Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole

N-Methyl carbamoylimidazole is a safe and practical alternative to methyl isocyanate for carbamoylation reactions. We have developed a new chemical route for its synthesis from methyl iodide and applied this to the synthesis of N-[(11)C]methyl carbamoylimidazole as a new [(11)C]synthon to radiolabel...

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Autores principales: Kadirvel, Manikandan, Cardoso, Déborah, Freeman, Sally, Brown, Gavin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6061098/
https://www.ncbi.nlm.nih.gov/pubmed/30100651
http://dx.doi.org/10.1007/s10967-018-5948-4
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author Kadirvel, Manikandan
Cardoso, Déborah
Freeman, Sally
Brown, Gavin
author_facet Kadirvel, Manikandan
Cardoso, Déborah
Freeman, Sally
Brown, Gavin
author_sort Kadirvel, Manikandan
collection PubMed
description N-Methyl carbamoylimidazole is a safe and practical alternative to methyl isocyanate for carbamoylation reactions. We have developed a new chemical route for its synthesis from methyl iodide and applied this to the synthesis of N-[(11)C]methyl carbamoylimidazole as a new [(11)C]synthon to radiolabel biomolecules for PET imaging research. N-[(11)C]methyl carbamoylimidazole was prepared from [(11)C]methyl iodide in 70–74% radiochemical yield (decay corrected) and can be used in situ for further reaction without purification. The reactivity of N-[(11)C]methyl carbamoylimidazole was demonstrated in a series of [(11)C]carbamoylation reactions. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s10967-018-5948-4) contains supplementary material, which is available to authorized users.
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spelling pubmed-60610982018-08-09 Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole Kadirvel, Manikandan Cardoso, Déborah Freeman, Sally Brown, Gavin J Radioanal Nucl Chem Article N-Methyl carbamoylimidazole is a safe and practical alternative to methyl isocyanate for carbamoylation reactions. We have developed a new chemical route for its synthesis from methyl iodide and applied this to the synthesis of N-[(11)C]methyl carbamoylimidazole as a new [(11)C]synthon to radiolabel biomolecules for PET imaging research. N-[(11)C]methyl carbamoylimidazole was prepared from [(11)C]methyl iodide in 70–74% radiochemical yield (decay corrected) and can be used in situ for further reaction without purification. The reactivity of N-[(11)C]methyl carbamoylimidazole was demonstrated in a series of [(11)C]carbamoylation reactions. ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1007/s10967-018-5948-4) contains supplementary material, which is available to authorized users. Springer International Publishing 2018-06-19 2018 /pmc/articles/PMC6061098/ /pubmed/30100651 http://dx.doi.org/10.1007/s10967-018-5948-4 Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
spellingShingle Article
Kadirvel, Manikandan
Cardoso, Déborah
Freeman, Sally
Brown, Gavin
Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole
title Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole
title_full Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole
title_fullStr Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole
title_full_unstemmed Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole
title_short Radiosynthesis and reactivity of N-[(11)C]methyl carbamoylimidazole
title_sort radiosynthesis and reactivity of n-[(11)c]methyl carbamoylimidazole
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6061098/
https://www.ncbi.nlm.nih.gov/pubmed/30100651
http://dx.doi.org/10.1007/s10967-018-5948-4
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