4-(3-triethoxysilylpropyl-ureido)azobenzene

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 4-(3-triethoxysilylpropyl-ureido)azobenzene
• 英文别名: 4-(3-Triethoxysilylpropylureido)azobenzene；1-(4-phenyldiazenylphenyl)-3-(3-triethoxysilylpropyl)urea
• 化学式: C₂₂H₃₂N₄O₄Si
• 分子量: 444.606
• InChiKey: JDPPXWRCBZDPQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.66
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  93.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  三乙醇胺 、 4-(3-triethoxysilylpropyl-ureido)azobenzene 在 sodium ethanolate 作用下， 以 甲苯 为溶剂， 反应 4.17h， 以85%的产率得到N-(3-silatranylpropyl)-N'-[(p-phenyldiazenyl)phenyl]urea
  参考文献：
  名称：

  硅烷在甲硅烷基的轴向位置上的偶氮基团的合成，表征和抗菌活性

  摘要：

  据报道，在轴向位置带有脲基和氨基琥珀酰亚胺作为连接基的4-氨基偶氮苯衍生的硅烷。通过3-异氰酸根合丙基三乙氧基硅烷与4-氨基偶氮苯之间的重排反应将尿素官能团引入硅烷（2）中。ñ - （3- silatranylpropyl） - ñ ' - [（p -phenyldiazenyl）苯基]脲和ñ - [3-（3,7,10-trimethylsilatranyl）丙基] - ñ ' - [（p -phenyldiazene）苯基]脲通过2与三乙醇胺和三异丙醇胺的酯交换反应分别制备 对于C的有效方法N键的形成被描述为用于合成3-（硅氮烷基丙基）氨基-N -[（对-苯基二氮烯）苯基]吡咯烷-2-5-二酮和3-[（（3,7,10-三甲基硅烷基-丙基）丙基]氨基- N -[（对-苯基二氮烯）苯基]吡咯烷-2,5-二酮通过氨基丙基硅氧杂环丁烷与4-（N的氮杂-迈克尔加成反应-马来酰亚胺基）偶氮苯在温和

  DOI：

  10.1002/aoc.3330
• 作为产物：
  描述：

  异氰酸丙基三乙氧基硅烷 、 对氮蒽蓝 以 四氢呋喃 为溶剂， 反应 24.0h， 以80%的产率得到4-(3-triethoxysilylpropyl-ureido)azobenzene
  参考文献：
  名称：

  Synthesis and crystallographic structure of a novel photoresponsive azobenzene-containing organosilaneElectronic supplementary information (ESI) available: crystallographic data of TSUA compound, including crystal data, atomic coordinates, bond length and bond angles, anisotropic displacement parameters, observed and calculated structure factors. See http://www.rsc.org/suppdata/cc/b3/b301569f/

  摘要：

  通过异氰酸根-氨基偶联反应合成了一种新型光响应含偶氮苯有机硅烷，并通过X射线晶体学测定了其晶体结构。

  DOI：

  10.1039/b301569f

文献信息

• Two-Photon-Triggered Drug Delivery in Cancer Cells Using Nanoimpellers
  作者：Jonas Croissant、Marie Maynadier、Audrey Gallud、Harmel Peindy N'Dongo、Jeff L. Nyalosaso、Gaëlle Derrien、Clarence Charnay、Jean-Olivier Durand、Laurence Raehm、Françoise Serein-Spirau、Nathalie Cheminet、Thibaut Jarrosson、Olivier Mongin、Mireille Blanchard-Desce、Magali Gary-Bobo、Marcel Garcia、Jie Lu、Fuyuhiko Tamanoi、Derrick Tarn、Tania M. Guardado-Alvarez、Jeffrey I. Zink

  DOI：10.1002/anie.201308647

  日期：2013.12.16

  A therapy of cancer cells: Two‐photon‐triggered camptothecin delivery (see picture) with nanoimpellers was studied in MCF‐7 breast cancer cells. A fluorophore with a high two‐photon absorption cross‐section was first incorporated in the nanoimpellers. Fluorescence resonance energy transfer (FRET) from the fluorophore to the azobenzene moiety was demonstrated.

  癌细胞疗法：在 MCF-7 乳腺癌细胞中研究了使用纳米叶轮的双光子触发喜树碱递送（见图）。具有高双光子吸收截面的荧光团首先被纳入纳米叶轮。证明了从荧光团到偶氮苯部分的荧光共振能量转移 (FRET)。
• Smart adsorbents with reversible photo-regulated molecular switches for selective adsorption and efficient regeneration
  作者：Jing Zhu、Peng Tan、Piao-Ping Yang、Xiao-Qin Liu、Yao Jiang、Lin-Bing Sun

  DOI：10.1039/c6cc06279b

  日期：——

  Traditional adsorbents with changeless pore surface properties are improbable to achieve both selective adsorption and efficient desorption, which are extremely desired in adsorption processes. Here we report a new class...

  具有不变的孔表面性质的传统吸附剂不可能同时实现选择性吸附和有效解吸，这在吸附过程中是非常需要的。在这里，我们报告一个新的课程...
• Ferris, Daniel P.; Zhao, Yan-Li; Khashab, Niveen M., Journal of the American Chemical Society, 2009, vol. 131, p. 1686 - 1688
  作者：Ferris, Daniel P.、Zhao, Yan-Li、Khashab, Niveen M.、Khatib, Hussam A.、Stoddart, J. Fraser、Zink, Jeffrey I.

  DOI：——

  日期：——
• Mesoporous silica nanospheres with the ability of photo-driven releasing sandela 803 for the application to wallpaper
  作者：Weihong Ji、Tianlu Zhang、Zhiguo Lu、Jie Shen、Jing Hu、Yunwei Niu、Zuobing Xiao、Xin Zhang

  DOI：10.1016/j.cclet.2018.09.015

  日期：2019.3

  Fragrances are widely used in our daily life and have made great contributions to creating a clean and fresh healthy air environment. However, the rapid volatilization severely influences their storage, application and quality. Therefore, it is necessary and urgent to develop approaches to controllably release the odorants as demanded. In this study, photo-driven mesoporous silica nanospheres loaded with sandela 803 was designed, prepared and named as S803@MS-S. S803@MS-S possessed ordered mesoporous, large specific surface area and pore volume. After adsorption of sandela 803, the S803@MS-S was added into wallpaper to prepare fragrant wallpaper S803@MS-S-W. And this wallpaper exhibited excellent sustained and controlled release performances stimulated by light. (C) 2018 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.