5-chloro-3-(1-ethoxycarbonylethyl)-1,2-dihydropyrido[2,3-g]quinoxalin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 5-chloro-3-(1-ethoxycarbonylethyl)-1,2-dihydropyrido[2,3-g]quinoxalin-2-one
• 英文别名: ethyl 2-(5-chloro-2-oxo-1,2-dihydropyrido[3,2-g]quinoxalin-3-yl)propanoate；Ethyl 2-(5-chloro-2-hydroxypyrido[2,3-g]quinoxalin-3-yl)propanoate；ethyl 2-(5-chloro-2-oxo-1H-pyrido[3,2-g]quinoxalin-3-yl)propanoate
• 化学式: C₁₆H₁₄ClN₃O₃
• 分子量: 331.758
• InChiKey: KQOCSYSJMNTJCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-amino-8-chloro-6-nitroquinoline 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 51.0h， 生成 5-chloro-3-(1-ethoxycarbonylethyl)-1,2-dihydropyrido[2,3-g]quinoxalin-2-one
  参考文献：
  名称：

  Novel functionalized pyrido[2,3-g]quinoxalinones as antibacterial, antifungal and anticancer agents

  摘要：

  A series of twelve novel pyrido[2,3-g]quinoxalinones (3-14), variously substituted at the C-3 position, was synthesized, structurally determined and submitted to a preliminary in vitro evaluation for antibacterial, anticandida and anticancer activities. Results of the antimicrobial screening showed that all compounds, with the exception of 6, 11 and 12, exhibited interesting activity against all strains tested; while compound 10 was found to have encouraging in vitro anticancer activity at a concentration of 10(-4) M. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01161-2

文献信息

• Quinoline tricyclic derivatives. Design, synthesis and evaluation of the antiviral activity of three new classes of RNA-dependent RNA polymerase inhibitors
  作者：Antonio Carta、Irene Briguglio、Sandra Piras、Paola Corona、Giampiero Boatto、Maria Nieddu、Paolo Giunchedi、Maria Elena Marongiu、Gabriele Giliberti、Filippo Iuliano、Sylvain Blois、Cristina Ibba、Bernardetta Busonera、Paolo La Colla

  DOI：10.1016/j.bmc.2011.10.009

  日期：2011.12

  CVB-5, Reo-1 and RSV. However, derivatives belonging to all classes showed activity against BVDV. Among the most potent were the bis-triazoloquinoline 1m, the imidazoquinolines 2e and 2h, and the pyridoquinoxalines 4h, 4j and 5n (EC50 range 1–5 μM). When tested in a replicon assay, compound 2h was the sole derivative to also display anti-HCV activity (EC50 = 3.1 μM). In enzyme assays, 1m, 2h, 5m and 5n

  在这项研究中，合成了三类新的线性N-三环化合物，它们是由喹啉核与1,2,3-三唑，咪唑或吡嗪缩合而得到的，获得了三唑并[4,5- g ]喹啉，咪唑并[4]。分别是，5-5- g喹啉和吡啶并[2，3- g ]喹喔啉。标题化合物中的细胞毒性和抗病毒活性的基于细胞的测定中测试抗RNA病毒代表三个属的的黄病毒科家族，即BVDV（瘟病毒），YFV（黄病毒属）和HCV（丙型肝炎病毒属）。喹啉衍生物也针对含有单链，无论正义（单链RNA其他RNA病毒科的代表测试+）或负义（RNA - ，和双链基因组（双链RNA），以及针对两个代表） DNA病毒家族。尽管对CVB-5，Reo-1和RSV具有选择性活性，但一些喹啉类药物显示中等程度的活性。但是，属于所有类别的衍生物均显示出对BVDV的活性。最有效的是双三唑并喹啉1m，咪唑并喹啉2e和2h以及吡啶并喹喔啉4h，4j和5n（EC 50范围1-5μM）。当在复制子
• Novel functionalized pyrido[2,3-g]quinoxalinones as antibacterial, antifungal and anticancer agents
  作者：Antonio Carta、Paolo Sanna、Laura Gherardini、Donatella Usai、Stefania Zanetti

  DOI：10.1016/s0014-827x(01)01161-2

  日期：2001.12

  A series of twelve novel pyrido[2,3-g]quinoxalinones (3-14), variously substituted at the C-3 position, was synthesized, structurally determined and submitted to a preliminary in vitro evaluation for antibacterial, anticandida and anticancer activities. Results of the antimicrobial screening showed that all compounds, with the exception of 6, 11 and 12, exhibited interesting activity against all strains tested; while compound 10 was found to have encouraging in vitro anticancer activity at a concentration of 10(-4) M. (C) 2001 Elsevier Science S.A. All rights reserved.