(Z)-methyl-4-((3-((2,5-dioxoimidazolidin-4-ylidene)-methyl)-1H-indol-1-yl)methyl)benzoate | 1207615-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (Z)-methyl-4-((3-((2,5-dioxoimidazolidin-4-ylidene)-methyl)-1H-indol-1-yl)methyl)benzoate
• 英文别名: (Z)-Methyl 4-({3-[(2,5-dioxoimidazolidin-4-ylidene)methyl]-1H-indol-1-yl}methyl)benzoate；methyl 4-[[3-[(Z)-(2,5-dioxoimidazolidin-4-ylidene)methyl]indol-1-yl]methyl]benzoate
• CAS: 1207615-64-2
• 化学式: C₂₁H₁₇N₃O₄
• 分子量: 375.384
• InChiKey: FIXFYMIBMCBWEW-YVLHZVERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  89.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  海因 、 (9ci)-4-[(3-甲酰基-1H-吲哚-1-基)甲基]-苯甲酸甲酯 在 ammonium acetate 、 溶剂黄146 作用下， 生成 (Z)-methyl-4-((3-((2,5-dioxoimidazolidin-4-ylidene)-methyl)-1H-indol-1-yl)methyl)benzoate
  参考文献：
  名称：

  Novel substituted (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-diones and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-triones as potent radio-sensitizing agents

  摘要：

  A series of (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-dione (9a-9m) and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione (10a-10i) derivatives that incorporate a variety of aromatic substituents in both the indole and N-benzyl moieties have been synthesized. These analogs were evaluated for their radiosensitization activity against the HT-29 cell line. Three analogs, 10a, 10b, and 10c were identified as the most potent radiosensitizing agents. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.11.082

文献信息

• Novel substituted (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-diones and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-triones as potent radio-sensitizing agents
  作者：Y. Thirupathi Reddy、Konjeti R. Sekhar、Nidhish Sasi、P. Narsimha Reddy、Michael L. Freeman、Peter A. Crooks

  DOI：10.1016/j.bmcl.2009.11.082

  日期：2010.1

  A series of (Z)-5-((N-benzyl-1H-indol-3-yl)methylene)imidazolidine-2,4-dione (9a-9m) and 5-((N-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione (10a-10i) derivatives that incorporate a variety of aromatic substituents in both the indole and N-benzyl moieties have been synthesized. These analogs were evaluated for their radiosensitization activity against the HT-29 cell line. Three analogs, 10a, 10b, and 10c were identified as the most potent radiosensitizing agents. (C) 2009 Elsevier Ltd. All rights reserved.
• Aplysinopsin analogs: Synthesis and anti-proliferative activity of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-diones
  作者：Y. Thirupathi Reddy、P. Narsimha Reddy、Srinivas Koduru、Chendil Damodaran、Peter A. Crooks

  DOI：10.1016/j.bmc.2010.03.054

  日期：2010.5

  A series of substituted (Z)-5-(N-benzylindol-3-ylmethylene)imidazolidine-2,4-dione ( 3) analogs structurally related to aplysinopsin, and that incorporate a variety of substituents in both the indole and N-benzyl moieties have been synthesized under microwave irradiation and conventional heating methods These analogs were evaluated for their anti-proliferative activity against MCF-7 and MDA-231 breast cancer cell lines, and A549 and H460 lung cancer cell lines. Two analogs, 3f and 3j had IC50 values of 4.4 and 5.2 mu M, respectively, compared to 5-fluorouracil (IC50 = 15.2 mu M) against MCF-7 cells. (C) 2010 Elsevier Ltd. All rights reserved.