(E)-1-phenyl-3-(1H-pyrido[3,2-g][1,4]benzothiazine-5,10-dione-3,4-dihydro-1,1-dioxide)prop-2-en-1-one | 1092843-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (E)-1-phenyl-3-(1H-pyrido[3,2-g][1,4]benzothiazine-5,10-dione-3,4-dihydro-1,1-dioxide)prop-2-en-1-one
• 英文别名: 4,4-dioxo-7-[(E)-3-oxo-3-phenylprop-1-enyl]-2,3-dihydro-1H-pyrido[3,2-g][1,4]benzothiazine-5,10-dione
• CAS: 1092843-92-9
• 化学式: C₂₀H₁₄N₂O₅S
• 分子量: 394.408
• InChiKey: VMSCTWITACQLRG-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  119
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-3-(5,8-dihydro-5,8-dioxoquinolin-2-yl)-1-phenyl-prop-2-en-1-one 、 亚牛磺酸 以 乙醇 、 水 、 乙腈 为溶剂， 反应 18.0h， 以22%的产率得到(E)-1-phenyl-3-(2H-pyrido[2,3-g][1,4]benzothiazine-5,10-dione-3,4-dihydro-1,1-dioxide)prop-2-en-1-one
  参考文献：
  名称：

  Synthesis and anti-inflammatory structure–activity relationships of thiazine–quinoline–quinones: Inhibitors of the neutrophil respiratory burst in a model of acute gouty arthritis

  摘要：

  Sixteen new thiazine-quinoline-quinones have been synthesised, plus one bicyclic analogue. These compounds inhibited neutrophil superoxide production in vitro with IC(50)s as low 60 nM. Compounds with high in vitro anti-inflammatory activity were also tested in a mouse model of acute inflammation. The most active compounds inhibited both neutrophil infiltration and superoxide production at doses 2.5 mu mol/kg, highlighting their potential for development as novel NSAIDs. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.09.052