N-[2-(bis{3-[(2-aminoethyl)amino]-3-oxopropyl}-amino)ethyl]2-anthracenecarboxamide | 753016-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: N-[2-(bis{3-[(2-aminoethyl)amino]-3-oxopropyl}-amino)ethyl]2-anthracenecarboxamide
• 英文别名: N-[2-[bis[3-(2-aminoethylamino)-3-oxopropyl]amino]ethyl]anthracene-2-carboxamide
• CAS: 753016-84-1
• 化学式: C₂₇H₃₆N₆O₃
• 分子量: 492.621
• InChiKey: JKWBBOVSEMNGJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  881.3±65.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  36
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  143
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[2-(bis{3-[(2-aminoethyl)amino]-3-oxopropyl}-amino)ethyl]2-anthracenecarboxamide 以 甲醇 为溶剂， 生成 Anthracene-2-carboxylic acid (2-{bis-[2-(2-{bis-[2-(2-amino-ethylcarbamoyl)-ethyl]-amino}-ethylcarbamoyl)-ethyl]-amino}-ethyl)-amide
  参考文献：
  名称：

  Facile and reversible synthesis of an acidic water-soluble poly(amidoamine) fullerodendrimer

  摘要：

  Water-soluble fullerodendrimer was obtained by the use of a Diels-Alder reaction of C-60 with a newly designed anthryl dendron under an extremely mild condition in 70% yield, which is more than five times as high as the yield described in our previous report. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01425-4
• 作为产物：
  描述：

  甲基蒽-2-羧酸酯 以 甲醇 为溶剂， 生成 N-[2-(bis{3-[(2-aminoethyl)amino]-3-oxopropyl}-amino)ethyl]2-anthracenecarboxamide
  参考文献：
  名称：

  Facile and reversible synthesis of an acidic water-soluble poly(amidoamine) fullerodendrimer

  摘要：

  Water-soluble fullerodendrimer was obtained by the use of a Diels-Alder reaction of C-60 with a newly designed anthryl dendron under an extremely mild condition in 70% yield, which is more than five times as high as the yield described in our previous report. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01425-4

文献信息

• Synthesis and Properties of (Terthiophene)₄–Poly(amidoamine)–C₆₀ Pentad
  作者：Tomoyuki Tajima、Takuya Nishihama、Shogo Miyake、Nobuhiro Takahashi、Yutaka Takaguchi

  DOI：10.1246/bcsj.20140283

  日期：2015.5.15

  (Terthiophene)4–poly(amidoamine)–C60 pentad 8a and (terthiophene)2–poly(amidoamine)–C60 triad 8b have been synthesized with the aim of developing novel precursors for photoinduced polymerization. The electrochemical oxidation of pentad 8a by repetitive cyclic voltammogram scans gave a polymeric 8a film on a FTO electrode, which showed electrochemical activity and photoelectric response. When a monomer film of 8 on FTO was irradiated with visible light, the photoinduced polymerization of the terthiophene moiety was observed. The photoanodic features of an electropolymerized film of 8a on a FTO (poly-8aelectro/FTO) and 8a/FTO were investigated regarding photocurrent response to light irradiation. The photocurrent of a photopolymerized 8a film on a FTO (poly-8aphoto/FTO) electrode formed by photoreaction of 8a/FTO, is approximately 6 times greater than that of the 8a/FTO electrode.

  合成了(三联噻吩)4-聚(酰氨基胺)-C60五联体8a和(三联噻吩)2-聚(酰氨基胺)-C60三联体8b，目的是开发用于光诱导聚合的新型前体。通过重复循环伏安扫描对五联体 8a 进行电化学氧化，在 FTO 电极上生成聚合物 8a 薄膜，该薄膜表现出电化学活性和光电响应。当用可见光照射FTO上的8的单体膜时，观察到三联噻吩部分的光诱导聚合。研究了 FTO（聚 8a 电/FTO）和 8a/FTO 上 8a 电聚合膜的光阳极特性，研究了其对光照射的光电流响应。通过8a/FTO的光反应形成的FTO(poly-8aphoto/FTO)电极上的光聚合8a膜的光电流大约是8a/FTO电极的6倍。
• A photo-responsive hydrogelator having gluconamides at its peripheral branches
  作者：Yuuki Sako、Yutaka Takaguchi

