(2'Z)-6,6'-dibromoindirubin | 667463-97-0

• 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: (2'Z)-6,6'-dibromoindirubin
• 英文别名: 6,6'-Dibromoindirubin；6,6'-dibromo-1H,1'H-[2,3']biindolylidene-3,2'-dione；6,6'-Dibrom-1H,1'H-[2,3']biindolyliden-3,2'-dion；(3Z)-6-bromo-3-(6-bromo-3-oxo-1H-indol-2-ylidene)-1H-indol-2-one
• CAS: 667463-97-0
• 化学式: C₁₆H₈Br₂N₂O₂
• 分子量: 420.06
• InChiKey: JCKVHZFGTVQBJM-YPKPFQOOSA-N

物化性质

• 沸点：
  559.9±50.0 °C(Predicted)
• 密度：
  1.932±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  22.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2'Z)-6,6'-dibromoindirubin 在 吡啶 、 盐酸羟胺 作用下， 以41 %的产率得到6,6'-Dibromoindirubin-3'-oxime
  参考文献：
  名称：

  6-Bromoindirubin-3′-oxime derivatives are highly active colistin adjuvants against Klebsiella pneumoniae

  摘要：

  多重耐药（MDR）细菌感染越来越普遍，导致临床医生不得不依赖最后的抗生素，如科利斯汀。

  DOI：

  10.1039/d2md00370h
• 作为产物：
  描述：

  N-(3-bromophenyl)-2-hydroxyiminacetamide 在 硫酸 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 3.25h， 生成 (2'Z)-6,6'-dibromoindirubin
  参考文献：
  名称：

  Structural Basis for the Synthesis of Indirubins as Potent and Selective Inhibitors of Glycogen Synthase Kinase-3 and Cyclin-Dependent Kinases

  摘要：

  Pharmacological inhibitors of glycogen synthase kinase-3 (GSK-3) and cyclin-dependent kinases have a promising potential for applications against several neurodegenerative diseases such as Alzheimer's disease. Indirubins, a family of bis-indoles isolated from various natural sources, are potent inhibitors of several kinases, including GSK-3. Using the cocrystal structures of various indirubins with GSK-3beta, CDK2 and CDK5/p25, we have modeled the binding of indirubins within the ATP-binding pocket of these kinases. This modeling approach provided some insight into the molecular basis of indirubins' action and selectivity and allowed us to forecast some improvements of this family of bis-indoles as kinase inhibitors. Predicted molecules, including 6-substituted and 5,6-disubstituted indirubins, were synthesized and evaluated as CDK and GSK-3 inhibitors. Control, kinase-inactive indirubins were obtained by introduction of a methyl substitution on N1.

  DOI：

  10.1021/jm031016d

文献信息

• One step synthesis of indirubins by reductive coupling of isatins with KBH 4
  作者：Cuiling Wang、Jiaxu Yan、Mo Du、Joseph A. Burlison、Chi Li、Yanni Sun、Danqing Zhao、Jianli Liu

  DOI：10.1016/j.tet.2017.03.077

  日期：2017.5

  One step synthesis of the natural product indirubin by reductive coupling of isatin with KBH4 is described and a possible mechanism for the reaction is proposed. Eleven indirubin derivatives were obtained easily from the corresponding substituted isatin.

  描述了通过Isatin与KBH 4的还原偶联一步一步合成天然产物靛玉红的方法，并提出了可能的反应机理。从相应的取代的靛红很容易获得11种靛玉红衍生物。
• Modified Naturally-Derived Colorants For Phase Change Ink Applications
  申请人：XEROX CORPORATION

  公开号：US20140155625A1

  公开（公告）日：2014-06-05

  A modified naturally-derived colorant comprising a naturally-derived colorant that is modified with an aliphatic quaternary ammonium salt, an aromatic quaternary ammonium salt, or a mixture or combination thereof. The modified naturally-derived colorant is compatible with phase change ink vehicles.

  一种经过改性的天然色素，包括经过改性的脂肪族季铵盐、芳香族季铵盐或两者的混合物或组合物改性的天然色素。改性的天然色素与相变墨水载体相容。
• LATEX COMPRISING COLORANT AND METHODS OF MAKING THE SAME
  申请人：XEROX CORPORATION

  公开号：US20160024276A1

  公开（公告）日：2016-01-28

  A process includes forming an emulsion comprising a monomer and a colorant, the colorant further including an anionic functional group and a lipophilic counter ion, and polymerizing the monomer to form a latex, the latex includes polymer nanoparticles having the colorant dispersed therein.

  该过程包括形成一个乳液，其中包括单体和着色剂，着色剂还包括一个阴离子功能团和一个亲脂性对离子，以及聚合单体以形成乳胶，乳胶中包括分散着颜料的聚合物纳米粒子。
• Ettinger; Friedlaender, Chemische Berichte, 1912, vol. 45, p. 2078
  作者：Ettinger、Friedlaender

  DOI：——

  日期：——
• Phase Change Ink Comprising Modified Naturally-Derived Colorants
  申请人：XEROX CORPORATION

  公开号：US20140152748A1

  公开（公告）日：2014-06-05

  A phase change ink composition comprising an ink vehicle; an optional dispersant; and a modified naturally-derived colorant comprising a naturally-derived colorant that is modified with an aliphatic quaternary ammonium salt, an aromatic quaternary ammonium salt, or a mixture or combination thereof. The modified naturally-derived colorant is compatible with phase change ink vehicles.