tert-butyl 6-[4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}-2-methoxyphenyl)piperazin-1-yl]hexylcarbamate | 1246948-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 6-[4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}-2-methoxyphenyl)piperazin-1-yl]hexylcarbamate
• 英文别名: tert-butyl N-[6-[4-[5-[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonylamino]-2-methoxyphenyl]piperazin-1-yl]hexyl]carbamate
• CAS: 1246948-87-7
• 化学式: C₃₁H₄₃ClN₄O₅S₂
• 分子量: 651.291
• InChiKey: WWLBNUDZPLBOIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  43
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  tert-butyl 6-[4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}-2-methoxyphenyl)piperazin-1-yl]hexylcarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 生成 N-{3-[4-(6-aminohexyl)piperazin-1-yl]-4-methoxyphenyl}-5-chloro-3-methyl-1-benzothiophene-2-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：

  N-BOC-6-溴代己胺 、 5-氯-N-[4-甲氧基-3-(1-哌嗪基)苯基]-3-甲基苯并[b]噻吩-2-磺胺 在 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以81%的产率得到tert-butyl 6-[4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}-2-methoxyphenyl)piperazin-1-yl]hexylcarbamate
  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

文献信息

• Development of Molecular Probes for the Human 5-HT₆ Receptor
  作者：Henar Vázquez-Villa、Juan A. González-Vera、Bellinda Benhamú、Alma Viso、Roberto Fernández de la Pradilla、Elena Junquera、Emilio Aicart、María L. López-Rodríguez、Silvia Ortega-Gutiérrez

  DOI：10.1021/jm1007177

  日期：2010.10.14

  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.