6-(2-phthalimidoethoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one | 154267-11-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 6-(2-phthalimidoethoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one
• 英文别名: 2-[2-[(2,2-dimethyl-4-oxo-3H-1,3-benzoxazin-6-yl)oxy]ethyl]isoindole-1,3-dione
• CAS: 154267-11-5
• 化学式: C₂₀H₁₈N₂O₅
• 分子量: 366.373
• InChiKey: UQKQLTKXJOIOGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-(2-phthalimidoethoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one 在 盐酸 、 一水合肼 作用下， 生成 5-(2-aminoethoxy) salicylamide
  参考文献：
  名称：

  New β-adrenoceptor-blocking agents derived from dicyclopropyl ketone oxime: influence of amino substituents on in vivo activity

  摘要：

  A series of oximinopropanolamines derived from dicyclopropyl ketone, in which the amine substituents were alkyl, cycloalkyl, aryl and aralkyl groups, has been synthesized. The beta-adrenergic blocking properties were determined on anaesthetized rats. Two N-aralkyl derivatives were found to be as potent as propranolol and compound 11 was twice as active as propranolol. Some structure-activity relationships are discussed.

  DOI：

  10.1016/0223-5234(94)90128-7
• 作为产物：
  描述：

  potassium phtalimide 、 2,3-dihydro-2,2-dimethyl-6-(2-bromoethoxy)-4H-1,3-benzoxazin-4-one 在 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以69%的产率得到6-(2-phthalimidoethoxy)-2,3-dihydro-2,2-dimethyl-4H-1,3-benzoxazin-4-one
  参考文献：
  名称：

  New β-adrenoceptor-blocking agents derived from dicyclopropyl ketone oxime: influence of amino substituents on in vivo activity

  摘要：

  A series of oximinopropanolamines derived from dicyclopropyl ketone, in which the amine substituents were alkyl, cycloalkyl, aryl and aralkyl groups, has been synthesized. The beta-adrenergic blocking properties were determined on anaesthetized rats. Two N-aralkyl derivatives were found to be as potent as propranolol and compound 11 was twice as active as propranolol. Some structure-activity relationships are discussed.

  DOI：

  10.1016/0223-5234(94)90128-7

文献信息

• New β-adrenoceptor-blocking agents derived from dicyclopropyl ketone oxime: influence of amino substituents on in vivo activity
  作者：A Charaf、M Bouzoubaa、A Bouzoubaa、M Blanc、G Leclerc

  DOI：10.1016/0223-5234(94)90128-7

  日期：1994.1

  A series of oximinopropanolamines derived from dicyclopropyl ketone, in which the amine substituents were alkyl, cycloalkyl, aryl and aralkyl groups, has been synthesized. The beta-adrenergic blocking properties were determined on anaesthetized rats. Two N-aralkyl derivatives were found to be as potent as propranolol and compound 11 was twice as active as propranolol. Some structure-activity relationships are discussed.