3-Amino-4-(2-((4-[18F]fluorobenzyl)methylamino)methylphenylsulfanyl)benzonitrile, an F-18 Fluorobenzyl Analogue of DASB: Synthesis, in Vitro Binding, and in Vivo Biodistribution Studies
| Autor: | Richard C. Minton, Shankar R. Thopate, Pradeep Garg, Kimberly W. Black, and Andrew J. H. Lynch, Sudha Garg |
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| Rok vydání: | 2007 |
| Předmět: |
Benzylamines
Fluorine Radioisotopes Stereochemistry Biomedical Engineering Pharmaceutical Science Bioengineering Sulfides Ligands DASB Mice chemistry.chemical_compound Organophosphorus Compounds In vivo Animals Tissue Distribution Serotonin transporter Serotonin Plasma Membrane Transport Proteins Pharmacology Aniline Compounds biology Organic Chemistry In vitro In vitro binding Fluorobenzenes Benzonitrile Models Chemical chemistry In vivo biodistribution biology.protein Radiopharmaceuticals Half-Life Biotechnology |
| Zdroj: | Bioconjugate Chemistry. 18:1612-1618 |
| ISSN: | 1520-4812 1043-1802 |
| DOI: | 10.1021/bc070112g |
| Popis: | 3-amino-4-(2[11C]methylaminomethylphenylsulfanyl)benzonitrile (C-11 DASB) exhibits excellent in vitro and in vivo properties toward the serotonin transporter. If labeled with a longer physical half-life radioisotope, this ligand could be more attractive to research groups lacking an on-site cyclotron or lacking C-11 synthesis capabilities. We produce p-[18F]fluorobenzyl iodide on a routine basis to synthesize several neuroimaging agents. Therefore, it was straightforward for us to substitute the DASB precursor with this prosthetic group and assess its biological properties. We designed a different synthesis strategy to obtain the DASB precursor (desmethyl DASB). Herein we report an efficient and facile synthetic route that provides higher chemical yields of 3-amino-4-(2-aminomethylphenylsulfanyl)benzonitrile and related analogues. In addition, we report our results from incorporating p-[18F]fluorobenzyl iodide in DASB precursor and its affect on the in vitro and in vivo biological properties of the DASB. |
| Databáze: | OpenAIRE |
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