5,6-Dichloro-4,7-phenanthrolin-1-amine | 927810-23-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 5,6-Dichloro-4,7-phenanthrolin-1-amine
• CAS: 927810-23-9
• 化学式: C₁₂H₇Cl₂N₃
• 分子量: 264.114
• InChiKey: KNVXJZBXEIBGOE-UHFFFAOYSA-N

物化性质

• 熔点：
  261-263 °C(Solv: ethanol (64-17-5))
• 沸点：
  513.4±45.0 °C(Predicted)
• 密度：
  1.550±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,6-Dichloro-4,7-phenanthrolin-1-amine 在 palladium on activated charcoal 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.5h， 以94%的产率得到[4,7]phenanthrolin-1-ylamine
  参考文献：
  名称：

  Design, synthesis, and preliminary in vitro and in silico antiviral activity of [4,7]phenantrolines and 1-oxo-1,4-dihydro-[4,7]phenantrolines against single-stranded positive-sense RNA genome viruses

  摘要：

  Following the antiviral screening of a wide series of new angular and linear N-tricyclic systems both in silico and in vitro, the [4,7]phenantroline nucleus emerged as a new ring system endowed with activity against viruses containing single-stranded, positive-sense RNA genomes (ssRNA(+)). Here, we report our new pathway to the synthesis of this nucleus and of several related derivatives, as well as the results of both cell-based antiviral assays and molecular dynamics simulations. In the antiviral screening, several compounds (9 and 16-20) showed to be fairly active against BVDV, CVB-2, and Polio I (EC50, 6-25 mu M). According to molecular dynamics simulations, compounds (15) and (17) emerged for its potency against the HCV NS5B, with a calculated IC50 of 11-12 mu M. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.005
• 作为产物：
  描述：

  N-(2,3-二氯苯基)乙酰胺 在 arsenic pentoxide hydrate 、 硫酸 、 氨 、 potassium nitrate 、 甲基肼 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 224.0h， 生成 5,6-Dichloro-4,7-phenanthrolin-1-amine
  参考文献：
  名称：

  Design, synthesis, and preliminary in vitro and in silico antiviral activity of [4,7]phenantrolines and 1-oxo-1,4-dihydro-[4,7]phenantrolines against single-stranded positive-sense RNA genome viruses

  摘要：

  Following the antiviral screening of a wide series of new angular and linear N-tricyclic systems both in silico and in vitro, the [4,7]phenantroline nucleus emerged as a new ring system endowed with activity against viruses containing single-stranded, positive-sense RNA genomes (ssRNA(+)). Here, we report our new pathway to the synthesis of this nucleus and of several related derivatives, as well as the results of both cell-based antiviral assays and molecular dynamics simulations. In the antiviral screening, several compounds (9 and 16-20) showed to be fairly active against BVDV, CVB-2, and Polio I (EC50, 6-25 mu M). According to molecular dynamics simulations, compounds (15) and (17) emerged for its potency against the HCV NS5B, with a calculated IC50 of 11-12 mu M. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.005