3-[(1-methyl)-3-indolyl]-4-(3-indolyl)-1H-pyrrole-2,5-dione | 133052-89-8

• 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: 3-[(1-methyl)-3-indolyl]-4-(3-indolyl)-1H-pyrrole-2,5-dione
• 英文别名: 3-(1H-indol-3-yl)-4-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione；2-(1H-indol-3-yl)-3-(1-methyl-1H-indol-3-yl)-maleinimide；1H-Pyrrole-2,5-dione, 3-(1H-indol-3-yl)-4-(1-methyl-1H-indol-3-yl)-；3-(1H-indol-3-yl)-4-(1-methylindol-3-yl)pyrrole-2,5-dione
• CAS: 133052-89-8
• 化学式: C₂₁H₁₅N₃O₂
• 分子量: 341.369
• InChiKey: SEAKDKTVXBDRHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  66.9
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-[(1-methyl)-3-indolyl]-4-(3-indolyl)-1H-pyrrole-2,5-dione 在 palladium diacetate 作用下， 以 溶剂黄146 为溶剂， 以70%的产率得到6,7,12,13-tetrahydro-12-methyl-5,7-dioxo-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole
  参考文献：
  名称：

  用乙酸钯进行氧化环化。星形孢菌素糖苷配基的短合成。

  摘要：

  乙酸钯介导的氧化环化已被用作合成星形孢菌素糖苷配基和相关类似物的关键步骤。

  DOI：

  10.1016/s0040-4039(00)61431-4
• 作为产物：
  描述：

  吲哚-3-乙腈 在 sodium hydroxide 、 potassium tert-butylate 、 四丁基溴化铵 、 双氧水 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 3-[(1-methyl)-3-indolyl]-4-(3-indolyl)-1H-pyrrole-2,5-dione
  参考文献：
  名称：

  A New, Efficient Method for the Synthesis of Bisindolylmaleimides

  摘要：

  DOI：

  10.1021/jo980513c

文献信息

• Phenyliodine(III) bis(trifluoroacetate)-mediated oxidation of bisindolylmaleimides to indolo[2,3-a]carbazoles
  作者：Margaret M. Faul、Kevin A. Sullivan

  DOI：10.1016/s0040-4039(01)00453-1

  日期：2001.5

  A novel protocol for the oxidation of bisindolylmaleimides to the corresponding indolo[2,3-a]carbazoles in 15–56% yield with phenyliodine(III) bis(trifluoroacetate) (PIFA) is reported.

  据报道，用苯基碘（III）双（三氟乙酸）酯（PIFA）将双辛基马来酰亚胺氧化为相应的吲哚[2,3- a ]咔唑的新方法的收率为15-56％。
• Bis-(1H-indol-3-YL)-maleinimide derivatives, processes for the
  申请人：Goedecke Aktiengesellschaft

  公开号：US05380746A1

  公开（公告）日：1995-01-10

  The present invention provides bis-(1H-indol-3-yl)maleinimide derivatives and the pharmacologically acceptable salts thereof, processes for the preparation of these compounds, and pharmaceutical compositions containing them for the treatment of heart and blood vessel diseases, such as thromboses, arteriosclerosis, hypertension, of inflammatory processes, allergies, cancer, and certain degenerative damages of the central nervous system, as well as of diseases of the immune system and viral diseases.

  本发明提供了双-(1H-吲哚-3-基)马来酰亚胺衍生物及其药学上可接受的盐，制备这些化合物的方法，以及包含它们的制药组合物，用于治疗心脏和血管疾病，如血栓、动脉硬化、高血压、炎症过程、过敏、癌症和某些中枢神经系统的退行性损伤，以及免疫系统和病毒性疾病。
• Bis-(1H-indol-3-yl)-maleinimide derivatives, processes for the
  申请人：Goedecke Aktiengesellschaft

  公开号：US05516915A1

  公开（公告）日：1996-05-14

  The present invention provides bis-(1H-indol-3-yl)maleinimide derivatives and the pharmacologically acceptable salts thereof, processes for the preparation of these compounds, and pharmaceutical compositions containing them for the treatment of heart and blood vessel diseases, such as thromboses, arteriosclerosis, hypertension, of inflammatory processes, allergies, cancer, and certain degenerative damages of the central nervous system, as well as of diseases of the immune system and viral diseases.

  本发明提供了双-(1H-吲哚-3-基)马来酰亚胺衍生物及其药学上可接受的盐，制备这些化合物的方法，以及包含它们的制药组合物，用于治疗心血管疾病，如血栓、动脉硬化、高血压，炎症过程、过敏、癌症、某些中枢神经系统的退行性损伤以及免疫系统和病毒性疾病。
• Inhibitors of protein kinase C. 1. 2,3-bisarylmaleimides
  作者：Peter D. Davis、Christopher H. Hill、Geoffrey Lawton、John S. Nixon、Sandra E. Wilkinson、Steven A. Hurst、Elizabeth Keech、Susan E. Turner

  DOI：10.1021/jm00079a024

  日期：1992.1

  The design and synthesis of a series of novel inhibitors of protein kinase C (PKC) is described. These 2,3-bisarylznaleimides were derived from the structural lead provided by the indolocarbazoles, staurosporine and K252a. Optimum activity required the imide NH, both carbonyl groups, and the olefinic bond of the maleimide ring. 2,3-Bisindolylmaleimides were the most active, and the potency of these was improved by a chloro substituent at the 5-position of one indole ring (compound 28, IC50 0.11-mu-M). In a series of (phenylindolyl)maleimides, nitro compound 74 was most active (IC50 0.67-mu-M). Naphthalene 19 and benzothiophene 21 showed greater than 100-fold selectivity for inhibition of PKC over the closely related cAMP-dependent protein kinase (PKA).
• Synthesis of a Novel<i>N</i>‐Nitroalkyl Bisindolylmaleimide
  作者：Sudipta Roy、Gordon W. Gribble

  DOI：10.1080/00397910701319205

  日期：2007.6.1