使用蒸馏的2-[¹⁸F]氟乙基溴合成两种放射性氟化可卡因类似物。

Synthesis of two radiofluorinated cocaine analogues using distilled 2-[18F]fluoroethyl bromide.

作者信息

Wilson A A, Dasilva J N, Houle S

机构信息

PET Centre, Clarke Institute of Psychiatry, University of Toronto, Faculty of Medicine, ON, Canada.

出版信息

Appl Radiat Isot. 1995 Aug;46(8):765-70. doi: 10.1016/0969-8043(95)00028-c.

DOI:10.1016/0969-8043(95)00028-c

PMID:7633392

Abstract

Two fluorinated congeners of cocaine, 2'-fluoroethyl (1R-2-exo-3-exo)-8-methyl-3-(4-methylphenyl)-8-azabicyclo[3.2.1]octane- 2-carboxylate (FETT) and its 4-chlorophenyl analogue (FECT) were synthesized. Radiolabelling with 18F was achieved by O-[18F]fluoroalkylation of the corresponding carboxylic acid salts with distilled 2-[18F]fluoroethyl bromide in DMF. After HPLC purification, yields of radiochemically pure, formulated products were 22-30% (not corrected for decay) in a synthesis time of 60-70 min. The use of distilled 2-[18F]fluoroethyl bromide was indispensable for the reliable production of pure products.

摘要

合成了可卡因的两种氟化类似物，即2'-氟乙基(1R-2-外向-3-外向)-8-甲基-3-(4-甲基苯基)-8-氮杂双环[3.2.1]辛烷-2-羧酸酯(FETT)及其4-氯苯基类似物(FECT)。通过在N,N-二甲基甲酰胺(DMF)中，用蒸馏的2-[18F]氟乙基溴对相应羧酸盐进行O-[18F]氟烷基化反应实现了用18F进行放射性标记。经过高效液相色谱(HPLC)纯化后，在60-70分钟的合成时间内，放射化学纯的制剂产品产率为22-30%（未校正衰变）。使用蒸馏的2-[18F]氟乙基溴对于可靠地生产纯产品是必不可少的。