N-(2-(4-methoxyphenoxy)phenyl)methanesulfonamide | 721448-65-3

• 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-(4-methoxyphenoxy)phenyl)methanesulfonamide
• 英文别名: 2-(4'-methoxy-phenoxy)-methanesulfonyl aniline；N-[2-(4-methoxyphenoxy)phenyl]methanesulfonamide
• CAS: 721448-65-3
• 化学式: C₁₄H₁₅NO₄S
• 分子量: 293.343
• InChiKey: MXLQIIYPGYSBSG-UHFFFAOYSA-N

物化性质

• 沸点：
  414.7±55.0 °C(Predicted)
• 密度：
  1.306±0.06 g/cm3(Predicted)
• 溶解度：
  扩张型心肌病

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-(4-methoxyphenoxy)phenyl)methanesulfonamide 在 硝酸 、 乙酸酐 、 溶剂黄146 作用下， 以84.3%的产率得到2'-（4-甲氧基苯氧基）-4'-硝基甲烷磺酰苯胺
  参考文献：
  名称：

  EP1586557

  摘要：

  公开号：
• 作为产物：
  描述：

  1-(4-甲氧基苯氧基)-2-硝基苯 在 盐酸 、 铁粉 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 1.0h， 生成 N-(2-(4-methoxyphenoxy)phenyl)methanesulfonamide
  参考文献：
  名称：

  Singh, Parmjeet; Singh, Amarjit; Sharma, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 6, p. 1263 - 1264

  摘要：

  DOI：

文献信息

• 4-Nitro-2-[(4'-methoxy)-phenoxy]-methanesulfonanilide derivatives and their pharmaceutical use
  申请人：Sun Zhuangrong

  公开号：US20070060544A1

  公开（公告）日：2007-03-15

  4-nitro-2-[4′-methoxy)-phenoxy]-methane-sulfonanilide or the pharmaceutical acceptable salts or solvates or hydrates thereof are provided. Also provided is their mixture with povidone, phospholipids or cyclodextrin, as well as their pharmaceutical uses, particularly the use as a non-steroidal anti-inflammatory, analgetic agent.

  提供4-硝基-2-[4'-甲氧基)-苯氧基]-甲磺酰苯胺或其药物可接受的盐、溶剂或水合物。同时还提供它们与聚乙烯吡咯烷酮、磷脂或环糊精的混合物，以及它们的药物用途，特别是作为非甾体抗炎、镇痛剂的用途。
• Discovery of Dual Target Inhibitors against Cyclooxygenases and Leukotriene A₄ Hydrolyase
  作者：Zheng Chen、Yiran Wu、Ying Liu、Suijia Yang、Yunjie Chen、Luhua Lai

  DOI：10.1021/jm200063s

  日期：2011.5.26

  Dual target inhibitors against COX-2. and LTA(4)H were designed by adding functional groups from a marketed COX-2 inhibitor, Nimesulide, to an existing LTA(4)H inhibitor 1-(2-(4-phenoxyphenoxy) ethyl) pyrrolidine. A series of phenoxyphenyl pyrrolidine compounds were synthesized and tested for their inhibition activities using enzyme assays and human whole blood assay. Introduction of small electron withdrawing groups like NO2 and CF3 in the ortho-position of the terminal phenyl ring was found to change the original single target LTA(4)H inhibitor to dual target LTA(4)H and COX-2 inhibitors. Compound 5a and 5m showed dual LTA(4)H and COX-2 inhibition activities in the enzyme assays and the I-EWE assay with IC50 values in the micromolar to submicromolar range. As their activities in HWB assay were comparable to the two starting single target inhibitors, the two compounds are promising for further studies. The strategy used in the current study may be generally applicable to other dual target drug designs.