99982-76-0Relevant academic research and scientific papers
Radiosynthesis of 1-(4-(2-[18F] fluoroethoxy)benzenesulfonyl)-3-butyl urea: A potential β-cell imaging agent
Schirrmacher, Ralf,Weber, Michael,Schmitz, Alexander,Shiue, Chyng-Yann,Alavi, Abass A.,Feilen, Peter,Schneider, Stefan,Kann, Peter,Roesch, Frank
, p. 763 - 774 (2007/10/03)
Tolbutamide (1) is a sulfonurea agent used to stimulate insulin secretion in type 2 diabetic patients. Its analogue 1-(4-(2-[18F]fluoroethoxy)benzenesulfonyl)-3-butyl urea (3) was synthesized in overall radiochemical yields of 45% as a potential β-cell imaging agent. Compound 3 was synthesized by 18F-fluoroalkylation of the corresponding hydroxy precursor (2) with 2-[18F]fluoroethyltosylate in DMF at 120°C for 10 min followed by purification with HPLC in a synthesis time of 50 min. Insulin secretion experiments of the authentic 19F-standard compound on rat islets showed that the compound has a similar stimulating effect on insulin secretion as that of tolbutamide (1). The partition coefficient of compound 3 between octanol/water was determined to be 1.3 × 0.3 (n = 5). Copyright
Synthesis and First Evaluation of New 18F-Labelled Sulfonylureas for the Determination of the Beta-Cell Status In Vivo
Schirrmacher, R.,Shiue, G.,Shiue, S. J.,Alavi, A.,Feilen, P. J.,Schneider, S.,Beyer, J.,Roesch, F.
, p. S418 - S420 (2007/10/03)
The syntheses and first in vitro evaluations for two fluoride bearing sulfonylurea derivatives are reported. Firstly, the tolbutamide derivative 1-[4-(2-[18F]fluoroethoxy)benzenesulfonyl]-3-butyl urea (2-[18F]fluoroethyltolbutamide) could be labeled efficiently with [18F]fluoride. Subsequently, the glibenclamid derivative N-(2-(4-(N-((cyclohexylamino)carbonyl)sulfonylamino)phenyl)ethyl) 2-(5-chloro-2-[18F]fluoroethoxy)phenyl formamide (2-[18F]fluoroethyl-glibenclamide) was labeled with [18F]fluoride in high yields. Its ability to induce insuline secretion from rat beta-cells in relation to the original glibenclamide was determined.
