Syntheses of [C]2- and [C]3-trifluoromethyl-4-aminopyridine: potential PET radioligands for demyelinating diseases

Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging demyelinating diseases. Here, we describe methods for producing 11 C-trifluoromethylated derivatives of 4AP and present early imaging results with...

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Published inMedChemComm Vol. 11; no. 1; pp. 1161 - 1167
Main Authors Ramos-Torres, Karla M, Zhou, Yu-Peng, Yang, Bo Yeun, Guehl, Nicolas J, Sung-Hyun, Moon, Telu, Sanjay, Normandin, Marc D, Pike, Victor W, Brugarolas, Pedro
Format Journal Article
LanguageEnglish
Published England Royal Society of Chemistry 01.10.2020
Subjects
Chemistry
Demyelinating diseases
Demyelination
Derivatives
High-performance liquid chromatography
Labeling
Positron emission
Production methods
Pyridines
Radioisotopes
Tomography
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Abstract Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging demyelinating diseases. Here, we describe methods for producing 11 C-trifluoromethylated derivatives of 4AP and present early imaging results with [ 11 C]3-trifluoromethyl-4AP in a rhesus macaque. This study shows the utility of [ 11 C]CuCF 3 for labelling pyridines and provides initial evidence for the potential use of [ 11 C]3-trifluoromethyl-4AP as a PET radioligand. [ 11 C]fluoroform was used to produce 11 C-trifluoromethylated derivatives of 4-aminopyridine with high molar activity for PET imaging of the brain.
AbstractList Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging demyelinating diseases. Here, we describe methods for producing 11 C-trifluoromethylated derivatives of 4AP and present early imaging results with [ 11 C]3-trifluoromethyl-4AP in a rhesus macaque. This study shows the utility of [ 11 C]CuCF 3 for labelling pyridines and provides initial evidence for the potential use of [ 11 C]3-trifluoromethyl-4AP as a PET radioligand.
Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging demyelinating diseases. Here, we describe methods for producing C-trifluoromethylated derivatives of 4AP and present early imaging results with [ C]3-trifluoromethyl-4AP in a rhesus macaque. This study shows the utility of [ C]CuCF for labelling pyridines and provides initial evidence for the potential use of [ C]3-trifluoromethyl-4AP as a PET radioligand.
Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging demyelinating diseases. Here, we describe methods for producing 11C-trifluoromethylated derivatives of 4AP and present early imaging results with [11C]3-trifluoromethyl-4AP in a rhesus macaque. This study shows the utility of [11C]CuCF3 for labelling pyridines and provides initial evidence for the potential use of [11C]3-trifluoromethyl-4AP as a PET radioligand.
[ 11 C]fluoroform was used to produce 11 C-trifluoromethylated derivatives of 4-aminopyridine with high molar activity for PET imaging of the brain. Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging demyelinating diseases. Here, we describe methods for producing 11 C-trifluoromethylated derivatives of 4AP and present early imaging results with [ 11 C]3-trifluoromethyl-4AP in a rhesus macaque. This study shows the utility of [ 11 C]CuCF 3 for labelling pyridines and provides initial evidence for the potential use of [ 11 C]3-trifluoromethyl-4AP as a PET radioligand.
Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging demyelinating diseases. Here, we describe methods for producing 11 C-trifluoromethylated derivatives of 4AP and present early imaging results with [ 11 C]3-trifluoromethyl-4AP in a rhesus macaque. This study shows the utility of [ 11 C]CuCF 3 for labelling pyridines and provides initial evidence for the potential use of [ 11 C]3-trifluoromethyl-4AP as a PET radioligand. [ 11 C]fluoroform was used to produce 11 C-trifluoromethylated derivatives of 4-aminopyridine with high molar activity for PET imaging of the brain.
Author Normandin, Marc D
Brugarolas, Pedro
Ramos-Torres, Karla M
Zhou, Yu-Peng
Yang, Bo Yeun
Pike, Victor W
Guehl, Nicolas J
Sung-Hyun, Moon
Telu, Sanjay
AuthorAffiliation Massachusetts General Hospital and Harvard Medical School
Molecular Imaging Branch
National Institute of Mental Health
National Institutes of Health
Gordon Center for Medical Imaging
Department of Radiology
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– name: b Molecular Imaging Branch , National Institute of Mental Health , National Institutes of Health , Bethesda , MD , USA . Email: pikev@mail.nih.gov
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Snippet Trifluoromethyl groups are of great interest in PET radiopharmaceuticals. Radiolabelled 4-aminopyridine (4AP) derivatives have been proposed for imaging...
[ 11 C]fluoroform was used to produce 11 C-trifluoromethylated derivatives of 4-aminopyridine with high molar activity for PET imaging of the brain....
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SubjectTerms Chemistry
Demyelinating diseases
Demyelination
Derivatives
High-performance liquid chromatography
Labeling
Positron emission
Production methods
Pyridines
Radioisotopes
Tomography
Title Syntheses of [C]2- and [C]3-trifluoromethyl-4-aminopyridine: potential PET radioligands for demyelinating diseases
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