Document Report Card

ID: ALA1125726

Journal: J Med Chem

Title: R and S enantiomers of 11-hydroxy- and 10,11-dihydroxy-N-allylnoraporphine: synthesis and affinity for dopamine receptors in rat brain tissue.

Authors: Neumeyer JL, Gao YG, Kula NS, Baldessarini RJ.

Abstract: The R-(-)- and S-(+)-enantiomers of 11-hydroxy-N-allyl (4), and 10,11-dihydroxy-N-allyl (3) congeners of 11-hydroxy-N-n-propylnorapomorphine (11-OH-NPa, 2) or N-n-propylnorapomorphine (NPA, 1) were synthesized. Binding affinity of these compounds at dopamine (DA) receptor sites was evaluated with a membrane preparation of corpus striatum from rat brain. The R/S enantiomeric receptor affinity ratio was enhanced by allylic substitution of 3 and 4 and their R isomers had high DA receptor affinity similar to that of the N-n-propyl congeners. These N-allylnoraporphines are proposed as useful precursors to the preparation of their tritiated N-n-propyl enantiomers.

CiteXplore: 1671415

DOI: 10.1021/jm00105a005