(2-benzo[1,3]dioxol-5-yl-ethyl)-quinazolin-4-yl-amine | 3487-49-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: (2-benzo[1,3]dioxol-5-yl-ethyl)-quinazolin-4-yl-amine
• 英文别名: N-[2-(1,3-benzodioxol-5-yl)ethyl]quinazolin-4-amine
• CAS: 3487-49-8
• 化学式: C₁₇H₁₅N₃O₂
• 分子量: 293.325
• InChiKey: RUYNZWDDILYCJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  56.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氯喹唑啉 、 3,4-亚甲二氧基苯乙胺 在 三乙胺 作用下， 以 异丙醇 为溶剂， 以31.2%的产率得到(2-benzo[1,3]dioxol-5-yl-ethyl)-quinazolin-4-yl-amine
  参考文献：
  名称：

  Molecular docking and synthesis of novel quinazoline analogues as inhibitors of transcription factors NF-κB activation and their anti-cancer activities

  摘要：

  NF-kappa B is a transcription factor protein complex that can be found in almost all animal cell types and is a key player in some cancers and inflammatory responses. It can enhance the proliferation rate, reduce apoptosis, as well as creating more blood flow to ensure the survival of cancer, thus blocking the NF-kappa B pathway has potential therapeutic benefit. We designed a series of compounds based on a quinazoline scaffold pharmacophore model which may have high binding affinity with the p50 subunit of NF-kappa B. The compound series with phenyl substitution at the 2 position of the quinazoline proved to be more effective at inhibiting NF-kappa B function both theoretically and experimentally. These compounds also reduce the proliferation of numerous tumor cell lines and the mean GI(50) for compound 2a is 2.88 mu M against the NCI-60 cell line. At the same time, compound 2a can induce significant apoptosis in EKVX cell line at the concentration of 1 mu M. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.051

文献信息

• HOMOPIPERONY LAMINE COMPOUND AND USE THEREOF
  申请人：SINOCHEM CORPORATION

  公开号：US20150225378A1

  公开（公告）日：2015-08-13

  The invention discloses a homopiperony lamine compound which has a structural general formula I as follows as shown in the specification: wherein definitions of substituents in the formula are as shown in the specification. The compound shown as the general formula I has broad-spectrum bactericidal and insecticidal activity in the field of agriculture. The compound shown as the general formula I has a good prevention effect on various germs such as cucumber downy mildew, wheat powdery mildew, puccinia sorghi, rice blast and cucumber gray mold, and particularly, still has the good prevention and control effect on the cucumber downy mildew, the puccinia sorghi and the wheat powdery mildew at a lower dosage. At the same time, a part of compound has better insecticidal activity, and can be used for preventing and controlling various insect pests such as diamondback moths, myzus persicae, armyworms and tetranychus cinabarinus boisdu.

  该发明公开了一种具有如下结构通式I的吗啡啶胺化合物，其中通式中的取代基定义如说明书所示。所示通式I的化合物在农业领域具有广谱的杀菌和杀虫活性。所示通式I的化合物对黄瓜霜霉病、小麦白粉病、玉米锈病、水稻稻瘟病和黄瓜灰霉病等各种细菌具有良好的防治效果，特别是在较低剂量下对黄瓜霜霉病、玉米锈病和小麦白粉病仍具有良好的防治效果。同时，部分化合物具有更好的杀虫活性，可用于预防和控制菜青虫、桃蚜、军虫和赤蜘蛛等各种昆虫害虫。
• US9447081B2
  申请人：——

  公开号：US9447081B2

  公开（公告）日：2016-09-20