(2-dimethylaminoethyl)-2H-pyrido[2,3-g][1,4]-benzothiazine-5,10-dioxo-3,4-dihydro-1,1-dioxo-7-carboxylate | 1092843-90-7

• 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: (2-dimethylaminoethyl)-2H-pyrido[2,3-g][1,4]-benzothiazine-5,10-dioxo-3,4-dihydro-1,1-dioxo-7-carboxylate
• 英文别名: (1,1,5,10-tetraoxo-3,4-dihydro-2H-pyrido[2,3-g][1,4]benzothiazin-7-yl)methyl 3-(dimethylamino)propanoate
• CAS: 1092843-90-7
• 化学式: C₁₇H₁₉N₃O₆S
• 分子量: 393.42
• InChiKey: OTGATYOSNMHPPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2H-pyrido[2,3-g][1,4]benzothiazine-5,10-dione-3,4-dihydro-7-hydroxymethyl-1,1-dioxide 、 3-(dimethylamino)propanoyl chloride 在 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 (2-dimethylaminoethyl)-2H-pyrido[2,3-g][1,4]-benzothiazine-5,10-dioxo-3,4-dihydro-1,1-dioxo-7-carboxylate
  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