  DOI：10.1039/b810900a

  日期：——

  A newly designed anthracene derivative having gluconamides at its peripheral branches formed a photo-responsive hydrogel. SEM observation of the xerogel showed a network structure consisting of fibrils. Upon photoirradiation (lambda >300 nm) of the hydrogel, regioselective photodimerization of the anthracene moiety occurred to give head-to-tail photodimers and the physical state changed from the gel

  一种新设计的在其外围分支处具有葡糖酰胺的蒽衍生物形成了光响应水凝胶。SEM对干凝胶的观察显示出由原纤维组成的网络结构。对水凝胶进行光辐照（λ> 300 nm）后，发生蒽部分的区域选择性光二聚化，产生了从头到尾的光二聚体，物理状态从凝胶变为溶胶。
• A novel nanocomposite material prepared by intercalating photoresponsive dendrimers into a layered double hydroxide
  作者：Toshiyuki Tanaka、Shunsuke Nishimoto、Yoshikazu Kameshima、Junpei Matsukawa、Yasuhiko Fujita、Yutaka Takaguchi、Motohide Matsuda、Michihiro Miyake

  DOI：10.1016/j.jssc.2009.12.016

  日期：2010.2

  A novel combination for an inorganic-organic nanocomposite material was demonstrated. Anthryl dendron, i.e., poly(amidoamine) dendron with an anthracene chromophore group at the focal point, was incorporated in the interlayer space of ZnAl-NO3 type layered double hydroxide (LDH) through an anion-exchange reaction. The photoabsorption and fluorescence properties of the resulting material were different from those of the bare anthryl dendron molecule. It was suggested that the change in photochemical properties was due to the organization and pi-pi interaction of anthracene chromophores within the interlayer of the LDH. (C) 2010 Elsevier Inc. All rights reserved.
• Optically pure fullerodendron formed by diastereoselective Diels–Alder reaction
  作者：Nobuhiro Takahashi、Tomoyuki Tajima、Naoki Tsugawa、Yutaka Takaguchi

  DOI：10.1016/j.tet.2010.07.061

  日期：2010.9

  The Diels-Alder reaction between C(60) and anthryl glycodendron, which has D- or L-gluconamides at the terminals, gave a new fullerene glycodendron conjugate. Interestingly, the diastereoselective cycloaddition reaction proceeded upon the treatment of C60 with the anthryl dendron 3. Furthermore, optical pure fullerodendrons (-)-4L and (+)-4D, which were confirmed by (1)H and (13)C NMR spectroscopy, FT-IR, MALDI-TOF mass spectroscopic analysis, were isolated from the mixture of diastereomers. And their absolute configurations were predicted by the use of CD spectra. (C) 2010 Elsevier Ltd. All rights reserved.
• Self-organization and photoreactivity of anthryl dendron having perfluoroalkyl chains at the terminals
  作者：Yasushi Yanagimoto、Yutaka Takaguchi、Yuuki Sako、Sadao Tsuboi、Masahiro Ichihara、Kazuchika Ohta

  DOI：10.1016/j.tet.2006.06.036

  日期：2006.8

  A newly designed anthryl dendron having perfluoroalkyl chains at terminals showed thermotropic liquid crystallinity, which was characterized using polarizing optical microscopy, differential scanning calorimetry, and X-ray diffraction. The anthryl dendron forms S-B phase at room temperature below 53 degrees C, at which temperature a phase transition to Col(rd) takes place. In a fluorous solvent, regioselective photodimerization of the anthryl dendron occurred to give head-to-head photodimers, although photodimerization in the S-B phase and chloroform gave both head-to-head and head-to-tail photodimers. (c) 2006 Elsevier Ltd. All rights reserved.