1,3,5-benzene tricarboxylic acid tris-N-(2-aminoethyl) amide | 146669-14-9

• 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: 1,3,5-benzene tricarboxylic acid tris-N-(2-aminoethyl) amide
• 英文别名: N~1~,N~3~,N~5~-Tris(2-aminoethyl)benzene-1,3,5-tricarboxamide；1-N,3-N,5-N-tris(2-aminoethyl)benzene-1,3,5-tricarboxamide
• CAS: 146669-14-9
• 化学式: C₁₅H₂₄N₆O₃
• 分子量: 336.394
• InChiKey: XIZBOOGJWNVPFD-UHFFFAOYSA-N

物化性质

• 沸点：
  675.7±55.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  165
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,3,5-benzene tricarboxylic acid tris-N-(2-aminoethyl) amide 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 Benzene-1,3,5-tricarboxylic acid tris-[(2-isocyano-ethyl)-amide]
  参考文献：
  名称：

  Supramolecular Compounds from Multiple Ugi Multicomponent Macrocyclizations:  Peptoid-based Cryptands, Cages, and Cryptophanes

  摘要：

  The first 3-fold multicomponent macrocyclizations of trifunctional building blocks were developed to produce, in one pot, cryptands, cages, and cryptophanes with peptoid tethers carrying additional recognition motifs. The straightforward, efficient, and diversity-oriented fashion by which these complex macromulticycles are obtained is suitable for building combinatorial libraries of synthetic receptors with potential applicability in catalysis and supramolecular and coordination chemistry. The strategy also easily allows creation of asymmetric macromulticyclic cavities, with up to 20 new bonds formed in one pot.

  DOI：

  10.1021/ja060720r
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 生成 1,3,5-benzene tricarboxylic acid tris-N-(2-aminoethyl) amide
  参考文献：
  名称：

  Supramolecular Compounds from Multiple Ugi Multicomponent Macrocyclizations:  Peptoid-based Cryptands, Cages, and Cryptophanes

  摘要：

  The first 3-fold multicomponent macrocyclizations of trifunctional building blocks were developed to produce, in one pot, cryptands, cages, and cryptophanes with peptoid tethers carrying additional recognition motifs. The straightforward, efficient, and diversity-oriented fashion by which these complex macromulticycles are obtained is suitable for building combinatorial libraries of synthetic receptors with potential applicability in catalysis and supramolecular and coordination chemistry. The strategy also easily allows creation of asymmetric macromulticyclic cavities, with up to 20 new bonds formed in one pot.

  DOI：

  10.1021/ja060720r

文献信息

• Exploiting Peptidomimetics to Synthesize Compounds That Activate Ryanodine Receptor Calcium Release Channels
  作者：Ken Robinson、Christopher J. Easton、Angela F. Dulhunty、Marco G. Casarotto

  DOI：10.1002/cmdc.201800366

  日期：2018.9.19

  prepared. The compounds were screened for their ability to enhance Ca2+ release from isolated cardiac sarcoplasmic reticulum (SR) vesicles, with 25 displaying enhanced Ca2+ release. Competition studies with the parent peptides indicated that the synthetic compounds act at a competing site. The activity of the most effective of the compounds, BIT 180, was further explored using Ca2+ release from skeletal

