Bis-imide A

• 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: Bis-imide A
• 英文别名: 1H-dipyrrolo[3,4-a:3',4'-c]carbazole-1,3,4,6(2H,5H,7H)-tetrone；S29285；1H-dipyrrolo[3,4-a:3,4-c]carbazole-1,3,4,6(2H,5H,7H)-tetraone；11H-2,5,11-triaza-benzo[a]trindene-1,3,4,6-tetraone；4,9,19-triazapentacyclo[10.7.0.02,6.07,11.013,18]nonadeca-1,6,11,13,15,17-hexaene-3,5,8,10-tetrone
• 化学式: C₁₆H₇N₃O₄
• 分子量: 305.249
• InChiKey: IZHSJTMCSHXFHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3b,6a,11,11b-Tetrahydro-3aH-2,5,11-triaza-benzo[a]trindene-1,3,4,6-tetraone 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 72.0h， 以60%的产率得到Bis-imide A
  参考文献：
  名称：

  Synthesis of granulatimide analogues bearing a maleimide instead of an imidazole heterocycle

  摘要：

  A synthesis in a few steps of a new family of granulatimide analogues was performed. In the new compounds, the aromatic framework of granulatimide is modified by replacement of the imidazole unit by a maleimide moiety. The synthesis of a water-soluble analogue is also presented. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00823-2

文献信息

• [3,4-a:3,4-c]carbazole compounds
  申请人：——

  公开号：US20040077672A1

  公开（公告）日：2004-04-22

  A compound selected from those of formula (I): 1 wherein: W 1 represents, together with carbon to which it is bonded, phenyl, pyridyl, Z represents a group of formula U—V as defined in the description, Q 1 represents oxygen, NR 2 as defined in the description, Q 2 represents oxygen, NR′ 2 as defined in the description, X 1 , X 2 , X′ 1 and X′ 2 each represents hydrogen, hydroxy, alkoxy, mercapto or alkylthio, Y 1 , Y 2 , Y′ 1 and Y′ 2 each represents hydrogen, or X 1 and Y 1 , X 2 and Y 2 , X′ 1 and Y′ 1 , X′ 2 and Y′ 2 with carbon carrying them, together form carbonyl or thiocarbonyl, R 1 is as defined in the description, its isomers, and addition salts thereof with a pharmaceutically acceptable acid or base, and medicinal products containing the same which are useful in the treatment of cancer.

  从式（I）中选择的一种化合物： 其中： W1表示与其结合的碳一起，苯基，吡啶基， Z表示如描述中定义的U—V式的基团， Q1表示氧，如描述中定义的NR2， Q2表示氧，如描述中定义的NR′2， X1，X2，X′1和X′2分别表示氢，羟基，烷氧基，巯基或烷基硫基， Y1，Y2，Y′1和Y′2分别表示氢， 或者X1和Y1，X2和Y2，X′1和Y′1，X′2和Y′2与携带它们的碳一起形成羰基或硫代羰基， R1如描述中定义，其异构体，以及与药学上可接受的酸或碱形成的加合盐，以及含有这种化合物的治疗癌症的药物。
• Palladium-Catalyzed Tandem Regioselective Oxidative Coupling from Indoles and Maleimides: One-Pot Synthesis of Indolopyrrolocarbazoles and Related Indolylmaleimides
  作者：Yu-Long An、Zhen-Hua Yang、He-Hui Zhang、Sheng-Yin Zhao

  DOI：10.1021/acs.orglett.5b02944

  日期：2016.1.15

  8-diones has been developed from both free and protected (NH) indoles and maleimides via a regioselective tandem oxidative coupling reaction. The yields are moderate to excellent. In addition, 2-substituted indoles are suitable substrates in this protocol, leading to the formation of indolylmaleimides. The present methodology provides a concise route to highly functionalized indolopyrrolocarbazole derivatives

  从游离和受保护的（吲哚）吲哚和二氢吲哚都开发了一种有效的Pd（II）催化方法，用于直接合成吲哚并[3,2- a ]吡咯并[3,4- c ]咔唑-6,8-二酮。通过区域选择性串联氧化偶联反应进行马来酰亚胺。产量中等至极好。另外，在该方案中2-取代的吲哚是合适的底物，导致吲哚基马来酰亚胺的形成。本方法学提供了高度官能化的吲哚并吡咯并咔唑衍生物的简洁途径。
• Synthesis of granulatimide bis-imide analogues
  作者：Hélène Hénon、Samir Messaoudi、Bernadette Hugon、Fabrice Anizon、Bruno Pfeiffer、Michelle Prudhomme

  DOI：10.1016/j.tet.2005.03.101

  日期：2005.6

  The synthesis of dipyrrolo[3,4-a:3,4-c]carbazole-1,3,4.6-tetraones, structurally related to granulatimide is reported. These compounds can be considered as granulatimide analogues in which a maleimide heterocycle replaces the imidazole moiety. The synthesis of pyridino[2,3-b]dipyrrolo[3,4-e:3,4-g]indole-1,3,4,6-tetraones is also reported. In these compounds, a 7-azaindole unit replaces the indole moiety present in the granulatimide and isogranulatimide structures. (c) 2005 Elsevier Ltd. All rights reserved.
• Dérivés de [3, 4 - a:3, 4-c] carbazole, leur procédé de préparation et les compositions pharmaceutiques qui les contiennent
  申请人：Les Laboratoires Servier

  公开号：EP1411057B1

  公开（公告）日：2005-04-27
• US7151108B2
  申请人：——

  公开号：US7151108B2

  公开（公告）日：2006-12-19