9-methylisoindolo[4,5,6-ij][2,7]naphthyridin-7(9H)-one | 1450992-64-9

• 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: 9-methylisoindolo[4,5,6-ij][2,7]naphthyridin-7(9H)-one
• 英文别名: 12-Methyl-2,8,12-triazatetracyclo[7.6.1.05,16.010,14]hexadeca-1,3,5(16),6,8,10,13-heptaen-15-one；12-methyl-2,8,12-triazatetracyclo[7.6.1.05,16.010,14]hexadeca-1,3,5(16),6,8,10,13-heptaen-15-one
• CAS: 1450992-64-9
• 化学式: C₁₄H₉N₃O
• 分子量: 235.245
• InChiKey: IUCKWYPXRDBHOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-methyl-2H-isoindole-4,7-dione 以 5,5-dimethyl-1,3-cyclohexadiene 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 9-methylisoindolo[4,5,6-ij][2,7]naphthyridin-7(9H)-one
  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

• 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.