[18F]-tetrabutylammonium fluoride | 93617-83-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [18F]-tetrabutylammonium fluoride
• 英文别名: [¹⁸F]TBAF；tetrabutylammonium [¹⁸F]fluoride；tetrabutylammonium fluoride；[¹⁸F]tetra-n-butylammonium fluoride；TBAF；[¹⁸F]Bu₄NF；TBA[¹⁸F]F；TBA¹⁸F；n-Bu4NF；Bu4NF；Fluorine-18(1-);tetrabutylazanium
• CAS: 93617-83-5
• 化学式: C₁₆H₃₆N*F
• 分子量: 260.469
• InChiKey: FPGGTKZVZWFYPV-HCMAANCNSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.01
• 重原子数：
  18
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [18F]-tetrabutylammonium fluoride 以 水 、 乙腈 为溶剂， 反应 0.5h， 生成 tetrabutylammonium 1-(4-{4-[(5-amino-5-carboxypentyl)amino]-2-sulfobutyl}phenyl)-4-[(18)F]fluorobutane-2-sulfonate
  参考文献：
  名称：

  用[18F]氟化物打开磺内酯：PET成像的有效18F标记策略。

  摘要：

  Sultones受到[[18] F]氟化物的亲核攻击而开环，从而以高收率提供易于纯化的（18）F标记的亲水性磺化产品。然后，从双磺内酯前体开发出包括放射性氟化和与赖氨酸偶联的两步序列，作为标记生物聚合物的模型方法。

  DOI：

  10.1039/c1cc14435a
• 作为产物：
  描述：

  四丁基氢氧化铵 在 potassium carbonate 、 氢氟酸 作用下， 以 甲醇 、 乙腈 为溶剂， 生成 [18F]-tetrabutylammonium fluoride
  参考文献：
  名称：

  18 F-标记的氟乙氧基色氨酸类似物作为潜在的PET肿瘤显像剂的合成与生物学评价

  摘要：

  作为我们对基于色氨酸的放射性示踪剂进行正电子发射断层成像（PET）进行肿瘤成像研究的继续，我们合成了三种新的氟乙氧基色氨酸类似物，并在体内进行了评估。这些新的示踪剂（即，4-（2- [ 18 F]氟乙氧基） - DL -色氨酸（[ 18 F] -4- FEHTP），6-（2- [ 18 F]氟乙氧基） - DL -色氨酸（[ 18 ˚F ] -6- FEHTP）和7-（2- [ 18 F]氟乙氧基） - DL -色氨酸（[ 18F] 7-FEHTP）在吲哚核的4-，6-或7-位带有氟乙氧基侧链。参考化合物和前体通过多步法合成。放射性合成是通过间接方法（用[ 18 F]氟乙基甲苯磺酸酯对相应的羟基色氨酸进行O-烷基化）或直接方法（使用受保护的甲磺酰基前体进行的亲核性[ 18 F]氟化）完成的，方法是在不添加载体的情况下进行亲核18 F氟化）。两种方法的放射化学产率（校正后的衰变）在10％至1

  DOI：

  10.1021/mp500312t
• 作为试剂：
  描述：

  2-甲基苯并唑 在 2,2,6,6-四甲基哌啶氧化物 、 [18F]-tetrabutylammonium fluoride 、 氧气 、 C₃₅H₃₈N⁽¹⁺⁾*ClO₄^(1-) 作用下， 以 乙腈 、 叔丁醇 为溶剂， 反应 0.67h， 以7.8%的产率得到6-(18F)fluoranyl-2-methyl-1,3-benzoxazole
  参考文献：
  名称：

  Direct Radiofluorination of Arene C–H Bonds via Photoredox Catalysis Using a Peroxide as the Terminal Oxidant

  摘要：

  Herein, we describe an organic photoredox system for direct arene C-H radiofluorination, using a peroxide oxidizing agent and LEDs as the light source. In conjunction with an optimized photocatalyst and a microtubing reactor, this system is applicable to a range of electron-rich aromatics and heteroaromatics. We also demonstrate the feasibility of C-H radiofluorination without an azeotropic drying step, which greatly simplifies the workflow of the labeling process.

