3-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-1H-indol-3-yl}-4-phenylamino-pyrrole-2,5-dione | 257874-87-6

• 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: 3-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-1H-indol-3-yl}-4-phenylamino-pyrrole-2,5-dione
• CAS: 257874-87-6
• 化学式: C₂₇H₃₃N₃O₃Si
• 分子量: 475.663
• InChiKey: PZHKPHBBZSIGMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.53
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  72.36
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-1H-indol-3-yl}-4-phenylamino-pyrrole-2,5-dione 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 3-[1-(3-hydroxypropyl)-1H-indol-3-yl]-4-(phenylamino)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis of anilino-monoindolylmaleimides as potent and selective PKCβ inhibitors

  摘要：

  We report herein synthesis of PKCbeta-selective inhibitors possessing the novel pharmacophore of anilino-monoindolylmalcimide. Several compounds of this series exhibited IC50's as low as 50nM against human PKCbeta2. One of the most potent compounds, 61, inhibited PKCbeta1 and PKCbeta2 with IC50 of 21 and 5nM, respectively, and exhibited selectivity of more than 60-fold in favor of PKCbeta2 relative to other PKC isozymes (PKCalpha, PKCgamma, and PKCepsilon). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.061
• 作为产物：
  描述：

  3-吲哚乙酰胺 在 potassium tert-butylate 、 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-{1-[3-(tert-Butyl-dimethyl-silanyloxy)-propyl]-1H-indol-3-yl}-4-phenylamino-pyrrole-2,5-dione
  参考文献：
  名称：

  Synthesis of anilino-monoindolylmaleimides as potent and selective PKCβ inhibitors

  摘要：

  We report herein synthesis of PKCbeta-selective inhibitors possessing the novel pharmacophore of anilino-monoindolylmalcimide. Several compounds of this series exhibited IC50's as low as 50nM against human PKCbeta2. One of the most potent compounds, 61, inhibited PKCbeta1 and PKCbeta2 with IC50 of 21 and 5nM, respectively, and exhibited selectivity of more than 60-fold in favor of PKCbeta2 relative to other PKC isozymes (PKCalpha, PKCgamma, and PKCepsilon). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.061