Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites
Autor: | Quixu Liu, Steven R. Childers, Huw M. L. Davies, Darrin William Hopper, Tore Hansen |
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Rok vydání: | 2003 |
Předmět: |
Stereochemistry
Dopamine Plasma Membrane Transport Proteins Clinical Biochemistry Pharmaceutical Science Serotonin transport Nerve Tissue Proteins Biochemistry Chemical synthesis chemistry.chemical_compound Dopamine Drug Discovery Trifluoroacetic acid medicine Binding site Molecular Biology Serotonin transporter Serotonin Plasma Membrane Transport Proteins Binding Sites Membrane Glycoproteins biology Methylphenidate Organic Chemistry Membrane Transport Proteins Transporter General Medicine chemistry biology.protein Molecular Medicine Serotonin Selectivity Carrier Proteins medicine.drug Protein Binding |
Zdroj: | Bioorganicmedicinal chemistry letters. 14(7) |
ISSN: | 0960-894X |
Popis: | The rhodium(II)-catalyzed intermolecular C-H insertion of methyl aryldiazoacetates with either N-Boc-piperidine or N-Boc-pyrrolidine followed by deprotection with trifluoroacetic acid is a very direct method for the synthesis of methylphenidate analogues. By using either dirhodium tetraacetate or dirhodium tetraprolinate derivatives as catalyst, either the racemic or enantioenriched methylphenidate analogues can be prepared. The binding affinities of the methylphenidate analogues to both the dopamine and the serotonin transporters are described. The most notable compounds are the erythro-(2-naphthyl) analogues which display high binding affinity and selectivity for the serotonin transporter. |
Databáze: | OpenAIRE |
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