[1-(1-benzyl-piperidin-4-yl)-1H-indol-3-yl]-oxo-acetic acid methyl ester | 604009-20-3

• 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: [1-(1-benzyl-piperidin-4-yl)-1H-indol-3-yl]-oxo-acetic acid methyl ester
• 英文别名: [1-(1-benzylpiperidin-4-yl)-1H-indol-3-yl]oxoacetic acid methyl ester；methyl 2-[1-(1-benzylpiperidin-4-yl)indol-3-yl]-2-oxoacetate
• CAS: 604009-20-3
• 化学式: C₂₃H₂₄N₂O₃
• 分子量: 376.455
• InChiKey: CPAVJIUCINTWKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  51.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [1-(1-benzyl-piperidin-4-yl)-1H-indol-3-yl]-oxo-acetic acid methyl ester 在 氨 、 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 4.5h， 以100%的产率得到2-[1-(1-benzylpiperidin-4-yl)-1H-indol-3-yl]-2-hydroxyacetamide
  参考文献：
  名称：

  [EN] PYRROLE-2, 5-DIONE DERIVATIVES AND THEIR USE AS GSK-3 INHIBITORS
  [FR] INHIBITEURS DE KINASES

  摘要：

  公开号：

  WO2003076398A3
• 作为产物：
  描述：

  2-(2,2-二甲氧基乙基)苯甲酰胺 在 盐酸 、 三乙酰氧基硼氢化钠 作用下， 以 溶剂黄146 、 乙腈 为溶剂， 反应 21.67h， 生成 [1-(1-benzyl-piperidin-4-yl)-1H-indol-3-yl]-oxo-acetic acid methyl ester
  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

• Kinase inhibitors
  申请人：Albaugh Ann Pamela

  公开号：US20050288321A1

  公开（公告）日：2005-12-29

  The present invention provides kinase inhibitors of Formula (I).

  本发明提供了化合物式(I)的激酶抑制剂。
• Pyrrole-2, 5dione derivatives and their used as GSK-3 inhibitors
  申请人：Eli Lilly and Company

  公开号：US07405305B2

  公开（公告）日：2008-07-29

  The present invention provides kinase inhibitors of Formula (I)

  本发明提供了式(I)的激酶抑制剂。
• Aryl-indolyl maleimides as inhibitors of CaMKIIδ. Part 2: SAR of the amine tether
  作者：Daniel E. Levy、Dan-Xiong Wang、Qing Lu、Zheng Chen、John Perumattam、Yong-jin Xu、Jeffrey Higaki、Hanmin Dong、Albert Liclican、Maureen Laney、Babu Mavunkel、Sundeep Dugar

  DOI：10.1016/j.bmcl.2008.02.058

  日期：2008.4

  A family of aryl-substituted maleimides was prepared and studied for their activity against calmodulin-dependant kinase. Inhibitory activities against the enzyme ranged from 34 nM to > 20 mu M and were dependant upon both the nature of the aryl group and the tether joining the basic amine to the indolyl maleimide core. Key interactions with the kinase ATP site and hinge region, predicted by homology modeling, were confirmed. (C) 2008 Elsevier Ltd. All rights reserved.
• PYRROLE-2,5-DIONE DERIVATIVES AND THEIR USE AS GSK-3 INHIBITORS
  申请人：ELI LILLY AND COMPANY

  公开号：EP1487822B1

  公开（公告）日：2007-08-01
• US7405305B2
  申请人：——

  公开号：US7405305B2

  公开（公告）日：2008-07-29