N-{6-[4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]-amino}-2-methoxyphenyl)piperazin-1-yl]hexyl}-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide | 1246994-32-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: N-{6-[4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]-amino}-2-methoxyphenyl)piperazin-1-yl]hexyl}-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide
• 英文别名: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[6-[4-[5-[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonylamino]-2-methoxyphenyl]piperazin-1-yl]hexyl]pentanamide
• CAS: 1246994-32-0
• 化学式: C₃₆H₄₉ClN₆O₅S₃
• 分子量: 777.473
• InChiKey: OXFSANVEEVGUSC-URBDOXFBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  51
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  194
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  N-{3-[4-(6-aminohexyl)piperazin-1-yl]-4-methoxyphenyl}-5-chloro-3-methyl-1-benzothiophene-2-sulfonamide 、 D-生物素 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 以128 mg的产率得到N-{6-[4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]-amino}-2-methoxyphenyl)piperazin-1-yl]hexyl}-5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanamide
  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.