一系列含有1，4-苯并二恶烷1-17的二酰基肼衍生物。大多数合成的化合物显示出有效的抗肿瘤活性和低毒性。化合物10对MCF-7癌细胞具有最强的生物学活性，与阳性对照5-氟尿嘧啶相当。通过将化合物10置于MetAP2结构活性位点进行对接模拟，以探索可能的结合模型。