6-chloro-9-[4'-(hydroxyethyl)piperazin-1'-yl]-2-methoxyacridine | 1365267-24-8

• 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: 6-chloro-9-[4'-(hydroxyethyl)piperazin-1'-yl]-2-methoxyacridine
• 英文别名: 2-[4-(6-Chloro-2-methoxy-acridin-9-yl)piperazin-1-yl]ethanol；2-[4-(6-chloro-2-methoxyacridin-9-yl)piperazin-1-yl]ethanol
• CAS: 1365267-24-8
• 化学式: C₂₀H₂₂ClN₃O₂
• 分子量: 371.867
• InChiKey: FMSCGOJBOLHGRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  48.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-羟乙基哌嗪 、 6,9-二氯-2-甲氧基吖啶 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以51%的产率得到6-chloro-9-[4'-(hydroxyethyl)piperazin-1'-yl]-2-methoxyacridine
  参考文献：
  名称：

  Acridine derivatives as anti-BVDV agents

  摘要：

  Twenty-six 9-aminoacridine derivatives were evaluated in cell-based assays for cytotoxicity and antiviral activity against a panel of 10 RNA and DNA viruses. While seven compounds (9,10,14,19, 21, 22, 24) did not affect any virus and two (6, 11) were moderately active against CVB-5 or Reo-1, 17 compounds exhibited a marked specific activity against BVDV, prototype of pestiviruses which are responsible for severe diseases of livestock. Most anti-BVDV agents showed EC(50) values in the range 0.1-8 mu M, thus comparing favorably with the reference drugs ribavirine and NM 108. Some compounds, particularly those bearing a quinolizidinylalkyl side chain, displayed pronounced cytotoxicity. Further studies are warranted in order to achieve still better anti-BVDV agents, and to explore the potential antiproliferative activity of this kind of compounds. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.antiviral.2011.05.005

文献信息

• Acridine derivatives as anti-BVDV agents
  作者：Michele Tonelli、Gerolamo Vettoretti、Bruno Tasso、Federica Novelli、Vito Boido、Fabio Sparatore、Bernardetta Busonera、Aicha Ouhtit、Pamela Farci、Sylvain Blois、Gabriele Giliberti、Paolo La Colla

  DOI：10.1016/j.antiviral.2011.05.005

  日期：2011.8

  Twenty-six 9-aminoacridine derivatives were evaluated in cell-based assays for cytotoxicity and antiviral activity against a panel of 10 RNA and DNA viruses. While seven compounds (9,10,14,19, 21, 22, 24) did not affect any virus and two (6, 11) were moderately active against CVB-5 or Reo-1, 17 compounds exhibited a marked specific activity against BVDV, prototype of pestiviruses which are responsible for severe diseases of livestock. Most anti-BVDV agents showed EC(50) values in the range 0.1-8 mu M, thus comparing favorably with the reference drugs ribavirine and NM 108. Some compounds, particularly those bearing a quinolizidinylalkyl side chain, displayed pronounced cytotoxicity. Further studies are warranted in order to achieve still better anti-BVDV agents, and to explore the potential antiproliferative activity of this kind of compounds. (C) 2011 Elsevier B.V. All rights reserved.