2'-hydroxy-3'-allyl-4'-(acetoxy)acetophenone | 149810-10-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2'-hydroxy-3'-allyl-4'-(acetoxy)acetophenone
• 英文别名: (4-Acetyl-3-hydroxy-2-prop-2-enylphenyl) acetate；(4-acetyl-3-hydroxy-2-prop-2-enylphenyl) acetate
• CAS: 149810-10-6
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: FRWVTEZAYVUKJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2'-hydroxy-3'-allyl-4'-(acetoxy)acetophenone 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 25.0~65.0 ℃ 、310.27 kPa 条件下， 反应 2.8h， 生成 7-(acetyloxy)-8-propyl-2-(4-morpholinyl)-4H-1-benzopyran-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of antiplatelet 2-aminochromones

  摘要：

  The synthesis and biological evaluation of a series of antiplatelet 2-morpholinylchromones has been described. Modification of the C-7 phenylmethoxy group of 8-methyl-7-(phenylmethoxy)-2-(4-morpholinyl)-4H-1-benzopyran-4-one (2) has led to the discovery of a series of 7-[(amino-ethyl)oxy]-8-methyl derivatives which are potent inhibitors of ADP-induced platelet aggregation. Several members of this class proved active in preventing platelet-dependent thrombus formation in the dog, including 8-methyl-7-[2-(4-methyl-1-piperazinyl)ethoxy]-2-(4-morpholinyl)-4H-1-benzopyran-4-one (39) which was devoid of hemodynamic effects at the effective antithrombotic dose.

  DOI：

  10.1021/jm00066a012
• 作为产物：
  描述：

  1-(3-烯丙基-2,4-二羟基苯基)乙酮 、 乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以62%的产率得到2'-hydroxy-3'-allyl-4'-(acetoxy)acetophenone
  参考文献：
  名称：

  Synthesis and biological evaluation of antiplatelet 2-aminochromones

  摘要：

  The synthesis and biological evaluation of a series of antiplatelet 2-morpholinylchromones has been described. Modification of the C-7 phenylmethoxy group of 8-methyl-7-(phenylmethoxy)-2-(4-morpholinyl)-4H-1-benzopyran-4-one (2) has led to the discovery of a series of 7-[(amino-ethyl)oxy]-8-methyl derivatives which are potent inhibitors of ADP-induced platelet aggregation. Several members of this class proved active in preventing platelet-dependent thrombus formation in the dog, including 8-methyl-7-[2-(4-methyl-1-piperazinyl)ethoxy]-2-(4-morpholinyl)-4H-1-benzopyran-4-one (39) which was devoid of hemodynamic effects at the effective antithrombotic dose.

  DOI：

  10.1021/jm00066a012