3,4-bis-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione | 125313-72-6

• 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: 3,4-bis-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione
• 英文别名: 3,4-bis-(1-methyl-3-indolyl)-1H-pyrrole-2,5-dione；1H-Pyrrole-2,5-dione, 3,4-bis(1-methyl-1H-indol-3-yl)-；3,4-bis(1-methylindol-3-yl)pyrrole-2,5-dione
• CAS: 125313-72-6
• 化学式: C₂₂H₁₇N₃O₂
• 分子量: 355.396
• InChiKey: DWLMLPCWSGBXMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  357-359 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  648.0±55.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  56
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,4-bis-(1-methyl-1H-indol-3-yl)-pyrrole-2,5-dione 在 三氟化硼乙醚 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 二氯甲烷 为溶剂， 以30%的产率得到5,6-dimethylindolo[2,3-a]pyrrolo[3,4-c]carbazole-11,13-dione
  参考文献：
  名称：

  苯碘（III）双（三氟乙酸盐）介导的双吲哚基马来酰亚胺氧化为吲哚[2,3- a ]咔唑

  摘要：

  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％。

  DOI：

  10.1016/s0040-4039(01)00453-1
• 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 6.0h， 生成 3,4-bis-(1-methyl-1H-indol-3-yl)-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

• Process for the preparation of 2-substituted and 2,3-disubstituted
  申请人：Hoffmann-La Roche Inc.

  公开号：US05399712A1

  公开（公告）日：1995-03-21

  The invention relates to a process for the manufacture of substituted maleimides of the formula ##STR1## wherein R.sup.1 is alkyl, aryl or heteroaryl and R.sup.2 is hydrogen, alkyl, alkoxycarbonyl, aryl or heteroaryl, by reacting an activated glyoxylate of the formula ##STR2## wherein R.sup.1 has the above significance and X is a leaving atom or group, with an imidate of the formula ##STR3## wherein R.sup.2 has the above significance, R.sup.3 is alkyl, aryl or trialkylsilyl and Y is oxygen or sulfur, in the presence of a base and, after treating the resulting reaction product obtained in which R.sup.2 is hydrogen or alkyl with a strong base, hydrolyzing and dehydrating the resulting hydroxy-pyrrolinone of the formula ##STR4## wherein R.sup.1, R.sup.2, R.sup.3 and Y have the above significance. The substituted maleimides of formula I are pharmacologically active, for example as protein kinase C inhibitors and which a useful, for example, in the treatment and prophylaxis of inflammatory, immunological, bronchopulmonary and cardiovascular disorders, or as antiproliferative agents useful, for example, in the treatment of immune diseases and allergic disorders.

  该发明涉及一种制备式为##STR1##的取代马来酰亚胺的方法，其中R.sup.1是烷基、芳基或杂环芳基，R.sup.2是氢、烷基、烷氧羰基、芳基或杂环芳基，通过将式为##STR2##的活化的甘醇酸酯与式为##STR3##的亚胺在碱存在下反应，其中R.sup.1具有上述含义，X是一个脱离原子或基团，然后处理所得的反应产物，其中R.sup.2是氢或烷基，用强碱处理后，水解和脱水所得的式为##STR4##的羟基吡咯烷酮，其中R.sup.1、R.sup.2、R.sup.3和Y具有上述含义。式I的取代马来酰亚胺在药理学上具有活性，例如作为蛋白激酶C抑制剂，可用于治疗和预防炎症、免疫、支气管肺部和心血管疾病，或作为抗增殖剂，例如用于治疗免疫性疾病和过敏性疾病。
• 连续制备3,4-(1-甲基-吲哚-3-基)-1H-吡咯-2,5-酮类化合物的方法
  申请人：浙江工业大学

  公开号：CN109705103A

  公开（公告）日：2019-05-03

  本发明公开了一种微通道反应器连续制备3,4‑(1‑甲基‑吲哚‑3‑基)‑1H‑吡咯‑2,5‑酮类化合物的方法，包括如下步骤：将1‑甲基‑3‑吲哚乙酰胺和1‑甲基吲哚酮酸甲酯溶于无水DMF中形成混合溶液，得到溶液A；将叔丁醇钾溶于无水DMF中，混合均匀，得到溶液B。上述配制的溶液A和溶液B进入到微通道反应器内进行反应，反应过程完成后，从微通道反应器的出口流出反应后料液，反应后料液经后处理得到所述3,4‑(1‑甲基‑吲哚‑3‑基)‑1H‑吡咯‑2,5‑酮类化合物。本发明通过微通道室温了连续合成3，4‑(1‑甲基‑吲哚‑3‑基)‑1H‑吡咯‑2,5‑酮，具有条件温和，反应速度快，收率高，适合于工业化生产等优点。
• DRUG FOR NERVE REGENERATION
  申请人：KYOWA HAKKO KOGYO CO., LTD.

