6-(2-aminopyrimidin-4-yl)-7-hydroxy-3,4,8-trimethyl-2H-chromen-2-one

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6-(2-aminopyrimidin-4-yl)-7-hydroxy-3,4,8-trimethyl-2H-chromen-2-one
• 英文别名: 6-(2-aminopyrimidin-4-yl)-7-hydroxy-3,4,8-trimethylchromen-2-one
• 化学式: C₁₆H₁₅N₃O₃
• mdl: MFCD09849849
• 分子量: 297.313
• InChiKey: LJIXLYCADYQHKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  98.3
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  6-acetyl-7-hydroxy-3,4,8-trimethyl-2H-chromen-2-one 在 吡啶 作用下， 以 甲苯 为溶剂， 生成 6-(2-aminopyrimidin-4-yl)-7-hydroxy-3,4,8-trimethyl-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis and anticancer activity of 6-heteroarylcoumarins

  摘要：

  A series of novel 7-hydroxy-8-methyl-coumarins with indole, pyrimidine, pyrazole, pyran, tetrazolo[1,5-a]pyrimidine, pyrimido[1,2-a]benzimidazol, 2-oxo-1,2-dihydropyridine and dihydropyrazolo[3,4-b]pyridine moieties at C6 position of heterocyclic core have been synthesized. Anticancer activity screening on NCI60 cell lines allowed identification of 6-(6-fluoro-1H-indo1-2-yl)-7-hydroxy-4,8-dimethy1-2H-chromen-2-one (23) with the highest level of antimitotic activity with mean GI(50)/TGI values of 3.28/13.24 mu M and certain sensitivity profile towards the Non-Small Cell Lung Cancer cell line HOP-92 (GI(50)/TGI/LC50 values 0.95/4.17/29.9 mu M). (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.10.021

文献信息

• Synthesis and anticancer activity of 6-heteroarylcoumarins
  作者：Olexandr Galayev、Yana Garazd、Myroslav Garazd、Roman Lesyk

  DOI：10.1016/j.ejmech.2015.10.021

  日期：2015.11

  A series of novel 7-hydroxy-8-methyl-coumarins with indole, pyrimidine, pyrazole, pyran, tetrazolo[1,5-a]pyrimidine, pyrimido[1,2-a]benzimidazol, 2-oxo-1,2-dihydropyridine and dihydropyrazolo[3,4-b]pyridine moieties at C6 position of heterocyclic core have been synthesized. Anticancer activity screening on NCI60 cell lines allowed identification of 6-(6-fluoro-1H-indo1-2-yl)-7-hydroxy-4,8-dimethy1-2H-chromen-2-one (23) with the highest level of antimitotic activity with mean GI(50)/TGI values of 3.28/13.24 mu M and certain sensitivity profile towards the Non-Small Cell Lung Cancer cell line HOP-92 (GI(50)/TGI/LC50 values 0.95/4.17/29.9 mu M). (C) 2015 Elsevier Masson SAS. All rights reserved.