6533b7d1fe1ef96bd125c12e

RESEARCH PRODUCT

Syntheses of novelN-([18F]fluoroalkyl)-N-nitroso-4-methyl-benzenesulfonamides and decomposition studies of corresponding19F- and bromo-analogues: potential new compounds for the18F-labelling of radiopharmaceuticals

Esther SchirrmacherDragana RadnicBernd MathiaschRalf SchirrmacherFrank Rösch

subject

chemistry.chemical_classificationChemistryOrganic ChemistryNitrosoBiochemistryDecompositionChemical synthesisAnalytical ChemistrySulfonamidechemistry.chemical_compoundLabellingDrug DiscoveryOrganic chemistryRadiology Nuclear Medicine and imagingReactivity (chemistry)SpectroscopyAlkyl

description

N-([ 18 F]fluoroalkyl)-N-nitroso-4-methyl-benzensulfonamides [n-alkyl = (-CH 2 ) [ 18,19 F]F, n=2-4)] were synthesized in radiochemical yields ranging from 75-90% to provide new secondary labelling precursors for the syntheses of 18 F-labelled compounds. Preliminary decomposition studies utilizing the corresponding non-radioactive 19 F-compounds as well as the bromo containing analogous compounds were performed to evaluate their stability regarding temperature and basicity of the labelling medium. Furthermore, initial difficulties in labelling these compounds led to the development of a modified labelling procedure applying nearly solvent-free conditions. Extensive decomposition experiments of the new fluoro- as well as the bromo-compounds were conducted under various conditions in order to get experimental data about their stability and reactivity. As a result, different trends for the stability of the bromo as well as the fluoro compounds could be observed.

https://doi.org/10.1002/jlcr.729