(4-<18F>fluoro-3-iodobenzyl)guanidine

• 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: (4-<18F>fluoro-3-iodobenzyl)guanidine
• 英文别名: 4-[¹⁸F]fluoro-3-iodobenzylguanidine；N-(4-[18F]-fluoro-3-iodobenzyl)guanidine；[¹⁸F]FIBG；2-[(4-(18F)fluoranyl-3-iodophenyl)methyl]guanidine
• 化学式: C₈H₉FIN₃
• 分子量: 292.084
• InChiKey: IKWJWCZWJVPPIC-RVRFMXCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  tert-butyl N-[N'-[(4-(18F)fluoranyl-3-iodophenyl)methyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamimidoyl]carbamate 在 三氟乙酸 作用下， 反应 0.13h， 生成 (4-<18F>fluoro-3-iodobenzyl)guanidine
  参考文献：
  名称：

  (4-[18F]Fluoro-3-iodobenzyl)guanidine, a Potential MIBG Analog for Positron Emission Tomography

  摘要：

  The aims of this investigation were to develop a no-carrier-added (nea) synthesis of (4-[F-18]-fluoro-3-iodobenzyl)guanidine (F-18]FIBG) and to evaluate its potential as an MIBG analogue useful for positron emission tomography. [F-18]FIBG was prepared in four steps starting from 4-cyano-2-iodo-N,N,N-trimethylanilinium trifluoromethanesulfonate in 5% decay-corrected radiochemical yield in a total synthesis time of 130 min. The specific activity was more than 1500 Ci per mmol. In vitro binding studies showed that the percent binding of [F-18]FIBG to SK-N-SH human neuroblastoma cells remained constant over a 3-log activity range and was similar to that of nca [I-131]MIBG. Specific and high uptake of FIBG was also seen in mouse heart and adrenals. The in vitro and in vivo properties of[F-18]FIBG suggest that this compound may be a useful positron-emitting analogue of MIBG.

  DOI：

  10.1021/jm00047a022

文献信息

• FLUORIDATION OF IODONIUM SALTS
  申请人：Woodcraft John

  公开号：US20110144344A1

  公开（公告）日：2011-06-16

  The present invention provides an improved method for fluoridation of an iodonium salt wherein a solution of the iodonium salt comprising a free radical trap is stored before the reaction is carried out. The method of the invention may be automated, which is particularly convenient when the method of the invention is radiofluoridation. As such the present invention also provides a cassette comprising the iodonium salt solution suitable for carrying out the method of the invention on an automated synthesizer.

  本发明提供了一种改进的碘鎓盐氟化方法，其中在进行反应之前，存储了包含自由基捕捉剂的碘鎓盐的溶液。本发明的方法可以自动化，特别是在进行放射性氟化合物制备时非常方便。因此，本发明还提供了一种盒式装置，其中包含碘鎓盐溶液，适用于在自动化合成器上进行本发明的方法。
• LIGANDS FOR IMAGING CARDIAC INNERVATION
  申请人：Purohit Ajay

  公开号：US20100221182A1

  公开（公告）日：2010-09-02

  Novel compounds that find use as imaging agents within nuclear medicine applications (PET imaging) for imaging of cardiac innervation are disclosed. These PET based radiotracers may exhibit increased stability, decreased NE release (thereby reducing side effects), improved quantitative data, and/or high affinity for VMAT over prior radiotracers. Methods of using the compounds to image cardiac innervation are also provided. In some instances the compounds are developed by derivatizing certain compounds with 18 F in a variety of positions: aryl, alkyl, a keto, benzylic, beta-alkylethers, gamma-propylalkylethers and beta-proplylalkylethers. Alternatively or additionally, a methyl group a is added to the amine, and/or the catechol functionality is either eliminated or masked as a way of making these compounds more stable.

  本发明揭示了一种新型化合物，可用作核医学应用（PET成像）中的成像剂，用于成像心脏神经。这些基于PET的放射性示踪剂可能表现出增加的稳定性，减少NE释放（从而减少副作用），改善定量数据和/或高亲和力，以VMAT优于先前的放射性示踪剂。还提供了使用这些化合物成像心脏神经的方法。在某些情况下，这些化合物是通过在各种位置上衍生化某些化合物与18F而开发出来的：芳基，烷基，酮，苄基，β-烷基醚，γ-丙基烷基醚和β-丙基烷基醚。或者，还可以添加甲基基团到胺中，和/或消除或掩盖儿茶酚的功能，以使这些化合物更加稳定。
• Ligands for imaging cardiac innervation
  申请人：Lantheus Medical Imaging, Inc.

  公开号：US10010631B2

  公开（公告）日：2018-07-03

  Novel compounds that find use as imaging agents within nuclear medicine applications (PET imaging) for imaging of cardiac innervation are disclosed. These PET based radiotracers may exhibit increased stability, decreased NE release (thereby reducing side effects), improved quantitative data, and/or high affinity for VMAT over prior radiotracers. Methods of using the compounds to image cardiac innervation are also provided. In some instances the compounds are developed by derivatizing certain compounds with 18F in a variety of positions: aryl, alkyl, a keto, benzylic, beta-alkylethers, gamma-propylalkylethers and beta-proplylalkylethers. Alternatively or additionally, a methyl group a is added to the amine, and/or the catechol functionality is either eliminated or masked as a way of making these compounds more stable.

  本研究公开了在核医学应用（PET 成像）中用作心脏神经支配成像剂的新型化合物。这些基于 PET 的放射性racer 与之前的放射性racer 相比，可表现出更高的稳定性、更少的 NE 释放（从而减少副作用）、更好的定量数据和/或对 VMAT 的高亲和力。还提供了使用这些化合物对心脏神经支配进行成像的方法。在某些情况下，这些化合物是通过在芳基、烷基、酮基、苄基、β-烷基醚、γ-丙基烷基醚和β-丙烯基烷基醚等不同位置上用 18F 对某些化合物进行衍生而得到的。另外，还可以在胺中加入甲基，和/或消除或掩盖儿茶酚官能团，使这些化合物更加稳定。
• Fluoridation method
  申请人：Wadsworth John Harry

  公开号：US20070092441A1

  公开（公告）日：2007-04-26

  A method for the fluoridation of an iodonium salt with a fluoride ion source which can be carried out in an aqueous reaction solvent.
• FLUORIDATION METHOD
  申请人：WADSWORTH HARRY JOHN

  公开号：US20110196149A1

  公开（公告）日：2011-08-11

  A method for the fluoridation of an iodonium salt with a fluoride ion source which can be carried out in an aqueous reaction solvent.