fallypride | 166173-78-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: fallypride
• 英文别名: 5-(3-fluoropropyl)-2,3-dimethoxy-N-[[(2S)-1-prop-2-enylpyrrolidin-2-yl]methyl]benzamide
• CAS: 166173-78-0
• 化学式: C₂₀H₂₉FN₂O₃
• 分子量: 364.46
• InChiKey: OABRYNHZQBZDMG-INIZCTEOSA-N

物化性质

• 沸点：
  451.8±45.0 °C(Predicted)
• 密度：
  1.079±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tosyl fallypride 在 potassium fluoride 、 potassium carbonate 、 4,7,13,16,21,24-六氧-1,10-二氮双环[8.8.8]二十六烷 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以64%的产率得到fallypride
  参考文献：
  名称：

  使用 19 F-试剂以示踪剂水平和 LC-MS/MS 分析优化 18 F-合成：改进 [18 F]MDL100907 的合成

  摘要：

  传统的放射合成优化面临着高辐射暴露、成本和由于示踪剂衰变而无法进行连续反应的挑战。为了加速示踪剂的开发，我们开发了一种策略，通过使用示踪剂级（纳摩尔）非放射性 19 F 试剂和 LC-MS/MS 分析来模拟放射性 18 F 合成。该方法在示踪剂水平 19 F 条件下用 fallypride 合成进行了验证，显示出与放射合成具有可重复性和可比性的结果，并证明了该过程的可行性。使用这种方法，[18 F]MDL100907 的合成在 19 F 条件下得到了优化，产率大大提高。最好的条件成功地转移到放射合成。放射化学产率达到 19% 至 22%，放射化学纯度 > 99%，摩尔活性为 38。8 至 53.6 GBq/μmol (n = 3)。示踪剂级 19 F 方法提供了一种高通量且具有成本效益的过程，可通过减少辐射暴露来优化放射合成。这种新方法允许药物和合成化学家优化放射性标记条件，而无需使用放射性。

  DOI：

  10.1002/jlcr.3606

文献信息

• A new multi-gram synthetic route to labeling precursors for the D2/3 PET agent 18F-fallypride
  作者：Kwangho Kim、Nicole R. Miller、Gary A. Sulikowski、Craig W. Lindsley

  DOI：10.1016/j.bmcl.2008.07.065

  日期：2008.8

  This Letter describes a new multi-gram synthetic protocol for the preparation of the classic tosylate labeling precursor for the D(2/3) PET agent [(18)F]fallypride. In the course of our studies, we also discovered two novel labeling precusors, the previously undescribed mesylate and chloro congeners of fallypride.

  这封信描述了一种新的多克合成协议，用于制备 D(2/3) PET 代理 [(18) F] fallypride 的经典甲苯磺酸盐标记前体。在我们的研究过程中，我们还发现了两种新的标记前体，即之前未描述的甲磺酸盐和落草胺的氯同系物。
• In vitro affinities of various halogenated benzamide derivatives as potential radioligands for non-invasive quantification of D2-like dopamine receptors
  作者：Daniela Stark、Markus Piel、Harald Hübner、Peter Gmeiner、Gerhard Gründer、Frank Rösch

  DOI：10.1016/j.bmc.2007.07.017

  日期：2007.11

  Benzamide derivatives as radiotracers have played an important role in diagnosing malfunction in dopaminergic neurotransmission. A variety of halogenated and two unsubstituted benzamide derivatives were synthesised and their in vitro affinities to dopaminergic, serotonergic and adrenergic receptors and their lipophilicities were determined. As references IBZM (3), raclopride (4) and FLB457 (5) were tested as well. The two iodinated compounds NAE (27) and NADE (28) displayed K-i values of 0.68 and 14 nM for the D-2 receptor. The well-established radiotracers FP (1) and DMFP (2) showed affinities in the same range as did the brominated compounds NABrE (29) and NABrDE (30). The logD(7.4) values of 2.91 for NAE (27) and of 2.81 for NADE (28) are in the range of those found for IBZM (3), FP (1) and DMFP (2). These facts allow to expect good properties for the two iodinated compounds NAE (27) and NADE (28) regarding in vivo imaging with SPECT. (C) 2007 Elsevier Ltd. All rights reserved.
• METAL OXIDE CATALYZED RADIOFLUORINATION
  申请人：The Regents of the University of California

  公开号：US20170224851A1

  公开（公告）日：2017-08-10

  Inter alia, the first titania-catalyzed [ 18 F]-radiofluorination in highly aqueous medium is provided. In embodiments, the method utilizes titanium dioxide, 1:1 acetonitrile-thexyl alcohol solvent mixture and tetrabutylammonium bicarbonate as a base. Radiolabeling may be directly performed with aqueous [ 18 F]fluoride without the need for drying/azeotroping step, which reduces radiosynthesis time while keeping high fluoride conversion. The general applicability of the synthetic strategy to the synthesis of the wide range of PET probes from tosylated precursors is demonstrated.
• US9895454B2
  申请人：——

  公开号：US9895454B2

  公开（公告）日：2018-02-20