  公开号：EP1645286A1

  公开（公告）日：2006-04-12

  An object of the present invention is to provide a nerve regenerating drug, an agent for the promotion of neuropoiesis of a neural stem cell, a neuron obtained by culturing a neural stem cell in the presence of the agent for the promotion of neuropoiesis, and a method of the manufacture of the neuron. In order to achieve the object, the invention provides a nerve regenerating drug comprising a substance that inhibits the activity of glycogen synthase kinase-3, as an active ingredient; an agent for the promotion of neuropoiesis of a neural stem cell comprising the substance as an active ingredient; a neuron obtained by culturing a neural stem cell in the presence of the agent for the promotion of neuropoiesis; and a method of the manufacture of the neuron. The medical drug according to the invention is useful as a therapeutic drug for neurological diseases such as Parkinson's disease, Alzheimer's disease, Down's disease, cerebrovascular disorder, cerebral stroke, spinal cord injury, Huntington's chorea, multiple sclerosis, amyotrophic lateral sclerosis, epilepsy, anxiety disorder, schizophrenia, depression and manic depressive psychosis.

  本发明的一个目标是提供一种神经再生药物，一种促进神经干细胞神经生成的药物，通过在促进神经生成的药物存在下培养神经干细胞获得的神经元，以及神经元的制造方法。为了实现这一目标，该发明提供了一种包含抑制糖原合成酶激酶-3活性物质为活性成分的神经再生药物；一种包含该物质为活性成分的促进神经干细胞神经生成的药物；通过在促进神经生成的药物存在下培养神经干细胞获得的神经元；以及神经元的制造方法。根据本发明的医药可用作治疗帕金森病、阿尔茨海默病、唐氏综合征、脑血管疾病、脑卒中、脊髓损伤、亨廷顿舞蹈症、多发性硬化、肌萎缩侧索硬化、癫痫、焦虑症、精神分裂症、抑郁症和躁郁症等神经疾病的治疗药物。
• Methods and materials for identifying agents which modulate bone remodeling and agents identified thereby
  申请人：Chatterjee-Kishore Moitreyee

  公开号：US20060252045A1

  公开（公告）日：2006-11-09

  The invention discloses compositions, compounds, apparatuses and methods of using them to study bone mineralization and identify agents that regulate bone mineralization. Methods of using bone mineralization gene profiles and signatures for compound screening and research are also disclosed. Reagents for modulating bone mineralization are provided for both therapeutic and research usage.

  本发明揭示了用于研究骨矿化和鉴定调节骨矿化的药物的组合物、化合物、装置和使用方法。还揭示了使用骨矿化基因谱和签名进行化合物筛选和研究的方法。提供了用于调节骨矿化的试剂，可用于治疗和研究。
• Drug for nerve regeneration
  申请人：Morishita Tsuyoshi

  公开号：US20060217368A1

  公开（公告）日：2006-09-28

  An object of the present invention is to provide a nerve regenerating drug, an agent for the promotion of neuropoiesis of a neural stem cell, a neuron obtained by culturing a neural stem cell in the presence of the agent for the promotion of neuropoiesis, and a method of the manufacture of the neuron. In order to achieve the object, the invention provides a nerve regenerating drug comprising a substance that inhibits the activity of glycogen synthase kinase-3, as an active ingredient; an agent for the promotion of neuropoiesis of a neural stem cell comprising the substance as an active ingredient; a neuron obtained by culturing a neural stem cell in the presence of the agent for the promotion of neuropoiesis; and a method of the manufacture of the neuron. The medical drug according to the invention is useful as a therapeutic drug for neurological diseases such as Parkinson's disease, Alzheimer's disease, Down's disease, cerebrovascular disorder, cerebral stroke, spinal cord injury, Huntington's chorea, multiple sclerosis, amyotrophic lateral sclerosis, epilepsy, anxiety disorder, schizophrenia, depression and manic depressive psychosis.

  本发明的目的是提供一种神经再生药物、神经干细胞神经生成促进剂、在神经生成促进剂的存在下培养神经干细胞所得的神经元以及制造神经元的方法。为了实现这一目的，本发明提供一种神经再生药物，其包括一种抑制糖原合成酶激酶-3活性的物质作为活性成分；一种神经干细胞神经生成促进剂，其包括该物质作为活性成分；在神经生成促进剂的存在下培养神经干细胞所得的神经元；以及制造神经元的方法。本发明的医药品可用作治疗神经疾病的治疗药物，例如帕金森病、阿尔茨海默病、唐氏综合症、脑血管疾病、脑卒中、脊髓损伤、亨廷顿舞蹈症、多发性硬化症、肌萎缩性侧索硬化症、癫痫、焦虑症、精神分裂症、抑郁症和躁郁症。