N-(8-{[tert-butyl(dimethyl)silyl]oxy}octyl)-5-(dimethylamino)naphthalene-1-sulfonamide | 1246948-47-9

• 英文名称: N-(8-{[tert-butyl(dimethyl)silyl]oxy}octyl)-5-(dimethylamino)naphthalene-1-sulfonamide
• CAS: 1246948-47-9
• 化学式: C₂₆H₄₄N₂O₃SSi
• 分子量: 492.798
• InChiKey: LGKUXXBLXUYTNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.55
• 重原子数：
  33.0
• 可旋转键数：
  13.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  58.64
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(8-{[tert-butyl(dimethyl)silyl]oxy}octyl)-5-(dimethylamino)naphthalene-1-sulfonamide 在 四丁基溴化铵 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 12.0h， 以93%的产率得到5-(dimethylamino)-N-(8-hydroxyoctyl)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：

  8-{[tert-butyl(dimethyl)silyl]oxy}oct-1-ylamine 、 丹酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以79%的产率得到N-(8-{[tert-butyl(dimethyl)silyl]oxy}octyl)-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