N-[2-(3,4-dimethoxyphenyl)ethyl]-2-[4-[(3,4-dimethoxyphenyl)methyl]-2,3-dihydro-1,4-benzoxazin-2-yl]acetamide | 212578-55-7

• 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: N-[2-(3,4-dimethoxyphenyl)ethyl]-2-[4-[(3,4-dimethoxyphenyl)methyl]-2,3-dihydro-1,4-benzoxazin-2-yl]acetamide
• CAS: 212578-55-7
• 化学式: C₂₉H₃₄N₂O₆
• 分子量: 506.599
• InChiKey: AEKILMYYJCXBOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 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：

  N-[2-(3,4-dimethoxyphenyl)ethyl]-2-[4-[(3,4-dimethoxyphenyl)methyl]-2,3-dihydro-1,4-benzoxazin-2-yl]acetamide 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以83%的产率得到{2-[4-(3,4-Dimethoxy-benzyl)-3,4-dihydro-2H-benzo[1,4]oxazin-2-yl]-ethyl}-[2-(3,4-dimethoxy-phenyl)-ethyl]-amine
  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-(3,4-Dimethoxy-benzylamino)-phenol 在 氢氧化钾 、 碳酸氢钠 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 14.0h， 生成 N-[2-(3,4-dimethoxyphenyl)ethyl]-2-[4-[(3,4-dimethoxyphenyl)methyl]-2,3-dihydro-1,4-benzoxazin-2-yl]acetamide
  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