5-(dimethylamino)-N-{4-[4-(2-methoxy-5-nitrophenyl)piperazin-1-yl]butyl}naphthalene-1-sulfonamide | 1246948-74-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-(dimethylamino)-N-{4-[4-(2-methoxy-5-nitrophenyl)piperazin-1-yl]butyl}naphthalene-1-sulfonamide
• CAS: 1246948-74-2
• 化学式: C₂₇H₃₅N₅O₅S
• 分子量: 541.671
• InChiKey: CYFIQALHBVONIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  38.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  108.26
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5-(dimethylamino)-N-{4-[4-(2-methoxy-5-nitrophenyl)piperazin-1-yl]butyl}naphthalene-1-sulfonamide 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 水 为溶剂， 20.0 ℃ 、275.8 kPa 条件下， 反应 16.0h， 生成 N-{4-[4-(5-amino-2-methoxyphenyl)piperazin-1-yl]butyl}-5-(dimethylamino)naphthalene-1-sulfonamide
  参考文献：
  名称：

  Development of Molecular Probes for the Human 5-HT₆ Receptor

  摘要：

  In this work we report the synthesis of a set of labeled ligands targeting the human 5-HT6, receptor (h5-HT6R). Among the synthesized compounds, fluorescent probe 10 (K-i = 175 nM and Phi(f) = 0.21 and biotinylated derivative 15 (K-i = 90 nM) deserve special attention because they enable direct observation of the h5-HT6R in cells. Thus, they represent the first molecular probes for 5-HT6R visualization. These results are the starting point for introducing a variety of tags in these or other 5-HT6R ligand scaffolds aimed at the development of optimized probes with tailored profiles in terms of fluorescence, affinity, or selectivity.

  DOI：

  10.1021/jm1007177
• 作为产物：
  描述：

  4-[4-(2-methoxy-5-nitrophenyl)piperazin-1-yl]but-1-ylamine 、 丹酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以160 mg的产率得到5-(dimethylamino)-N-{4-[4-(2-methoxy-5-nitrophenyl)piperazin-1-yl]butyl}naphthalene-1-sulfonamide
  参考文献：
  名称：

  Development of Molecular Probes for the Human 5-HT₆ Receptor

  摘要：

  In this work we report the synthesis of a set of labeled ligands targeting the human 5-HT6, receptor (h5-HT6R). Among the synthesized compounds, fluorescent probe 10 (K-i = 175 nM and Phi(f) = 0.21 and biotinylated derivative 15 (K-i = 90 nM) deserve special attention because they enable direct observation of the h5-HT6R in cells. Thus, they represent the first molecular probes for 5-HT6R visualization. These results are the starting point for introducing a variety of tags in these or other 5-HT6R ligand scaffolds aimed at the development of optimized probes with tailored profiles in terms of fluorescence, affinity, or selectivity.

  DOI：

  10.1021/jm1007177