3-benzylaminocarbonylmethyloxy-4-bromo-5-phenylfuran-2(5H)-one | 1295568-05-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 3-benzylaminocarbonylmethyloxy-4-bromo-5-phenylfuran-2(5H)-one
• 英文别名: 3-Benzylaminocarbonylmethyloxy-4-bromo-5-phenylfuran-2(5h)-one；N-benzyl-2-[(3-bromo-5-oxo-2-phenyl-2H-furan-4-yl)oxy]acetamide
• CAS: 1295568-05-6
• 化学式: C₁₉H₁₆BrNO₄
• 分子量: 402.244
• InChiKey: BWXQNUWCXQDYRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-dibromo-2-oxo-4-phenyl-butyric acid 在 水 、 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 14.25h， 生成 3-benzylaminocarbonylmethyloxy-4-bromo-5-phenylfuran-2(5H)-one
  参考文献：
  名称：

  Synthesis of some substituted furan-2(5H)-ones and derived quinoxalinones as potential anti-microbial and anti-cancer agents

  摘要：

  In search for novel anti-cancer and anti-microbial agents with promising pharmacotoxicological profile, the synthesis of some substituted 4-halofuran-2(5H)-ones (8a-l, 9, 11) and derived halogenated quinoxalin-2(1H)-ones (12a-d) is described. Some of the halogenated furanones were readily oxidized to the corresponding 2-bromo-2-propenoic acids (13a-c) with hydrogen peroxide in alkaline medium. Twenty-two compounds were preliminary tested for their in vitro activity against three bacteria and one fungus and revealed encouraging activity. On the other hand, three compounds were screened as anti-cancer agents using cell line panel protocol and 22 compounds were subjected to cycline-dependent kinases (CDKs) inhibition screening program but were inactive.

  DOI：

  10.1007/s00044-010-9394-2

文献信息

• Synthesis of some substituted furan-2(5H)-ones and derived quinoxalinones as potential anti-microbial and anti-cancer agents
  作者：Alaa A. El-Tombary、Yasser S. Abdel-Ghany、Ahmad S. F. Belal、Shams A. Shams El-Dine、Farid S. G. Soliman

  DOI：10.1007/s00044-010-9394-2

  日期：2011.9

  In search for novel anti-cancer and anti-microbial agents with promising pharmacotoxicological profile, the synthesis of some substituted 4-halofuran-2(5H)-ones (8a-l, 9, 11) and derived halogenated quinoxalin-2(1H)-ones (12a-d) is described. Some of the halogenated furanones were readily oxidized to the corresponding 2-bromo-2-propenoic acids (13a-c) with hydrogen peroxide in alkaline medium. Twenty-two compounds were preliminary tested for their in vitro activity against three bacteria and one fungus and revealed encouraging activity. On the other hand, three compounds were screened as anti-cancer agents using cell line panel protocol and 22 compounds were subjected to cycline-dependent kinases (CDKs) inhibition screening program but were inactive.