2-(2,3-dihydro-1H-indol-3-yl)acetamide | 175601-94-2

• 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-(2,3-dihydro-1H-indol-3-yl)acetamide
• 英文别名: 2-(indolin-3-yl)acetamide
• CAS: 175601-94-2
• 化学式: C₁₀H₁₂N₂O
• 分子量: 176.218
• InChiKey: JIAOJCXFLACSJV-UHFFFAOYSA-N

物化性质

• 熔点：
  88-90 °C
• 沸点：
  404.3±24.0 °C(Predicted)
• 密度：
  1.152±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2,3-dihydro-1H-indol-3-yl)acetamide 在 盐酸 、 potassium tert-butylate 、 三乙酰氧基硼氢化钠 、 potassium carbonate 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 溶剂黄146 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 生成 丁胺苯丙酮
  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
• 作为产物：
  描述：

  3-吲哚乙酰胺 在 盐酸 、 吡啶硼烷 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以58%的产率得到2-(2,3-dihydro-1H-indol-3-yl)acetamide
  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

• [11C]Enzastaurin, the first design and radiosynthesis of a new potential PET agent for imaging of protein kinase C
  作者：Min Wang、Lu Xu、Mingzhang Gao、Kathy D. Miller、George W. Sledge、Qi-Huang Zheng

  DOI：10.1016/j.bmcl.2011.01.100

  日期：2011.3

  Enzastaurin (LY317615) is a potent and selective protein kinase C (PKC) inhibitor with an IC50 value of similar to 6 nM. [C-11] Enzastaurin (3-(1-[C-11] methyl-1H-indol-3-yl)-4-[1-[1-(2-pyridinylmethyl)-4-piperidinyl]-1H- indol-3-yl]-1H-pyrrole-2,5-dione), a new potential PET agent for imaging of PKC, was first designed and synthesized in 20-25% decay corrected radiochemical yield and 370-555 GBq/mu mol specific activity at end of bombardment (EOB). The synthetic strategy was to prepare a carbon-11-labeled maleic anhydride intermediate followed by the conversion to maleimide. (C) 2011 Elsevier Ltd. All rights reserved.
• Bioorg. Med. Chem. Lett. 2011, 21, 1649-1653
  作者：

  DOI：——

  日期：——
• N-CARBACYCLE MONOSUBSTITUTED INDOLOCARBAZOLES AS PROTEIN KINASE INHIBITORS
  申请人：Nad AG

  公开号：EP1456211A1

  公开（公告）日：2004-09-15
• N-carbacycle monosubstituted indolocarbazoles as protein kinase inhibitors
  申请人：Sahagun-Krause Heidi

  公开号：US20050075386A1

  公开（公告）日：2005-04-07

  This invention relates to N-carbacycle monosubstituted indolocarbazole compounds. Furthermore, this invention relates to medicaments comprising N-carbacycle monosubstituted indolocarbazoles compounds and the use of such compounds for treating non-insulin dependent diabetes mellitus, acute stroke and other neurotraumatic injuries, for treating diabetes mellitus, as a chemotherapeutic for the treatment of various malignant diseases, for treating diseases caused by malfunctioning of specific signaling pathways, and for treating neurodegenerative diseases such as for example Alzheimer's disease.
• US7262215B2
  申请人：——

  公开号：US7262215B2

  公开（公告）日：2007-08-28