Radiosynthesis of [18F]-5-[2-(2-chlorophenoxy)phenyl]-1,3,4-oxadiazole-2-yl-4-fluorobenzoate: A labeled ligand for benzodiazepine receptors

被引：0
|
作者：
A. R. Jalilian
M. Sheikhha
M. Mirzaei
G. R. Aslani
A. Shafiee
机构：
[1] Research Center for Agriculture and Medicine,Cyclotron Department
[2] Tehran University of Medical Sciences,Department of Chemistry, Faculty of Pharmacy
来源：
Journal of Radioanalytical and Nuclear Chemistry | 2004年 / 260卷
关键词：
Triflate; Trifluoromethane Sulfonate; Fluoride Anion; Anhydrous Dichloromethane; Potassium Fluoride;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
5-[2-(2-Chlorophenoxy)phenyl]-1,3,4-oxadiazole-2-yl-4-fluorobenzoate 6a, the non-classic benzodiazepine ligand, has been shown to elicit a significant anticonvulsant activity against pentylenetetrazole-induced convulsion. In order to perform biological studies, we decided to prepare the [18F]-labeled compound. This compound was prepared in no-carrier-added (n.c.a) form from 5-[2-(2-chlorophenoxy)phenyl]-1,3,4-oxadiazole-2-yl-4-N,N,N-trimethylanilinium triflate 5 in one step at 125 °C in Kryptofix 2.2.2/[18F] and DMSO as the solvent followed by column chromatography. The synthesis took 20 minutes with an overall radiochemical yield of 70-75% (EOS) and a specific activity about 74 GBq/mmole and chemical-radiochemical purity more than 95%.
引用
收藏
页码：373 / 377
页数：4
相关论文
共 50 条
  • [1] Radiosynthesis of [18F]-5-[2-(2-chlorophenoxy)phenyl]-1,3,4-oxadiazole-2-yl-4-fluorobenzoate:: A labeled ligand for benzodiazepine receptors
    Jalilian, AR
    Sheikhha, M
    Mirzaei, M
    Aslani, GR
    Shafiee, A
    JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY, 2004, 260 (02) : 373 - 377
  • [2] Design, Synthesis and Pharmacological Evaluation of Novel 2-[2-(2-Chlorophenoxy) phenyl]-1,3,4-oxadiazole Derivatives as Benzodiazepine Receptor Agonists
    Faizi, Mehrdad
    Sheikhha, Majid
    Ahangar, Nematollah
    Ghomi, Tabatabaei H.
    Shafaghi, Bijan
    Shafiee, Abbas
    Tabatabai, Seyyed Abbas
    IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH, 2012, 11 (01): : 83 - 90
  • [3] 2-(5-Bromothiophen-2-yl)-5-[5-(10-ethylphenothiazin-3-yl)thiophen-2-yl]-1,3,4-oxadiazole
    Pan, Yu-Zhen
    Wang, You-Gui
    Liu, Jian-Hui
    Sun, Li-Cheng
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1383 - +
  • [4] 2-(Adamantan-1-yl)-5-(4-nitrophenyl)-1,3,4-oxadiazole
    El-Emam, Ali A.
    Kadi, Adnan A.
    El-Brollosy, Nasser R.
    Ng, Seik Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O795 - U2666
  • [5] 2-(4-Chlorophenyl)-5-{3,4-dibutoxy-5-[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]-thiophen-2-yl}-1,3,4-oxadiazole
    Li, Hai-Lin
    Wang, Hong-Wei
    Lu, Ran-Zhe
    Wang, Hai-Bo
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O2298 - U1955
  • [6] 2-(2′- Chloro phenyl)-5-(2′-hydroxyl phenyl)-1,3,4-oxadiazole as a florescent probe for DNA determination
    Ding Mei
    Lei Yingjie
    Ouyang Jie
    ADVANCED MEASUREMENT AND TEST, PTS 1-3, 2011, 301-303 : 361 - 365
  • [7] Crystal Structure of 2-(Pyridin-4-yl)-5-(Undecylthio)-1,3,4-Oxadiazole
    Shen, Z. -H.
    Wang, Q.
    Sun, Z. -H.
    Wu, H. -K.
    Tan, C. -X.
    Weng, J. -Q.
    Liu, X. -H.
    JOURNAL OF STRUCTURAL CHEMISTRY, 2018, 59 (05) : 1236 - 1240
  • [8] Crystal Structure of 2-(Pyridin-4-yl)-5-(Undecylthio)-1,3,4-Oxadiazole
    Z.-H. Shen
    Q. Wang
    Z.-H. Sun
    H.-K. Wu
    C.-X. Tan
    J.-Q. Weng
    X.-H. Liu
    Journal of Structural Chemistry, 2018, 59 : 1236 - 1240
  • [9] SYNTHESIS OF 2-(4'-ARYLAMINOSULFONYLBIPHENYL-4-YL)-5-PHENYL-1,3,4-OXADIAZOLE
    KURFURST, A
    NADENIK, P
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1991, 56 (09) : 1974 - 1976
  • [10] Synthesis and Biological Studies of N-Phenyl Substituted 2-(-5-(pyridine-4-yl)-1,3,4-oxadiazole-2-yl thio)acetamides
    Rao, M. E. Bhanoj
    Rajurkar, Vikas G.
    ASIAN JOURNAL OF CHEMISTRY, 2011, 23 (06) : 2648 - 2652
12345