  Ryanodine受体（RyR）Ca 2+释放通道对于骨骼肌和心肌的收缩至关重要，并且是影响骨骼或心脏肌肉系统疾病的收缩修饰的主要靶点。我们设计和合成了许多化合物，这些化合物的结构基于修饰RyRs活性的天然肽（A肽）。总共制备了8种不同类别的34种化合物。筛选化合物增强从孤立的心脏肌浆网（SR）囊泡释放Ca 2+的能力，其中25种显示增强的Ca 2+释放。与母体肽的竞争研究表明，合成化合物在竞争位点起作用。使用Ca 2+从骨骼SR小泡中释放以及在完整的骨骼肌纤维中收缩，进一步探索了最有效的化合物BIT 180的活性。这些化合物没有改变完整纤维的张力，表明（如预期的那样）它们不是膜可渗透的，但重要的是，它们对完整细胞没有毒性。原则上证明，如果使用与结构相关的膜可渗透蝎毒（抗毒素A）获得膜可渗透性，则该化合物对膜可渗透性将是有效的，发现这种蝎子毒素可增强收缩力。
• Tuning host-guest binding model by different intramolecular alkyl chain lengths in tripodal hosts: An evidence on structure control supramolecular interactions
  作者：Zheng-Hua Zhang、You-Ming Zhang、Wen-Juan Qu、Bingbing Shi、Hong Yao、Tai-Bao Wei

  DOI：10.1016/j.cclet.2021.12.077

  日期：2023.1

  Supramolecular chemistry has received considerable attention in host-guest recognition. The structure-response relationship of host-guest recognition system is a meaningful issue. Herein, a series of tripodal nitrogen mustard derivatives (TMs) have been developed in this paper. By rationally design the intramolecular alkyl chain lengths of host, the host-guest binding model have been successfully tuned

  超分子化学在主客体识别方面受到了相当大的关注。主客识别系统的结构-反应关系是一个有意义的问题。在此，本文开发了一系列三足氮芥衍生物（TM）。通过合理设计主体分子内的烷基链长度，成功调整了主客体结合模型，实现了从π-π到多个氢键的转变。这个过程增强了主客结合力和识别效率。
• Benzene-1,3,5-tricarboxamide derivatives and uses thereof
  申请人：OHIO STATE INNOVATION FOUNDATION

  公开号：US10369122B2

  公开（公告）日：2019-08-06

  The present invention relates to compounds, compositions, lipid-like nanoparticles, and methods for delivery of therapeutic, diagnostic, or prophylactic agents (for example, a polynucleotide).

  本发明涉及用于递送治疗剂、诊断剂或预防剂（例如多核苷酸）的化合物、组合物、类脂纳米颗粒和方法。
• 一种三臂支化受阻酚型化合物及其合成方法与应用
  申请人：浙江工业大学

  公开号：CN117658846A

  公开（公告）日：2024-03-08

  本发明提供一种三臂支化受阻酚型化合物及其合成方法与应用，本发明在合成产物的结构中引入了极性的酰胺基团，在极性聚合物基体中增加了聚合物基体与抗氧剂分子间的作用力，提高了抗氧剂的耐迁出性能，有效降低了抗氧剂在使用过程中的迁移损失。
• Bisphosphonate sequestering agents. Synthesis and preliminary evaluation for in vitro and in vivo uranium(VI) chelation
  作者：Marcin Sawicki、Delphine Lecerclé、Gérard Grillon、Béatrice Le Gall、Anne-Laure Sérandour、Jean-Luc Poncy、Théodorine Bailly、Ramon Burgada、Marc Lecouvey、Vincent Challeix、Antoine Leydier、Stephane Pellet-Rostaing、Eric Ansoborlo、Frédéric Taran

  DOI：10.1016/j.ejmech.2008.01.018

  日期：2008.12

  A library of bisphosphonate-based ligands was prepared using solution-phase parallel synthesis and tested for its uranium-binding properties. With the help of a screening method, based on a chromophoric complex displacement procedure, 23 dipodal and tripodal chelates bearing bisphosphonate chelating functions were found to display very high affinity for the uranyl ion and were selected for evaluation of their in vivo uranyl-removal efficacy. Among them, 11 ligands induced a huge modification of the uranyl biodistribution by deviating the metal from kidney and bones to liver. Among the other ligands, the most potent was the dipodal bisphosphonate 3C which reduced the retention of uranyl and increased its excretion by around 10% of the injected metal. (C) 2008 Elsevier Masson SAS. All rights reserved.