2-pentadecyl-3-(1-methyl-1H-indol-3-yl)maleimide

• 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-pentadecyl-3-(1-methyl-1H-indol-3-yl)maleimide
• 英文别名: 3-(1-Methylindol-3-yl)-4-pentadecylpyrrole-2,5-dione
• 化学式: C₂₈H₄₀N₂O₂
• 分子量: 436.638
• InChiKey: JGWYRDVCYKJSGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  32
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  51.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-pentadecyl-3-(1-methyl-1H-indol-3-yl)maleimide 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以90%的产率得到1-Methyl-3-(1-methylindol-3-yl)-4-pentadecylpyrrole-2,5-dione
  参考文献：
  名称：

  Inhibition of hydrogen peroxide-induced necrotic cell death with 3-amino-2-indolylmaleimide derivatives

  摘要：

  Novel analogs of indolylmaleimide derivatives (IM derivatives) were synthesized and tested for cell death-inhibitory activity. 2-(1H-Indol-3-yl)-3-pentylamino-maleimide IM-54 was the most effective cell death inhibitor among the compounds tested. IM-54 inhibited necrotic cell death induced by H2O2, but not apoptotic cell death induced by etoposide. These results indicated that this novel cell death inhibitor is distinct from the well-known caspase inhibitor, Z-VAD, which can block apoptotic cell death, but not necrotic cell death. IM-54 is expected to be a powerful bioprobe for clarifying the unique signaling pathway of necrotic cell death. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.016
• 作为产物：
  描述：

  十七烷酰胺 、 甲基(1-甲基吲哚基)-3-乙醛酸酯 在 盐酸 、 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以61%的产率得到2-pentadecyl-3-(1-methyl-1H-indol-3-yl)maleimide
  参考文献：
  名称：

  EP1224932

  摘要：

  公开号：

文献信息

• DRUGS INHIBITING CELL DEATH
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP1224932A1

  公开（公告）日：2002-07-24

  A cell death inhibitor, a pharmaceutical or a preservative for organs, tissues or cells, a comprising, as an active ingredient, an indolylmaleimide derivative represented by the following formula (I), which is useful for inhibiting death of cells, the drug being expected as a preventive or a remedy for the progress of various diseases wherein cell death participates in progress and exacerbation thereof:

  一种细胞死亡抑制剂，一种用于器官、组织或细胞的药物或防腐剂，其有效成分包括由下式（I）代表的吲哚马来酰亚胺衍生物，该衍生物可用于抑制细胞死亡，该药物可望作为各种疾病的预防或治疗药物，在这些疾病中，细胞死亡参与了疾病的进展和恶化：
• EP1224932
  申请人：——

  公开号：——

  公开（公告）日：——
• Inhibition of hydrogen peroxide-induced necrotic cell death with 3-amino-2-indolylmaleimide derivatives
  作者：Kosuke Dodo、Miho Katoh、Tadashi Shimizu、Masahiro Takahashi、Mikiko Sodeoka

  DOI：10.1016/j.bmcl.2005.04.016

  日期：2005.6

  Novel analogs of indolylmaleimide derivatives (IM derivatives) were synthesized and tested for cell death-inhibitory activity. 2-(1H-Indol-3-yl)-3-pentylamino-maleimide IM-54 was the most effective cell death inhibitor among the compounds tested. IM-54 inhibited necrotic cell death induced by H2O2, but not apoptotic cell death induced by etoposide. These results indicated that this novel cell death inhibitor is distinct from the well-known caspase inhibitor, Z-VAD, which can block apoptotic cell death, but not necrotic cell death. IM-54 is expected to be a powerful bioprobe for clarifying the unique signaling pathway of necrotic cell death. (c) 2005 Elsevier Ltd. All rights reserved.