3-N-[2-[2-[bis[2-[[2-hydroxy-3-(methylcarbamoyl)benzoyl]amino]ethyl]amino]ethyl-[2-[[2-hydroxy-3-(methylcarbamoyl)benzoyl]amino]ethyl]amino]ethyl]-2-hydroxy-1-N-methylbenzene-1,3-dicarboxamide | 288099-63-8

• 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: 3-N-[2-[2-[bis[2-[[2-hydroxy-3-(methylcarbamoyl)benzoyl]amino]ethyl]amino]ethyl-[2-[[2-hydroxy-3-(methylcarbamoyl)benzoyl]amino]ethyl]amino]ethyl]-2-hydroxy-1-N-methylbenzene-1,3-dicarboxamide
• CAS: 288099-63-8
• 化学式: C₄₆H₅₆N₁₀O₁₂
• 分子量: 941.01
• InChiKey: JRPGIYSHQLSDRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  68
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  320
• 氢给体数：
  12
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  3-N-[2-[2-[bis[2-[[2-hydroxy-3-(methylcarbamoyl)benzoyl]amino]ethyl]amino]ethyl-[2-[[2-hydroxy-3-(methylcarbamoyl)benzoyl]amino]ethyl]amino]ethyl]-2-hydroxy-1-N-methylbenzene-1,3-dicarboxamide 、 溴化铽 以 水 为溶剂， 生成
  参考文献：
  名称：

  Stable Lanthanide Luminescence Agents Highly Emissive in Aqueous Solution:  Multidentate 2-Hydroxyisophthalamide Complexes of Sm³⁺, Eu³⁺, Tb³⁺, Dy³⁺

  摘要：

  Efficient lanthanide (Ln) luminescent probes require good ligand-to-metal energy transfer and high aqueous stability. A family of ligands based on 2-hydroxyisophthalamide chelating units is reported. These form highly stable, eight-coordinate Ln complexes. Several of these (Ln = Sm, Eu, Tb, Dy) emit in the visible region with good ligand-to-lanthanide energy transfer. The absolute quantum yields of the two Tb complexes studies (Phi = 0.59, 0.61) and high absorbance make these the brightest luminescent probes for time-resolved detection; the emission spectrum of one complex can be seen down to 10-15 M. The low overlap of the four different Ln complexes enables their simultaneous detection and discrimination.

  DOI：

  10.1021/ja0379363

文献信息

• LUMINESCENT MACROCYCLIC LANTHANIDE COMPLEXES
  申请人：Raymond Kenneth N.

  公开号：US20080213917A1

  公开（公告）日：2008-09-04

  The present invention provides a novel class of macrocyclic compounds as well as complexes formed between a metal (e.g., lanthanide) ion and the compounds of the invention. Preferred complexes exhibit high stability as well as high quantum yields of lanthanide ion luminescence in aqueous media without the need for secondary activating agents. Preferred compounds incorporate hydroxy-isophthalamide moieties within their macrocyclic structure and are characterized by surprisingly low, non-specific binding to a variety of polypeptides such as antibodies and proteins as well as high kinetic stability. These characteristics distinguish them from known, open-structured ligands.

  本发明提供了一种新的大环化合物类别，以及由金属（例如镧系金属）离子和本发明中化合物形成的配合物。首选的配合物在水介质中表现出高稳定性以及高量子产率的镧系离子发光特性，无需使用次级活化剂。首选化合物在其大环结构中包含羟基异苯酰胺基团，并以惊人的低非特异性结合多种多肽（如抗体和蛋白质）以及高动力学稳定性为特征。这些特征使它们与已知的开放结构配体有所区别。
• US8173800B2
  申请人：——

  公开号：US8173800B2

  公开（公告）日：2012-05-08
• US8729258B2
  申请人：——

  公开号：US8729258B2

  公开（公告）日：2014-05-20
• [EN] LUMINESCENT MACROCYCLIC LANTHANIDE COMPLEXES<br/>[FR] COMPLEXES DE LANTHANIDES MACROCYCLIQUES LUMINESCENTS
  申请人：UNIV CALIFORNIA

  公开号：WO2008063721A2

  公开（公告）日：2008-05-29

  [EN] The present invention provides a novel class of macrocyclic compounds as well as complexes formed between a metal (e.g., lanthanide) ion and the compounds of the invention. Preferred complexes exhibit high stability as well as high quantum yields of lanthanide ion luminescence in aqueous media without the need for secondary activating agents. Preferred compounds incorporate hydroxy-isophthalamide moieties within their macrocyclic structure and are characterized by surprisingly low, non-specific binding to a variety of polypeptides such as antibodies and proteins as well as high kinetic stability. These characteristics distinguish them from known, open-structured ligands.
  [FR] La présente invention concerne une nouvelle catégorie de composés macrocycliques de même que des complexes formés entre un ion métallique (par exemple lanthanide) et les composés de la présente invention. Des complexes préférés présentent une stabilité élevée de même que des rendements quantiques élevés de luminescence d'ions lanthanide dans des milieux aqueux sans requérir d'agents d'activation secondaires. Des composés préférés comprennent des fragments d'hydroxy-isophtalamide dans leur structure macrocyclique et sont caractérisés par une liaison non spécifique étonnamment basse à une variété de polypeptides, comme des anticorps et des protéines, de même que par une stabilité cinétique élevée. Ces caractéristiques les distinguent des ligands à structure ouverte connus.
• Stable Lanthanide Luminescence Agents Highly Emissive in Aqueous Solution:  Multidentate 2-Hydroxyisophthalamide Complexes of Sm³⁺, Eu³⁺, Tb³⁺, Dy³⁺
  作者：Stéphane Petoud、Seth M. Cohen、Jean-Claude G. Bünzli、Kenneth N. Raymond

  DOI：10.1021/ja0379363

  日期：2003.11.1

  Efficient lanthanide (Ln) luminescent probes require good ligand-to-metal energy transfer and high aqueous stability. A family of ligands based on 2-hydroxyisophthalamide chelating units is reported. These form highly stable, eight-coordinate Ln complexes. Several of these (Ln = Sm, Eu, Tb, Dy) emit in the visible region with good ligand-to-lanthanide energy transfer. The absolute quantum yields of the two Tb complexes studies (Phi = 0.59, 0.61) and high absorbance make these the brightest luminescent probes for time-resolved detection; the emission spectrum of one complex can be seen down to 10-15 M. The low overlap of the four different Ln complexes enables their simultaneous detection and discrimination.