2H-pyrido[2,3-g][1,4]-benzothiazine-5,10-dioxo-3,4-dihydro-N-(2-dimethylaminoethyl)-1,1-dioxo-7-carboxamide | 1092843-89-4

• 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: 2H-pyrido[2,3-g][1,4]-benzothiazine-5,10-dioxo-3,4-dihydro-N-(2-dimethylaminoethyl)-1,1-dioxo-7-carboxamide
• 英文别名: N-[2-(dimethylamino)ethyl]-1,1,5,10-tetraoxo-3,4-dihydro-2H-pyrido[2,3-g][1,4]benzothiazine-7-carboxamide
• CAS: 1092843-89-4
• 化学式: C₁₆H₁₈N₄O₅S
• 分子量: 378.409
• InChiKey: JGVMFPJYHPZAEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  ascidiathiazone A 、 N,N-二甲基乙二胺 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 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 3.0h， 以30%的产率得到2H-pyrido[2,3-g][1,4]-benzothiazine-5,10-dioxo-3,4-dihydro-N-(2-dimethylaminoethyl)-1,1-dioxo-7-carboxamide
  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

文献信息

• Synthesis and anti-inflammatory structure–activity relationships of thiazine–quinoline–quinones: Inhibitors of the neutrophil respiratory burst in a model of acute gouty arthritis
  作者：Elizabeth W. Chia、A. Norrie Pearce、Michael V. Berridge、Lesley Larsen、Nigel B. Perry、Catherine E. Sansom、Colette A. Godfrey、Lyall R. Hanton、Guo-Liang (Leon) Lu、Michaela Walton、William A. Denny、Victoria L. Webb、Brent R. Copp、Jacquie L. Harper

  DOI：10.1016/j.bmc.2008.09.052

  日期：2008.11

  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.