5-((1-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione | 301811-91-6

• 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-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione
• 英文别名: 5-[(1-benzyl-1H-indol-3-yl)methylidene]pyrimidine-2,4,6(1H,3H,5H)-trione；5-[(1-benzylindol-3-yl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 301811-91-6
• 化学式: C₂₀H₁₅N₃O₃
• mdl: MFCD00565675
• 分子量: 345.357
• InChiKey: FPGWJDJJATWIGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  80.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-((1-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione 、 溴甲苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1,3-dibenzyl-5-((1-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  吲哚，吡唑，色酮和嘧啶类缀合物的合成和评估对肿瘤生长的抑制作用–高效细胞毒剂的开发

  摘要：

  基于先导化合物10和11，通过色酮-嘧啶，色酮-吲哚满酮，色酮-吡唑，吲哚-嘧啶，吲哚-吲哚满酮和吲哚-吡唑部分的组合合成了许多缀合物。这些化合物的肿瘤生长抑制活性超过60人类肿瘤细胞系提供的评价是高度有效的化合物15，41，43，66，69，和72，平均GI 50在所有60个人肿瘤细胞系为3.2μM，3.1μM分别为1.7μM，2.6μM，50.1μM和2.0μM。

  DOI：

  10.1016/j.ejmech.2010.08.004
• 作为产物：
  描述：

  巴比妥酸 、 1-苄基吲哚-3-甲醛 以 甲醇 为溶剂， 生成 5-((1-benzyl-1H-indol-3-yl)methylene)pyrimidine-2,4,6(1H,3H,5H)-trione
  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

• INDOLE COMPOUNDS AND THEIR USE AS RADIATION SENSITIZING AGENTS AND CHEMOTHERAPEUTIC AGENTS
  申请人：Crooks Peter A.

  公开号：US20100081678A1

  公开（公告）日：2010-04-01

  Indole derivatives that are useful in the treatment of cancer as a chemotherapeutic agent or radiosensitizing agent.

  对癌症治疗有用的吲哚衍生物，可作为化疗药物或放射敏感剂。
• Design, synthesis and anticancer activities of hybrids of indole and barbituric acids—Identification of highly promising leads
  作者：Palwinder Singh、Matinder Kaur、Pooja Verma

  DOI：10.1016/j.bmcl.2009.04.014

  日期：2009.6

  By combining the structural features of indole and barbituric acid, new hybrid molecules were designed and synthesized. Evaluations of these molecules over 60 cell line panel of human cancer cells have identified two molecules with significant anticancer activities. Dockings of two active molecules in the active sites of COX-2, thymidylate synthase and ribonucleotide reductase indicate their strong interactions with these enzymes. (C) 2009 Elsevier Ltd. All rights reserved.
• NOVEL PHARMACEUTICAL COMPOSITION AND USES THEREOF
  申请人：HSIEH Thomas

  公开号：US20150224334A1

  公开（公告）日：2015-08-13

  Pharmaceutical compositions containing a combination of NPM inhibitor and anti-cancer agent are disclosed. Methods of inhibiting or reducing the growth of cancer cells in a subject, by administering an effective amount of nucleophosmin (NPM) inhibitor and one or more anticancer agents, whereby the symptoms and signs of cancer in the subject are reduced are also provided.
• US8304421B2
  申请人：——

  公开号：US8304421B2

  公开（公告）日：2012-11-06
• US9592407B2
  申请人：——

  公开号：US9592407B2

  公开（公告）日：2017-03-14