diethyl α-[3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene]benzylamidophosphate | 565470-73-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: diethyl α-[3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene]benzylamidophosphate
• 英文别名: 3-(α-diethoxyphosphinoylaminobenzyl)-1,2-dihydroquinoxalin-2-one；Diethyl [(3-hydroxyquinoxalin-2-yl)(phenyl)methyl]phosphoramidate；3-[(diethoxyphosphorylamino)-phenylmethyl]-1H-quinoxalin-2-one
• CAS: 565470-73-7
• 化学式: C₁₉H₂₂N₃O₄P
• 分子量: 387.375
• InChiKey: ZTWHWYVZPLZYIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  89
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl α-[3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene]benzylamidophosphate 在 盐酸 、 氢氧化钾 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 5.0h， 生成 1-mercapto-3-phenylimidazo[1,5-a]quionxalin-4(5H)-one
  参考文献：
  名称：

  摘要：

  Retrosynthetic analysis of the structure of imidazo[1,5-a]quinoxalines made it possible to develop new convenient procedures for preparation of these compounds by reaction of 3-(alpha-chlorobenzyl)-1,2-dihydroquinoxalin-2-one with potassium thiocyanate or isocyanate as synthetic equivalent of the two-membered N- = C+ building blocks and by reaction of 3-(alpha-aminobenzyl)-1,2-dihydroquinoxalin-2-one with carbon disulfide, triethoxymethane, aromatic aldehydes, or acetic anhydride as synthetic equivalent of the one-membered RC3+ synthon.

  DOI：

  10.1023/a:1023463117204
• 作为产物：
  描述：

  3-(α-chlorobenzyl)-1,2-dihydroxyquinoxalin-2-one 、 亚磷酸三乙酯 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以75%的产率得到diethyl α-[3-oxo-3,4-dihydroquinoxalin-2(1H)-ylidene]benzylamidophosphate
  参考文献：
  名称：

  摘要：

  Retrosynthetic analysis of the structure of imidazo[1,5-a]quinoxalines made it possible to develop new convenient procedures for preparation of these compounds by reaction of 3-(alpha-chlorobenzyl)-1,2-dihydroquinoxalin-2-one with potassium thiocyanate or isocyanate as synthetic equivalent of the two-membered N- = C+ building blocks and by reaction of 3-(alpha-aminobenzyl)-1,2-dihydroquinoxalin-2-one with carbon disulfide, triethoxymethane, aromatic aldehydes, or acetic anhydride as synthetic equivalent of the one-membered RC3+ synthon.

  DOI：

  10.1023/a:1023463117204

文献信息

• PREVENTION AND TREATMENT OF INFLAMMATORY CONDITIONS
  申请人：GLYCOREGIMMUNE, INC.

  公开号：US20160158258A1

  公开（公告）日：2016-06-09

  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.
• [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.