4,11-N,N′-bis(benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane | 1276543-37-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,11-N,N′-bis(benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane
• 英文别名: 4,11-bis(dibenzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane；4,11-Dibenzyl-1,4,8,11-tetrazabicyclo[6.6.3]heptadecane
• CAS: 1276543-37-3
• 化学式: C₂₇H₄₀N₄
• 分子量: 420.641
• InChiKey: ZLONQRUOYUJUQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  13
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,11-N,N′-bis(benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane 在 palladium(II) hydroxide 盐酸 、 氢气 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 58.0h， 生成 4,11-bis(carboxymethyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane tetrahydrochloride
  参考文献：
  名称：

  NOVEL TETRA-AZA MACROCYCLIC COMPOUND, METHOD FOR PREPARING SAME, AND USE THEREOF

  摘要：

  公开号：

  EP2476683B1
• 作为产物：
  描述：

  1,4,8,11-四氮杂环十四烷 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 4,11-N,N′-bis(benzyl)-1,4,8,11-tetraazabicyclo[6.6.3]heptadecane
  参考文献：
  名称：

  Tetraazamacrocyclic derivatives and their metal complexes as antileishmanial leads

  摘要：

  A total of 44 bis-aryl-monocyclic polyamines, monoaryl-monocyclic polyamines and their transition metal complexes were prepared, chemically characterized, and screened in vitro against the Leishmania donovani promastigotes, axenic amastigotes and intracellular amastigotes in THP1 cells. The IC50 and/or IC90 values showed that 10 compounds were similarly active at about 2-fold less potent than known drug pentamidine against promastigotes. The most potent compound had an IC50 of 2.82 mu M (compared to 2.93 mu M for pentamidine). Nine compounds were 1.1-13.6-fold more potent than pentamidine against axenic amastigotes, the most potent one being about 2-fold less potent than amphotericin B. Fourteen compounds were about 2-10 fold more potent than pentamidine, the most potent one is about 2-fold less potent than amphotericin B against intracellular amastigotes in THP1 cells. The 2 most promising compounds (FeL7Cl(2) and MnL7Cl(2)), with strong activity against both promastigotes and amastigotes and no observable toxicity against the THP1 cells are the Fe2+- and Mn2+-complexes of a dibenzyl cyclen derivative. Only 2 of the 44 compounds showed observable cytotoxicity against THP1 cells. Tetraazamacrocyclic monocyclic polyamines represent a new class of antileishmanial lead structures that warrant follow up studies. Crown Copyright (C) 2019 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2019.02.027

文献信息

• NOVEL TETRAAZA MACROCYCLIC COMPOUND, PREPARATION METHOD THEREOF AND USE THEREOF
  申请人：Yoo Jeong Soo

  公开号：US20120219495A1

  公开（公告）日：2012-08-30

  Provided are a cross-bridged tetraaza macrocyclic compound of a novel structure that can be used, for example, as a contrast agent for diagnostic imaging or a radiopharmaceutical and a method for preparing the same. The disclosed tetraaza macrocyclic compound is able to form a stable metal complex at a lower temperature and allows easy conjugation with a bioactive substance or a chemically active substance, when compared to the existing cross-bridged tetraaza macrocyclic compounds.

  提供的是一种新结构的交桥四氮杂大环化合物，可用作诊断成像的造影剂或放射性药物，以及一种制备该化合物的方法。所披露的四氮杂大环化合物能够在较低温度下形成稳定的金属配合物，并且与生物活性物质或化学活性物质相比，易于共轭。
• Synthesis and Evaluation of New Generation Cross-Bridged Bifunctional Chelator for ⁶⁴Cu Radiotracers
  作者：Ajit V. Dale、Gwang Il An、Darpan N. Pandya、Yeong Su Ha、Nikunj Bhatt、Nisarg Soni、Hochun Lee、Heesu Ahn、Swarbhanu Sarkar、Woonghee Lee、Phuong Tu Huynh、Jung Young Kim、Mi-Ri Gwon、Sung Hong Kim、Jae Gyu Park、Young-Ran Yoon、Jeongsoo Yoo

  DOI：10.1021/acs.inorgchem.5b01386

  日期：2015.9.8

  Bifunctional chelators have been successfully used to construct 64Cu-labeled radiopharmaceuticals. Previously reported chelators with cross-bridged cyclam backbones have various essential features such as high stability of the copper(II) complex, high efficiency of radiolabeling at room temperature, and good biological inertness of the radiolabeled complex, along with rapid body clearance. Here, we

  双功能螯合剂已成功用于构建64铜标记的放射性药物。先前报道的具有跨桥Cyclam主链的螯合剂具有各种基本特征，例如铜（II）配合物的高稳定性，室温下放射性标记的高效性以及放射性标记的配合物的良好生物惰性以及快速的体内清除作用。在这里，我们报告了开发的具有混合乙酸盐/膦酸酯侧基（PCB-TE1A1P）的新一代丙烯跨桥螯合剂，旨在将这些关键特性结合在一个螯合剂中。PCB-TE1A1P是由Cyclam合成的，具有良好的总收率。我们的螯合剂的Cu（II）配合物在动力学稳定性评估实验（例如酸性分解和循环伏安研究）中显示出良好的鲁棒性。PCB-TE1A1P的Cu（II）络合物在高酸性条件下（12 M HCl，在90°C的温度下放置8 d，在电化学研究中在-0.77 V处显示出准可逆的还原/氧化峰。PCB-TE1A1P已成功用进行了放射性标记60分钟内在60°C的乙酸盐缓冲液中包含64 Cu离子。电泳研究表明，64
• US9061078B2
  申请人：——

  公开号：US9061078B2

  公开（公告）日：2015-06-23
• US9353120B2
  申请人：——

  公开号：US9353120B2

  公开（公告）日：2016-05-31
• NOVEL TETRA-AZA MACROCYCLIC COMPOUND, METHOD FOR PREPARING SAME, AND USE THEREOF
  申请人：Kyungpook National University Industry- Academic Cooperation Foundation

  公开号：EP2476683B1

  公开（公告）日：2019-04-03