  DOI：

  10.1021/acs.orglett.0c02815

文献信息

• 4-oxo-1,4-dihydroquinoline-3-carboxamide as selective ligand for cannabinoid receptor 2 for diagnosis and therapy
  申请人：ETH Zurich

  公开号：EP2966062A1

  公开（公告）日：2016-01-13

  The present invention is directed to new compounds selectively binding the cannabinoid 2 receptor. In addition, the invention relates to the use of said compounds for determining cannabinoid receptor 2 (CB2)-selective receptor localization and density, preferably in the central nervous system (CNS), the peripheral nervous system (PNS), heart, liver, gastrointestinal tract, spleen, pancreas, kidney, testis, ovary and/or the prostate. Moreover, the invention pertains to the use of said compounds in the diagnosis, prophylaxis and/or therapy of CB2 receptor-related diseases.

  本发明涉及新化合物，其选择性地结合大麻素2受体。此外，该发明涉及利用所述化合物确定大麻素受体2（CB2）选择性受体的定位和密度，优选在中枢神经系统（CNS）、外周神经系统（PNS）、心脏、肝脏、胃肠道、脾脏、胰腺、肾脏、睾丸、卵巢和/或前列腺。此外，该发明涉及利用所述化合物在CB2受体相关疾病的诊断、预防和/或治疗中的应用。
• Efficient DBU accelerated synthesis of ¹⁸F-labelled trifluoroacetamides
  作者：Antonio Bermejo Gómez、Miguel A. Cortés González、Marvin Lübcke、Magnus J. Johansson、Christer Halldin、Kálmán J. Szabó、Magnus Schou

  DOI：10.1039/c6cc08535k

  日期：——

  Nucleophilic ¹⁸F-fluorination of bromodifluoroacetamides was performed in the presence of DBU. A mechanism where DBU acts as organomediator is proposed.

  溴二氟乙酰胺的亲核性¹⁸F-氟化反应在DBU存在下进行。提出了DBU作为有机中介的机理。
• A convenient method for the preparation of no-carrier-added O-(2-[18F]fluoroethyl)-L-Tyrosine)
  申请人：Institute of Nuclear Energy Research

  公开号：EP1760056A1

  公开（公告）日：2007-03-07

  This is a novel method for production of no-carrier-added O-(2-[18F]fluoroethyl)-L-Tyrosine which has been proved a suitable PET (position emission tomography) probe for tumor diagnosis imaging. The preparation of the title compound starts from precursors with the chemical structures as in Formula 1, wherein R1 is a protective group for the carboxyl functional group, R2 is a protective group for the amino group, and R3 acts as a leaving group. R1 represents an arylalkyl group, R2 represents a carboxyl group, and R3 represents a p-tosyloxy, methane sulfonyloxy or trifluoromethane sulfonyloxy or bromine. The final purification of the product is using a separation column, which is very convenient for automated synthesis. The invention uses the precursor with the chemical structures as in Formula 1. Formula 1 : Synthesis precursors for O-(2-C18F]fluoroethyl)-L-Tyrosine.

  这是一种用于生产无载体添加的O-(2-[18F]氟乙基)-L-酪氨酸的新方法，已被证明是一种适用于肿瘤诊断成像的PET（正电子发射断层扫描）探针。所述标题化合物的制备始于具有化学结构如公式1中的前体，其中R1是羧基的保护基团，R2是氨基的保护基团，R3作为离去基团。R1代表芳基烷基基团，R2代表羧基，R3代表对甲苯磺酸酯基、甲磺酸酯基或三氟甲磺酸酯基或溴基。产品的最终纯化使用分离柱，非常适合自动合成。该发明使用具有化学结构如公式1的前体。公式1：O-(2-[18F]氟乙基)-L-酪氨酸的合成前体。
• Radiosynthesis of N5-[18F]fluoroacetylornithine (N5-[18F]FAO) for PET imaging of ornithine decarboxylase (ODC) in malignant tumors
  作者：Nashaat Turkman、Juri G. Gelovani、Mian M. Alauddin

