(Z)-1-((5-fluoro-6-methoxy-1H-indol-2-yl)methylene)-6-methyl-4-thioxo-4,5-dihydrofuro[3,4-c]pyridin-3(1H)-one | 1089726-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (Z)-1-((5-fluoro-6-methoxy-1H-indol-2-yl)methylene)-6-methyl-4-thioxo-4,5-dihydrofuro[3,4-c]pyridin-3(1H)-one
• 英文别名: (Z)-1-((5-Fluoro-6-methoxy-1H-indol-3-yl)methylene)-6-methyl-4-thioxo-4,5-dihydrofuro[3,4-c]pyridin-3(1H)-one；(1Z)-1-[(5-fluoro-6-methoxy-1H-indol-2-yl)methylidene]-6-methyl-4-sulfanylidene-5H-furo[3,4-c]pyridin-3-one
• CAS: 1089726-19-1
• 化学式: C₁₈H₁₃FN₂O₃S
• 分子量: 356.377
• InChiKey: UAPBARAEGJAFRW-NSIKDUERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  95.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-fluoro-6-methoxy-1H-indole-2-carbaldehyde 、 3-oxo-4-thiofuro[3,4-c]pyridine 在 哌啶 作用下， 以 乙醇 为溶剂， 以28%的产率得到(Z)-1-((5-fluoro-6-methoxy-1H-indol-2-yl)methylene)-6-methyl-4-thioxo-4,5-dihydrofuro[3,4-c]pyridin-3(1H)-one
  参考文献：
  名称：

  Dihydrofuro[3,4-c]pyridinones as Inhibitors of the Cytolytic Effects of the Pore-Forming Glycoprotein Perforin

  摘要：

  Dihydrofuro[3,4-c]pyridinones are the first class of small molecules reported to inhibit the cytolytic effects of the lymphocyte toxin perforin. A lead structure was identified from a high throughput screen, and a series of analogues were designed and prepared to explore structure-activity relationships around the core bicyclic thioxofuropyridinone and pendant furan ring. This resulted in the identification of a submicromolar inhibitor of the perforin-induced lysis of Jurkat T-lymphoma cells.

  DOI：

  10.1021/jm801063n

文献信息

• Dihydrofuro[3,4<i>-c</i>]pyridinones as Inhibitors of the Cytolytic Effects of the Pore-Forming Glycoprotein Perforin
  作者：Gersande Lena、Joseph A. Trapani、Vivien R. Sutton、Annette Ciccone、Kylie A. Browne、Mark J. Smyth、William A. Denny、Julie A. Spicer

  DOI：10.1021/jm801063n

  日期：2008.12.11

  Dihydrofuro[3,4-c]pyridinones are the first class of small molecules reported to inhibit the cytolytic effects of the lymphocyte toxin perforin. A lead structure was identified from a high throughput screen, and a series of analogues were designed and prepared to explore structure-activity relationships around the core bicyclic thioxofuropyridinone and pendant furan ring. This resulted in the identification of a submicromolar inhibitor of the perforin-induced lysis of Jurkat T-lymphoma cells.