N-(6-hydroxy-4-oxo-3-(pyridin-2-ylmethyl)-3,4-dihydroquinazolin-7-yl)formamide | 1219362-81-8

• 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: N-(6-hydroxy-4-oxo-3-(pyridin-2-ylmethyl)-3,4-dihydroquinazolin-7-yl)formamide
• CAS: 1219362-81-8
• 化学式: C₁₅H₁₂N₄O₃
• 分子量: 296.285
• InChiKey: WZQWYPMOAZQAIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  97.11
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-吗啉乙醇 、 N-(6-hydroxy-4-oxo-3-(pyridin-2-ylmethyl)-3,4-dihydroquinazolin-7-yl)formamide 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 N-(6-(2-morpholinoethoxy)-4-oxo-3-(pyridin-2-ylmethyl)-3,4-dihydroquinazolin-7-yl)formamide
  参考文献：
  名称：

  Parallel Solution Phase Synthesis of 3,6,7−4(3H)-Quinazolinones and Evaluation of Their Antitumor Activities against Human Cancer

  摘要：

  Three diversity points of 4(3H)-quinazolinone are introduced at the 3-, 6-, and 7-positions with an efficient parallel solution-phase synthetic method. A one-pot synthesis was developed that gave the key intermediate in high yield. Five hit compounds exhibit preferable activities against a panel of human tumor cell lines, which pointed out preliminary structure-activity relationships.

  DOI：

  10.1021/cc900173s
• 作为产物：
  描述：

  N-(6-(benzyloxy)-4-oxo-3-(pyridin-2-ylmethyl)-3,4-dihydroquinazolin-7-yl)formamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 3.0h， 以85.8%的产率得到N-(6-hydroxy-4-oxo-3-(pyridin-2-ylmethyl)-3,4-dihydroquinazolin-7-yl)formamide
  参考文献：
  名称：

  Parallel Solution Phase Synthesis of 3,6,7−4(3H)-Quinazolinones and Evaluation of Their Antitumor Activities against Human Cancer

  摘要：

  Three diversity points of 4(3H)-quinazolinone are introduced at the 3-, 6-, and 7-positions with an efficient parallel solution-phase synthetic method. A one-pot synthesis was developed that gave the key intermediate in high yield. Five hit compounds exhibit preferable activities against a panel of human tumor cell lines, which pointed out preliminary structure-activity relationships.

  DOI：

  10.1021/cc900173s