(Z)-1,3,3-trimethyl-2-cyanomethyleneindoline | 144598-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (Z)-1,3,3-trimethyl-2-cyanomethyleneindoline
• 英文别名: 1,3,3-Trimethyl-2-cyanomethylene indoline；(2Z)-2-(1,3,3-trimethylindol-2-ylidene)acetonitrile
• CAS: 144598-27-6
• 化学式: C₁₃H₁₄N₂
• 分子量: 198.268
• InChiKey: YHLXEOYWHMTKHQ-WQLSENKSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2Z)-2-[(2E)-3-methoxyprop-2-en-1-ylidene]-1-benzothiophen-3(2H)-one 1,1-dioxide 、 (Z)-1,3,3-trimethyl-2-cyanomethyleneindoline 反应 2.0h， 以63%的产率得到(2Z,3E,5Z)S-(1,1-dioxido-3-oxo-1-benzothiophen-2(3H)-ylidene)-2-(1,3,3-trimethyl-1,3-dihydro-2H-indol-2-ylidene)pent-3-enenitrile
  参考文献：
  名称：

  Merocyanine Dyes with Improved Photostability

  摘要：

  Merocyanine dyes have proven valuable for live cell fluorescence imaging applications, but many structures have been limited by rapid photobleaching. We show that photostability is substantially enhanced for merocyanines having a cyano group at a specific position in the central polymethine chain. Evidence is presented that this is due to reduction in reactivity of the dyes with singlet oxygen. These results point toward cyano-substitution as a general strategy for improving dye performance in imaging applications.

  DOI：

  10.1021/ol070780h
• 作为产物：
  描述：

  1,3,3-三甲基-2-亚甲基吲哚啉 在 sodium 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 3.0h， 生成 (Z)-1,3,3-trimethyl-2-cyanomethyleneindoline
  参考文献：
  名称：

  Merocyanine Dyes with Improved Photostability

  摘要：

  Merocyanine dyes have proven valuable for live cell fluorescence imaging applications, but many structures have been limited by rapid photobleaching. We show that photostability is substantially enhanced for merocyanines having a cyano group at a specific position in the central polymethine chain. Evidence is presented that this is due to reduction in reactivity of the dyes with singlet oxygen. These results point toward cyano-substitution as a general strategy for improving dye performance in imaging applications.

  DOI：

  10.1021/ol070780h

文献信息

• [EN] PHOTOPOLYMER COMPRISING A NEW CLASS OF PHOTO INITIATOR<br/>[FR] PHOTOPOLYMÈRE COMPRENANT UNE NOUVELLE CLASSE DE PHOTO-INITIATEUR
  申请人：COVESTRO DEUTSCHLAND AG

  公开号：WO2016096639A1

  公开（公告）日：2016-06-23

  The present invention relates to photopolymer comprising a photopolymerizable component and a photo initiator system. Further aspects of the present invention are a holographic media which comprises such a photopolymer, a display which comprises such a holographic media and the use of such a holographic media to make chip cards, security documents, bank notes and / or holographic optical elements especially for displays.

  本发明涉及包括光聚合物可聚合组分和光引发剂系统的光聚合物。本发明的进一步方面包括包括这种光聚合物的全息介质、包括这种全息介质的显示器以及利用这种全息介质制作芯片卡、安全文件、银行票据和/或用于显示器的全息光学元件。
• METHODS TO INCREASE THE PHOTOSTABILITY OF DYES
  申请人：Hahn Klaus

  公开号：US20110046000A1

  公开（公告）日：2011-02-24

  The presently disclosed subject matter provides dyes having an improved photostability, biosensors comprising such dyes, and methods of use thereof, including methods for detecting target molecules in a sample under test and for live-cell imaging. The dyes can include a binding member, including a biomolecule or fragments thereof, which can interact with target molecules of interest and can be specific to a given conformational state or covalent modification, e.g., phosphorylation, of the target molecule. The presently disclosed dyes can be used for detecting changes in the binding, conformational change, or posttranslational modification of the target molecule.

  所述主题提供了具有改善光稳定性的染料、包括此类染料的生物传感器以及其使用方法，包括用于检测样品中的靶分子和用于活细胞成像的方法。该染料可以包括结合成员，包括生物分子或其片段，其可以与感兴趣的靶分子相互作用，并且可以特定于给定的构象状态或靶分子的共价修饰，例如磷酸化。目前披露的染料可用于检测靶分子的结合、构象变化或后翻译修饰的变化。
• Ring-chain isomerism of 1,3,3-trimethyl-2-formylmethylene-indoline (fischer aldehyde) oxime and associated reactions
  作者：A. A. Tolmachev、L. N. Babichenko、I. V. Komarov、S. V. Sereda、A. K. Sheinkman

  DOI：10.1007/bf00473933

  日期：1992.2
• PHOTOPOLYMER COMPRISING A NEW CLASS OF PHOTO INITIATOR
  申请人：Covestro Deutschland AG

  公开号：EP3234021A1

  公开（公告）日：2017-10-25
• PHOTOPOLYMER COMPRISING A NEW CLASS OF PHOTO INITATOR
  申请人：Covestro Deutschland AG

  公开号：US20170362349A1

  公开（公告）日：2017-12-21

  The present invention relates to photopolymer comprising a photopolymerizable component and a photo initiator system. Further aspects of the present invention are a holographic media which comprises such a photopolymer, a display which comprises such a holographic media and the use of such a holographic media to make chip cards, security documents, bank notes and/or holographic optical elements especially for displays.