Alpha-fluoroalkyl dihydrotetrabenazine imaging agents and...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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Reexamination Certificate

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08053578

ABSTRACT:
The present invention provides novel alpha-fluoroalkyl dihydrotetrabenazine compounds Iwherein R1is a C1-C10fluorinated aliphatic radical; R2is hydrogen or a C1-C10aliphatic radical; R3is hydrogen or a C1-C10aliphatic radical; and R4is a C1-C10aliphatic radical, a C3-C10cycloaliphatic radical, or a C3-C10aromatic radical. The alpha-fluoroalkyl dihydrotetrabenazine compounds are provided in both racemic and enantiomerically enriched forms and may comprise either or both of fluorine-18 and fluorine 19. The alpha-fluoroalkyl dihydrotetrabenazine compounds are believed to possess high affinity for VMAT-2, a biomarker implicated in human diabetes. The alpha-fluoroalkyl dihydrotetrabenazine compounds comprising a fluorine-18 group are useful as PET imaging agents targeting the VMAT-2 biomarker. The non-radiolabled alpha-fluoroalkyl dihydrotetrabenazine compounds are useful as probes for the discovery of PET imaging agents.

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