2-[3-(5-氟-1H-吲哚-3-基)-丙基]-6-羟基-1,2,3,4-四氢异喹啉 | 1045805-48-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 2-[3-(5-氟-1H-吲哚-3-基)-丙基]-6-羟基-1,2,3,4-四氢异喹啉
• 英文名称: 2-[3-(5-fluoro-1H-indol-3-yl)-propyl]-6-hydroxy-1,2,3,4-tetrahydro-isoquinoline
• CAS: 1045805-48-8
• 化学式: C₂₀H₂₁FN₂O
• 分子量: 324.398
• InChiKey: HQQFDSQVLDBWBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  39.26
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  [11C]methyl iodide 、 2-[3-(5-氟-1H-吲哚-3-基)-丙基]-6-羟基-1,2,3,4-四氢异喹啉 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 生成 2-[3-(5-氟-1H-吲哚-3-基)-丙基]-(6-(11C)甲氧基)-1,2,3,4-四氢异喹啉
  参考文献：
  名称：

  Carbon-11 labeled indolylpropylamine analog as a new potential PET agent for imaging of the serotonin transporter

  摘要：

  The synthesis and structure-activity relationship of a new class of indole derivatives with low-nanomolar affinity for the SERT and high selectivity versus the 5-HT1A receptor were recently reported. Based on their chemical structure, four new indolylpropylamine derivatives which contain atoms to afford future labeling with PET isotopes, were synthesized and evaluated as SERT ligands. The chemistry of these novel derivatives, their biological evaluation, the general method of preparing the precursor indole for labeling, and the C-11 labeling of the most promising indole derivative, are described herein. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.006
• 作为产物：
  描述：

  1,2,3,4-四氢异喹啉-6-醇 、 3-(3-溴丙基)-5-氟-1H-吲哚 在 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以48%的产率得到2-[3-(5-氟-1H-吲哚-3-基)-丙基]-6-羟基-1,2,3,4-四氢异喹啉
  参考文献：
  名称：

  Carbon-11 labeled indolylpropylamine analog as a new potential PET agent for imaging of the serotonin transporter

  摘要：

  The synthesis and structure-activity relationship of a new class of indole derivatives with low-nanomolar affinity for the SERT and high selectivity versus the 5-HT1A receptor were recently reported. Based on their chemical structure, four new indolylpropylamine derivatives which contain atoms to afford future labeling with PET isotopes, were synthesized and evaluated as SERT ligands. The chemistry of these novel derivatives, their biological evaluation, the general method of preparing the precursor indole for labeling, and the C-11 labeling of the most promising indole derivative, are described herein. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.05.006