7-benzhydroxy-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)indole-1-carboxylic acid tert-butyl ester | 494747-91-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-benzhydroxy-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)indole-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl 7-(benzhydryloxy)-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole-1-carboxylate；Tert-butyl 7-benzhydryloxy-3-(4-bromo-1-methyl-2,5-dioxopyrrol-3-yl)indole-1-carboxylate
• CAS: 494747-91-0
• 化学式: C₃₁H₂₇BrN₂O₅
• 分子量: 587.47
• InChiKey: APSBIOHIASDSSR-UHFFFAOYSA-N

物化性质

• 沸点：
  685.0±65.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-benzhydroxy-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)indole-1-carboxylic acid tert-butyl ester 在 碘 、 lithium hexamethyldisilazane 作用下， 以 甲苯 、 苯 为溶剂， 反应 8.75h， 生成 6-methyl-11-benzhydryloxy-13H-pyrrolo[2,3-a]pyrrolo[3,4-c]pyrido[3',2':4,5]carbazole-5,7-dione-12-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of 7-azaindolocarbazoles

  摘要：

  In the course of a program aimed at designing antitumor agents containing an indolocarbazole framework, an efficient synthetic scheme based on the use of 3,4-dibromo-N-methylmaleimide and 7-azaindole has been developed to elaborate a series of mono- and di-aza derivatives of arcyriaflavin. The procedure was further exploited to introduce a hydroxyl group at different positions on the indole moiety of the non-symmetrical compounds. The DNA binding capacity and cytotoxic potential of these 7-azaindolocarbazole derivatives was evaluated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00691-9
• 作为产物：
  描述：

  7-(二苯甲基氧基)-1H-吲哚 在 4-二甲氨基吡啶 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 21.0h， 生成 7-benzhydroxy-3-(4-bromo-1-methyl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)indole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of 7-azaindolocarbazoles

  摘要：

  In the course of a program aimed at designing antitumor agents containing an indolocarbazole framework, an efficient synthetic scheme based on the use of 3,4-dibromo-N-methylmaleimide and 7-azaindole has been developed to elaborate a series of mono- and di-aza derivatives of arcyriaflavin. The procedure was further exploited to introduce a hydroxyl group at different positions on the indole moiety of the non-symmetrical compounds. The DNA binding capacity and cytotoxic potential of these 7-azaindolocarbazole derivatives was evaluated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00691-9

文献信息

• Synthesis and biological evaluation of 7-azaindolocarbazoles
  作者：Sylvain Routier、Nathalie Ayerbe、Jean-Yves Mérour、Gérard Coudert、Christian Bailly、Alain Pierré、Bruno Pfeiffer、Daniel-Henri Caignard、Pierre Renard

  DOI：10.1016/s0040-4020(02)00691-9

  日期：2002.8

  In the course of a program aimed at designing antitumor agents containing an indolocarbazole framework, an efficient synthetic scheme based on the use of 3,4-dibromo-N-methylmaleimide and 7-azaindole has been developed to elaborate a series of mono- and di-aza derivatives of arcyriaflavin. The procedure was further exploited to introduce a hydroxyl group at different positions on the indole moiety of the non-symmetrical compounds. The DNA binding capacity and cytotoxic potential of these 7-azaindolocarbazole derivatives was evaluated. (C) 2002 Elsevier Science Ltd. All rights reserved.