1-(3-phenylpropyl)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1H-benz[c,d]indole | 1320334-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(3-phenylpropyl)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1H-benz[c,d]indole
• 英文别名: 2,2-Dimethyl-5-[1-(3-phenylpropyl)benzo[cd]indol-2-ylidene]-1,3-dioxane-4,6-dione
• CAS: 1320334-80-2
• 化学式: C₂₆H₂₃NO₄
• 分子量: 413.473
• InChiKey: OMRYQIXHOUVWFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3-phenylpropyl)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1H-benz[c,d]indole 在 盐酸 、 溶剂黄146 、 potassium iodide 作用下， 以 水 为溶剂， 以83%的产率得到2-Methyl-1-(3-phenylpropyl)benzo[cd]indol-1-ium;iodide
  参考文献：
  名称：

  [EN] NEAR INFRARED ABSORBING FLUORESCENT COMPOSITIONS
  [FR] COMPOSITIONS FLUORESCENTES ABSORBANT DANS L'INFRAROUGE PROCHE

  摘要：

  本文提供了杂环近红外化合物，包括根据本文所描述的式I-V定义的近红外化合物。这些近红外化合物可以包括青菁基团、酞菁基团、萘酞菁基团、方酰胺基团、碳基青菁基团或其组合。在某些实施方式中，近红外化合物可以带电。在某些实施方式中，近红外化合物可以包含阳离子基团。还披露了含有这些近红外化合物的组合物。在某些实施方式中，该组合物可以包含近红外化合物、聚合物和可接受的载体。在某些实施方式中，聚合物可以包含阴离子基团。这些组合物可以用作涂层，用于标记表面，例如墨水。这些组合物还可以用于检测、识别或认证物品。还披露了制备本文描述的组合物的方法。

  公开号：

  WO2016025620A1
• 作为产物：
  描述：

  2-(methylthio)benzindolium iodide 在 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 生成 1-(3-phenylpropyl)-2-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-1H-benz[c,d]indole
  参考文献：
  名称：

  Synthesis and evaluation of carbocyanine dyes as PRMT inhibitors and imaging agents

  摘要：

  Protein arginine methylation regulates multiple biological processes. Deregulation of protein arginine methyltransferase (PRMT) activities has been observed in many disease phenotypes. Small molecule probes that target PRMTs with strong affinity and selectivity can be used as valuable tools to dissect biological mechanisms of arginine methylation and establish the role of PRMT proteins in a disease process. In this work, we report synthesis and evaluation of a class of carbocyanine compounds containing indolium, benz[e]indolium or benz[c,d]indolium heterocyclic moieties that bind to the predominant arginine methyltransferase PRMT1 and inhibit its methyltransferase activity at low micromolar potencies. In particular, the developed molecules have long wavelength colorimetric and fluorometric photoactivities, which can be used for optical and near-infrared fluorescence imaging in cells or biological tissues. Together, these new chemical probes have potential application in PRMT studies both as enzyme inhibitors and as fluorescent dyes for microscope imaging. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.06.017

文献信息

• Near infrared absorbing fluorescent compositions
  申请人：GEORGIA STATE UNIVERSITY RESEARCH FOUNDATION, INC.

  公开号：US10377901B2

  公开（公告）日：2019-08-13

  Provided herein are heterocyclic near infrared compounds, including near IR compounds defined by Formulae I-V described herein. The near infrared compounds can include a cyanine group, a phthalocyanine group, a naphthalocyanine group, a squaraine group, a carbocyanine group, or a combination thereof. In some embodiments, the near infrared compound can be charged. In some embodiments, the near infrared compound can comprise a cationic group. Compositions comprising the near infrared compounds are also disclosed. In some embodiments, the composition can contain the near infrared compound, a polymer, and an acceptable carrier. In some embodiments, the polymer can include an anionic group. The compositions can be used as a coating for marking a surface, such as an ink. The compositions can also be used on articles for detecting, identifying, or authenticating the article. Methods of making the compositions described herein are also disclosed.

