4'-(acetyloxy)-2'-hydroxy-3'-iodoacetophenone | 149810-09-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4'-(acetyloxy)-2'-hydroxy-3'-iodoacetophenone
• 英文别名: (4-Acetyl-3-hydroxy-2-iodophenyl) acetate
• CAS: 149810-09-3
• 化学式: C₁₀H₉IO₄
• 分子量: 320.084
• InChiKey: YACCCYMNELRMTD-UHFFFAOYSA-N

物化性质

• 熔点：
  101–102°C
• 沸点：
  349.6±42.0 °C(Predicted)
• 密度：
  1.787±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  4'-(acetyloxy)-2'-hydroxy-3'-iodoacetophenone 在 bis-triphenylphosphine-palladium(II) chloride 、 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 21.25h， 生成
  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-(2,4-二羟基-3-碘苯基)乙酮 、 乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以77%的产率得到4'-(acetyloxy)-2'-hydroxy-3'-iodoacetophenone
  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