[2-(3-indolyl)ethyl][bis(2-pyridylmethyl)]amine | 1159263-71-4

• 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: [2-(3-indolyl)ethyl][bis(2-pyridylmethyl)]amine
• 英文别名: N,N-bis(pyridin-2-ylmethyl)tryptamine；N,N-Bis(pyridin-2-yl-methyl)tryptamine；2-(1H-indol-3-yl)-N,N-bis(pyridin-2-ylmethyl)ethanamine
• CAS: 1159263-71-4
• 化学式: C₂₂H₂₂N₄
• 分子量: 342.443
• InChiKey: HNGCBEXEWLKDPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  44.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(3-indolyl)ethyl][bis(2-pyridylmethyl)]amine 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.17h， 以81%的产率得到2-(1H-indol-3-yl)-N,N-bis(pyridin-2-ylmethyl)ethanamine oxide
  参考文献：
  名称：

  Tryptamine derivatives as novel non-nucleosidic inhibitors against hepatitis B virus

  摘要：

  A series of tryptamine derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. The preliminary SAR was discussed. Compounds 2e and 4a showed potent antiviral activity (IC(50) = 0.4 and < 1 mu M, respectively) and low cytotoxicity (CC(50) = 40.6 and > 25 mu M, respectively). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.004
• 作为产物：
  描述：

  吡啶-2-甲醛 、 色胺 在 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以83%的产率得到[2-(3-indolyl)ethyl][bis(2-pyridylmethyl)]amine
  参考文献：
  名称：

  Tryptamine derivatives as novel non-nucleosidic inhibitors against hepatitis B virus

  摘要：

  A series of tryptamine derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. The preliminary SAR was discussed. Compounds 2e and 4a showed potent antiviral activity (IC(50) = 0.4 and < 1 mu M, respectively) and low cytotoxicity (CC(50) = 40.6 and > 25 mu M, respectively). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.004

文献信息

• Indole-based fluorescence sensors for both cations and anions
  作者：Benjamin E. Colenda、Hee-Seung Lee、Joseph H. Reibenspies、Robert D. Hancock

  DOI：10.1016/j.ica.2018.06.023

  日期：2018.10

  Abstract The fluorescence properties of the ligand idpa (1H-Indole-3-ethanamine, N,N-bis(2-pyridinylmethyl)amine) complexed with metal ions along with their crystal structures were investigated to further understand the role of π contacts in quenching fluorescence. In particular, the π contacting ability of indole fluorophore of idpa and its impact on the fluorescence properties are compared to those

  摘要研究了配体idpa（1H-吲哚-3-乙胺，N，N-双（2-吡啶基甲基）胺）与金属离子络合的荧光性质及其晶体结构，以进一步了解π接触在淬灭中的作用。荧光。特别是，我们将IDPA的吲哚荧光团的π接触能力及其对荧光性质的影响与我们先前研究过的蒽（在adpa中）和香豆素荧光团（在cdpa中）进行了比较。与adpa和cdpa不同，游离idpa的荧光随pH升高而增加，这是通过TD-DFT研究归因于在较低的pH值下，质子在激发态下从质子化叔胺转移至吡啶基氮原子而猝灭。结构研究表明，idpa的AgI络合物是由2.382 A的非常短的络合物间η1Ag···Cπ接触保持在一起的二聚体，表明从静电势图可以看出，吲哚具有很强的π接触能力。但是，对idpa的ZnII，NiII，PbII和CdII配合物的结构研究表明，固态不存在金属-荧光团π接触，这归因于过多的其他π接触，并且氢键仅在固态时才可能发生。在pH 7
• Copper(II) complexes of ligands derived from tryptamine
  作者：Sang-Tae Lee、Donald C. Craig、Stephen B. Colbran

  DOI：10.1016/j.poly.2009.01.025

  日期：2009.4

  Three new ligands with all indole substituent tethered to a pyridylalkylamine or imidazolylalkylamine metal-binding domain have been prepared from tryptamine. Copper(II) complexes have been prepared and characterized, three by X-ray crystallography. Electrochemistry has been used to ascertain the mutual effects of the copper and indole redox centres upon each other. (C) 2009 Elsevier Ltd. All rights reserved.
• Tryptamine derivatives as novel non-nucleosidic inhibitors against hepatitis B virus
  作者：Shi-Jin Qu、Gui-Feng Wang、Wen-Hu Duan、Shan-Yan Yao、Jian-Ping Zuo、Chang-Heng Tan、Da-Yuan Zhu

  DOI：10.1016/j.bmc.2011.04.004

  日期：2011.5

  A series of tryptamine derivatives were synthesized and evaluated for their anti-hepatitis B virus (HBV) activity and cytotoxicity in the HepG2.2.15 cell line. The preliminary SAR was discussed. Compounds 2e and 4a showed potent antiviral activity (IC(50) = 0.4 and < 1 mu M, respectively) and low cytotoxicity (CC(50) = 40.6 and > 25 mu M, respectively). (C) 2011 Elsevier Ltd. All rights reserved.