3-phenylpyrazolo[3,4-b]quinoxaline | 312519-38-3

• 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-phenylpyrazolo[3,4-b]quinoxaline
• 英文别名: 3-phenyl-1H-pyrazolo[3,4-b]quinoxaline；3-phenyl-2H-pyrazolo[4,3-b]quinoxaline
• CAS: 312519-38-3
• 化学式: C₁₅H₁₀N₄
• 分子量: 246.271
• InChiKey: QRUNTKQKUYHTPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-benzoylquinoxalin-2(1H)-one 在 一水合肼 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以80%的产率得到3-phenylpyrazolo[3,4-b]quinoxaline
  参考文献：
  名称：

  摘要：

  3-Benzoyl-1,2-dihydroquinoxalin-2-one reacts with hydrazine and thiosemicarbazide to give the corresponding hydrazone and thiosemicarbazone. The reaction with arylhydrazines yields 3-(alpha-arylazoben-zylidene)-1,2,3,4-tetrahydroquinoxalin-2-ones which are tautomeric to the respective arylhydrazones. On heating in boiling acetic acid, the products of both types undergo intramolecular cyclocondensation with formation of 3-phenylpyrazolo[3,4-b]quinoxalines (3-phenylflavazoles). 3-Benzoyl-1,2-dihydroquinoxalin2-one thiosemicarbazone gives rise to flavazole structure only in the presence of methyl 3-chloro-2-oxo-3-phenylpropionate as a trap of thiocarbamoyl moiety. The cyclization of 3-(alpha-hydrazonobenzyl)-1,2-dihydroquinoxalin-2-one is accompanied by formation of quinoxalyl ketone azine.

  DOI：

  10.1023/a:1023415301274

文献信息

• Tricyclic quinoxaline and quinoline derivatives as UV filters
  申请人：Pflucker Frank

  公开号：US20060222607A1

  公开（公告）日：2006-10-05

  The invention relates to the use of quinoxaline derivatives of formula I, represented by formulas Ia and Ib, as photostable UV filters, in particular in cosmetic and pharmaceutical preparations for protecting the human epidermis or human hair against UV radiation, above all in the 280-400 nm range.

  本发明涉及使用公式I所表示的喹喔啉衍生物，包括公式Ia和Ib，作为光稳定的紫外线过滤剂，特别是在化妆品和药物制剂中，用于保护人类表皮或人类头发免受紫外线辐射的影响，尤其是在280-400纳米范围内。
• TRIZYKLISCHE CHINOXALINDERIVATE ALS UV-FILTER
  申请人：Merck Patent GmbH

  公开号：EP1373270B1

  公开（公告）日：2007-06-06
• PREVENTION AND TREATMENT OF INFLAMMATORY CONDITIONS
  申请人：GRI Bio, Inc.

  公开号：EP3229811B1

  公开（公告）日：2021-02-24
• US7101537B2
  申请人：——

  公开号：US7101537B2

  公开（公告）日：2006-09-05
• [EN] PREVENTION AND TREATMENT OF INFLAMMATORY CONDITIONS<br/>[FR] PRÉVENTION ET TRAITEMENT DE PATHOLOGIES INFLAMMATOIRES
  申请人：GLYCOREGIMMUNE INC

  公开号：WO2016094226A1

  公开（公告）日：2016-06-16

  In accordance with some embodiments herein, methods and compositions for prevention and treatment of inflammatory conditions are provided. In some embodiments, compositions comprising NKT-2 activators, for example miltefosine are provided. In some embodiments, the compositions further comprise sulfatide and/or a RAR agonist. In some embodiments, the compositions comprise activators of Type II NKT cells, and/or inhibitors of Type I NKT cells.