2-chloro-N-[1,2-dihydro-6-(2-diethylaminoethylamino)-3,3-dimethyl-7-oxo-3H,7H-pyrano[2,3-c]xanthen-2-yl]acetamide | 935872-99-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2-chloro-N-[1,2-dihydro-6-(2-diethylaminoethylamino)-3,3-dimethyl-7-oxo-3H,7H-pyrano[2,3-c]xanthen-2-yl]acetamide
• 英文别名: 2-chloro-N-[6-[2-(diethylamino)ethylamino]-3,3-dimethyl-7-oxo-1,2-dihydropyrano[2,3-c]xanthen-2-yl]acetamide
• CAS: 935872-99-4
• 化学式: C₂₆H₃₂ClN₃O₄
• 分子量: 486.011
• InChiKey: UWIDXSRSZRVXJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  79.9
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-chloro-N-[1,2-dihydro-6-(2-diethylaminoethylamino)-3,3-dimethyl-7-oxo-3H,7H-pyrano[2,3-c]xanthen-2-yl]acetamide 、 二乙胺 以 乙醇 为溶剂， 以87%的产率得到2-(diethylamino)-N-[6-[2-(diethylamino)ethylamino]-3,3-dimethyl-7-oxo-1,2-dihydropyrano[2,3-c]xanthen-2-yl]acetamide
  参考文献：
  名称：

  Design and synthesis of new pyranoxanthenones bearing a nitro group or an aminosubstituted side chain on the pyran ring. Evaluation of their growth inhibitory activity in breast cancer cells

  摘要：

  Some new 2,6-disubstituted pyrano- and 1,2-dihydropyrano[2,3-c]xanthen-7-ones have been synthesized and their antiproliferative activity has been evaluated against MDA-MB-231 breast cancer cells. The antiproliferative activity evaluation of the compounds provided evidence that a dimethylamino substituted side chain and the presence of 1,2 double bond play a key role in cell growth inhibition. Among the tested derivatives the 6-dimethylaminoethylamino-2-nitropyranoxanthenone analogue possessed a significant inhibitory effect in a wide range of concentrations. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.10.018
• 作为产物：
  描述：

  3,3-dimethyl-6-hydroxy-2-nitro-3H,7H-pyrano[2,3-c]xanthen-7-one 在 sodium tetrahydroborate 、 镍 、 N,N'-二环己基碳二亚胺 、 肼 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 生成 2-chloro-N-[1,2-dihydro-6-(2-diethylaminoethylamino)-3,3-dimethyl-7-oxo-3H,7H-pyrano[2,3-c]xanthen-2-yl]acetamide
  参考文献：
  名称：

  Design and synthesis of new pyranoxanthenones bearing a nitro group or an aminosubstituted side chain on the pyran ring. Evaluation of their growth inhibitory activity in breast cancer cells

  摘要：

  Some new 2,6-disubstituted pyrano- and 1,2-dihydropyrano[2,3-c]xanthen-7-ones have been synthesized and their antiproliferative activity has been evaluated against MDA-MB-231 breast cancer cells. The antiproliferative activity evaluation of the compounds provided evidence that a dimethylamino substituted side chain and the presence of 1,2 double bond play a key role in cell growth inhibition. Among the tested derivatives the 6-dimethylaminoethylamino-2-nitropyranoxanthenone analogue possessed a significant inhibitory effect in a wide range of concentrations. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.10.018