4-((Z)-2,3-dimethoxy-benzylidene)-2-phenyl-4H-oxazol-5-one | 43087-79-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-((Z)-2,3-dimethoxy-benzylidene)-2-phenyl-4H-oxazol-5-one
• 英文别名: 4-((Z)-2,3-Dimethoxy-benzyliden)-2-phenyl-4H-oxazol-5-on；(2,3-Dimethoxy-benzylidene)-2-phenyl-4H-oxazol-5-one；4-(2,3-Dimethoxybenzylidene)-2-phenyl-1,3-oxazol-5(4H)-one；(4Z)-4-[(2,3-dimethoxyphenyl)methylidene]-2-phenyl-1,3-oxazol-5-one
• CAS: 43087-79-2
• 化学式: C₁₈H₁₅NO₄
• 分子量: 309.321
• InChiKey: SRJNRLSXCORWGX-KAMYIIQDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  57.1
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  4-((Z)-2,3-dimethoxy-benzylidene)-2-phenyl-4H-oxazol-5-one 在 尿素 作用下， 以 乙二醇 为溶剂， 反应 0.1h， 以77%的产率得到(Z)-4-(2,3-dimethoxybenzylidene)-2-phenyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  Efficient microwave-assisted synthesis and antioxidant activity of 4-arylidene-2-phenyl-1H-imidazol-5(4H)-ones

  摘要：

  AbstractThe efficient synthesis of 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones was achieved via microwave‐assisted reactions of 4‐arylmethylene‐2‐phenyloxazol‐5(4H)‐ones with urea in glycol. This approach provides a facile shortcut for the synthesis of this type of compounds with short reaction time, high yields, broad substrate scope and easy operation. Besides, the synthesized compounds were subject to the test of antioxidant activity, which is represented by their capacities for scavenging 1,1‐diphenyl‐2‐picrylhydrazyl, hydroxyl and superoxide anion free radicals. Bioassay of these compounds resulted in the finding of several 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones with significant antioxidant activity. J. Heterocyclic Chem., (2012).

  DOI：

  10.1002/jhet.766
• 作为产物：
  描述：

  马尿酸 、 2,3-二甲氧基苯甲醛 在 sodium acetate 、 乙酸酐 作用下， 生成 4-((Z)-2,3-dimethoxy-benzylidene)-2-phenyl-4H-oxazol-5-one
  参考文献：
  名称：

  Oxazolone analogs as amyloid aggregation inhibitors and for the treatment of alzheimer's disease and disorders related to amyloidosis

  摘要：

  揭示了Formula I1的化合物及其在抑制淀粉样蛋白聚集的方法和成像淀粉样沉积的方法中的应用。

  公开号：

  US20040180943A1

文献信息

• Highly Efficient Synthesis of Tricyclic Perimidines under Microwave Heating
  作者：Wei-Jun Zhu、Jie Ding、Bo Jiang、Shu-Jiang Tu

  DOI：10.1002/jhet.1057

  日期：2013.2

  A new and efficient access to (Z)-N-(2-argio-1-(1H-perimidin-2-yl)vinyl)benzamide derivatives from readily available substrates in HOAc is described with aid of microwave irradiation. The results of our study provide a simple, straightforward synthetic route to these interesting classes of 2-substituted perimidines analogs in excellent yields.

  描述了一种利用微波辐射从HOAc中容易获得的底物获得（Z）-N-（2-argio-1-（1H -perimidin-2-yl）乙烯基）苯甲酰胺衍生物的新方法。我们的研究结果提供了一种简单，直接的合成路线，以优异的产率合成了这些有趣的2类取代的亚嘧啶类似物。
• Ried; Gebhardtsbauer, Chemische Berichte, 1956, vol. 89, p. 2933,2935
  作者：Ried、Gebhardtsbauer

  DOI：——

  日期：——
• Oxazolone analogs as amyloid aggregation inhibitors and for the treatment of alzheimer's disease and disorders related to amyloidosis
  申请人：——

  公开号：US20040180943A1

  公开（公告）日：2004-09-16

  Disclosed are compounds of the Formula I 1 and their use in a method of inhibiting the aggregation of amyloid proteins and in a method of imaging amyloid deposits.

  揭示了Formula I1的化合物及其在抑制淀粉样蛋白聚集的方法和成像淀粉样沉积的方法中的应用。
• Efficient microwave-assisted synthesis and antioxidant activity of 4-arylidene-2-phenyl-1H-imidazol-5(4H)-ones
  作者：Feng Shi、Xiao-Ning Zeng、Fei-Yue Wu、Shu Yan、Wei-Fa Zheng、Shu-Jiang Tu

  DOI：10.1002/jhet.766

  日期：2012.1

  AbstractThe efficient synthesis of 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones was achieved via microwave‐assisted reactions of 4‐arylmethylene‐2‐phenyloxazol‐5(4H)‐ones with urea in glycol. This approach provides a facile shortcut for the synthesis of this type of compounds with short reaction time, high yields, broad substrate scope and easy operation. Besides, the synthesized compounds were subject to the test of antioxidant activity, which is represented by their capacities for scavenging 1,1‐diphenyl‐2‐picrylhydrazyl, hydroxyl and superoxide anion free radicals. Bioassay of these compounds resulted in the finding of several 4‐arylidene‐2‐phenyl‐1H‐imidazol‐5(4H)‐ones with significant antioxidant activity. J. Heterocyclic Chem., (2012).