pyridine-2-carboxylic acid {1-(2-nitrophenyl)-2-[(pyridine-2-ylmethyl)carbamoyl]ethyl}amide | 1056640-24-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: pyridine-2-carboxylic acid {1-(2-nitrophenyl)-2-[(pyridine-2-ylmethyl)carbamoyl]ethyl}amide
• 英文别名: H2cage；pyridine-2-carboxylic acid {1-(2-nitro-phenyl)-2-[(pyridine-2-ylmethyl)carbamoyl]ethyl}amide；N-[1-(2-nitrophenyl)-3-oxo-3-(pyridin-2-ylmethylamino)propyl]pyridine-2-carboxamide
• CAS: 1056640-24-4
• 化学式: C₂₁H₁₉N₅O₄
• 分子量: 405.413
• InChiKey: XAWJUEIVIWEZNG-UHFFFAOYSA-N

物化性质

• 沸点：
  780.5±60.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  130
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  sodium tetrachloroplatinate(II) 、 pyridine-2-carboxylic acid {1-(2-nitrophenyl)-2-[(pyridine-2-ylmethyl)carbamoyl]ethyl}amide 以 ethanol 为溶剂， 生成
  参考文献：
  名称：

  在光激活时增加细胞毒性的光笼铂 (II) 复合物

  摘要：

  一种新型铂 (II) 光笼络合物称为 [Pt(cage)] 已制备并通过 X 射线晶体学表征。该复合物包含一个光不稳定的硝基苯基，该基团结合到四齿配体的骨架中，该配体包含两个吡啶基和两个酰胺氮供体位点。完整的复合物对配体交换反应没有反应，直到用紫外线激活会裂解配体骨架，释放出更容易交换其配体的 PtII 复合物，如与含蛋氨酸的肽反应所证实的那样。[Pt(cage)] 在黑暗中对 MCF-7 细胞无毒，而短暂的紫外线照射会在接近顺铂的水平上诱导人乳腺癌 MCF-7 细胞的细胞死亡。通过使用光来改变金属中心周围的配位化学，

  DOI：

  10.1002/ejic.201000098
• 作为产物：
  描述：

  2-氨甲基吡啶 、 3-(2-硝基苯基)-3-(吡啶酰胺基)丙酸 在 N-甲基吗啉 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 18.17h， 以0.220 g的产率得到pyridine-2-carboxylic acid {1-(2-nitrophenyl)-2-[(pyridine-2-ylmethyl)carbamoyl]ethyl}amide
  参考文献：
  名称：

  A Photolabile Ligand for Light-Activated Release of Caged Copper

  摘要：

  A photosensitive caged copper complex has been prepared from a tetradentate ligand (H(2)cage) composed of two pyridyl-amide arms connected by a photoreactive nitrophenyl group. H(2)cage binds Cu(2+) in aqueous solution with a stability constant (log beta) of 10.8, which corresponds to a K(D) of 16 pM at pH 7.4. The neutral Cu(2+) complex, [Cu(OH(2))(cage)], crystallizes as a distorted trigonal bipyramid coordinated by two amide and two pyridyl N atoms, with a water molecule bound in the trigonal plane. Photolysis with 350 nm UV light cleaves the ligand backbone to release photoproducts with significantly diminished affinity for Cu(2+), thereby uncaging the metal ion. When coordinated as the caged complex, copper has diminished reactivity to produce hydroxyl radicals from Fenton-like reaction mixtures containing hydrogen peroxide and ascorbic acid. Postphotolysis, uncaged copper promotes hydroxyl radical formation under the same conditions. The strategy of caging copper is promising for applications where light could be used to trigger release of copper as a pro-oxidant to increase oxidative stress or as a tool to release copper intracellularly to study mechanisms of copper trafficking.

  DOI：

  10.1021/ja8047442

文献信息

• [EN] PHOTOLABILE CAGED TRANSITION METAL COMPLEXES AND METHODS OF USING THE SAME<br/>[FR] COMPLEXES DE MÉTAL DE TRANSITION INCLUS PHOTOLABILE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV DUKE

  公开号：WO2010014179A1

  公开（公告）日：2010-02-04

  The present invention provides compounds of Formula I: ( I ) along with compositions comprising the same and methods of using the same, such as for photodynamic therapy in the treatment of cancer.

  本发明提供了化合物I的公式：（I），以及包含该化合物的组合物和使用该化合物的方法，例如用于光动力疗法治疗癌症。
• [EN] REDOX POLYMERIZABLE COMPOSITION WITH PHOTOLABILE TRANSITION METAL COMPLEXES<br/>[FR] COMPOSITION REDOX POLYMÉRISABLE AVEC DES COMPLEXES DE MÉTAUX DE TRANSITION PHOTOLABILES
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2017078883A1

  公开（公告）日：2017-05-11

  Polymerizable compositions comprising a redox initiator system is disclosed. The redox initiator system comprises a photolabile transition metal complex that photolyzes and initiates the redox cycle. Dental compositions comprising dental resins and the photolabile redox initiator system are also described.

  本文披露了包含氧化还原引发剂体系的可聚合组合物。该氧化还原引发剂体系包括一个光敏过渡金属络合物，该络合物光解并启动氧化还原循环。还描述了包含牙科树脂和光敏氧化还原引发剂体系的牙科组合物。
• [EN] REDOX POLYMERIZABLE DENTAL COMPOSITION WITH PHOTOLABILE TRANSITION METAL COMPLEXES<br/>[FR] COMPOSITION DENTAIRE POLYMÉRISABLE REDOX AVEC DES COMPLEXES DE MÉTAUX DE TRANSITION PHOTOLABILES
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2017079189A1

  公开（公告）日：2017-05-11

  Polymerizable dental compositions comprising a redox initiator system is disclosed. The redox initiator system comprises a photolabile transition metal complex that photolyzes and initiates the redox cycle.

  披露了包括氧化还原引发剂系统的可聚合牙科组合物。氧化还原引发剂系统包括一个光敏过渡金属配合物，该配合物光解并启动氧化还原循环。
• PHOTOLABILE CAGED TRANSITION METAL COMPLEXES AND METHODS OF USING THE SAME
  申请人：Franz Katherine J.

  公开号：US20110184333A1

  公开（公告）日：2011-07-28

  The present invention provides compounds of Formula I: (I) along with compositions comprising the same and methods of using the same, such as for photodynamic therapy in the treatment of cancer.
• US8440827B2
  申请人：——

  公开号：US8440827B2

  公开（公告）日：2013-05-14