11-Bromo-10,10-dimethyl-22-oxido-9-oxa-15-aza-22-azoniatetracyclo[12.8.0.02,7.016,21]docosa-1(22),2,4,6,14,16,18,20-octaene-8,13-dione | 909392-49-0

• 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: 11-Bromo-10,10-dimethyl-22-oxido-9-oxa-15-aza-22-azoniatetracyclo[12.8.0.02,7.016,21]docosa-1(22),2,4,6,14,16,18,20-octaene-8,13-dione
• CAS: 909392-49-0
• 化学式: C₂₁H₁₇BrN₂O₄
• 分子量: 441.281
• InChiKey: JDINCGJYJISCLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  81.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-Bromo-5,5-dimethyl-6-oxa-15,22-diazapentacyclo[12.8.0.02,7.08,13.016,21]docosa-1(22),2(7),8,10,12,14,16,18,20-nonaene 在 双氧水 、 乙酸酐 作用下， 以 氯仿 、 水 为溶剂， 反应 24.0h， 以33%的产率得到11-Bromo-10,10-dimethyl-22-oxido-9-oxa-15-aza-22-azoniatetracyclo[12.8.0.02,7.016,21]docosa-1(22),2,4,6,14,16,18,20-octaene-8,13-dione
  参考文献：
  名称：

  A macrolactone from benzo[a]phenazine with potent activity against Mycobacterium tuberculosis

  摘要：

  We report here an alternative to the MCPBA or ozonolysis-based oxidation methods of quinoxaline-featuring compounds prepared from beta-lapachones. The use of peracetic acid allowed a simple preparation of the corresponding macrolactones by cleavage of the ring system. These lactones were evaluated for their antimycobacterial potential and compound 4 turned out to have an MIC of 0.62 mu g per mL on Mycocabteriumtuberculosis H37Rv. These results justify further research into its value as a potential lead for an original treatment of tuberculosis. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.06.014

文献信息

• A macrolactone from benzo[a]phenazine with potent activity against Mycobacterium tuberculosis
  作者：Raphael S.F. Silva、Maria do Carmo F.R. Pinto、Marília O.F. Goulart、José D. de Souza Filho、Ivan Neves Jr.、Maria Cristina S. Lourenço、Antonio V. Pinto

  DOI：10.1016/j.ejmech.2008.06.014

  日期：2009.5

  We report here an alternative to the MCPBA or ozonolysis-based oxidation methods of quinoxaline-featuring compounds prepared from beta-lapachones. The use of peracetic acid allowed a simple preparation of the corresponding macrolactones by cleavage of the ring system. These lactones were evaluated for their antimycobacterial potential and compound 4 turned out to have an MIC of 0.62 mu g per mL on Mycocabteriumtuberculosis H37Rv. These results justify further research into its value as a potential lead for an original treatment of tuberculosis. (C) 2008 Elsevier Masson SAS. All rights reserved.