Novel synthesis of [18F]-fluorobenzene and pyridinecarbohydrazide-folates as potential PET radiopharmaceuticals
| Autor: | I. Al Jammaz, B. Al-Otaibi, J. Amartey, S.M. Okarvi |
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| Rok vydání: | 2006 |
| Předmět: |
Organic Chemistry
Fluorobenzene Hydrazine Pyridine carboxylate Biochemistry Medicinal chemistry Chemical synthesis Analytical Chemistry chemistry.chemical_compound chemistry Nucleophile Yield (chemistry) Drug Discovery Pyridine Organic chemistry Radiology Nuclear Medicine and imaging Benzene Spectroscopy |
| Zdroj: | Journal of Labelled Compounds and Radiopharmaceuticals. 49:125-137 |
| ISSN: | 1099-1344 0362-4803 |
| DOI: | 10.1002/jlcr.1022 |
| Popis: | In an attempt to visualize folate receptors that over-express on many cancers, [18F]-fluorobenzene and pyridine carbohydrazide-folates were synthesized using two different synthetic approaches starting from nucleophilic displacement reactions on ethyl-trimethylammonium-benzoate and pyridine carboxylate precursors. The intermediates ethyl [18F]-fluorinated benzene and pyridine esters were reacted with hydrazine to produce the [18F]-fluorobenzene and pyridine carbohydrazides followed by coupling with NHS-folate 11 in the first approach. Whereas hydrazide-folate 5 was reacted with 2,5-dioxoazolidinyl [18F]-fluorobenzenecarboxylate in the second approach. Based on starting [18F]-fluoride, radiochemical yields and synthesis times were found to be around 80% (45 min) and 35% (80 min) for the first and the second approaches, respectively. The first synthetic approach holds considerable promise as a rapid and simple method for the radiofluorination of folic acid with high radiochemical yield and short time. Copyright © 2005 John Wiley & Sons, Ltd. |
| Databáze: | OpenAIRE |
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