대한핵의학회지 (1967년~2009년)
대한핵의학회지 1999;33(3)298~8
도파민운반체 방사성추적자 N-(3-[18F]Fluoropropyl)-2 -carbomethoxy-3 -(4-iodophenyl)nortropane 의 합성 ( Synthesis of a Dopamine Transporter Imaging Agent, N-(3-[18F]fluoropropyl)-2 -carbomethoxy-3 -(4-iodophenyl)nortropane )
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Author 최연성(Yearn Seong Choe),오승준(Seung Jun Oh),지대윤(Dae Yoon Chi),김상은(Sang Eun Kim),최용(Yong Choi),이경한(Kyung Han Lee),김병태(Byung Tae Kim),
Affiliation
Abstract

Purpose: N-(3-[18F]Fluoroporpy)-2β- carbomethoxy-3β-(4-iodophenyl) nortropane ([18F]FP-CIT) has been shown to be very useful for imaging the dopamine transporter. However, synthesis of this radiotracer is some what troublesome. In this study, we used a new method for the preparation of [18F]FP-CIT to increase radiochemical yield and effective specific activity. Materials and Methods: [18F]FP-CIT was prepared by N-alkylation of nor-β-CIT (2 mg) with 3-bromo-l-[18F]fluoropropane in the presence of Et3N (5-6 drops of DMF/CH3CN, 140℃, 20 min). 3-Bromo-l-[18F]fluoropropane was synthesized from 5 μL of 3-bromo-l-trifluoromethanesulfonyloxypropane (3-bromopropyl -l-triflate) and nBu4N18F at 80℃. The final compound was purified by reverse phase HPLC and formulated in 13% ethanol in saline. Results: 3-Bromo-l-[18F]fluoropropane was obtained from 3-bromopropyl-l-triflate and nBu4N18F in 77-80% yield. N-Alkylation of nor-β-CIT with 3-bromo-l-[18F]fluoropropane was carried out at 140℃ using acetonitrile containing a small volume of DMF as the solvents. The overall yield of [18F]FP-CIT was 5-10% (decay-corrected) with a radiochemical purity higher than 99% and effective specific activity higher than the one reported in the literature based on their HPLC data. The final [18F]FP-CIT solution had the optimal pH (7.0) and it was pyrogen-free. Conclusion: In this study, 3-bromopropyl-l-triflate was used as the precursor for the [18F]fluorination reaction and new conditions were developed for purification of [18F]FP-CIT by HPLC. We established this new method for the preparation of [18F]FP-CIT, which gave high effective specific activity and relatively good yield.

Keyword [18F]Fluoropropyl-CIT, Dopamine transporter, Effective specific activity, 3-Bromopropyl-1-triflate, Positron emission tomography
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