2-(3-nitrophenyl)-2,3-dihydrobenzo[e][1,3]oxazin-4-one | 293326-06-4

• 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-(3-nitrophenyl)-2,3-dihydrobenzo[e][1,3]oxazin-4-one
• 英文别名: 2-(3-nitro-phenyl)-2,3-dihydro-benz[e][1,3]oxazin-4-one；2-(3-Nitro-phenyl)-2,3-dihydro-benz[e][1,3]oxazin-4-on；2-(3-nitrophenyl)-2,3-dihydro-4H-1,3-benzoxazin-4-one；2-(3-nitrophenyl)-2,3-dihydro-1,3-benzoxazin-4-one
• CAS: 293326-06-4
• 化学式: C₁₄H₁₀N₂O₄
• 分子量: 270.244
• InChiKey: XCTIHFILMXCQSS-UHFFFAOYSA-N

物化性质

• 熔点：
  217-218 °C
• 沸点：
  545.6±50.0 °C(Predicted)
• 密度：
  1.379±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 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：
  84.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(3-nitrophenyl)-2,3-dihydrobenzo[e][1,3]oxazin-4-one 在 一水合肼 作用下， 生成 3-amino-2-(3-nitrophenyl)quinazolin-4(3H)-one
  参考文献：
  名称：

  Rao, Gopal Krishna; Rajasekaran; Sanjay Pai, Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 3, p. 293 - 294

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨醛 在 甲酸 、 calcium aluminate 、 盐酸羟胺 作用下， 生成 2-(3-nitrophenyl)-2,3-dihydrobenzo[e][1,3]oxazin-4-one
  参考文献：
  名称：

  One Pot Synthesis of Benzopyranones and Benzoxazinones Catalyzed by MMO

  摘要：

  DOI：

  10.56042/ijc.v61i11.65837

文献信息

• Synthesis and Anticonvulsant Activity Evaluation of 2-Phenyl-2H-benzo[e][1,3]oxazin-4(3H)-ones
  作者：Li-Jing Cui、Jun Guo、Guo-Hua Gong、Zhe-Shan Quan

  DOI：10.14233/ajchem.2014.15725

  日期：——

  A series of new 2-phenyl-2H-benzo[e][1,3]oxazin-4(3H)-one derivatives (1a-1t) were designed based on the known anticonvulsant activity of quinolinone derivatives. All target compounds 1a-1t, characterized by IR, 1H NMR and MS, have been evaluated for their anticonvulsant activity against MES-induced seizures. The pharmacological results showed that all the compounds displayed some degree of anticonvulsant activity. Among them, 2-phenyl-2,3-dihydrobenzo[e][1,3]oxazin-4-one (1a) and 2-(2-fluorophenyl)-2,3-dihydrobenzo[e][1,3]oxazin-4-one (1b) were considerd more promising because of their lower ED50 (34.1 and 28.4 mg/kg) and higher protective index (11.1 and 8.0).

  基于喹啉酮衍生物已知的抗惊厥活性，设计了一系列新型2-苯基-2H-苯并[e][1,3]恶嗪-4(3H)-酮衍生物(1a-1t)。所有目标化合物 1a-1t 均通过 IR、1H NMR 和 MS 进行表征，并评估了其针对 MES 诱导的癫痫发作的抗惊厥活性。药理学结果表明所有化合物均表现出一定程度的抗惊厥活性。其中，2-苯基-2,3-二氢苯并[e][1,3]恶嗪-4-酮(1a)和2-(2-氟苯基)-2,3-二氢苯并[e][1,3] oxazin-4-one (1b) 被认为更有前景，因为其 ED50 较低（34.1 和 28.4 mg/kg），保护指数较高（11.1 和 8.0）。
• Glaser; Frisch, Archiv der Pharmazie, 1928, p. 107,112
  作者：Glaser、Frisch

  DOI：——

  日期：——
• One-Pot Heterocondensation for Benzoxazinone Derivatives Using Sodium Perborate as Catalyst
  作者：Mazaahir Kidwai、Kavita Singhal、Priya Singhal

  DOI：10.3987/com-07-11046

  日期：——

  An efficient synthesis of series of benzoxazinones, employing sodium perborate tetrahydrate (SPB) as a condensing agent is described. SPB in water and formic acid system is proved as a selective catalyst of hydration for cyanides. The rate enhancement and high yield is attributed to the coupling of suitable catalyst with this solvent system. This methodology eliminates the number of steps during the reaction.
• COMPOUNDS THAT INHIBIT HUMAN DNA LIGASES AND METHODS OF TREATING CANCER
  申请人：TOMKINSON Alan E.

  公开号：US20100099683A1

  公开（公告）日：2010-04-22

  Methods for treating cancer using compounds that inhibit human DNA ligases. Methods for using compounds that inhibit human DNA ligases to provide insights into the reaction mechanisms of human DNA ligases, for example to identify the human DNA ligase involved in different DNA repair pathways. Screening methods for compounds that inhibit human DNA ligases.
• US8445537B2
  申请人：——

  公开号：US8445537B2

  公开（公告）日：2013-05-21