4H-[4,7]phenanthrolin-1-one | 23443-30-3

• 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: 4H-[4,7]phenanthrolin-1-one
• 英文别名: 4H-[4,7]Phenanthrolin-1-on；[4,7]Phenanthrolin-1-ol；4H-4,7-phenanthrolin-1-one
• CAS: 23443-30-3；927810-19-3
• 化学式: C₁₂H₈N₂O
• 分子量: 196.208
• InChiKey: BMOOBRZMKCYUME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 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：
  42
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4H-[4,7]phenanthrolin-1-one 在 五氯化磷 、 三氯氧磷 作用下， 生成 1-chloro-[4,7]phenanthroline
  参考文献：
  名称：

  216.尝试寻找新的抗疟药。第二十八部分。对位菲咯啉衍生物被4位取代

  摘要：

  DOI：

  10.1039/jr9490001017
• 作为产物：
  描述：

  N-(2,3-二氯苯基)乙酰胺 在 palladium on activated charcoal arsenic pentoxide hydrate 、 硫酸 、 一水合肼 、 potassium nitrate 、 甲基肼 作用下， 以 乙醇 为溶剂， 反应 106.5h， 生成 4H-[4,7]phenanthrolin-1-one
  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

文献信息

• [EN] NOVEL COMPOUNDS USEFUL AS S100-INHIBITORS<br/>[FR] NOUVEAUX COMPOSÉS UTILES EN TANT QU'INHIBITEURS DE S100
  申请人：ACTIVE BIOTECH AB

  公开号：WO2015177367A1

  公开（公告）日：2015-11-26

  A compound of formula (I) or a pharmaceutically acceptable salt thereof and a pharmaceutical composition comprising the compound. The compound is an inhibitor of interactions between S100A9 and interaction partners such as RAGE, TLR4 and EMMPRIN and as such is useful in the treatment of disorders such as cancer, autoimmune disorders, inflammatory disorders and neurodegenerative disorders.

  式（I）的化合物或其药用盐以及包含该化合物的药物组合物。该化合物是S100A9与相互作用伙伴（如RAGE、TLR4和EMMPRIN）之间相互作用的抑制剂，因此在治疗癌症、自身免疫性疾病、炎症性疾病和神经退行性疾病等疾病方面是有用的。
• 218. Attempts to find new antimalarials. Part XVII. Derivatives of 5 : 6 : 3′ : 2′-pyridoquinoline
  作者：William O. Kermack、Alice P. Weatherhead

  DOI：10.1039/jr9400001164

  日期：——
• NOVEL COMPOUNDS USEFUL AS S100-INHIBITORS
  申请人：Active Biotech AB

  公开号：EP2991990A1

  公开（公告）日：2016-03-09
• US9771372B2
  申请人：——

  公开号：US9771372B2

  公开（公告）日：2017-09-26
• 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
  作者：Antonio Carta、Mario Loriga、Giuseppe Paglietti、Marco Ferrone、Maurizio Fermeglia、Sabrina Pricl、Tiziana Sanna、Cristina Ibba、Paolo La Colla、Roberta Loddo

  DOI：10.1016/j.bmc.2007.01.005

  日期：2007.3

  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.