N,N-dimethyl-2-[2-(4-nitrobenzamido)-p-tolylthio]benzylamine | 1083194-26-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N-dimethyl-2-[2-(4-nitrobenzamido)-p-tolylthio]benzylamine
• 英文别名: N,N-Dimethyl-2-[2-(N-4-nitrobenzamide)-4-tolylthio]benzylamine；N-[2-[2-[(dimethylamino)methyl]phenyl]sulfanyl-5-methylphenyl]-4-nitrobenzamide
• CAS: 1083194-26-6
• 化学式: C₂₃H₂₃N₃O₃S
• 分子量: 421.52
• InChiKey: PWVMDDIYWPUTLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-2-[2-(4-nitrobenzamido)-p-tolylthio]benzylamine 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以72%的产率得到N,N-Dimethyl-2-[2-(N-4-nitrobenzylamine)-4-tolylthio]benzylamine
  参考文献：
  名称：

  Docking study, synthesis, and in vitro evaluation of fluoro-MADAM derivatives as SERT ligands for PET imaging

  摘要：

  In order to predict affinity of new diphenylsulfides for the serotonin transporter (SERT), a molecular modeling model was used to compare potential binding affinity of new compounds with known potent ligands. The aim of this study is to identify a suitable PET radioligand for imaging the SERT, new derivatives, and their precursors for a C-11 or F-18 radiolabeling, were synthesized. Two fluorinated derivatives displayed good in vitro affinity for the SERT (K-i = 14.3 +/- 1 and 10.1 +/- 2.7 nM) and good selectivity toward the other monoamine transporters as predicted by the docking study. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.002
• 作为产物：
  描述：

  4-硝基苯甲酰氯 、 N,N-dimethyl-2-(2-amino-4-methylphenylthio)benzylamine 在 吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以100%的产率得到N,N-dimethyl-2-[2-(4-nitrobenzamido)-p-tolylthio]benzylamine
  参考文献：
  名称：

  Docking study, synthesis, and in vitro evaluation of fluoro-MADAM derivatives as SERT ligands for PET imaging

  摘要：

  In order to predict affinity of new diphenylsulfides for the serotonin transporter (SERT), a molecular modeling model was used to compare potential binding affinity of new compounds with known potent ligands. The aim of this study is to identify a suitable PET radioligand for imaging the SERT, new derivatives, and their precursors for a C-11 or F-18 radiolabeling, were synthesized. Two fluorinated derivatives displayed good in vitro affinity for the SERT (K-i = 14.3 +/- 1 and 10.1 +/- 2.7 nM) and good selectivity toward the other monoamine transporters as predicted by the docking study. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.002

文献信息

• Docking study, synthesis, and in vitro evaluation of fluoro-MADAM derivatives as SERT ligands for PET imaging
  作者：Sylvie Mavel、Johnny Vercouillie、Lucette Garreau、Tiziana Raguza、Aina Westrheim Ravna、Sylvie Chalon、Denis Guilloteau、Patrick Emond

  DOI：10.1016/j.bmc.2008.08.002

  日期：2008.10

  In order to predict affinity of new diphenylsulfides for the serotonin transporter (SERT), a molecular modeling model was used to compare potential binding affinity of new compounds with known potent ligands. The aim of this study is to identify a suitable PET radioligand for imaging the SERT, new derivatives, and their precursors for a C-11 or F-18 radiolabeling, were synthesized. Two fluorinated derivatives displayed good in vitro affinity for the SERT (K-i = 14.3 +/- 1 and 10.1 +/- 2.7 nM) and good selectivity toward the other monoamine transporters as predicted by the docking study. (C) 2008 Elsevier Ltd. All rights reserved.