tert-butyl 4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl][8-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)octyl]amino}-2-methoxyphenyl)piperazine-1-carboxylate | 1246948-56-0

• 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 4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl][8-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)octyl]amino}-2-methoxyphenyl)piperazine-1-carboxylate
• 英文别名: Tert-butyl 4-[5-[(5-chloro-3-methyl-1-benzothiophen-2-yl)sulfonyl-[8-(1,3-dioxoisoindol-2-yl)octyl]amino]-2-methoxyphenyl]piperazine-1-carboxylate
• CAS: 1246948-56-0
• 化学式: C₄₁H₄₉ClN₄O₇S₂
• 分子量: 809.448
• InChiKey: LPKCBDYUHULMFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  55
• 可旋转键数：
  16
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  153
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl][8-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)octyl]amino}-2-methoxyphenyl)piperazine-1-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 tert-butyl 4-(5-{(8-aminooctyl)[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}-2-methoxyphenyl)piperazine-1-carboxylate
  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-(8-溴辛基)邻苯二甲酰亚胺 、 tert-butyl 4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}-2-methoxyphenyl)piperazine-1-carboxylate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 以95%的产率得到tert-butyl 4-(5-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl][8-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)octyl]amino}-2-methoxyphenyl)piperazine-1-carboxylate
  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