7-[3-[benzyl-[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,9-dihydro-2H-[1,4]dioxino[2,3-g][1,4]benzoxazin-8-one | 212578-37-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 7-[3-[benzyl-[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,9-dihydro-2H-[1,4]dioxino[2,3-g][1,4]benzoxazin-8-one
• CAS: 212578-37-5
• 化学式: C₃₀H₃₄N₂O₆
• 分子量: 518.61
• InChiKey: HYRZNRFNXDTQQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7-[3-[benzyl-[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,9-dihydro-2H-[1,4]dioxino[2,3-g][1,4]benzoxazin-8-one 在 palladium on activated charcoal 氢气 作用下， 以 溶剂黄146 为溶剂， 以74%的产率得到6-{3-[2-(3,4-Dimethoxy-phenyl)-ethylamino]-propyl}-2,3-dihydro-8H-1,4,5-trioxa-8-aza-anthracen-7-one
  参考文献：
  名称：

  New Substituted 1,4-Benzoxazine Derivatives with Potential Intracellular Calcium Activity

  摘要：

  Substituted 1,4-benzoxazines bearing an amino side chain at the 2-position were prepared and were found to have a moderate activity on intracellular calcium. Of the compounds studied it was found that those which possess a homoveratrylamino moiety exhibited superior potency. The chain length and the nature of the amine (4-fluorophenylpiperazine, 4-fluorobenzhydryloxyethylamine, N-substituted homoveratrylamine) is discussed. The 4-benzyl-3,4-dihydro-2[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-2H-1,4-benzoxazine (3c) is the most potent derivative of the series with a ratio of IC50 values against PE (phenylephrine) and K+ of 2.1. Under these test conditions a ratio near 1 indicates potential intracellular calcium activity while a ratio greater than 100 an action on extracellular calcium influx.

  DOI：

  10.1021/jm970795t
• 作为产物：
  描述：

  2,5-二溴戊酸甲酯 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 7-[3-[benzyl-[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-3,9-dihydro-2H-[1,4]dioxino[2,3-g][1,4]benzoxazin-8-one
  参考文献：
  名称：

  New Substituted 1,4-Benzoxazine Derivatives with Potential Intracellular Calcium Activity

  摘要：

  Substituted 1,4-benzoxazines bearing an amino side chain at the 2-position were prepared and were found to have a moderate activity on intracellular calcium. Of the compounds studied it was found that those which possess a homoveratrylamino moiety exhibited superior potency. The chain length and the nature of the amine (4-fluorophenylpiperazine, 4-fluorobenzhydryloxyethylamine, N-substituted homoveratrylamine) is discussed. The 4-benzyl-3,4-dihydro-2[3-[[2-(3,4-dimethoxyphenyl)ethyl]amino]propyl]-2H-1,4-benzoxazine (3c) is the most potent derivative of the series with a ratio of IC50 values against PE (phenylephrine) and K+ of 2.1. Under these test conditions a ratio near 1 indicates potential intracellular calcium activity while a ratio greater than 100 an action on extracellular calcium influx.

  DOI：

  10.1021/jm970795t