2'-（4-甲氧基苯氧基）-4'-硝基甲烷磺酰苯胺 | 51765-76-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2'-（4-甲氧基苯氧基）-4'-硝基甲烷磺酰苯胺
• 中文别名: 美索舒利
• 英文名称: N-(2-(4-methoxyphenoxy)-4-nitrophenyl)methanesulfonamide
• 英文别名: N-[2-(4-Methoxyphenoxy)-4-nitrophenyl]methanesulfonamide
• CAS: 51765-76-5
• 化学式: C₁₄H₁₄N₂O₆S
• 分子量: 338.341
• InChiKey: OBTVYILXIRNVAP-UHFFFAOYSA-N

物化性质

• 沸点：
  474.8±55.0 °C(Predicted)
• 密度：
  1.431±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)：
  2.6
• 重原子数：
  23
• 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：
  119
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  2'-（4-甲氧基苯氧基）-4'-硝基甲烷磺酰苯胺 在 氢溴酸 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 5.0h， 生成 N-[2-(4-羟基苯氧基)-4-硝基苯基]甲烷磺酰胺
  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：
• 作为产物：
  描述：

  硝基氯苯 在 盐酸 、 氢氧化钾 、 硝酸 、 铁粉 、 三乙胺 作用下， 以 二氯甲烷 、 水 、 溶剂黄146 为溶剂， 反应 4.5h， 生成 2'-（4-甲氧基苯氧基）-4'-硝基甲烷磺酰苯胺
  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。
• Isomeric methoxy analogs of nimesulide for development of brain cyclooxygense-2 (COX-2)-targeted imaging agents: Synthesis, in vitro COX-2-inhibitory potency, and cellular transport properties
  作者：Yumi Yamamoto、Takuya Hisa、Jun Arai、Yohei Saito、Fumihiko Yamamoto、Takahiro Mukai、Takashi Ohshima、Minoru Maeda、Yasuhito Ohkubo

  DOI：10.1016/j.bmc.2015.10.007

  日期：2015.11

  Nimesulide analogs bearing a methoxy substituent either at the ortho-, meta- or para-position on the phenyl ring, were designed, synthesized, and evaluated for potential as radioligands for brain cyclooxygenase-2 (COX-2) imaging. The synthesis of nimesulide and regioisomeric methoxy analogs was based on the copper-mediated arylation of phenolic derivatives for the construction of diaryl ethers. These isomeric methoxy analogs displayed lipophilicity similar to that of nimesulide itself, as evidenced by their HPLC logP(7.4) values. In vitro inhibition studies using a colorimetric COX (ovine) inhibitor-screening assay demonstrated that the para-methoxy substituted analog retains the inhibition ability and selectivity observed for parent nimesulide toward COX-2 enzyme, whereas the meta- and ortho-methoxy substituents detrimentally affected COX-2-inhibition activity, which was further supported by molecular docking studies. Bidirectional transport cellular studies using Caco-2 cell culture model in the presence of the P-glycoprotein (P-gp) inhibitor, verapamil, showed that P-gp did not have a significant effect on the efflux of the para-methoxy substituted analog. Further investigations using the radiolabeled form of the para-methoxy substituted analog is warranted for in vivo characterization. (C) 2015 Elsevier Ltd. All rights reserved.
• EP1586557
  申请人：——

  公开号：——

  公开（公告）日：——
• Bioorgan. Med Chem. 2015, 23, 6807-6814
  作者：

  DOI：——

  日期：——