  本文提供的是杂环近红外化合物，包括本文所述式 I-V 所定义的近红外化合物。近红外化合物可包括氰基、酞菁基、萘酞菁基、鳞烷基、羰基或它们的组合。在某些实施例中，近红外化合物可以带电。在某些实施例中，近红外化合物可以包含阳离子基团。还公开了包含近红外化合物的组合物。在某些实施例中，组合物可以包含近红外化合物、聚合物和可接受的载体。在某些实施方案中，聚合物可以包括阴离子基团。组合物可用作标记表面的涂层，如墨水。组合物还可用于物品上，以检测、识别或鉴定物品。本文还公开了制造所述组合物的方法。
• NEAR INFRARED ABSORBING FLUORESCENT COMPOSITIONS
  申请人：GEORGIA STATE UNIVERSITY RESEARCH FOUNDATION, INC.

  公开号：US20170233577A1

  公开（公告）日：2017-08-17

  Provided herein are heterocyclic near infrared compounds, including near IR compounds defined by Formulae I-V described herein. The near infrared compounds can include a cyanine group, a phthalocyanine group, a naphthalocyanine group, a squaraine group, a carbocyanine group, or a combination thereof. In some embodiments, the near infrared compound can be charged. In some embodiments, the near infrared compound can comprise a cationic group. Compositions comprising the near infrared compounds are also disclosed. In some embodiments, the composition can contain the near infrared compound, a polymer, and an acceptable carrier. In some embodiments, the polymer can include an anionic group. The compositions can be used as a coating for marking a surface, such as an ink. The compositions can also be used on articles for detecting, identifying, or authenticating the article. Methods of making the compositions described herein are also disclosed.
• Synthesis and evaluation of carbocyanine dyes as PRMT inhibitors and imaging agents
  作者：Sarmistha Halder Sinha、Eric A. Owens、You Feng、Yutao Yang、Yan Xie、Yaping Tu、Maged Henary、Yujun George Zheng

  DOI：10.1016/j.ejmech.2012.06.017

  日期：2012.8

  Protein arginine methylation regulates multiple biological processes. Deregulation of protein arginine methyltransferase (PRMT) activities has been observed in many disease phenotypes. Small molecule probes that target PRMTs with strong affinity and selectivity can be used as valuable tools to dissect biological mechanisms of arginine methylation and establish the role of PRMT proteins in a disease process. In this work, we report synthesis and evaluation of a class of carbocyanine compounds containing indolium, benz[e]indolium or benz[c,d]indolium heterocyclic moieties that bind to the predominant arginine methyltransferase PRMT1 and inhibit its methyltransferase activity at low micromolar potencies. In particular, the developed molecules have long wavelength colorimetric and fluorometric photoactivities, which can be used for optical and near-infrared fluorescence imaging in cells or biological tissues. Together, these new chemical probes have potential application in PRMT studies both as enzyme inhibitors and as fluorescent dyes for microscope imaging. (C) 2012 Elsevier Masson SAS. All rights reserved.
• [EN] NEAR INFRARED ABSORBING FLUORESCENT COMPOSITIONS<br/>[FR] COMPOSITIONS FLUORESCENTES ABSORBANT DANS L'INFRAROUGE PROCHE
  申请人：UNIV GEORGIA STATE RES FOUND

  公开号：WO2016025620A1

  公开（公告）日：2016-02-18

  Provided herein are heterocyclic near infrared compounds, including near IR compounds defined by Formulae I-V described herein. The near infrared compounds can include a cyanine group, a phthalocyanine group, a naphthalocyanine group, a squaraine group, a carbocyanine group, or a combination thereof. In some embodiments, the near infrared compound can be charged. In some embodiments, the near infrared compound can comprise a cationic group. Compositions comprising the near infrared compounds are also disclosed. In some embodiments, the composition can contain the near infrared compound, a polymer, and an acceptable carrier. In some embodiments, the polymer can include an anionic group. The compositions can be used as a coating for marking a surface, such as an ink. The compositions can also be used on articles for detecting, identifying, or authenticating the article. Methods of making the compositions described herein are also disclosed.

  本文提供了杂环近红外化合物，包括根据本文所描述的式I-V定义的近红外化合物。这些近红外化合物可以包括青菁基团、酞菁基团、萘酞菁基团、方酰胺基团、碳基青菁基团或其组合。在某些实施方式中，近红外化合物可以带电。在某些实施方式中，近红外化合物可以包含阳离子基团。还披露了含有这些近红外化合物的组合物。在某些实施方式中，该组合物可以包含近红外化合物、聚合物和可接受的载体。在某些实施方式中，聚合物可以包含阴离子基团。这些组合物可以用作涂层，用于标记表面，例如墨水。这些组合物还可以用于检测、识别或认证物品。还披露了制备本文描述的组合物的方法。