6533b855fe1ef96bd12b0826

RESEARCH PRODUCT

Synthesis and Dopamine Receptor Selectivity of the Benzyltetrahydroisoquinoline, (R)-(+)-nor-Roefractine

Diego CortesBruce K. CasselsPhilippe ProtaisNuria Cabedo

subject

StereochemistryImineMolecular ConformationPharmaceutical ScienceLigandsBinding CompetitiveChemical synthesisAnalytical Chemistrychemistry.chemical_compoundDopamineDrug DiscoverymedicinePharmacologyBicyclic moleculeReceptors Dopamine D2LigandOrganic ChemistryBenzazepinesIsoquinolinesComplementary and alternative medicinechemistryDopamine receptorDopamine AntagonistsMolecular MedicineIndicators and ReagentsEnantiomerSelectivitymedicine.drug

description

(R)-(+)-nor-Roefractine (1) was synthesized by the Bischler-Napieralski route, using asymmetric reduction of the 1, 2-didehydro precursor imine with sodium (S)-N-CBZ-prolinyloxyborohydride. Compound 1 was able to displace [3H]-raclopride (a D2 dopamine receptor-selective ligand) from its specific binding sites in rat striatum with selectivity vs [3H]-SCH23390 (D1 dopamine receptor-selective ligand).

yearjournalcountryeditionlanguage
1998-06-27Journal of Natural Products
https://doi.org/10.1021/np980008a