8-methylfuro[2,3-g]quinoline-4,9-dione | 1450992-72-9

• 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: 8-methylfuro[2,3-g]quinoline-4,9-dione
• 英文别名: 8-Methylfuro[2,3-g]quinoline-4,9-dione
• CAS: 1450992-72-9
• 化学式: C₁₂H₇NO₃
• 分子量: 213.192
• InChiKey: FTUHXYCOOHUMDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methylfuro[2,3-g]quinoline-4,9-dione 、 8-methylfuro[2,3-g]quinoline-4,9-dione 在 溶剂黄146 、 氯化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以18 mg的产率得到7H-benzofuro[5,6,7-yl][2,7]diazanaphthalene-7-ketone
  参考文献：
  名称：

  取代芳香四环类抗真菌化合物及其制备方法与 应用

  摘要：

  本发明涉及医药技术领域。本发明提供了一种取代芳香四环类化合物及其药学上可接受的盐，所述的取代芳香四环类化合物，其结构通式如下：，本发明还提供上述化合物的制备方法，以及在制备抗真菌药物中的应用。

  公开号：

  CN103254191B
• 作为产物：
  描述：

  7-羟基苯并呋喃 在 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 水 、 丙酮 为溶剂， 反应 7.0h， 生成 5-methylfuro[2,3-g]quinoline-4,9-dione 、 8-methylfuro[2,3-g]quinoline-4,9-dione
  参考文献：
  名称：

  Scaffold hopping of sampangine: Discovery of potent antifungal lead compound against Aspergillus fumigatus and Cryptococcus neoformans

  摘要：

  Discovery of novel antifungal agents against Aspergillus fumigatus and Cryptococcus neoformans remains a significant challenge in current antifungal therapy. Herein the antifungal natural product sampangine was used as the lead compound for novel antifungal drug discovery. A series of D-ring scaffold hopping derivatives were designed and synthesized to improve antifungal activity and water solubility. Among them, the thiophene derivative S2 showed broad-spectrum antifungal activity, particularly for Aspergillus fumigatus and Cryptococcus neoformans. Moreover, compound S2 also revealed better water solubility than sampangine, which represents a promising antifungal lead compound for further structural optimization.

  DOI：

  10.1016/j.bmcl.2014.07.064

文献信息

• 取代芳香四环类抗真菌化合物及其制备方法与 应用
  申请人：中国人民解放军第二军医大学

  公开号：CN103254191B

  公开（公告）日：2016-01-27

  本发明涉及医药技术领域。本发明提供了一种取代芳香四环类化合物及其药学上可接受的盐，所述的取代芳香四环类化合物，其结构通式如下：，本发明还提供上述化合物的制备方法，以及在制备抗真菌药物中的应用。
• Scaffold hopping of sampangine: Discovery of potent antifungal lead compound against Aspergillus fumigatus and Cryptococcus neoformans
  作者：Zhigan Jiang、Na Liu、Guoqiang Dong、Yan Jiang、Yang Liu、Xiaomeng He、Yahui Huang、Shipeng He、Wei Chen、Zhengang Li、Jianzhong Yao、Zhenyuan Miao、Wannian Zhang、Chunquan Sheng

  DOI：10.1016/j.bmcl.2014.07.064

  日期：2014.9

  Discovery of novel antifungal agents against Aspergillus fumigatus and Cryptococcus neoformans remains a significant challenge in current antifungal therapy. Herein the antifungal natural product sampangine was used as the lead compound for novel antifungal drug discovery. A series of D-ring scaffold hopping derivatives were designed and synthesized to improve antifungal activity and water solubility. Among them, the thiophene derivative S2 showed broad-spectrum antifungal activity, particularly for Aspergillus fumigatus and Cryptococcus neoformans. Moreover, compound S2 also revealed better water solubility than sampangine, which represents a promising antifungal lead compound for further structural optimization.