6533b85bfe1ef96bd12babe6

RESEARCH PRODUCT

In vitro affinities of various halogenated benzamide derivatives as potential radioligands for non-invasive quantification of D(2)-like dopamine receptors.

Markus PielHarald HübnerDaniela StarkFrank RöschGerhard GründerPeter Gmeiner

subject

StereochemistryClinical BiochemistryPharmaceutical ScienceBiochemistryCell Linechemistry.chemical_compoundRadioligand AssayStructure-Activity RelationshipDopamine receptor D2Iodine IsotopesDrug DiscoverymedicineAnimalsBenzamideMolecular BiologyRacloprideReceptors Dopamine D2Organic ChemistryDopaminergicLigand (biochemistry)AffinitieschemistryDopamine receptorLipophilicityBenzamidesMolecular Medicinemedicine.drug

description

Abstract Benzamide derivatives as radiotracers have played an important role in diagnosing malfunction in dopaminergic neurotransmission. A variety of halogenated and two unsubstituted benzamide derivatives were synthesised and their in vitro affinities to dopaminergic, serotonergic and adrenergic receptors and their lipophilicities were determined. As references IBZM (3), raclopride (4) and FLB457 (5) were tested as well. The two iodinated compounds NAE (27) and NADE (28) displayed Ki values of 0.68 and 14 nM for the D2 receptor. The well-established radiotracers FP (1) and DMFP (2) showed affinities in the same range as did the brominated compounds NABrE (29) and NABrDE (30). The log D7.4 values of 2.91 for NAE (27) and of 2.81 for NADE (28) are in the range of those found for IBZM (3), FP (1) and DMFP (2). These facts allow to expect good properties for the two iodinated compounds NAE (27) and NADE (28) regarding in vivo imaging with SPECT.

yearjournalcountryeditionlanguage
2007-11-01Bioorganicmedicinal chemistry
10.1016/j.bmc.2007.07.017https://pubmed.ncbi.nlm.nih.gov/17765546