3-[1-(1-benzyl-piperidin-4-yl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-[1-(1-benzyl-piperidin-4-yl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione
• 英文别名: 3-[1-(1-benzylpiperidin-4-yl)indol-3-yl]-4-(1-methylindol-3-yl)pyrrole-2,5-dione
• 化学式: C₃₃H₃₀N₄O₂
• 分子量: 514.627
• InChiKey: IKOMOLGHHLGWPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  39
• 可旋转键数：
  5
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  59.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(2,2-二甲氧基乙基)苯甲酰胺 在 盐酸 、 potassium tert-butylate 、 三乙酰氧基硼氢化钠 作用下， 以 四氢呋喃 、 溶剂黄146 、 乙腈 为溶剂， 反应 21.67h， 生成 3-[1-(1-benzyl-piperidin-4-yl)-1H-indol-3-yl]-4-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione
  参考文献：
  名称：

  Strategies for the synthesis of N-(azacycloalkyl)bisindolylmaleimides: selective inhibitors of PKCβ

  摘要：

  N-(Azacycloalkyl)bisindolylmaleimides 1 have been identified to be selective inhibitors of PKCbeta. This manuscript will describe the synthetic approaches employed to prepare this class of compounds that resulted in development of efficient methods for preparation of N-(azacycloalkyl) indole 5, indole-3-acetamide 8 and indole-3-glyoxylate ester 4 derivatives. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00973-6

文献信息

• Acyclic N-(azacycloalkyl)bisindolylmaleimides: isozyme selective inhibitors of PKCβ
  作者：Margaret M Faul、James R Gillig、Michael R Jirousek、Lawrence M Ballas、Theo Schotten、Astrid Kahl、Michael Mohr

  DOI：10.1016/s0960-894x(03)00286-5

  日期：2003.6

  The synthesis and structure-activity relationship (SAR) trends of a new class of N-(azacycloalkyl)bisindolylmaleimides 1, acyclic derivatives of staurosporine, is described. The representative compound for this series (1e) exhibits an IC50 of 40-50 nM against the human PKCbeta(1) and PKCbeta(2) isozymes and selectively inhibits the PKCbeta isozymes in comparison to other PKC isozymes (alpha, gamma, delta, epsilon, lambda, and eta). The series is also kinase selective for PKC in comparison to other ATP-dependent kinases. A comparison of the PKC isozyme and kinase activity of the series is made to the kinase inhibitor staurosporine. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Strategies for the synthesis of N-(azacycloalkyl)bisindolylmaleimides: selective inhibitors of PKCβ
  作者：Margaret M. Faul、John L. Grutsch、Michael E. Kobierski、Michael E. Kopach、Christine A. Krumrich、Michael A. Staszak、Uko Udodong、Jeffrey T. Vicenzi、Kevin A. Sullivan

  DOI：10.1016/s0040-4020(03)00973-6

  日期：2003.9

  N-(Azacycloalkyl)bisindolylmaleimides 1 have been identified to be selective inhibitors of PKCbeta. This manuscript will describe the synthetic approaches employed to prepare this class of compounds that resulted in development of efficient methods for preparation of N-(azacycloalkyl) indole 5, indole-3-acetamide 8 and indole-3-glyoxylate ester 4 derivatives. (C) 2003 Elsevier Ltd. All rights reserved.