1-[1-(4-fluorobenzyl)-1H-indol-3-yl]-2-oxo-2-[N-(pyridin-4-yl)piperazin-1-yl]ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[1-(4-fluorobenzyl)-1H-indol-3-yl]-2-oxo-2-[N-(pyridin-4-yl)piperazin-1-yl]ethanone
• 英文别名: (4-(pyridin-4-yl)-piperazin-1-yl)-[1-(4-fluorobenzyl)indol-3-yl]glyoxylamide；1-[1-[(4-Fluorophenyl)methyl]indol-3-yl]-2-(4-pyridin-4-ylpiperazin-1-yl)ethane-1,2-dione
• 化学式: C₂₆H₂₃FN₄O₂
• 分子量: 442.493
• InChiKey: BOLLAZLXDHZDNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(1-(4-fluorobenzyl)-1H-indol-3-yl)-2-oxo-acetyl chloride 、 1-(4-吡啶基)哌嗪 生成 1-[1-(4-fluorobenzyl)-1H-indol-3-yl]-2-oxo-2-[N-(pyridin-4-yl)piperazin-1-yl]ethanone
  参考文献：
  名称：

  N-substituted indole-3-glyoxylamides having anti-asthmatic, antiallergic and immunosuppressant/immuno-modulating action

  摘要：

  这项发明涉及新型N-取代吲哚-3-甘氨酰胺，以及它们的制备过程和药用。这些化合物具有抗哮喘、抗过敏和免疫抑制/免疫调节作用。

  公开号：

  US06344467B1

文献信息

• N-substituted indole-3-glyoxylamides having anti-asthmatic, antiallergic and immunosuppressant/immuno-modulating action
  申请人：ASTA Medica AG

  公开号：US06344467B1

  公开（公告）日：2002-02-05

  The invention relates to novel N-substituted indole-3-glyoxylamides, to processes for their preparation and to their pharmaceutical use. The compounds have antiasthmatic, antiallergic and immunosuppressant/immunomodulating actions.

  这项发明涉及新型N-取代吲哚-3-甘氨酰胺，以及它们的制备过程和药用。这些化合物具有抗哮喘、抗过敏和免疫抑制/免疫调节作用。
• Synthesis and structure–activity relationships of N-aryl(indol-3-yl)glyoxamides as antitumor agents
  作者：Pascal Marchand、Maud Antoine、Guillaume Le Baut、Michael Czech、Silke Baasner、Eckhard Günther

  DOI：10.1016/j.bmc.2009.07.048

  日期：2009.9

  The synthesis and study of the structure-activity relationships of cytotoxic compounds based on N-pyridinyl or N-aryl-2-(1-benzylindol-3-yl)glyoxamide skeleton, represented by the lead structures D-24241 and D-24851, are described. The presence of N-(pyridin-4-yl) moiety was crucial for activity and 2-[1(4-chloro-3-nitrobenzyl)-1H-indol-3-yl]-2-oxo-N-(pyridin-4-yl) acetamide (55), the most potent derivative, showed IC(50) = 39 nM, 51 nM and 11 nM against HeLa/KB (human cervix carcinoma), L1210 (murine leukemia) and SKOV3 (human ovarian carcinoma) cell lines proliferation assay, respectively, as active as the lead compounds. (C) 2009 Elsevier Ltd. All rights reserved.