Synthesis of 13N-labelled polysubstituted triazoles via Huisgen cycloaddition
| Autor: | J. Llop, V. Gómez-Vallejo, S. M. Joshi, V. Salinas |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry General Chemical Engineering Radiosynthesis Triazole Positron emitters Alkyne General Chemistry 010402 general chemistry 01 natural sciences Cycloaddition 0104 chemical sciences chemistry.chemical_compound Organic chemistry Molecule |
| Zdroj: | RSC Advances. 6:109633-109638 |
| ISSN: | 2046-2069 |
| Popis: | The use of the positron emitter nitrogen-13 (13N) has been historically restricted due to its short half-life (T1/2 = 9.97 min). However, its stable isotopes (nitrogen-14 and nitrogen-15) are present in many biologically active molecules; therefore, the incorporation of 13N in the toolbox of PET chemists might be a valuable option for the preparation of new labelled compounds or incorporation of the label in different positions. Here we present the unprecedented radiosynthesis of 13N-labelled polysubstituted triazoles via Huisgen cycloaddition by reaction of 13N-labelled aromatic azides with alkyne derivatives and aldehydes. Six different 13N-labelled triazoles were successfully synthesized. After automatization of the synthetic process and optimization of experimental conditions, one selected triazole could be prepared with high radiochemical purity and decay-corrected radiochemical yields of 11 ± 2%. The amount of activity obtained should be sufficient to approach future in vitro and in vivo studies. The novel methodology might open new avenues for the preparation of radiotracers which cannot be labelled using other more conventional positron emitters. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|