Premium
Synthesis of a dopamine uptake inhibitor for PET studies: 1‐[1‐(2‐benzo(b)thiophenyl)cyclohexyl]‐4‐(2‐[ 18 F]fluoroethyl) piperazine
Author(s) -
LoustauThen I.,
Ponchant M.,
Kamenka J. M.,
Crouzel C.
Publication year - 1996
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199603)38:3<299::aid-jlcr847>3.0.co;2-e
Subject(s) - chemistry , piperazine , dopamine transporter , radiosynthesis , stereochemistry , nucleophilic substitution , transporter , medicinal chemistry , positron emission tomography , organic chemistry , biochemistry , nuclear medicine , medicine , gene
The BTCP derivative 1‐[1‐(2‐benzo(b)thiophenyl) cyclohexyl]‐4‐(2‐hydroxyethyl) piperazine (UNDERLINE)2(/UNDERLINE) showed, in vitro, high affinity and selectivity for the Dopamine transporter. In order to evaluate the potential of such a compound as an imaging tool for studying the dopaminergic system by Positron Emission Tomography (PET) the cold fluoroethyl BTCP piperazine (UNDERLINE)6(/UNDERLINE) was synthesized. After checking the biological activity of the cold compound (UNDERLINE)6(/UNDERLINE) , the [ 18 F] analogue (UNDERLINE)7(/UNDERLINE) was synthesized. The radiosynthesis was carried out by the nucleophilic substitution of 1‐[1‐(2‐benzo(b)thiophenyl)cyclohexyl]‐4‐(2‐chloroethyl) piperazine (UNDERLINE)5(/UNDERLINE) with cyclotron‐produced n.c.a. 18 F − , obtained by the (p, n) reaction on 18 O enriched water.