  DOI：10.1002/jlcr.1799

  日期：2011.1

  Polyamines are naturally occurring polycations derived from amino acids via decarboxylation by ornithine decarboxylase (ODC). Ornithine is a substrate for ODC; decarboxylation of ornithine is inhibited by difluoromethylornithine (DFMO) and its derivatives. Polyamine contents are increased in many epithelial cancers, including breast cancer, melanoma, and prostate cancer. In order to image and measure the levels of ODC expression in malignant tumors, we have synthesized a derivative of ornithine, N5-[18F]fluoroacetylornithine (N5-[18F]FAO), for use in positron emission tomography. The precursor compound N2-Boc-N5-bromoacetylornithine-t-butyl ester 2 was synthesized from 5-amino-2-(tert-butoxycarbonylamino)pentanoic acid, which was reacted with bromoacetyl chloride followed by esterification with tert-butyl-2,2,2-trichloroacetamidate. Fluorination of the precursor produced a fluoro-derivative, which was hydrolyzed in acid to obtain the desired compound, N5-fluoroacetylornithine. The radiosynthesis of N5-[18F]FAO was accomplished by radiofluorination of 2 with n-Bu4N[18F], followed by high-performance liquid chromatography (HPLC) purification and then by acid hydrolysis. The radiochemical yield was 6–10% (decay corrected) with an average of 8% (n=10) at the end of synthesis. The radiochemical purity was >99%, and specific activity was >1500 mCi/µmol. The synthesis time was 95–100 min from the end of bombardment. Copyright © 2010 John Wiley & Sons, Ltd.

  多胺是一类天然存在的多价阳离子，来源于氨基酸，通过鸟氨酸脱羧酶（ODC）的脱羧作用形成。鸟氨酸是ODC的底物；鸟氨酸的脱羧作用被双氟甲基鸟氨酸（DFMO）及其衍生物抑制。许多上皮癌中的多胺含量增加，包括乳腺癌、黑色素瘤和前列腺癌。为了成像和测量恶性肿瘤中ODC的表达水平，我们合成了一种鸟氨酸衍生物，N5-[18F]氟乙酰鸟氨酸（N5-[18F]FAO），用于正电子发射断层扫描。前体化合物N2-Boc-N5-溴乙酰鸟氨酸-叔丁酯2是通过5-氨基-2-（叔丁氧羰基氨基）戊酸与溴乙酰氯反应，然后与叔丁基-2,2,2-三氯乙酰胺酯化得到的。前体的氟化产生了氟衍生物，该衍生物在酸性条件下水解，得到所需的化合物，N5-氟乙酰鸟氨酸。N5-[18F]FAO的放射合成是通过2与n-Bu4N[18F]的放射氟化实现的，随后进行高效液相色谱（HPLC）纯化，然后进行酸水解。放射化学产率为6-10%（衰减校正），平均为8%（n=10）在合成结束时。放射化学纯度>99%，比活性>1500 mCi/µmol。合成时间从轰击结束开始为95-100分钟。版权所有 © 2010 John Wiley & Sons, Ltd.
• [EN] FLUORINATED BENZOTHIAZOLE DERIVATIVES, PREPARATION METHOD THEREOF AND IMAGING AGENT FOR DIAGNOSING ALTZHEIMER'S DISEASE USING THE SAME<br/>[FR] DÉRIVÉS DE BENZOTHIAZOLE FLUORÉS, PRÉPARATION DE CEUX-CI ET AGENT D'IMAGERIE UTILISANT CES DÉRIVÉS POUR DIAGNOSTIQUER LA MALADIE D'ALZHEIMER
  申请人：SNU R&DB FOUNDATION

  公开号：WO2010053218A1

  公开（公告）日：2010-05-14

  The present invention relates to fluorinated benzothiazole derivatives, a preparation method thereof, and an imaging agent for diagnosing Alzheimer' s disease using the same, and more particularly to fluorinated benzothiazole derivatives represented by Chemical Formula 1, derivatives of Chemical Formula 2 as a starting material for preparation thereof, a preparation method thereof, and an imaging agent for diagnosing Alzheimer's disease using fluorinated benzothiazole derivatives with a strong binding force to beta-amyloid plaque, which is a kind of biomarker for Alzheimer's disease. According to the present invention, fluorine-labeled benzothiazole derivatives, which have been difficult to synthesize by conventional methods, may be obtained by simple processes and the thus-obtained benzothiazole derivatives may be useful in diagnosing the presence and severity of Alzheimer's disease.

  本发明涉及氟代苯并噻唑衍生物，其制备方法，以及利用其诊断阿尔茨海默病的成像剂，更具体地涉及化学式1所表示的氟代苯并噻唑衍生物，化学式2的衍生物作为其制备的起始物质，其制备方法，以及利用具有强结合力与β-淀粉样斑块结合的氟代苯并噻唑衍生物诊断阿尔茨海默病的成像剂，该斑块是阿尔茨海默病的一种生物标志物。根据本发明，通过简单的方法可以获得传统方法难以合成的氟标记苯并噻唑衍生物，因此获得的苯并噻唑衍生物在诊断阿尔茨海默病的存在和严重程度方面可能是有用的。