2,3-dihydro-2-<2-(N,N-dimethylamino)ethyl>-5-phenyl-1H,6H-pyrrolo<3',4':5,6>pyrido<3,4-b>indole-1,3-dione

• 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-dihydro-2-<2-(N,N-dimethylamino)ethyl>-5-phenyl-1H,6H-pyrrolo<3',4':5,6>pyrido<3,4-b>indole-1,3-dione
• 英文别名: 4-[2-(Dimethylamino)ethyl]-8-phenyl-4,7,10-triazatetracyclo[7.7.0.02,6.011,16]hexadeca-1,6,8,11,13,15-hexaene-3,5-dione
• 化学式: C₂₃H₂₀N₄O₂
• 分子量: 384.437
• InChiKey: JRENSKQRSJHBFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  69.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯-N,N-二甲基乙胺 、 8-Phenyl-4,7,10-triazatetracyclo[7.7.0.02,6.011,16]hexadeca-1,6,8,11,13,15-hexaene-3,5-dione 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到2,3-dihydro-2-<2-(N,N-dimethylamino)ethyl>-5-phenyl-1H,6H-pyrrolo<3',4':5,6>pyrido<3,4-b>indole-1,3-dione
  参考文献：
  名称：

  β-Carbolinedione Derivatives as Topoisomerase I Inhibitors

  摘要：

  Pyrrolo[3,4-c]-beta-carbolinedione dimers 5-14 were synthesized from furo[3,4-c]-beta-carbolinediones and diamines by solvent-free TaCl5/silica catalyzed reaction under microwave irradiation. The inhibitory property of these target compounds, the starting materials 2, 31, 32, and the N-alkylated pyrrolo[3,4-c]-beta-carbolinediones 16, 17, 20-30 was tested against the relaxation of supercoiled pRB322 DNA by calf thymus topoisomerases I and II. Some of these compounds, especially 7 and 23 proved to be selective inhibitors of topoisomerase I.

  DOI：

  10.1002/(sici)1521-4184(19997)332:7<249::aid-ardp249>3.0.co;2-f

文献信息

• β-Carbolinedione Derivatives as Topoisomerase I Inhibitors
  作者：Siavosh Mahboobi、Stella Eluwa、Sunil Kumar KC、Markus Koller、Karin Störl

  DOI：10.1002/(sici)1521-4184(19997)332:7<249::aid-ardp249>3.0.co;2-f

  日期：1999.7

  Pyrrolo[3,4-c]-beta-carbolinedione dimers 5-14 were synthesized from furo[3,4-c]-beta-carbolinediones and diamines by solvent-free TaCl5/silica catalyzed reaction under microwave irradiation. The inhibitory property of these target compounds, the starting materials 2, 31, 32, and the N-alkylated pyrrolo[3,4-c]-beta-carbolinediones 16, 17, 20-30 was tested against the relaxation of supercoiled pRB322 DNA by calf thymus topoisomerases I and II. Some of these compounds, especially 7 and 23 proved to be selective inhibitors of topoisomerase I.