You need JavaScript to view this

Synthesis of the racemate and individual enantiomers of [[sup 11]C]methylphenidate for studying presynaptic dopaminergic neutron with positron emission tomography

Journal Article:

Abstract

Carbon-11 labeled dl-threo-methylphenidate (methyl-2-phenyl-2-(2-piperidyl)acetate, Ritalin), a psychostimulant drug widely used to treat attention deficit hyperactivity disorder, was prepared in two steps: O-methylation of the N-protected dl-threo-ritalinic acid derivative with [[sup 11]C]methyl iodide followed by deprotection. The same strategy was applied for the preparation of C-11 labeled individual enantiomers of threo-methylphenidate from N-protected d-threo-l-threo-ritalinic acid. The subsequent C18 sep-pak and reverse-phase HPLC purification resulted in ca. 40% radiochemical yield with a total synthesis time of 40 minutes and an average specific activity of 1.5 Ci/[mu]mole (at EOB). (author).
Authors:
Ding, Y -S; Sugano, Y; Fowler, J S; Salata, C [1] 
  1. Brookhaven National Lab., Upton, NY (United States)
Publication Date:
Oct 01, 1994
Product Type:
Journal Article
Reference Number:
AIX-26-028208; EDB-95-045585
Resource Relation:
Journal Name: Journal of Labelled Compounds and Radiopharmaceuticals; (United Kingdom); Journal Volume: 34:10
Subject:
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; DOPAMINE; TRACER TECHNIQUES; POSITRON COMPUTED TOMOGRAPHY; RADIOPHARMACEUTICALS; PSYCHOTROPIC DRUGS; LABELLING; CHEMICAL PREPARATION; CARBON 11; ISOMERS; PIPERIDINES; AMINES; AROMATICS; AUTONOMIC NERVOUS SYSTEM AGENTS; AZINES; BETA DECAY RADIOISOTOPES; BETA-PLUS DECAY RADIOISOTOPES; CARBON ISOTOPES; CARDIOTONICS; CARDIOVASCULAR AGENTS; CENTRAL NERVOUS SYSTEM AGENTS; COMPUTERIZED TOMOGRAPHY; DIAGNOSTIC TECHNIQUES; DRUGS; EMISSION COMPUTED TOMOGRAPHY; EVEN-ODD NUCLEI; HETEROCYCLIC COMPOUNDS; HYDROXY COMPOUNDS; ISOTOPE APPLICATIONS; ISOTOPES; LABELLED COMPOUNDS; LIGHT NUCLEI; MINUTES LIVING RADIOISOTOPES; NEUROREGULATORS; NUCLEI; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; PHENOLS; POLYPHENOLS; PYRIDINES; RADIOISOTOPES; SYMPATHOMIMETICS; SYNTHESIS; TOMOGRAPHY; 400703* - Radiochemistry & Nuclear Chemistry- Radioisotope Production
OSTI ID:
6536261
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: ISSN 0362-4803; CODEN: JLCRD4
Submitting Site:
GBN
Size:
Pages: 989-997
Announcement Date:

Journal Article:

Citation Formats

Ding, Y -S, Sugano, Y, Fowler, J S, and Salata, C. Synthesis of the racemate and individual enantiomers of [[sup 11]C]methylphenidate for studying presynaptic dopaminergic neutron with positron emission tomography. United Kingdom: N. p., 1994. Web. doi:10.1002/jlcr.2580341012.
Ding, Y -S, Sugano, Y, Fowler, J S, & Salata, C. Synthesis of the racemate and individual enantiomers of [[sup 11]C]methylphenidate for studying presynaptic dopaminergic neutron with positron emission tomography. United Kingdom. doi:10.1002/jlcr.2580341012.
Ding, Y -S, Sugano, Y, Fowler, J S, and Salata, C. 1994. "Synthesis of the racemate and individual enantiomers of [[sup 11]C]methylphenidate for studying presynaptic dopaminergic neutron with positron emission tomography." United Kingdom. doi:10.1002/jlcr.2580341012. https://www.osti.gov/servlets/purl/10.1002/jlcr.2580341012.
@misc{etde_6536261,
title = {Synthesis of the racemate and individual enantiomers of [[sup 11]C]methylphenidate for studying presynaptic dopaminergic neutron with positron emission tomography}
author = {Ding, Y -S, Sugano, Y, Fowler, J S, and Salata, C}
abstractNote = {Carbon-11 labeled dl-threo-methylphenidate (methyl-2-phenyl-2-(2-piperidyl)acetate, Ritalin), a psychostimulant drug widely used to treat attention deficit hyperactivity disorder, was prepared in two steps: O-methylation of the N-protected dl-threo-ritalinic acid derivative with [[sup 11]C]methyl iodide followed by deprotection. The same strategy was applied for the preparation of C-11 labeled individual enantiomers of threo-methylphenidate from N-protected d-threo-l-threo-ritalinic acid. The subsequent C18 sep-pak and reverse-phase HPLC purification resulted in ca. 40% radiochemical yield with a total synthesis time of 40 minutes and an average specific activity of 1.5 Ci/[mu]mole (at EOB). (author).}
doi = {10.1002/jlcr.2580341012}
journal = {Journal of Labelled Compounds and Radiopharmaceuticals; (United Kingdom)}
volume = {34:10}
journal type = {AC}
place = {United Kingdom}
year = {1994}
month = {Oct}
}