IM-4 | 133053-45-9

• 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: IM-4
• 英文别名: 4-bromo-3-(1-methylindol-3-yl)-1-methylpyrrole-2,5-dione；2-bromo-3-(1-methyl-1H-indol-3-yl)-N-methylmaleimide；3-bromo-1-methyl-4-(1-methylindol-3-yl)pyrrole-2,5-dione
• CAS: 133053-45-9
• 化学式: C₁₄H₁₁BrN₂O₂
• 分子量: 319.158
• InChiKey: SXTNKNUQBVHICU-UHFFFAOYSA-N

物化性质

• 沸点：
  464.4±45.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  IM-4 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 9.0h， 以30%的产率得到3-amino-1-methyl-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  Development of a Water-Soluble Indolylmaleimide Derivative IM-93 Showing Dual Inhibition of Ferroptosis and NETosis

  摘要：

  The indolylmaleimide (IM) derivative IM-17 shows inhibitory activity against oxidative-stress-induced necrotic cell death and cardioprotective activity in rat ischemia-reperfusion injury models. In order to develop a more potent derivative, we conducted a detailed structure-activity relationship study of IM derivatives and identified IM 93 as the most potent derivative with good water solubility. IM-93 inhibited ferroptosis and NETosis, but not necroptosis or pyroptosis. In contrast, ferrostatin-1 (Fer-1), a ferroptosis inhibitor, did not inhibit NETosis, although the accompanying lipid peroxidation was partially inhibited by Fer-1, as well as by IM-93. Thus, IM derivatives have a unique activity profile and appear to be promising candidates for in vivo application.

  DOI：

  10.1021/acsmedchemlett.9b00142
• 作为产物：
  描述：

  3-bromo-4-(1H-indol-3-yl)-1-methyl-1H-pyrrole-2,5-dione 、 碘甲烷 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以98%的产率得到IM-4
  参考文献：
  名称：

  Pyrrole derivatives and cell death inhibitors

  摘要：

  一般公式为[I]的双吲哚吡咯衍生物在抑制细胞死亡方面具有用处，并被期望作为预防和治疗各种疾病进展中细胞死亡参与的进展和恶化的药物；以及包含这些衍生物或其药学上可接受的盐作为活性成分的细胞死亡抑制剂、药物和细胞/组织/器官保护剂。

  公开号：

  US06589977B1

文献信息

• 3-indolyl-4-phenyl-1H-pyrrole-2,5-dione derivatives as inhibitors of glycogen synthase kinase-3beta
  申请人：——

  公开号：US20020052397A1

  公开（公告）日：2002-05-02

  This invention relates to inhibitors of glycogen synthase kinase- 3 &bgr;, methods of treating diseases characterized by an excess of Th 2 cytokines, and to 3 -indolyl- 4 -phenyl- 1 H-pyrrole- 2,5 -dione derivatives of Formula (I): 1 that are inhibitors of glycogen synthase kinase - 3 &bgr;, pharmaceutical compositions containing them, methods for their use and methods for preparing these compounds.

  这项发明涉及抑制糖原合成酶激酶-3β的方法，用于治疗由Th2细胞因子过多引起的疾病，以及3-吲哚基-4-苯基-1H-吡咯-2,5-二酮衍生物的化合物(I)的方法：这些化合物是糖原合成酶激酶-3β的抑制剂，包含它们的药物组合物，使用它们的方法以及制备这些化合物的方法。
• Electrolyte composition and electrochemical battery using the same
  申请人：——

  公开号：US20020055046A1

  公开（公告）日：2002-05-09

  An electrolyte composition which is excellent in durability and charge transport performance, and an electrochemical battery in which deterioration of the charge transport performance with time is minimized, the electrolyte composition including therein a salt which comprises an anion which contains a mesogen group, and an alkyl or alkenyl group having 6 carbons or more in the structure of the anion, and an organic or inorganic cation.

  一种电解质组成物，其耐久性和电荷传输性能优异，以及一种电化学电池，其中时间内电荷传输性能的恶化被最小化，该电解质组成物包括一种盐，其包含一种含有介质基团的阴离子，并且在阴离子的结构中具有6个或更多碳的烷基或烯基基团，以及一种有机或无机阳离子。
• 3-indolyl-4-phenyl-1H-pyrrole-2,5-dione derivatives as inhibitors of glycogen synthase kinase-3&bgr;
  申请人：Syntex (U.S.A.) LLC

  公开号：US06479490B2

  公开（公告）日：2002-11-12

  This invention relates to inhibitors of glycogen synthase kinase-3&bgr;, methods of treating diseases characterized by an excess of Th2 cytokines, and to 3-indolyl-4-phenyl-1H-pyrrole-2,5-dione derivatives of Formula (I): that are inhibitors of glycogen synthase kinase -3&bgr;, pharmaceutical compositions containing them, methods for their use and methods for preparing these compounds.

  本发明涉及抑制糖原合成酶激酶-3β，治疗由Th2细胞因子过量引起的疾病的方法，以及公式（I）的3-吲哚基-4-苯基-1H-吡咯-2,5-二酮衍生物，它们是糖原合成酶激酶-3β的抑制剂，包含它们的制药组合物，使用它们的方法和制备这些化合物的方法。
• CELL DEATH INHIBITORS
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP1057484A1

  公开（公告）日：2000-12-06

  The present invention provides cell death inhibitors comprising, as an active ingredient, an indole derivative represented by the following formula (I) which is expected as a preventive or a remedy for the progress of various diseases wherein cell death participates in progress and exacerbation thereof, drugs, preservatives for organs, tissues and cells, and assay systems using primary cultured cells:

  本发明提供了由下式（I）代表的吲哚衍生物作为活性成分组成的细胞死亡抑制剂，该活性成分可望作为预防或治疗各种疾病（细胞死亡参与了这些疾病的进展和恶化）的进展、药物、器官、组织和细胞的防腐剂以及使用原代培养细胞的检测系统：
• PYRROLE DERIVATIVES AND CELL DEATH INHIBITORS
  申请人：SAGAMI CHEMICAL RESEARCH CENTER

  公开号：EP1152002A1

  公开（公告）日：2001-11-07

  Bisindolylpyrrole derivatives represented by general formula [I] which are useful in inhibiting cell death and expected as being useful as preventives and remedies for the progress of various diseases in the progress and worsening of which cell death participates; and cell death inhibitors, drugs and cell/tissue/organ preservatives containing as the active ingredient these derivatives or pharmaceutically acceptable salts thereof.

  由通式[I]表示的双吲哚基吡咯衍生物，可用于抑制细胞死亡，并可望作为预防和治疗细胞死亡导致的各种疾病的进展和恶化的药物；以及含有这些衍生物或其药学上可接受的盐类作为活性成分的细胞死亡抑制剂、药物和细胞/组织/器官防腐剂。