4-Methyl-14-(2-trimethylsilylethoxymethyl)-4,11,14-triazapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,12,15,17,19-octaene-3,5-dione | 799822-57-4

• 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: 4-Methyl-14-(2-trimethylsilylethoxymethyl)-4,11,14-triazapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,12,15,17,19-octaene-3,5-dione
• CAS: 799822-57-4
• 化学式: C₂₄H₂₅N₃O₃Si
• 分子量: 431.566
• InChiKey: OHZSIMBCUPBTFW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-Methyl-14-(2-trimethylsilylethoxymethyl)-4,11,14-triazapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,12,15,17,19-octaene-3,5-dione 在 lithium tetrafluoroborate 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以95%的产率得到4-Methyl-4,11,14-triazapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,12,15,17,19-octaene-3,5-dione
  参考文献：
  名称：

  An Organometallic Inhibitor for Glycogen Synthase Kinase 3

  摘要：

  Replacing natural products with kinetically inert metal complexes may lead to a new class of therapeutics in which a metal center plays the role of an innocent bystander, organizing the orientation of the organic ligands in the receptor space. As an example of this approach, a ruthenium complex is described that copies the binding mode of indolocarbazole protein kinase inhibitors and serves as a reversible, low-nanomolar inhibitor for glycogen synthase kinase 3 (GSK-3).

  DOI：

  10.1021/ja046049c
• 作为产物：
  描述：

  methyl [N-(2-trimethylsilylethoxy)methyl]indole-3-glyoxylate 在 air 、 potassium tert-butylate 、 碘 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 3.0h， 生成 4-Methyl-14-(2-trimethylsilylethoxymethyl)-4,11,14-triazapentacyclo[11.7.0.02,6.07,12.015,20]icosa-1,6,8,10,12,15,17,19-octaene-3,5-dione
  参考文献：
  名称：

  An Organometallic Inhibitor for Glycogen Synthase Kinase 3

  摘要：

  Replacing natural products with kinetically inert metal complexes may lead to a new class of therapeutics in which a metal center plays the role of an innocent bystander, organizing the orientation of the organic ligands in the receptor space. As an example of this approach, a ruthenium complex is described that copies the binding mode of indolocarbazole protein kinase inhibitors and serves as a reversible, low-nanomolar inhibitor for glycogen synthase kinase 3 (GSK-3).

  DOI：

  10.1021/ja046049c

文献信息

• An Organometallic Inhibitor for Glycogen Synthase Kinase 3
  作者：Howard Bregman、Douglas S. Williams、G. Ekin Atilla、Patrick J. Carroll、Eric Meggers

  DOI：10.1021/ja046049c

  日期：2004.10.1

  Replacing natural products with kinetically inert metal complexes may lead to a new class of therapeutics in which a metal center plays the role of an innocent bystander, organizing the orientation of the organic ligands in the receptor space. As an example of this approach, a ruthenium complex is described that copies the binding mode of indolocarbazole protein kinase inhibitors and serves as a reversible, low-nanomolar inhibitor for glycogen synthase kinase 3 (GSK-3).