3-[(3-Oxo-3,4-dihydro-quinoxalin-2-yl)-phenyl-methyl]-pentane-2,4-dione | 769945-56-4

• 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: 3-[(3-Oxo-3,4-dihydro-quinoxalin-2-yl)-phenyl-methyl]-pentane-2,4-dione
• 英文别名: 3-[(3-oxo-4H-quinoxalin-2-yl)-phenylmethyl]pentane-2,4-dione
• CAS: 769945-56-4
• 化学式: C₂₀H₁₈N₂O₃
• 分子量: 334.375
• InChiKey: CZZPUROAXANYBJ-UHFFFAOYSA-N

物化性质

• 熔点：
  263-265 °C
• 密度：
  1.24±0.1 g/cm3(Predicted)
• 溶解度：
  0.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[(3-Oxo-3,4-dihydro-quinoxalin-2-yl)-phenyl-methyl]-pentane-2,4-dione 以 溶剂黄146 为溶剂， 反应 4.0h， 以92%的产率得到methyl 1-methyl-4-oxo-3-phenyl-4,5-dihydropyrrolo[1,2-a]quinoxalin-2-carboxylate
  参考文献：
  名称：

  Fused Polycyclic Nitrogen-Containing Heterocycles: VI. Pyrrolo[1,2-a]quinoxalines

  摘要：

  3-(beta-Chlorobenzyl)-1,2-dihydroquinoxalin-2-one reacts with anions derived from acetylacetone, benzoylacetone, dibenzoylmethane, malononitrile, ethyl acetoacetate, and ethyl cyanoacetate to give the corresponding 3-(beta-R,R'CH-benzyl)-1,2-dihydroquinoxatin-2-ones which undergo intramolecular cyclocondensation to functionally substituted pyrrolo[1,2-a]quinoxalines on heating in boiling acetic acid. The reaction of 3-(alpha-chloro-p-nitrobenzyl)-1,2-dihydroquinoxalin-2-one with acetylacetone anion directly leads to the corresponding pyrrolo[ 1,2-a]quinoxaline, without heating in acetic acid.

  DOI：

  10.1023/b:rujo.0000034919.73409.b3
• 作为产物：
  描述：

  3-(α-chlorobenzyl)-1,2-dihydroxyquinoxalin-2-one 、 乙酰丙酮 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 以73%的产率得到3-[(3-Oxo-3,4-dihydro-quinoxalin-2-yl)-phenyl-methyl]-pentane-2,4-dione
  参考文献：
  名称：

  Fused Polycyclic Nitrogen-Containing Heterocycles: VI. Pyrrolo[1,2-a]quinoxalines

  摘要：

  3-(beta-Chlorobenzyl)-1,2-dihydroquinoxalin-2-one reacts with anions derived from acetylacetone, benzoylacetone, dibenzoylmethane, malononitrile, ethyl acetoacetate, and ethyl cyanoacetate to give the corresponding 3-(beta-R,R'CH-benzyl)-1,2-dihydroquinoxatin-2-ones which undergo intramolecular cyclocondensation to functionally substituted pyrrolo[1,2-a]quinoxalines on heating in boiling acetic acid. The reaction of 3-(alpha-chloro-p-nitrobenzyl)-1,2-dihydroquinoxalin-2-one with acetylacetone anion directly leads to the corresponding pyrrolo[ 1,2-a]quinoxaline, without heating in acetic acid.

  DOI：

  10.1023/b:rujo.0000034919.73409.b3

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.