Synthesis and biodistribution of /sup 99m/Tc-labeled piperidinyl bis(aminoethanethiol) complexes: potential brain perfusion imaging agents for single photon emission computed tomography

Journal Article · Sun May 01 00:00:00 EDT 1988 · J. Med. Chem.; (United States)

DOI:https://doi.org/10.1021/jm00400a028· OSTI ID:7069477

Efange, S M; Kung, H F; Billings, J J; Blau, M

In developing clinically useful /sup 99m/Tc-labeled radiopharmaceuticals for the evaluation of regional cerebral perfusion with single photon emission computed tomography (SPECT), a number of substituted alkyl(aryl)piperidinyl bis(aminoethanethiol) ligands for chelating (/sup 99m/Tc)TcO(III) were synthesized. Each ligand forms two diastereomers, syn and anti, after reacting with a racemic mixture of the ligand. The diastereomers were separated by high-pressure liquid chromatography. In biodistribution studies conducted in rats, the diastereomers exhibit widely disparate brain uptake values; however, this disparity seems to diminish as the steric bulk of the substituent at the C-4 position of the piperidinyl moiety increases. Furthermore, all the complexes evaluated failed to show a prolonged retention in the rat brain, suggesting that further structural modification may be necessary to obtain clinically useful complexes from this class of compounds.

• Research Organization: State Univ. of New York, Buffalo (USA)
• OSTI ID: 7069477
• Journal Information: J. Med. Chem.; (United States), Vol. 31:5, Issue 5
• Country of Publication: United States
• Language: English

Related Subjects

62 RADIOLOGY AND NUCLEAR MEDICINE
BRAIN
SINGLE PHOTON EMISSION COMPUTED TOMOGRAPHY
RADIOPHARMACEUTICALS
CHEMICAL PREPARATION
TISSUE DISTRIBUTION
COMPLEXES
ISOMERIC NUCLEI
LIGANDS
LIQUID COLUMN CHROMATOGRAPHY
PERFUSED ORGANS
PIPERIDINES
RATS
STRUCTURE-ACTIVITY RELATIONSHIPS
TECHNETIUM 99
AMINES
ANIMALS
AZINES
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
BODY
CENTRAL NERVOUS SYSTEM
CHROMATOGRAPHY
COMPUTERIZED TOMOGRAPHY
DIAGNOSTIC TECHNIQUES
DISTRIBUTION
DRUGS
EMISSION COMPUTED TOMOGRAPHY
HETEROCYCLIC COMPOUNDS
HOURS LIVING RADIOISOTOPES
INTERMEDIATE MASS NUCLEI
ISOMERIC TRANSITION ISOTOPES
ISOTOPES
LABELLED COMPOUNDS
MAMMALS
NERVOUS SYSTEM
NUCLEI
ODD-EVEN NUCLEI
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
ORGANS
PYRIDINES
RADIOISOTOPES
RODENTS
SEPARATION PROCESSES
SYNTHESIS
TECHNETIUM ISOTOPES
TOMOGRAPHY
VERTEBRATES
YEARS LIVING RADIOISOTOPES
550601* - Medicine- Unsealed Radionuclides in Diagnostics