6533b834fe1ef96bd129d3f1
RESEARCH PRODUCT
Radiosynthesis of 1-(4-(2-[18F]fluoroethoxy)benzenesulfonyl)-3-butyl urea: a potentialβ-cell imaging agent
Peter J. FeilenAbass AlaviPeter H. KannAlexander SchmitzStefan SchneiderRalf SchirrmacherChyng-yann ShiueMarc WeberFrank Röschsubject
OctanolInsulinmedicine.medical_treatmentOrganic ChemistryRadiosynthesisBiochemistryMedicinal chemistryHigh-performance liquid chromatographyChemical synthesisAnalytical ChemistryPartition coefficientchemistry.chemical_compoundTolbutamideBiochemistrychemistryDrug DiscoverymedicineUreaRadiology Nuclear Medicine and imagingSpectroscopymedicine.drugdescription
Summary Tolbutamide (1) is a sulfonurea agent used to stimulate insulin secretion in type 2 diabetic patients. Its analogue 1-(4-(2-[ 18 F]fluoroethoxy)benzenesulfonyl)-3butyl urea (3) was synthesized in overall radiochemical yields of 45% as a potential b-cell imaging agent. Compound 3 was synthesized by 18 F-fluoroalkylation of the corresponding hydroxy precursor (2 )w ith 2-[ 18 F]fluoroethyltosylate in DMF at 1208C for 10 min followed by purification with HPLC in a synthesis time of 50 min. Insulin secretion experiments of the authentic 19 F-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 # 2002 John Wiley & Sons, Ltd.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2002-06-25 | Journal of Labelled Compounds and Radiopharmaceuticals |