(Z)-2-(3,4,5-trimethoxybenzylidene)-2H-benzo[b][1,4]oxazin-3-(4H)-one | 1245277-06-8

• 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: (Z)-2-(3,4,5-trimethoxybenzylidene)-2H-benzo[b][1,4]oxazin-3-(4H)-one
• 英文别名: (2Z)-2-[(3,4,5-trimethoxyphenyl)methylidene]-4H-1,4-benzoxazin-3-one
• CAS: 1245277-06-8
• 化学式: C₁₈H₁₇NO₅
• 分子量: 327.337
• InChiKey: YCIMPXUJJJEVCR-YBEGLDIGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2H-1,4-苯并噁嗪-3(4H)-酮 、 3,4,5-三甲氧基苯甲醛 在 乙酸酐 、 三乙胺 作用下， 以79%的产率得到(Z)-2-(3,4,5-trimethoxybenzylidene)-2H-benzo[b][1,4]oxazin-3-(4H)-one
  参考文献：
  名称：

  Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2H-1,4-Benzoxazin-3-(4H)-ones as Neuroprotecting Agents

  摘要：

  A wide variety of the title compounds were synthesized by conventional and microwave methods in which the main step is a condensation of an aldehyde with a 1,4-benzoxazin-3-(4H)-one. In all cases, the Z diasteromers were the major products. Of particular importance is the synthesis of novel 2-(3,5-dibromo-4-hydroxy) and 2-(4-acetoxy-3,5-dibromobenzylidene derivatives of 2H-1,4-benzoxazin-3-(4H)-ones, four of which were shown in a previous publication to exhibit potent neuroprotecting properties. The yields of titled compounds ranged from 25 to 83%.

  DOI：

  10.1080/00397910903243823

文献信息

• Synthesis of 2-Benzylidene and 2-Hetarylmethyl Derivatives of 2<i>H</i>-1,4-Benzoxazin-3-(4<i>H</i>)-ones as Neuroprotecting Agents
  作者：Haribabu Ankati、Shashidhar Kumar Akubathini、Santosh R. D'Mello、Edward R. Biehl

  DOI：10.1080/00397910903243823

  日期：2010.7.27

  A wide variety of the title compounds were synthesized by conventional and microwave methods in which the main step is a condensation of an aldehyde with a 1,4-benzoxazin-3-(4H)-one. In all cases, the Z diasteromers were the major products. Of particular importance is the synthesis of novel 2-(3,5-dibromo-4-hydroxy) and 2-(4-acetoxy-3,5-dibromobenzylidene derivatives of 2H-1,4-benzoxazin-3-(4H)-ones, four of which were shown in a previous publication to exhibit potent neuroprotecting properties. The yields of titled compounds ranged from 25 to 83%.