Radiolabeled2{beta}-carbo-2{prime}(S)-fluoroisopropoxy-3{beta}-(4-iodophenyl)-tropane (FIPIT): Synthesis, characterization and primate imaging of a radioligand for mapping dopamine transporter sites by both PET and SPECT

Journal Article · Wed May 01 04:00:00 EDT 1996 · Journal of Nuclear Medicine

OSTI ID:447783

Keil, R; Shi, B; Hoffman, J M ^[1]

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1. Emory Univ., Atlanta, GA (United States); and others

Highly potent and selective dopamine transporter ligands containing both iodine and fluorine are versatile probes for in vivo mapping of dopamine transporter sites in the striatum by PET and SPECT when labeled with fluorine-18 and iodine-123, respectively. Dual labeled biochemical probes are attractive agents since only one set of toxicity and pharmacokinetic analysis may be required for ligand validation for both imaging modalities. Recently, we reported that replacement of the methyl ester of 2{beta}-carbomethoxy-3{beta}-(4-chlorophenyl)tropane with a 2{prime}(R,S)-[F-18]fluoroisopropyl ester affords a highly potent and selective dopamine transporter ligand, 2{beta}-carbo-2{prime}(R,S)- fluoroisopropoxy-3{beta}-(4-chlorophenyl)tropane (FIPCT). FIPCT showed high uptake and retention in the striatum (S) resulting in good S/cerebellum = 3.5 at 125 min post injection in a rhesus monkey. These findings prompted us to synthesize and evaluate the 4-iodo analog, 2{beta}-carbo-2{prime}-(S)-fluoroisopropoxy-3{beta}-(4-iodophenyl)tropane (1) with 1-fluoropropan-2-ol (2) and POC13. These results suggest that [F-18]S-FIPIT is an excellent candidate for mapping of dopamine transporter sites.

• OSTI ID: 447783
• Report Number(s): CONF-960659--
• Journal Information: Journal of Nuclear Medicine, Journal Name: Journal of Nuclear Medicine Journal Issue: Suppl.5 Vol. 37; ISSN 0161-5505; ISSN JNMEAQ
• Country of Publication: United States
• Language: English

Related Subjects

55 BIOLOGY AND MEDICINE
BASIC STUDIES
CEREBELLUM
CLEARANCE
DOPAMINE
FLUORINE 18
IODINE 123
LABELLED COMPOUNDS
LIGANDS
NERVOUS SYSTEM DISEASES
ORGANIC FLUORINE COMPOUNDS
ORGANIC IODINE COMPOUNDS
RETENTION
SYNTHESIS
TOXICITY
TRACER TECHNIQUES
UPTAKE