2,3-bis-(6-methoxy-1H-indol-3-yl)-N-methylmaleimide | 202807-47-4

• 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: 2,3-bis-(6-methoxy-1H-indol-3-yl)-N-methylmaleimide
• 英文别名: 3,4-bis(6-methoxy-1H-indol-3-yl)-1-methylpyrrole-2,5-dione
• CAS: 202807-47-4
• 化学式: C₂₃H₁₉N₃O₄
• 分子量: 401.422
• InChiKey: GJYLMWSQCXCYCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  87.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-bis-(6-methoxy-1H-indol-3-yl)-N-methylmaleimide 在 乙酸铵 、 氢氧化钾 作用下， 以 1,4-二氧六环 为溶剂， 生成 2,3-bis-(6-methoxy-1H-indol-3-yl)-maleimide
  参考文献：
  名称：

  Indolocarbazoles: potent, selective inhibitors of human cytomegalovirus replication

  摘要：

  In our search for new, safer anti-HCMV agents, we discovered that the natural product Arcyriaflavin A (la) was a potent inhibitor of HCMV replication in cell culture. A series of analogues (symmetrical indolocarbazoles) was synthesised to investigate structure-activity relationships in this series against a range of herpes viruses (HCMV, VZV, HSV1, and 2). This identified a number of novel, selective and potent inhibitors of HCMV, 12,13-dihydro-2,10-difluoro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione (Id) being the best example (IC50 = 40 nM, therapeutic index > 1450). Compounds described in this series were generally poor inhibitors of protein kinase C beta II, and no correlation was found between the ability to inhibit HCMV and the enzyme PKC. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00032-2
• 作为产物：
  描述：

  6-甲氧基吲哚 、 2,3-二氯-N-甲基马来酰亚胺顺丁烯二酰亚胺 在 乙基溴化镁 作用下， 以 四氢呋喃 、 苯 为溶剂， 以62%的产率得到2,3-bis-(6-methoxy-1H-indol-3-yl)-N-methylmaleimide
  参考文献：
  名称：

  Indolocarbazoles: potent, selective inhibitors of human cytomegalovirus replication

  摘要：

  In our search for new, safer anti-HCMV agents, we discovered that the natural product Arcyriaflavin A (la) was a potent inhibitor of HCMV replication in cell culture. A series of analogues (symmetrical indolocarbazoles) was synthesised to investigate structure-activity relationships in this series against a range of herpes viruses (HCMV, VZV, HSV1, and 2). This identified a number of novel, selective and potent inhibitors of HCMV, 12,13-dihydro-2,10-difluoro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)-dione (Id) being the best example (IC50 = 40 nM, therapeutic index > 1450). Compounds described in this series were generally poor inhibitors of protein kinase C beta II, and no correlation was found between the ability to inhibit HCMV and the enzyme PKC. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00032-2

文献信息

• GENE CODING FOR GLYCOSYLTRANSFERASE AND USE THEREOF
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0769555B1

  公开（公告）日：2003-09-03
• Process for preparation of indolopyrrolocarbazole derivatives
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0602597B1

  公开（公告）日：1999-09-01
• US5437996A
  申请人：——

  公开号：US5437996A

  公开（公告）日：1995-08-01
• US5643760A
  申请人：——

  公开号：US5643760A

  公开（公告）日：1997-07-01
• US5861293A
  申请人：——

  公开号：US5861293A

  公开（公告）日：1999-01-19