134430-70-9Relevant academic research and scientific papers
Radiosynthesis of 3-[18F]fluoropropyl and 4-[ 18F]fluorobenzyl triarylphosphonium ions
Ravert, Hayden T.,Madar, Igal,Dannals, Robert F.
, p. 469 - 476 (2004)
3-[18F]Fluoropropyl-, 4-[18F]fluorobenzyl- triphenylphosphonium and 4-[18F]fluorobenzyltris-4- dimethylaminophenylphosphonium cations were synthesized in multistep reactions from no carrier added (nca) [18F]fluo
A microwave radiosynthesis of the 4-[18F]-fluorobenzyltriphenylphosphonium ion
Ravert, Hayden T.,Holt, Daniel P.,Dannals, Robert F.
, p. 695 - 698 (2015/02/02)
The 4-[18F]-fluorobenzyltriphenylphosphonium cation was synthesized by a series of microwave reactions from no carrier added [18F]-fluoride. The microwave procedure reduced the quantity of reagents used and synthesis time when compared with the original synthesis. In addition, problematic solid phase extraction, sodium borohydride reduction by column and inconsistent yields with excessive precipitate formation during the bromination step were eliminated. The 4-[18F]-fluorobenzyltriphenylphosphonium cation was produced radiochemically pure in 8.3% yield with a specific radioactivity of 534.5 ± 371.4 GBq/μmole at end of synthesis.
Single-step syntheses of no-carrier-added functionalized [ 18F]fluoroarenes as labeling synthons from diaryliodonium salts
Chun, Joong-Hyun,Pike, Victor W.
, p. 6300 - 6306 (2013/09/23)
Radiotracers labelled with short-lived fluorine-18 (t1/2 = 109.7 min) are keenly sought for biomedical imaging with positron emission tomography (PET). The radiotracers are mostly required at high specific radioactivities, necessitating their radiosyntheses from cyclotron-produced no-carrier-added [18F]fluoride ion. PET radiotracers encompass wide structural diversity and molecular weight. Hence, diverse 18F-labeling methodology is needed to accomplish the required radiosyntheses in a simple and rapid manner. A useful strategy is to introduce nucleophilic [ 18F]fluoride ion first into a labeling synthon that may then be applied to label the target radiotracer. Here, we show that various functionalized [18F]fluoroarenes may be rapidly synthesized as labeling synthons through single-step reactions of appropriate diaryliodonium salts with [18F]fluoride ion. Decay-corrected radiochemical yields (RCYs) varied with position of functional group, choice of electron-rich aryl ring in the diaryliodonium salt, and choice of anion. Under best conditions, 18F-labeled fluorobenzaldehydes, fluorobenzyl halides, fluorobenzoic acid esters and fluorophenyl ketones were obtained selectively in 40-73%, 20-55%, 46-89% and 81-98% RCYs, respectively. This versatile straightforward methodology will enhance the scope for producing structurally complex, yet useful, PET radiotracers.
Fast and reliable method for the preparation of ortho- and para-[ 18F]fluorobenzyl halide derivatives: Key intermediates for the preparation of no-carrier-added PET aromatic radiopharmaceuticals
Lemaire, Christian,Libert, Lionel,Plenevaux, Alain,Aerts, Jo?l,Franci, Xavier,Luxen, André
, p. 48 - 55 (2012/06/18)
A fast and reliable method suitable for the automated preparation of (substituted) [18F]fluorobenzyl halides from several [ 18F]fluorobenzaldehydes was developed. Aromatic nucleophilic substitution of trimethylammonium benzaldehyde t
Radiolabeling of a high potency cannabinoid subtype-1 receptor ligand, N-(4-fluoro-benzyl)-4-(3-(piperidin-1-yl)-indole-1-sulfonyl) benzamide (PipISB), with carbon-11 or fluorine-18
Donohue, Sean R.,Halldin, Christer,Schou, Magnus,Hong, Jinsoo,Phebus, Lee,Chernet, Eyassu,Hitchcock, Stephen A.,Gardinier, Kevin M.,Ruley, Kevin M.,Krushinski, Joseph H.,Schaus, John,Pike, Victor W.
, p. 146 - 152 (2008/09/21)
PipISB [N-(4-fluoro-benzyl)-4-(3-(piperidin-1-yl)-indole-1-sulfonyl) benzamide, 9] was identified as a selective high potency CB1 receptor ligand. Here we describe the labeling of 9 with positron-emitters to provide candidate radioligands for i
N1'-(p-[18F]fluorobenzyl)naltrindole (p-[18F]BNTI) as a potential PET imaging agent for DOP receptors
Akguen, Eyup,Sajjad, Munawwar,Portoghese, Philip S.
, p. 857 - 866 (2008/02/09)
The N1'-(p-fluorobenzyl)naltrindole 5 has been synthesized by reaction of 3-O-benzyl NTI 3 with p-fluorobenzylbromide under phase transfer catalysis. The subsequent 3-O-benzyldeprotection of 4 in HBr/CH3COOH gave the target compound 5 in three
Synthesis of 3-[1H-imidazol-4-yl] propyl 4-[18F] fluorobenzyl ether ([18F] fluoroproxyfan): A potential radioligand for imaging histamine H3 receptors
Iwata, Ren,Horvath, Geza,Pascali, Claudio,Bogni,Yanai, Kazuhiko,Kovacs, Zoltan,Ido, Tatsuo
, p. 873 - 882 (2007/10/03)
3-[1H-Imidazol-4-yl]propyl 4-fluorobenzyl ether (fluoroproxyfan), a potential histamine H3 receptor ligand, was labeled with 18F for clinical PET studies. The synthesis involved the O-alkylation of 3-(1 -triphenylmethyl-1H-imidazol-4
