1350900-75-2

Upstream product

• 22013-33-8 6-amino-3,4-benzodioxane 
• 115109-21-2 4-[18F]fluorobenzaldehyde 
• 148245-18-5 1-(2,3-dihydro-1,4-benzodioxin-6-yl)piperazine 
• 1610471-65-2 C₁₉H₁₉⁽¹⁸⁾FN₂O₃ 
• 555-16-8 4-nitrobenzaldehdye 
• 122-04-3 4-nitro-benzoyl chloride 
• 1535195-96-0 (4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)piperazine-1-yl)(4-nitrophenyl)methanone 
• 62-23-7 4-nitro-benzoic acid 

Relevant academic research and scientific papers

Labeling of benzodioxin piperazines with fluorine-18 as prospective radioligands for selective imaging of dopamine D4 receptors

The D4 receptor is of high interest for research and clinical application but puts high demands on appropriate radioligands to be useful tools for investigation. Search for adequate radioligands suitable for in vivo imaging is therefore still in progress. The potential neuroleptic drug 6-(4-[4-fluorobenzyl]piperazin-1-yl)benzodioxin shows high affinity and selectivity to the D4 receptor. Derivatization of this lead structure by adding hydrophilic moieties was carried out in order to lower its lipophilicity what led to three new putative dopamine receptor D4 ligands. A comprehensive description of the syntheses of standard compounds and corresponding labeling precursors is given which were obtained in satisfactory yields. Furthermore, the radiosyntheses by direct 18F-labeling and build-up synthesis were compared. All derivatives of 6-(4-[4-fluorobenzyl]- piperazin-1-yl)benzodioxin were successfully synthesized in 18F- labeled form with radiochemical yields of 9-35% and molar activities of 30-60 GBq/μmol using one-pot procedures. 2013 John Wiley & Sons, Ltd. Derivatives of the lead structure 6-(4-[4-fluorobenzyl]-piperazine-1-yl) benzodioxin were successfully synthesized, labeled via direct 18F-substitution or build-up synthesis leading to new putative radioligands for imaging of the dopamine D4 receptor. Reductive amination proved as the method of choice for preparation of substituted benzyl-derivatives of piperazine as precursors and standards, and also superior for build-up radiofluorination (RCY = 9 - 35;%) in comparison to direct 18F- labeling (RCY = 1 - 5;%).

Evaluation of 18F-labeled benzodioxine piperazine-based dopamine D4 receptor ligands: Lipophilicity as a determinate of nonspecific binding

Derivatization of the putative neuroleptic 1-(2,3-dihydrobenzo[1,4]dioxin- 6-yl)-4-(4-fluorobenzyl)-piperazine (3a) led to a series of new dopamine receptor D4 ligands displaying high affinity (Ki = 1.1-15 nM) and D2/Dsub