8-Chloro-3-methyl-5,5-dioxo-imidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid | 885042-19-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 8-Chloro-3-methyl-5,5-dioxo-imidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid
• 英文别名: 8-chloro-3-methyl-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid
• CAS: 885042-19-3
• 化学式: C₁₁H₇ClN₂O₄S₂
• 分子量: 330.773
• InChiKey: ZTPSFWCJKSWSME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  123
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  8-Chloro-3-methyl-5,5-dioxo-imidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以80%的产率得到methyleneorthosulfonic tetrakis(8-chloro-3-methyl-5,5-dioxoimidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic) anhydride
  参考文献：
  名称：

  Synthesis, antitumor and anti-HIV activities of benzodithiazine-dioxides

  摘要：

  Several 8-chloro-7-R-1-6-R-2-3-R-3-imidazo[1,2-b][1,4,2]benzodithiazine 5,5-dioxide derivatives (9-11, 16-19, and 21-24) have been synthesized as potential antitumor or anti-HIV agents. The in vitro antitumor and anti-HIV-1 activities of the compounds were determined in a panel of cell lines. The benzodithiazine-dioxide 10 showed 50% growth inhibitory activity in low micromolar against most cells. It was particularly effective in leukemia, lung, melanoma, ovarian, and renal cancer cells with GI(50) values of 1-2 mu M. Interestingly, benzodithiazine-dioxide 16 showed remarkable anti-HIV-1 activity with 50% effective concentration EC50 value of 0.94 mu M and no significant cytotoxicity at 200.0 mu M. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.024
• 作为产物：
  描述：

  6-chloro-3-(methylthio)-1,1-dioxo-1,4,2-benzodithiazine-7-carboxylic acid 在 硫酸 作用下， 以 甲醇 为溶剂， 生成 8-Chloro-3-methyl-5,5-dioxo-imidazo[1,2-b][1,4,2]benzodithiazine-7-carboxylic acid
  参考文献：
  名称：

  Synthesis, antitumor and anti-HIV activities of benzodithiazine-dioxides

  摘要：

  Several 8-chloro-7-R-1-6-R-2-3-R-3-imidazo[1,2-b][1,4,2]benzodithiazine 5,5-dioxide derivatives (9-11, 16-19, and 21-24) have been synthesized as potential antitumor or anti-HIV agents. The in vitro antitumor and anti-HIV-1 activities of the compounds were determined in a panel of cell lines. The benzodithiazine-dioxide 10 showed 50% growth inhibitory activity in low micromolar against most cells. It was particularly effective in leukemia, lung, melanoma, ovarian, and renal cancer cells with GI(50) values of 1-2 mu M. Interestingly, benzodithiazine-dioxide 16 showed remarkable anti-HIV-1 activity with 50% effective concentration EC50 value of 0.94 mu M and no significant cytotoxicity at 200.0 mu M. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.12.024