2-(4-fluoro-2-(1-methyl-2-naphthyloxy)phenoxy)-N-(2-methyl-4-sulfamoylphenyl)acetamide | 1322035-69-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-fluoro-2-(1-methyl-2-naphthyloxy)phenoxy)-N-(2-methyl-4-sulfamoylphenyl)acetamide
• 英文别名: 2-[4-Fluoro-2-[(1-methyl-2-naphthyl)oxy]phenoxy]-N-(2-methyl-4-sulfamoyl-phenyl)acetamide；2-[4-fluoro-2-(1-methylnaphthalen-2-yl)oxyphenoxy]-N-(2-methyl-4-sulfamoylphenyl)acetamide
• CAS: 1322035-69-7
• 化学式: C₂₆H₂₃FN₂O₅S
• 分子量: 494.543
• InChiKey: OTHKBXSCXAMHOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-溴-4-氟苯甲醚 在 potassium phosphate 、 copper(l) iodide 、 三溴化硼 、 potassium carbonate 、 potassium iodide 、 (E)-1-(2-pyridinyl)methylene-2-phenylhydrazine 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 丙酮 为溶剂， 反应 27.5h， 生成 2-(4-fluoro-2-(1-methyl-2-naphthyloxy)phenoxy)-N-(2-methyl-4-sulfamoylphenyl)acetamide
  参考文献：
  名称：

  Synthesis and biological evaluation of naphthyl phenyl ethers (NPEs) as novel nonnucleoside HIV-1 reverse transcriptase inhibitors

  摘要：

  A novel series of naphthyl phenyl ether analogues (NPEs) have been synthesized and evaluated for their in vitro activities against HIV in C8166 cells. Most of the compounds exhibited moderate to excellent anti-HIV activities. Among them the most active compound 12o showed excellent activities against wild-type HIV-1 with an EC(50) value of 4.60 nM, along with moderate activities against the double mutant strain HIV-1(IIIB) A17 (K103N+Y181C) and HIV-2 strain ROD with an EC(50) value of 0.82 and 4.40 mu M, respectively. Preliminary structure-activity relationship (SAR) among the newly synthesized NPEs was also investigated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.05.060

文献信息

• Synthesis and biological evaluation of naphthyl phenyl ethers (NPEs) as novel nonnucleoside HIV-1 reverse transcriptase inhibitors
  作者：Shuang-Xi Gu、Xuan Zhang、Qiu-Qin He、Liu-Meng Yang、Xiao-Dong Ma、Yong-Tang Zheng、Shi-Qiong Yang、Fen-Er Chen

  DOI：10.1016/j.bmc.2011.05.060

  日期：2011.7

  A novel series of naphthyl phenyl ether analogues (NPEs) have been synthesized and evaluated for their in vitro activities against HIV in C8166 cells. Most of the compounds exhibited moderate to excellent anti-HIV activities. Among them the most active compound 12o showed excellent activities against wild-type HIV-1 with an EC(50) value of 4.60 nM, along with moderate activities against the double mutant strain HIV-1(IIIB) A17 (K103N+Y181C) and HIV-2 strain ROD with an EC(50) value of 0.82 and 4.40 mu M, respectively. Preliminary structure-activity relationship (SAR) among the newly synthesized NPEs was also investigated. (C) 2011 Elsevier Ltd. All rights reserved.