An improved synthesis of 4-[18F]-ADAM, a potent serotonin transporter imaging agent
An improved synthesis of 4-[18F]-ADAM, a potent serotonin transporter imaging agent
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DOI：
10.1016/j.apradiso.2009.02.090
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发表时间：
2009-06-01
影响因子：
1.6
通讯作者：
Shiue, Chyng-Yann
中科院分区：
文献类型：
--
作者：
Huang, Ya-Yao;Huang, Wen-Sheng;Shiue, Chyng-Yann
报道了一种有效的5-羟色胺转运体显像剂N，N-dimethyl-2-(2-amino-4-[F-18]fluorophenylthio)benzylamine(4-[F-18]ADAM，2)的改进合成方法。分子轨道(MO)计算预测N，N-dimethyl-2-(2-nitro-4-trimethylammoniumtrifluoromethanesulfonylphenylthio)benzamide(8)可能是比N更好的前体，由前驱体1或前驱体8在120℃下与K[F-18]/K-2.2.2反应，然后在80℃下用BH3还原得到放射性配体2。由前驱体1和8合成的放射性配体2的放化产率分别为5.7+/-2.4%(n=6)和14.8+/-4.0%(n=5)。2的比活度为3cI/mU摩尔或111Gbq/mU摩尔(EOB)。因此，这种新的合成方法大大提高了4-[F-18]-ADAM的放射化学产率，并使这种放射性配体更容易被PET中心使用，而不需要回旋加速器。(C)2009爱思唯尔有限公司。保留所有权利。
An improved synthesis of N,N-dimethyl-2-(2-amino-4-[F-18]fluorophenylthio)benzylamine (4-[F-18]ADAM, 2) as a potent serotonin transporter (SERT) imaging agent is described. Molecular orbital (MO) calculation predicts that N,N-dimethyl-2-(2-nitro-4-trimethylammoniumtrifluoromethanesulfonylphenylthio)benzamide (8) is probably a better precursor than N,N-dimethyl-2-(2,4-dinitrophenylthio)benzylamine (1) for preparing 2. Radioligand 2 was synthesized by the reaction of either precursor 1 or precursor 8 with K[F-18]/K-2.2.2 at 120 degrees C followed by reduction with BH3 at 80 degrees C. The radiochemical yield (EOB) of 2 synthesized from precursor 1 and 8 was 5.7 +/- 2.4% (n = 6) and 14.8 +/- 4.0% (n = 5), respectively, in a synthesis time of 120 min from EOB. The specific activity of 2 was 3 Ci/mu mol or 111 GBq/mu mol (EOB). Thus, this new synthetic method has significantly improved the radiochemical yield of 4-[F-18]-ADAM and makes this radioligand more accessible to PET Centers without a cyclotron. (C) 2009 Elsevier Ltd. All rights reserved.