Radiosynthesis of an opiate receptor-binding radiotracer for positron emission tomography: (C-11 methyl)-methyl-4-(N-(1-oxopropyl)-N-phenylamino)-4-piperidine carboxylate (C-11 4-carbomethoxyfentanyl)
The development of high affinity, high specific activity tritium-labeled neurotransmitter receptor ligands has made it possible to determine the spatial distribution and relative regional concentration of several neuroreceptors by means of in vivo receptor labeling techniques in animals. This development made possible the biochemical identification of opiate receptors by autoradiographic visualization in experimental animals. The quantitation and localization of opiate receptors in man using non-invasive methods, such as positron emission tomography, could provide a means of obtaining information about a variety of receptor-linked neuropsychiatric diseases as well as normal brain mechanisms regulating pain and emotions. As part of a continuing program to identify and radiolabel high affinity, highly specific ligands for the opiate receptor, the authors have selected two derivatives of fentanyl, a well-known analgesic, as candidates for radiolabeling: R-31,833 (4-carbomethoxy-fentanyl) and R-34,995 (lofentanil). Carbon-11 labeled R-31,833 was synthesized by the methylation of the appropriate carboxylate with C-11 methyl iodide in dimethylformamide at room temperature and purified by high performance liquid chromatography. The average synthesis time from end-of-bombardment (E.O.B.) was 30 minutes. The average specific activity was determined by ultraviolet spectroscopy to be 890 mCi/..mu..mole end-of-synthesis (approx. 2500 mCi/..mu..mole E.O.B.).
- Research Organization:
- The Johns Hopkins Medical Institutions, Baltimore, MD
- OSTI ID:
- 6779340
- Report Number(s):
- CONF-840619-
- Journal Information:
- J. Nucl. Med.; (United States), Journal Name: J. Nucl. Med.; (United States) Vol. 25:5; ISSN JNMEA
- Country of Publication:
- United States
- Language:
- English
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550602* -- Medicine-- External Radiation in Diagnostics-- (1980-)
62 RADIOLOGY AND NUCLEAR MEDICINE
AFFINITY
ALKOXY RADICALS
AMBIENT TEMPERATURE
AMIDES
AMINES
ANIMALS
AZINES
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
BETA-PLUS DECAY RADIOISOTOPES
BIOSYNTHESIS
BODY
BRAIN
CARBON 11
CARBON ISOTOPES
CENTRAL NERVOUS SYSTEM
CENTRAL NERVOUS SYSTEM DEPRESSANTS
CHEMICAL REACTIONS
CHROMATOGRAPHY
COMPUTERIZED TOMOGRAPHY
DIAGNOSIS
DIAGNOSTIC TECHNIQUES
DIAGNOSTIC USES
DISEASES
DISTRIBUTION
DRUGS
EMISSION COMPUTED TOMOGRAPHY
EVEN-ODD NUCLEI
FORMAMIDE
HALOGENATED ALIPHATIC HYDROCARBONS
HETEROCYCLIC COMPOUNDS
HYDROGEN ISOTOPES
IN VIVO
IODINATED ALIPHATIC HYDROCARBONS
ISOTOPE APPLICATIONS
ISOTOPES
LABELLING
LIGANDS
LIGHT NUCLEI
LIQUID COLUMN CHROMATOGRAPHY
MEMBRANE PROTEINS
MENTAL DISORDERS
METHOXY RADICALS
METHYL IODIDE
METHYLATION
MINUTES LIVING RADIOISOTOPES
NARCOTICS
NERVOUS SYSTEM
NERVOUS SYSTEM DISEASES
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC IODINE COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANS
PIPERIDINES
POSITRON COMPUTED TOMOGRAPHY
PROTEINS
PYRIDINES
QUANTITY RATIO
RADICALS
RADIOISOTOPES
RECEPTORS
SEPARATION PROCESSES
SPATIAL DISTRIBUTION
SYNTHESIS
TOMOGRAPHY
TRACER TECHNIQUES
TRITIUM
USES
YEARS LIVING RADIOISOTOPES