6-(3-fluoropropoxy)-3,4-dihydroisoquinolin-1(2H)-one | 1063704-80-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 6-(3-fluoropropoxy)-3,4-dihydroisoquinolin-1(2H)-one
• CAS: 1063704-80-2
• 化学式: C₁₂H₁₄FNO₂
• 分子量: 223.247
• InChiKey: FIMPRXKRENUYHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.33
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  6-(3-fluoropropoxy)-3,4-dihydroisoquinolin-1(2H)-one 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以90%的产率得到6-fluoropropoxytetrahydroisoquinoline
  参考文献：
  名称：

  3-(4-(6-Fluoroalkoxy-3,4-dihydroisoquinoline-2(1H)-yl)cyclohexyl)-1H-indole-5-carbonitriles for SERT imaging: Chemical synthesis, evaluation in vitro and radiofluorination

  摘要：

  Aminocyclohexyl indoles bind with high affinity and specificity toward the serotonin transporter (SERT). Based on this structural lead, we designed fluoroalkoxydihydroisoquinoline-cyclohexyl indole carbonitriles for future application as F-18-labeled tracers for SERT imaging by PET. Six compounds, three pairs of cis- and trans-isomer derivatives, respectively, were synthesized and evaluated in vitro. The chemistry of the new compounds, their affinity and specificity data, the general route to the phenolic precursor for labeling, and the successful F-18-fluoroalkylation of one pair of compounds are described herein. (C) 2008 Elsevier Ltd. All Fights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.077
• 作为产物：
  描述：

  6-羟基-3,4-二氢异喹啉-1(2H)-酮 、 3-氟-1-碘代丙烷 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以78%的产率得到6-(3-fluoropropoxy)-3,4-dihydroisoquinolin-1(2H)-one
  参考文献：
  名称：

  3-(4-(6-Fluoroalkoxy-3,4-dihydroisoquinoline-2(1H)-yl)cyclohexyl)-1H-indole-5-carbonitriles for SERT imaging: Chemical synthesis, evaluation in vitro and radiofluorination

  摘要：

  Aminocyclohexyl indoles bind with high affinity and specificity toward the serotonin transporter (SERT). Based on this structural lead, we designed fluoroalkoxydihydroisoquinoline-cyclohexyl indole carbonitriles for future application as F-18-labeled tracers for SERT imaging by PET. Six compounds, three pairs of cis- and trans-isomer derivatives, respectively, were synthesized and evaluated in vitro. The chemistry of the new compounds, their affinity and specificity data, the general route to the phenolic precursor for labeling, and the successful F-18-fluoroalkylation of one pair of compounds are described herein. (C) 2008 Elsevier Ltd. All Fights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.077