5-(1-benzyl-5-methoxy-1H-indol-3-ylmethylene)pyrimidine-2,4,6-trione | 1207615-78-8

• 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: 5-(1-benzyl-5-methoxy-1H-indol-3-ylmethylene)pyrimidine-2,4,6-trione
• 英文别名: 5-[(1-Benzyl-5-methoxyindol-3-yl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 1207615-78-8
• 化学式: C₂₁H₁₇N₃O₄
• 分子量: 375.384
• InChiKey: XSIDJLVAKMJQQE-UHFFFAOYSA-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：
  4
• 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：

  巴比妥酸 、 1-benzyl-5-methoxy-1H-indole-3-carbaldehyde 以82%的产率得到5-(1-benzyl-5-methoxy-1H-indol-3-ylmethylene)pyrimidine-2,4,6-trione
  参考文献：
  名称：

  Structural optimization of indole based compounds for highly promising anti-cancer activities: Structure activity relationship studies and identification of lead molecules

  摘要：

  Based on the anti-cancer data of previous compounds, 27 more compounds were synthesized and subjected to anti-cancer screening. Compounds were tested over 60 human tumor cell lines of different types of cancer. As per the data available, some compounds exhibited appreciable anti-cancer properties over certain cell lines with their GI(50) in nM range. With the help of UV-vis spectral studies, enzyme immunoassay and molecular modeling studies, dihydrofolate reductase was found to be the probable cellular target of the compounds under present investigation.(C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.12.047

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.
• Structural optimization of indole based compounds for highly promising anti-cancer activities: Structure activity relationship studies and identification of lead molecules
  作者：Shaveta、Palwinder Singh

  DOI：10.1016/j.ejmech.2013.12.047

  日期：2014.3

  Based on the anti-cancer data of previous compounds, 27 more compounds were synthesized and subjected to anti-cancer screening. Compounds were tested over 60 human tumor cell lines of different types of cancer. As per the data available, some compounds exhibited appreciable anti-cancer properties over certain cell lines with their GI(50) in nM range. With the help of UV-vis spectral studies, enzyme immunoassay and molecular modeling studies, dihydrofolate reductase was found to be the probable cellular target of the compounds under present investigation.(C) 2014 Elsevier Masson SAS. All rights reserved.