(S)-2-(6-(diethylamino)-3-(diethyliminio)-3H-xanthen-9-yl)-5-(N-(6-(((1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl)methyl)amino)-6-oxohexyl)sulfamoyl)benzenesulfonate | 1585941-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (S)-2-(6-(diethylamino)-3-(diethyliminio)-3H-xanthen-9-yl)-5-(N-(6-(((1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl)methyl)amino)-6-oxohexyl)sulfamoyl)benzenesulfonate
• 英文别名: 2-[3-(diethylamino)-6-diethylazaniumylidenexanthen-9-yl]-5-[[6-[[(1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-yl]methylamino]-6-oxohexyl]sulfamoyl]benzenesulfonate
• CAS: 1585941-35-0
• 化学式: C₅₃H₆₄FN₅O₈S₂
• 分子量: 982.25
• InChiKey: NEVFWHLXCFNVPG-DTSDQNDWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  69
• 可旋转键数：
  21
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  177
• 氢给体数：
  2
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  依他普仑 在 lithium aluminium tetrahydride 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 (S)-2-(6-(diethylamino)-3-(diethyliminio)-3H-xanthen-9-yl)-5-(N-(6-(((1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-yl)methyl)amino)-6-oxohexyl)sulfamoyl)benzenesulfonate
  参考文献：
  名称：

  Novel and High Affinity Fluorescent Ligands for the Serotonin Transporter Based on (S)-Citalopram

  摘要：

  Novel rhodamine-labeled ligands, based on (S)citalopram, were synthesized and evaluated for uptake inhibition at the human serotonin, dopamine, and norepinephrine transporters (hSERT, hDAT, and hNET, respectively) and for binding at SERT, in transiently transfected COS7 cells. Compound 14 demonstrated high affinity binding and selectivity for SERT (K-i; = 3 nM). Visualization of SERT, using confocal laser scanning microscopy, validated compound 14 as a novel tool for studying SERT expression and distribution in living cells.

  DOI：

  10.1021/ml5000806

文献信息

• Novel and High Affinity Fluorescent Ligands for the Serotonin Transporter Based on (<i>S</i>)-Citalopram
  作者：Vivek Kumar、Troels Rahbek-Clemmensen、Christian B. Billesbølle、Trine Nygaard Jorgensen、Ulrik Gether、Amy Hauck Newman

  DOI：10.1021/ml5000806

  日期：2014.6.12

  Novel rhodamine-labeled ligands, based on (S)citalopram, were synthesized and evaluated for uptake inhibition at the human serotonin, dopamine, and norepinephrine transporters (hSERT, hDAT, and hNET, respectively) and for binding at SERT, in transiently transfected COS7 cells. Compound 14 demonstrated high affinity binding and selectivity for SERT (K-i; = 3 nM). Visualization of SERT, using confocal laser scanning microscopy, validated compound 14 as a novel tool for studying SERT expression and distribution in living cells.