2-ethyl-3,4-dihydro-2H-benzo[1,3]oxazin-4-one | 66571-24-2

• 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: 2-ethyl-3,4-dihydro-2H-benzo[1,3]oxazin-4-one
• 英文别名: 2-ethyl-2,3-dihydro-benzo[e][1,3]oxazin-4-one；2-Ethyl-2H-1,3-benzoxazin-4-one；2-Ethyl-2H-1,3-benzoxazin-4(3H)-one；2-ethyl-2,3-dihydro-1,3-benzoxazin-4-one
• CAS: 66571-24-2
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: JJEGECBOROEHLV-UHFFFAOYSA-N

物化性质

• 熔点：
  108-110 °C
• 沸点：
  391.0±22.0 °C(Predicted)
• 密度：
  1.125±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-ethyl-3,4-dihydro-2H-benzo[1,3]oxazin-4-one 在 哌啶 、 potassium carbonate 、 苯甲酸 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Dual PPAR-α and -γ activators derived from novel benzoxazinone containing thiazolidinediones having antidiabetic and hypolipidemic potential

  摘要：

  2,4-Thiazolidinedione derivatives of 1,3-benzoxazinone were synthesized and evaluated for their PPAR-alpha and gamma dual activation. DRF-2519, a compound obtained through SAR of TZD derivatives of benzoxazinone, has shown potent dual PPAR activation. In ob/ob mice, it showed better efficacy than the comparator molecules. In fat fed rat model, it showed significant improvement in lipid parameters, which was better than fibrates. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.08.043
• 作为产物：
  描述：

  苯[D]异恶唑-3-醇 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 2-ethyl-3,4-dihydro-2H-benzo[1,3]oxazin-4-one
  参考文献：
  名称：

  Studies on 3-substituted 1,2-benzisoxazole derivatives. IV. Rearrangement of N-substituted 2H-1,2-benzisoxazolin-3-one to 2-substituted 2H-1,3-benzoxazin-4-one.

  摘要：

  在 3-羟基-1，2-苯并异噁唑（1）的烷基化过程中，观察到 2-取代的 2H-1，2-苯并异噁唑啉-3-酮（3）在碱催化下扩环为 2-取代的 2H-1，3-苯并异噁唑-4-酮（4）。

  DOI：

  10.1248/cpb.26.549

文献信息

• Dual PPAR-α and -γ activators derived from novel benzoxazinone containing thiazolidinediones having antidiabetic and hypolipidemic potential
  作者：Gurram R. Madhavan、Ranjan Chakrabarti、K. Anantha Reddy、B.M. Rajesh、V. Balraju、P. Bheema Rao、R. Rajagopalan、Javed Iqbal

  DOI：10.1016/j.bmc.2005.08.043

  日期：2006.1

  2,4-Thiazolidinedione derivatives of 1,3-benzoxazinone were synthesized and evaluated for their PPAR-alpha and gamma dual activation. DRF-2519, a compound obtained through SAR of TZD derivatives of benzoxazinone, has shown potent dual PPAR activation. In ob/ob mice, it showed better efficacy than the comparator molecules. In fat fed rat model, it showed significant improvement in lipid parameters, which was better than fibrates. (c) 2005 Elsevier Ltd. All rights reserved.
• Studies on 3-substituted 1,2-benzisoxazole derivatives. IV. Rearrangement of N-substituted 2H-1,2-benzisoxazolin-3-one to 2-substituted 2H-1,3-benzoxazin-4-one.
  作者：HITOSHI UNO、MIKIO KUROKAWA

  DOI：10.1248/cpb.26.549

  日期：——

  The base catalyzed ring expansion of 2-substituted 2H-1, 2-benzisoxazolin-3-one (3) to 2-substituted 2H-1, 3-benzoxazin-4-one (4) was observed during the alkylation of 3-hydroxy-1, 2-benzisoxazole (1).

  在 3-羟基-1，2-苯并异噁唑（1）的烷基化过程中，观察到 2-取代的 2H-1，2-苯并异噁唑啉-3-酮（3）在碱催化下扩环为 2-取代的 2H-1，3-苯并异噁唑-4-酮（4）。