N-(2-(benzyloxy)-4-chlorophenyl)methanesulfonamide | 1289485-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-(benzyloxy)-4-chlorophenyl)methanesulfonamide
• CAS: 1289485-67-1
• 化学式: C₁₄H₁₄ClNO₃S
• 分子量: 311.789
• InChiKey: TXFIOQUKQFBJNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.29
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  55.4
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  N-(2-(benzyloxy)-4-chlorophenyl)methanesulfonamide 、 4-(3-(bromomethyl)phenyl)-4-methoxytetrahydro-2H-pyran 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以64%的产率得到N-(2-(benzyloxy)-4-chlorophenyl)-N-(3-(4-methoxytetrahydro-2H-pyran-4-yl)benzyl)methanesulfonamide
  参考文献：
  名称：

  Syntheses and characterization of nimesulide derivatives for dual enzyme inhibitors of both cyclooxygenase-1/2 and 5-lipoxygenase

  摘要：

  Cyclooxygenase-1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) are enzymes in two different pathways in the inflammatory process. In the present study, a variety of new nimesulide derivatives were synthesized through incorporation of a 5-LOX pharmacophore into nimesulide followed with some structural modifications, which were then characterized for dual enzyme inhibitors for these two types of enzymes. Their structure-activity relationships (SARs) were studied, and compound 20f was found to be an excellent dual enzyme inhibitor. Its binding conformation and interaction mode were studied with molecular docking experiments. Compound 20f could become a lead compound for further development for potential anti-inflammatory drugs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.043
• 作为产物：
  描述：

  2-氨基-5-氯苯酚 在 吡啶 、 水 、 potassium carbonate 、 溶剂黄146 、 肼 作用下， 以 乙醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 8.0h， 生成 N-(2-(benzyloxy)-4-chlorophenyl)methanesulfonamide
  参考文献：
  名称：

  Syntheses and characterization of nimesulide derivatives for dual enzyme inhibitors of both cyclooxygenase-1/2 and 5-lipoxygenase

  摘要：

  Cyclooxygenase-1/2 (COX-1/2) and 5-lipoxygenase (5-LOX) are enzymes in two different pathways in the inflammatory process. In the present study, a variety of new nimesulide derivatives were synthesized through incorporation of a 5-LOX pharmacophore into nimesulide followed with some structural modifications, which were then characterized for dual enzyme inhibitors for these two types of enzymes. Their structure-activity relationships (SARs) were studied, and compound 20f was found to be an excellent dual enzyme inhibitor. Its binding conformation and interaction mode were studied with molecular docking experiments. Compound 20f could become a lead compound for further development for potential anti-inflammatory drugs. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.01.043