N-(4-iodophenyl)-4-(trifluoromethyl)benzamide | 331627-99-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-iodophenyl)-4-(trifluoromethyl)benzamide
• CAS: 331627-99-7
• 化学式: C₁₄H₉F₃INO
• 分子量: 391.131
• InChiKey: VTVLWVLMDYRPGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-iodophenyl)-4-(trifluoromethyl)benzamide 在 copper(l) iodide 、 四(三苯基膦)钯 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 21.0h， 生成 2,2',2''-(10-((4-((4-(4-(trifluoromethyl)benzamido)phenyl)ethynyl)pyridin-2-yl)methyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)tris(N-(tert-butyl)acetamide)
  参考文献：
  名称：

  Lanthanide Toolbox for Organelle Specific Molecular Imaging with Multi-color

  摘要：

  本文提供的镧系金属配合物具有特定的亚细胞定位至原生纤毛。本文提供的镧系金属配合物可用于在原生纤毛中定位、标记和拉取结合靶标。

  公开号：

  US20190127393A1
• 作为产物：
  描述：

  4-三氟甲基苯甲酰氯 、 对碘苯胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 以89%的产率得到N-(4-iodophenyl)-4-(trifluoromethyl)benzamide
  参考文献：
  名称：

  A luminescent lanthanide approach towards direct visualization of primary cilia in living cells

  摘要：

  基于长寿命铕发光的主要纤毛成像工具（HGEu001）首次被提出。

  DOI：

  10.1039/c7cc03021e

文献信息

• [EN] LANTHANIDE TOOLBOX FOR ORGANELLE SPECIFIC MOLECULAR IMAGING<br/>[FR] BOÎTE À OUTILS À BASE DE LANTHANIDES POUR L'IMAGERIE MOLÉCULAIRE SPÉCIFIQUE D'ORGANITES
  申请人：UNIV HONG KONG BAPTIST UNIV

  公开号：WO2017202379A1

  公开（公告）日：2017-11-30

  A water soluble, simple, stable tris(N-(tert-butyl) acetamide) cyclen-based europium complex HGEU001 which exhibits the specific subcellular localization in the primary cilium with a quantum yield as high as 10% in water and a lifetime of 0.56ms lifetime. In particular, provided simplicity of the design and synthesis of a complex. Comprehensive studies were performed in numerous cell lines, such as Hela, SN-K-SH and MRC5; the motif structure, HGEU002, has also been synthesized as the negative control for in vitro imaging studies. The two photon in vitro imaging were done in three dimensions to emphasize on the specific localization in primary cilium of HGEu001. This is one of the very limited examples for direct primary cilium imaging.

  一种水溶性、简单、稳定的三(N-(叔丁基)乙酰胺)环戊二烯基铕络合物HGEU001，表现出在原发性纤毛中的特定亚细胞定位，在水中的量子产率高达10％，寿命为0.56毫秒。特别是，提供了复合物的设计和合成的简易性。在许多细胞系中进行了全面研究，如Hela、SN-K-SH和MRC5；作为体外成像研究的阴性对照，还合成了HGEU002的基序结构。在三维中进行了两光子体外成像，以强调HGEU001在原发性纤毛中的特定定位。这是直接原发性纤毛成像的极少数示例之一。
• Lanthanide toolbox for organelle specific molecular imaging
  申请人：New Life Medicine Technology Company Limited

  公开号：US10183956B2

  公开（公告）日：2019-01-22

  The present invention relates to a water-soluble, simple, stable tris(N-(tert-butyl)acetamide) cyclen-based europium complex HGEu001 which exhibits the specific subcellular localization in the primary cilium with a quantum yield as high as 10% in water and a lifetime of 0.56 ms lifetime. In particular, the present invention provides simplicity of the design and synthesis of a complex. Comprehensive studies were performed in numerous cell lines, such as HeLa, SN-K-SH and MRC5; the motif structure, HGEu002, has also been synthesized as the negative control for in vitro imaging studies. The two photon in vitro imaging were done in three dimensions to emphasize on the specific localization in primary cilium of HGEu001. This is one of the very limited examples for direct primary cilium imaging.

  本发明涉及一种水溶性、简单、稳定的三(N-(叔丁基)乙酰胺)环烯基铕络合物 HGEu001，该络合物在初级纤毛中表现出特异的亚细胞定位，在水中的量子产率高达 10%，寿命为 0.56 毫秒。本发明尤其简化了复合物的设计和合成。在 HeLa、SN-K-SH 和 MRC5 等多种细胞系中进行了综合研究；还合成了主题结构 HGEu002，作为体外成像研究的阴性对照。双光子体外成像是在三维空间中进行的，以强调 HGEu001 在初级纤毛中的特异性定位。这是直接进行初级纤毛成像的非常有限的实例之一。
• Lanthanide toolbox for organelle specific molecular imaging with multi-color
  申请人：New Life Medicine Technology Company Limited

  公开号：US10787465B2

  公开（公告）日：2020-09-29

  Provided herein are lanthanide complexes that exhibit specific subcellular localization to primary cilium. The lanthanide complexes provided herein are useful for imaging, tagging, and pull down of binding targets located in primary cilium.

  本文所提供的镧系元素复合物可在初级纤毛膜上显示特异性亚细胞定位。本文提供的镧系元素复合物可用于对位于初级纤毛膜中的结合目标进行成像、标记和下拉。
• LANTHANIDE TOOLBOX FOR ORGANELLE SPECIFIC MOLECULAR IMAGING
  申请人：New Life Medicine Technology Company Limited

  公开号：EP3464299B1

  公开（公告）日：2021-01-13
• Lanthanide Toolbox for Organelle Specific Molecular Imaging
  申请人：Hong Kong Baptist University

  公开号：US20170342090A1

  公开（公告）日：2017-11-30

  The present invention relates to a water-soluble, simple, stable tris(N-(tert-butyl)acetamide) cyclen-based europium complex HGEu001 which exhibits the specific subcellular localization in the primary cilium with a quantum yield as high as 10% in water and a lifetime of 0.56 ms lifetime. In particular, the present invention provides simplicity of the design and synthesis of a complex. Comprehensive studies were performed in numerous cell lines, such as HeLa, SN-K-SH and MRC 5 ; the motif structure, HGEu002, has also been synthesized as the negative control for in vitro imaging studies. The two photon in vitro imaging were done in three dimensions to emphasize on the specific localization in primary cilium of HGEu001. This is one of the very limited examples for direct primary cilium imaging.