1,3-bis(di(1H-indol-3-yl)methyl)benzene | 1359085-79-2

• 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: 1,3-bis(di(1H-indol-3-yl)methyl)benzene
• 英文别名: 3-[[3-[bis(1H-indol-3-yl)methyl]phenyl]-(1H-indol-3-yl)methyl]-1H-indole
• CAS: 1359085-79-2
• 化学式: C₄₀H₃₀N₄
• 分子量: 566.705
• InChiKey: JRPUXWJHJQXERQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  44
• 可旋转键数：
  6
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  63.2
• 氢给体数：
  4
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  吲哚 、 间苯二甲醛 在 NaY zeolite-NHSO₃H/Cu(OAc)₂ 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以94%的产率得到1,3-bis(di(1H-indol-3-yl)methyl)benzene
  参考文献：
  名称：

  由氨基磺酸/ Cu（OAc）2官能化的NaY沸石，可有效合成Bis，Tris和Tetrakis（吲哚基）甲烷，3,4-Dihydropyrimidin-2（1H）-ones和2，是一种新型且可重复使用的多相杂化催化剂。芳基-1H-苯并噻唑

  摘要：

  据报道，使用通过氨基磺酸官能化的NaY沸石，可以高效地酸催化合成一些双，三和四（吲哚基）甲烷，3,4-二氢嘧啶-2（1 H）-酮和2-芳基-1 H-苯并噻唑。酸/ Cu（OAc）2（NaY沸石-NHSO 3 H / Cu（OAc）2）的产率很高。非均相催化剂的后处理程序很简单，可以循环使用六个反应周期。

  DOI：

  10.1002/jccs.201700035

文献信息

• [EN] COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ET UTILISATIONS ASSOCIÉES
  申请人：THE UNIV OF THE WEST INDIES

  公开号：WO2020104842A1

  公开（公告）日：2020-05-28

  A pharmaceutical composition is described herein, including an antimicrobial agent and a compound having Formula A, or Formula B. Methods of using the pharmaceutical compositions to treat microbial infection are also described.

  本文描述了一种药物组合物，包括一种抗微生物剂和具有A式或B式的化合物。还描述了使用这种药物组合物治疗微生物感染的方法。
• Synthesis and Evaluation of the Cytotoxicities of Tetraindoles: Observation that the 5-Hydroxy Tetraindole (SK228) Induces G₂ Arrest and Apoptosis in Human Breast Cancer Cells
  作者：Wen-Shan Li、Chie-Hong Wang、Shengkai Ko、Tzu Ting Chang、Ya Ching Jen、Ching-Fa Yao、Shivaji V. More、Shu-Chuan Jao

  DOI：10.1021/jm2013425

  日期：2012.2.23

  Current chemical and biological interest in indole-3-carbinol (I3C) and its metabolites has resulted in the discovery of new biologically active indoles. As part of a program aimed at the development of indole analogues, tetraindoles 1-15 were prepared and their antiproliferative effects on human breast cancer cells were evaluated. The results show that the 5-hydroxy-tetraindole 8 (SK228) has optimum antiproliferative activity against breast adenocarcinoma (MCF 7 and MDA-MB-231) cells and that this activity involves G(2)-phase arrest of the cell cycle with a distinctive increase in the expression of cyclin B1 and phospho-cdc2. Further observations suggest that 5-hydroxy-tetraindole 8 induces apoptosis through externalization of membrane phosphatidylserine, DNA fragmentation, and activation of caspase-3. Given the fact that I3C and its metabolites have been shown to improve therapeutic efficacy and to have a broad range of antitumor activities in human cancer cells, the current findings have important pharmacological relevance as they open a promising route to the development of a potential chemotherapeutic application of tetraindoles as agents for the treatment of breast cancer.
• COMPOUNDS AND USES THEREOF
  申请人：The University of The West Indies

  公开号：US20210401803A1

  公开（公告）日：2021-12-30

  A pharmaceutical composition is described herein, including an antimicrobial agent and a compound having Formula A, or Formula B. Methods of using the pharmaceutical compositions to treat microbial infection are also described.
• NaY Zeolite Functionalized by Sulfamic Acid/Cu(OAc)₂as a Novel and Reusable Heterogeneous Hybrid Catalyst in Efficient Synthesis of Bis, Tris, and Tetrakis(indolyl)methanes, 3,4-Dihydropyrimidin-2(1<i>H</i>)-ones, and 2-Aryl-1<i>H</i>-benzothiazoles
  作者：Samira Kazemi、Akbar Mobinikhaledi、Mojgan Zendehdel

  DOI：10.1002/jccs.201700035

  日期：2017.7

  An efficient acid‐catalyzed synthesis of some bis, tris, and tetrakis(indolyl)methanes, 3,4‐dihydropyrimidin‐2(1H)‐ones, and 2‐aryl‐1H‐benzothiazoles is reported using NaY zeolite functionalized by sulfamic acid/Cu(OAc)2 (NaY zeolite‐NHSO3H/Cu(OAc)2) in excellent yield. The heterogeneous catalyst has a simple work‐up procedure and could be recycled and reused for six reaction cycles.

  据报道，使用通过氨基磺酸官能化的NaY沸石，可以高效地酸催化合成一些双，三和四（吲哚基）甲烷，3,4-二氢嘧啶-2（1 H）-酮和2-芳基-1 H-苯并噻唑。酸/ Cu（OAc）2（NaY沸石-NHSO 3 H / Cu（OAc）2）的产率很高。非均相催化剂的后处理程序很简单，可以循环使用六个反应周期。