3-(3-hydroxypropyl)-6-nitro-2-(4-formylpiperazin-1-yl)quinoline | 499106-43-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(3-hydroxypropyl)-6-nitro-2-(4-formylpiperazin-1-yl)quinoline
• CAS: 499106-43-3
• 化学式: C₁₇H₂₀N₄O₄
• 分子量: 344.37
• InChiKey: KSNVEFXIFGCXEC-UHFFFAOYSA-N

物化性质

• 沸点：
  633.8±55.0 °C(Predicted)
• 密度：
  1.403±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  25.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  99.81
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-(3-hydroxypropyl)-6-nitro-2-(4-formylpiperazin-1-yl)quinoline 在 四丁基氟化铵 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter: Part 3. † †Part 2. See ref 1. A potential 5-HT transporter imaging agent, 3-(3-[ 18 F]fluoropropyl)-6-nitroquipazine

  摘要：

  3-(3-[F-18]Fluoropropyl)-6-nitroquipazine ([F-18]FPNQ) as a 5-HT transporter imaging agents was designed, synthesized, and evaluated. FPNQ was selected due to its potent in vitro biological activity (K-i = 0.32 nM) in rat brain cortical membranes. The F-18-labeled FPNQ was prepared by reaction of the propyl mesylate as a precursor with tetra-n-butylammonium [F-18]fluoride generated under NCA conditions. The precursor mesylate was synthesized from commercially available hydrocarbostyril in nine steps in 21% overall yield. The specific activity of the [F-18]FPNQ determined by radioreceptor assay was 27.0 GBq/mumol. Tissue distribution studies in mice showed the highest uptake in the frontal cortex (5.79 %ID/g) at 60 min post-injection. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.009
• 作为产物：
  描述：

  3-(3-乙酰氧基丙基)-6-硝基-2-(4-甲酰基哌嗪-1-基)喹啉 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 15.0h， 以72%的产率得到3-(3-hydroxypropyl)-6-nitro-2-(4-formylpiperazin-1-yl)quinoline
  参考文献：
  名称：

  Syntheses and binding affinities of 6-nitroquipazine analogues for serotonin transporter: Part 3. † †Part 2. See ref 1. A potential 5-HT transporter imaging agent, 3-(3-[ 18 F]fluoropropyl)-6-nitroquipazine

  摘要：

  3-(3-[F-18]Fluoropropyl)-6-nitroquipazine ([F-18]FPNQ) as a 5-HT transporter imaging agents was designed, synthesized, and evaluated. FPNQ was selected due to its potent in vitro biological activity (K-i = 0.32 nM) in rat brain cortical membranes. The F-18-labeled FPNQ was prepared by reaction of the propyl mesylate as a precursor with tetra-n-butylammonium [F-18]fluoride generated under NCA conditions. The precursor mesylate was synthesized from commercially available hydrocarbostyril in nine steps in 21% overall yield. The specific activity of the [F-18]FPNQ determined by radioreceptor assay was 27.0 GBq/mumol. Tissue distribution studies in mice showed the highest uptake in the frontal cortex (5.79 %ID/g) at 60 min post-injection. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.09.009

文献信息

• Lee; Lee; Chu, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S54-S56
  作者：Lee、Lee、Chu、Choe、Kim、Chi

  DOI：——

  日期：——