Ν,Ν,Ν',Ν'-tetrapropargyl ethylenediamine | 136439-73-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Ν,Ν,Ν',Ν'-tetrapropargyl ethylenediamine
• 英文别名: N,N,N',N'-tetrapropargylethylenediamine；N,N,N',N'-tetrakis(2-propyn-1-yl)ethylen-1,2-diamine；N,N,N',N'-tetrakis(prop-2-ynyl)ethane-1,2-diamine
• CAS: 136439-73-1
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: IVWUAIDTBWICEL-UHFFFAOYSA-N

物化性质

• 沸点：
  298.1±30.0 °C(Predicted)
• 密度：
  1.014±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  齐多夫定 、 Ν,Ν,Ν',Ν'-tetrapropargyl ethylenediamine 在 copper(II) sulfate sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以42%的产率得到
  参考文献：
  名称：

  Synthesis of Some Novel 1,2,3-Triazole-Fused Oligonucleoside and Oligosaccharide Analogues

  摘要：

  以 Cu(I) 催化的 1,3 二极环化反应为关键步骤，合成了多种 1,2,3-三唑融合寡核苷酸和寡糖类似物。通过 1H NMR 和 ESI-MS 方法确认了产物的结构。

  DOI：

  10.1055/s-2007-992357
• 作为产物：
  描述：

  乙二胺 、 3-溴丙炔 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 Ν,Ν,Ν',Ν'-tetrapropargyl ethylenediamine
  参考文献：
  名称：

  点击反应合成苯胺和烷基胺二茂铁化合物的抗迁移和燃烧催化性能

  摘要：

  为了提高中性二茂铁基燃烧速率催化剂（BRC）的抗迁移性能和燃烧催化活性，通过点击合成了九种苯胺和脂肪胺的二茂铁基1,2,3-三唑基化合物（Fc-ATAZs，1 – 9）。反应并通过NMR，UV / Vis，FT-IR和MS进行表征。TG和DSC研究证实Fc-ATAZ具有高度的热稳定性。循环伏安法结果表明1和6是可逆氧化还原系统。抗迁移和抗挥发性测试表明Fc‐ATAZs是低迁移和低挥发性的化合物.Fc‐ATAZs的燃烧催化活性结果表明它们对促进AP，RDX和HMX的热分解具有很高的活性。 。化合物图3，图2和图8可分别将AP，RDX和HMX的释放热量分别增加132％，112％和36％，这是每种情况下的最高值。它们中的大多数比报道的衍生自苯酚和苯甲酸的类似物更具活性。除9外，它们的活性都比新世时代高，可以用作复合固体推进剂中潜在的BRC。

  DOI：

  10.1002/zaac.202000322

文献信息

• [EN] COMPOSITIONS AND METHODS FOR TARGETING RECEPTORS EXPRESSED IN THE GUT<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR LE CIBLAGE DE RÉCEPTEURS EXPRIMÉS DANS L'INTESTIN
  申请人：SENSOR PHARMACEUTICALS INC

  公开号：WO2016014797A1

  公开（公告）日：2016-01-28

  The invention relates to novel compounds and pharmaceutical preparations thereof, as well as methods of making and using these compounds. The invention further relates to methods of treating or preventing disease using the novel compounds of the invention.

  这项发明涉及新化合物及其药物制剂，以及制备和使用这些化合物的方法。该发明还涉及使用该发明的新化合物治疗或预防疾病的方法。
• Quadruple Click: A Facile Pathway leading to Tetrakis(4‐(1,2,3‐triazolyl)methyl)‐ethylenediamine Derivatives as a New Class of Extracting Agents for Soft Metal Ions
  作者：Wataru Watanabe、Tetsuya Maekawa、Yuji Miyazaki、Tatsuya Kida、Kenji Takeshita、Atsunori Mori

  DOI：10.1002/asia.201200089

  日期：2012.7

  Tetrakis(triazolylmethyl)ethylenediamine, which is a class of tetrakis(2‐pyridylmethyl)ethylenediamine (TPEN) analogue, is synthesized by a quadruple click reaction of tetrapropargylated ethylenediamine and four equivalents of alkyl azide. The obtained compound efficiently extracted the soft metal cadmium(II) ions by solvent extraction. It is also found that an N‐isopropylacryl amide (NIPA) gel using

  四（2-吡啶基甲基）乙二胺（TPEN）类似物四（三唑甲基）乙二胺是通过四炔化乙二胺与四当量叠氮化物的四重点击反应合成的。所获得的化合物通过溶剂萃取有效地萃取了软金属镉（II）离子。还发现使用三唑乙二胺作为交联剂的N-异丙基丙烯酰胺（NIPA）凝胶具有随温度变化的萃取性能。
• Propargyl amino compounds
  申请人：Nippon Paint Co., Ltd.

