2-[4-(Trifluoromethyl)phenyl]-1,3-benzoxazin-4-one | 1262725-53-0

• 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-[4-(Trifluoromethyl)phenyl]-1,3-benzoxazin-4-one
• CAS: 1262725-53-0
• 化学式: C₁₅H₈F₃NO₂
• 分子量: 291.229
• InChiKey: OAJPGGPUIQIDJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[4-(Trifluoromethyl)phenyl]-1,3-benzoxazin-4-one 、 在 sodium methylate 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 以95%的产率得到2-[4-(2-Hydroxyphenyl)-6-[4-(trifluoromethyl)phenyl]-1,3,5-triazin-2-yl]phenol
  参考文献：
  名称：

  NEW TRIAZINE DERIVATIVE, ULTRAVIOLET ABSORBER, AND RESIN COMPOSITION

  摘要：

  公开号：

  EP2460799B1
• 作为产物：
  描述：

  2-hydroxy-N-(4-(trifluoromethyl)benzoyl)benzamide 在 硫酸 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以94%的产率得到2-[4-(Trifluoromethyl)phenyl]-1,3-benzoxazin-4-one
  参考文献：
  名称：

  NEW TRIAZINE DERIVATIVE, ULTRAVIOLET ABSORBER, AND RESIN COMPOSITION

  摘要：

  公开号：

  EP2460799B1

文献信息

• Synthesis and biological evaluation of 1,2,4-triazole derivatives as potential neuroprotectant against ischemic brain injury
  作者：Liping Liao、Caibao Jiang、Jianwen Chen、Jinguo Shi、Xinhua Li、Yang Wang、Jin Wen、Shujia Zhou、Jie Liang、Yaoqiang Lao、Jingxia Zhang

  DOI：10.1016/j.ejmech.2020.112114

  日期：2020.3

  A series of 1,2,4-triazole derivatives 1-14 was synthesized to investigate their neuroprotective effects and mechanisms of action. Compounds 5-11 noticeably protected PC12 cells from the cytotoxicity of H2O2 or sodium nitroprusside (SNP). Compound 11 was the most effective derivative. Compound 11 chelated Fe (II) iron, scavenged reactive oxygen species (ROS), and restored the mitochondrial membrane potential (MMP). Moreover, it enhanced the activity of the antioxidant defense system by increasing the serum level of superoxide dismutase (SOD) and promoting the nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2). Compound 11 caused certain improvements in behavior, the cerebral infarction area, and serum levels of biochemical indicators (TNF-alpha, IL-10, SOD and MDA) in a rat MCAO model. The lethal dose (LD50) of compound 11 in mice receiving intraperitoneal injections was greater than 400 mg/kg. Meanwhile, pharmacokinetic experiments revealed high bioavailability of this compound after both oral and intravenous administration (F = 60.76%, CL = 0.014 mg/kg/h) and a longer half-life (4.26 and 5.11 h after oral and intravenous administration, respectively). Based on these findings, compound 11 may be a promising neuroprotectant for the treatment of ischemic stroke. (C) 2020 Elsevier Masson SAS. All rights reserved.
• Synthesis of 1,3,5-triphenyl-1,2,4-triazole derivatives and their neuroprotection by anti-oxidative stress and anti-inflammation and protecting BBB
  作者：Yang Wang、Ruiqi Su、Jianwen Chen、Xuan Liu、Jingning Luo、Yaoqiang Lao、Ping Huang、Jinguo Shi、Caibao Jiang、Liping Liao、Jingxia Zhang

  DOI：10.1016/j.ejmech.2023.115742

  日期：2023.11
• POLYCARBONATE RESIN COMPOSITION CONTAINING TRIAZINE COMPOUND AND MOLDED ARTICLE USING THE SAME
  申请人：Kitagawa Takashi

  公开号：US20110077331A1

  公开（公告）日：2011-03-31

  A polycarbonate resin composition comprising a compound represented by the following formula (1): wherein each of R 1a , R 1b , R 1c , R 1d and R 1e independently represents a hydrogen atom or a monovalent substituent provided that OH is excluded, at least one of the substituents represents a substituent having a Hammett's σp value of 0.3 or more, and the substituents may be combined each other to form a ring; and each of R 1g , R 1h , R 1i , R 1j , R 1k , R 1m , R 1n and R 1p independently represents a hydrogen atom or a monovalent substituent, and the substituents may be combined each other to form a ring.
• US8748520B2
  申请人：——

  公开号：US8748520B2

  公开（公告）日：2014-06-10
• US8957140B2
  申请人：——

  公开号：US8957140B2

  公开（公告）日：2015-02-17