1,4-bis(2-azidoethyl)benzene | 1047626-87-8

• 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: 1,4-bis(2-azidoethyl)benzene
• 英文别名: 1,4-bis-(2-azido-ethyl)-benzene；1,4-bis-(azido ethyl)-benzene
• CAS: 1047626-87-8
• 化学式: C₁₀H₁₂N₆
• 分子量: 216.245
• InChiKey: CXLRWCVFZRHKMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  28.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-bis(2-azidoethyl)benzene 在 三苯基膦 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以75%的产率得到2-(4-(2-aminoethyl)phenyl)ethanamine, dihydrochloride
  参考文献：
  名称：

  FRICTIONLESS MOLECULAR ROTARY MOTORS

  摘要：

  提供了由葫芦醚和一个不带电的客体分子组成的轮烷，并提供了它们之间具有低或无亲和力的过程。还提供了使用这种轮烷作为能量转换器（“无摩擦”分子马达）、生物芯片和生物传感器的各种用途。

  公开号：

  US20100016610A1
• 作为产物：
  描述：

  1,4-双(2-溴乙基)苯 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 1.0h， 以91%的产率得到1,4-bis(2-azidoethyl)benzene
  参考文献：
  名称：

  新的具有硫靛基发色团的大环双三唑并

  摘要：

  通过用TPAP-NMO或K 3 [Fe（CN）6 ]对4-氧代四氢噻吩-3-羧酸酯的氧化二聚作用，制备了Bi（4-甲氧羰基-3-氧代硫杂环戊-2-基）衍生物。由于CC双键的（E）-或（Z）-构型和两个立体中心的相对顺-或反-构型，产物以四种非对映异构体的混合物形式获得。红色化合物包含硫靛蓝发色团的原型。它们的双键构型可以通过可见光从（E）切换到（Z）。通过对位点击两个炔丙基官能化的硫杂环戊烷单体-[双（叠氮烷基）苯衍生物，以[Cu（μ-OH）（tmeda）] 2 Cl 2为催化剂，因此，随后的氧化二聚反应生成的大环三唑烷产物仅具有相对（相对）的双（硫代-2-亚烷基）单元SYN构型。

  DOI：

  10.1016/j.tet.2012.10.107

文献信息

• Direct synthesis by cationic polymerization of nitrogen-containing polymers
  申请人：EXXON CHEMICAL PATENTS INC.

  公开号：EP0349195A2

  公开（公告）日：1990-01-03

  A method is provided for the direct synthesis of novel polymeric materials functionalized with desirable nitrogen-containing functional groups such as terminal azido, cuano, carbonylamino or thiocarbonylamino groups. Polymerization and functionalization occur in a substantially simultaneous manner. All necessary reactants for the functionalization are present when polymerization is initiated. The nitrogen-containing functional group is provided as a part of a molecule having a release moiety which is preferably resonance stabilized or of tertiary alkyl type and which acts to aid the nitrogen-containing species in functioning as a leaving group.

  本发明提供了一种直接合成新型聚合物材料的方法，该材料具有理想的含氮官能团，如末端叠氮基、氨基、羰基氨基或硫代羰基氨基。聚合和官能化基本上是同时进行的。聚合开始时，官能化所需的所有反应物都已存在。含氮官能团是作为分子的一部分提供的，该分子具有释放基，释放基最好是共振稳定的或叔烷基类型的，其作用是帮助含氮物质作为离去基团发挥作用。
• Development of bivalent oleanane-type triterpenes as potent HCV entry inhibitors
  作者：Fei Yu、Yiyun Peng、Qi Wang、Yongying Shi、Longlong Si、Han Wang、Yongxiang Zheng、Emily Lee、Sulong Xiao、Maorong Yu、Yingbo Li、Chuanling Zhang、Hengli Tang、Chunguang Wang、Lihe Zhang、Demin Zhou

  DOI：10.1016/j.ejmech.2014.03.017

  日期：2014.4

  The development of entry inhibitors is an emerging approach to the prevention and reduction of HCV infection. Starting from echinocystic acid (EA), a mu M HCV entry inhibitor, we have developed a series of bivalent oleanane-type triterpenes which, upon optimization of the length, rigidity and hydrophobicity of the linker, exert dramatically potent enhancement of inhibition with IC50 values extending into the nM level. This study establishes the importance of triterpene natural products as new leads in the development of potential HCV entry inhibitors. (c) 2014 Elsevier Masson SAS. All rights reserved.
• Potent Bivalent Smac Mimetics: Effect of the Linker on Binding to Inhibitor of Apoptosis Proteins (IAPs) and Anticancer Activity
  作者：Haiying Sun、Liu Liu、Jianfeng Lu、Longchuan Bai、Xiaoqin Li、Zaneta Nikolovska-Coleska、Donna McEachern、Chao-Yie Yang、Su Qiu、Han Yi、Duxin Sun、Shaomeng Wang

  DOI：10.1021/jm101651b

  日期：2011.5.12

  We have synthesized and evaluated a series of nonpeptidic, bivalent Smac mimetics as antagonists of the inhibitor of apoptosis proteins and new anticancer agents. All these bivalent Smac mimetics bind to full-length XIAP with low nanomolar affinities and function as ultrapotent antagonists of XIAP. While these Smac mimetics bind to cIAP1/2 with similar low nanomolar affinities, their potencies to induce degradation of cIAP1/2 proteins in cells differ by more than 100-fold. The most potent bivalent Smac mimetics inhibit cell growth with IC(50) from 1 to 3 nM in the MDA-MB-231 breast cancer cell line and are 100 times more potent than the least potent compounds. Determination of intracellular concentrations for several representative compounds showed that the linkers in these bivalent Smac mimetics significantly affect their intracellular concentrations and hence the overall cellular activity. Compound 27 completely inhibits tumor growth in the MDA-MB-231 xenografts while causing no signs of toxicity in the animals.
• US5336745A
  申请人：——

  公开号：US5336745A

  公开（公告）日：1994-08-09
• US5444135A
  申请人：——

  公开号：US5444135A

  公开（公告）日：1995-08-22