3-(2-甲氧基苯基)-2H-1,4-苯并噻嗪 | 1041261-17-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 中文名称: 3-(2-甲氧基苯基)-2H-1,4-苯并噻嗪
• 英文名称: 3-(2-methoxyphenyl)-2H-1,4-benzothiazine
• CAS: 1041261-17-9
• 化学式: C₁₅H₁₃NOS
• 分子量: 255.34
• InChiKey: GKSOEAMTCORTLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  46.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻甲氧基-2-溴苯乙酮 、 2-氨基苯硫醇 在 bioglycerol-based sulfonic acid functionalized carbon 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以92%的产率得到3-(2-甲氧基苯基)-2H-1,4-苯并噻嗪
  参考文献：
  名称：

  Bioglycerol-Based Sulfonic Acid-Functionalized Carbon Catalyst as an Efficient and Reusable Catalyst for One-Pot Synthesis of 3- Substituted-2H-1,4-Benzothiazines

  摘要：

  A simple and efficient synthetic protocol has been developed for the synthesis of 3-substituted-2H-1,4-benzothiazines by using bioglycerol-based sulfonic acid-functionalized carbon catalyst, devoid of corrosive acidic and basic reagents. The developed method has the advantages of good to excellent yields, short reaction times, operational simplicity, and a recyclable catalyst.

  DOI：

  10.1080/10426507.2013.765873

文献信息

• From Phenothiazine to 3-Phenyl-1,4-benzothiazine Derivatives as Inhibitors of the <i>Staphylococcus aureus</i> NorA Multidrug Efflux Pump
  作者：Stefano Sabatini、Glenn W. Kaatz、Gian Maria Rossolini、David Brandini、Arnaldo Fravolini

  DOI：10.1021/jm701623q

  日期：2008.7.1

  Overexpression of efflux pumps is an important mechanism by which bacteria evade effects of substrate antimicrobial agents and inhibition of such pumps is a promising strategy to circumvent this resistance mechanism. NorA is a Staphylococcus aureus multidrug efflux pump, the activity of which confers decreased susceptibility to many structurally unrelated agents, including fluoroquinolones, resulting

  外排泵的过表达是细菌逃避底物抗微生物剂作用的重要机制，抑制这种泵是规避这种耐药机制的有前途的策略。NorA是金黄色葡萄球菌多药外排泵，其活动使许多非结构相关药物（包括氟喹诺酮）的药敏性降低，从而导致了多药耐药（MDR）表型。在这项工作中，设计并合成了一系列1,4-苯并噻嗪衍生物，作为吩噻嗪MDR外排泵抑制剂（EPI）的最小化结构模板，以努力确定更有效的金黄色葡萄球菌NorA EPI。与环丙沙星合用时，几乎所有评估的衍生物均表现出良好的抗金黄色葡萄球菌ATCC 25923的活性。其中一些能够完全恢复在norA过表达菌株（SA-K2378）中的环丙沙星活性。在溴化乙锭（EtBr）外排抑制试验中，化合物6k和7j对SA-1199B（也过表达norA的菌株）显示出良好的活性。
• Bioglycerol-Based Sulfonic Acid-Functionalized Carbon Catalyst as an Efficient and Reusable Catalyst for One-Pot Synthesis of 3- Substituted-2<i>H</i>-1,4-Benzothiazines
  作者：Xiaojuan Yang、Liqiang Wu

  DOI：10.1080/10426507.2013.765873

  日期：2013.10.1

  A simple and efficient synthetic protocol has been developed for the synthesis of 3-substituted-2H-1,4-benzothiazines by using bioglycerol-based sulfonic acid-functionalized carbon catalyst, devoid of corrosive acidic and basic reagents. The developed method has the advantages of good to excellent yields, short reaction times, operational simplicity, and a recyclable catalyst.