3-(3-氟丙基)-3,4-二氢-1H-喹啉-2-酮 | 651315-42-3

• 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
• 中文名称: 3-(3-氟丙基)-3,4-二氢-1H-喹啉-2-酮
• 英文名称: 3-(3-fluoropropyl)-3,4-dihydro-2(1H)-quinolinone
• 英文别名: 3-(3-Fluoropropyl)-3,4-dihydroquinolin-2(1H)-one；3-(3-fluoropropyl)-3,4-dihydro-1H-quinolin-2-one
• CAS: 651315-42-3
• 化学式: C₁₂H₁₄FNO
• 分子量: 207.248
• InChiKey: ZCGITBUWIMMYKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-氟丙基)-3,4-二氢-1H-喹啉-2-酮 在 硫酸 、 硝酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 三氯氧磷 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.08h， 生成 2-chloro-3-(3-fluoropropyl)-6-nitroquinoline
  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：

  3,4-二氢-2(1H)-喹啉酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以61%的产率得到3-(3-氟丙基)-3,4-二氢-1H-喹啉-2-酮
  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

• 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
  作者：Byoung Se Lee、Soyoung Chu、Kyo Chul Lee、Bon-Su Lee、Dae Yoon Chi、Yearn Seong Choe、Sang Eun Kim、Yun Seon Song、Changbae Jin

  DOI：10.1016/j.bmc.2003.09.009

  日期：2003.11

  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.