✦ LIBER ✦

Radiosynthesis of 1-(4-(2-[18F]fluoroethoxy)benzenesulfonyl)-3-butyl urea: a potential β-cell imaging agent

✍ Scribed by Ralf Schirrmacher; Michael Weber; Alexander Schmitz; Chyng-Yann Shiue; Abass A. Alavi; Peter Feilen; Stefan Schneider; Peter Kann; Frank Rösch

Book ID: 102372287
Publisher: John Wiley and Sons
Year: 2002
Tongue: French
Weight: 128 KB
Volume: 45
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.599

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✦ Synopsis

Abstract

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)‐3‐butyl urea (3) was synthesized in overall radiochemical yields of 45% as a potential β‐cell imaging agent. Compound 3 was synthesized by ^18^F‐fluoroalkylation of the corresponding hydroxy precursor (2) with 2‐[^18^F]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 ^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.

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