3-bromo-2-hydroxy-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-4-crotonolactone | 41462-17-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-bromo-2-hydroxy-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-4-crotonolactone
• 英文别名: 4-bromo-5-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-dihydro-furan-2,3-dione；4-bromo-5-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-3-hydroxy-5H-furan-2-one；3-bromo-2-(3,5-dimethyl-1-phenylpyrazol-4-yl)-4-hydroxy-2H-furan-5-one
• CAS: 41462-17-3
• 化学式: C₁₅H₁₃BrN₂O₃
• 分子量: 349.184
• InChiKey: PYOOZLCBWNCESW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-bromo-2-hydroxy-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-4-crotonolactone 在 sodium hydroxide 、 双氧水 、 硫酸 作用下， 以 水 为溶剂， 反应 1.0h， 以57.6%的产率得到2-bromo-3-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-2-propenoic acid
  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
• 作为产物：
  描述：

  3,5-二甲基-1苯基吡唑-4-噻吩甲醛 在 硫酸 、 水 、 溴 、 sodium carbonate 作用下， 以 乙醇 、 氯仿 、 水 为溶剂， 反应 62.25h， 生成 3-bromo-2-hydroxy-4-(3,5-dimethyl-1-phenyl-1H-pyrazol-4-yl)-4-crotonolactone
  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

• Roushdi; Ibrahim; Shafik, Pharmazie, 1972, vol. 27, # 12, p. 731 - 733
  作者：Roushdi、Ibrahim、Shafik、Soliman

  DOI：——

  日期：——
• 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.