2-[6-[4-(1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]hexyl]isoindole-1,3-dione | 264869-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[6-[4-(1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]hexyl]isoindole-1,3-dione
• CAS: 264869-92-3
• 化学式: C₂₇H₂₉N₃O₂
• 分子量: 427.546
• InChiKey: VVCUAFIJWBVVDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  56.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[6-[4-(1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]hexyl]isoindole-1,3-dione 在 一水合肼 作用下， 生成 6-(4-(1H-indol-3-yl)-3,6-dihydropyridin-1(2H)-yl)hexan-1-amine
  参考文献：
  名称：

  Biotin tethered homotryptamine derivatives: High affinity probes of the human serotonin transporter (hSERT)

  摘要：

  Quantum dot conjugates of compounds capable of inhibiting the serotonin transporter (SERT) could form the basis of fluorescent probes for live cell imaging of membrane bound SERT. Additionally, quantum dot-SERT antagonist conjugates may be amenable to fluorescence-based, high-throughput assays for this transporter. This Letter describes the synthesis of SERT-selective ligands amenable to conjugation to quantum dots via a biotin-streptavidin binding interaction. SERT selectivity and affinity were incorporated into the ligand via a tetrahydropyridine or cyclohexylamine derivative and the affinity of these compounds for SERT was measured by their ability to produce SERT-dependent currents in Xenopus laveis oocytes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.102
• 作为产物：
  描述：

  N-(6-溴己基)邻苯二甲酰亚胺 、 3-(1,2,3,6-四氢吡啶-4-基)-1H-吲哚 在 三乙胺 作用下， 生成 2-[6-[4-(1H-indol-3-yl)-3,6-dihydro-2H-pyridin-1-yl]hexyl]isoindole-1,3-dione
  参考文献：
  名称：

  Biotin tethered homotryptamine derivatives: High affinity probes of the human serotonin transporter (hSERT)

  摘要：

  Quantum dot conjugates of compounds capable of inhibiting the serotonin transporter (SERT) could form the basis of fluorescent probes for live cell imaging of membrane bound SERT. Additionally, quantum dot-SERT antagonist conjugates may be amenable to fluorescence-based, high-throughput assays for this transporter. This Letter describes the synthesis of SERT-selective ligands amenable to conjugation to quantum dots via a biotin-streptavidin binding interaction. SERT selectivity and affinity were incorporated into the ligand via a tetrahydropyridine or cyclohexylamine derivative and the affinity of these compounds for SERT was measured by their ability to produce SERT-dependent currents in Xenopus laveis oocytes. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.102

文献信息

• Biotin tethered homotryptamine derivatives: High affinity probes of the human serotonin transporter (hSERT)
  作者：Ian D. Tomlinson、Hideki Iwamoto、Randy D. Blakely、Sandra J. Rosenthal

  DOI：10.1016/j.bmcl.2011.01.102

  日期：2011.3

  Quantum dot conjugates of compounds capable of inhibiting the serotonin transporter (SERT) could form the basis of fluorescent probes for live cell imaging of membrane bound SERT. Additionally, quantum dot-SERT antagonist conjugates may be amenable to fluorescence-based, high-throughput assays for this transporter. This Letter describes the synthesis of SERT-selective ligands amenable to conjugation to quantum dots via a biotin-streptavidin binding interaction. SERT selectivity and affinity were incorporated into the ligand via a tetrahydropyridine or cyclohexylamine derivative and the affinity of these compounds for SERT was measured by their ability to produce SERT-dependent currents in Xenopus laveis oocytes. (C) 2011 Elsevier Ltd. All rights reserved.