  公开号：US05196583A1

  公开（公告）日：1993-03-23

  The invention provides a novel class of propargyl compounds represented by the formula: ##STR1## wherein R is an C.sub.1 -C.sub.20 alkyl group, C.sub.1 -C.sub.20 alkylene group, C.sub.1 -C.sub.20 alkylene group interrupted by --NH-- group(s), C.sub.6 -C.sub.7 alicyclic group and an aromatic group; R.sub.1 comprises 1-100% --CH.sub.2 --C.tbd.CH group and 99-0% hydrogen atom and n is an integer of 1 to 4, and preparation thereof. These compounds are useful as coating material or sealer or rim-injection molding material.

  该发明提供了一类新型的丙炔基化合物，其化学式表示为：其中R为C.sub.1 -C.sub.20烷基基团、C.sub.1 -C.sub.20烷基烯基团、由--NH--基团中断的C.sub.1 -C.sub.20烷基烯基团、C.sub.6 -C.sub.7脂环基团和芳香基团；R.sub.1包括1-100%的--CH.sub.2--C.tbd.CH基团和99-0%的氢原子，n为1至4的整数，以及其制备方法。这些化合物可用作涂层材料、密封剂或边缘注射成型材料。
• Development of a triazole-cure resin system for composites: Evaluation of alkyne curatives
  作者：Irene E. Gorman、Rodney L. Willer、Lisa K. Kemp、Robson F. Storey

  DOI：10.1016/j.polymer.2012.04.002

  日期：2012.6

  We are developing a resin system that cures via triazole ring formation (cycloaddition reaction of azides with terminal alkynes) instead of the traditional oxirane/amine reaction. The high exothermicity of the azido/alkyne reaction is expected to yield higher extents of reaction under ambient-cure conditions, making the resin system potentially suitable for "out-of-autoclave" curing processes. The difunctional azide-terminated resin, di(3-azido-2-hydroxypropyl) ether of bisphenol-A, was selected as the baseline diazide. A number of alkyne crosslinkers were synthesized and characterized, including propiolate esters of di- and trifunctional alcohols, propargyl esters of di- and trifunctional carboxylic acids, propargyl ethers of di- and trifunctional alcohols, and N,N,N',N'-tetrapropargyl derivatives of primary diamines. Commercially available tripropargyl amine was also studied. Those systems employing a propiolate-based alkyne were found to be much more reactive toward the Huisgen 1,3-dipolar cycloaddition than the propargyl species. Curing energetics as a function of alkyne type, investigated through a dynamic differential scanning calorimetry approach, showed a distinct divide between the averaged activation energies of the propiolate and propargyl-type crosslinkers, 69.2-73.6 kJ/mol versus 82.3-86.4 kJ/mol, respectively. Cured network properties were readily manipulated through the incorporation of varying amounts of diversus tri- and tetra-functional alkynes or through incorporation of soft alkylene and alkyleneoxy versus rigid aromatic polyalkynes. As expected, mechanical properties, e.g., the temperature of the tan delta peak in dynamic mechanical analysis, were found to increase with increasing crosslink density. These results have allowed us to select the most promising systems for scale-up and fabrication of samples of both pure resin and composites for traditional mechanical property testing, which will be reported in a subsequent paper. (c) 2012 Elsevier Ltd. All rights reserved.
• One-pot synthesis of triazole-linked glycoconjugates
  作者：Srinivas Chittaboina、Fang Xie、Qian Wang

  DOI：10.1016/j.tetlet.2005.01.175

  日期：2005.3

  Highly efficient one-pot synthesis of 1,2,3-triazole-linked glycoconjugates was presented involving a Cu(I) catalyzed 1,3-dipolar cycloaddition as the key step. It offers a convenient route to prepare neoglycoconjugates derived from unprotected saccharides or peracetylated saccharides. (c) 2005 Published by Elsevier Ltd.