Synthesis and dopaminergic activity of (R)- and (S)-4-hydroxy-2-(di-n-propylamino)indan.
A synthetic precursor to a potent dopaminergic agonist, (RS)-4-hydroxy-2-(di-n-propylamino)indan, has been resolved by classical recrystallization procedures, and the absolute configurations of the enantiomers have been established by X-ray crystallographic analysis. The enantiomers were converted by literature procedures into (R)- and (S)-1. (R)-1 was approximately 100 times as potent as (S)-1 in an assay for dopamine agonist effect in the isolated cat atrium.
D000818:Animals; D002415:Cats; D005260:Female; D066298:In Vitro Techniques; D007189:Indans / Q000138:chemical synthesis / Q000494:pharmacology; D008297:Male; D008968:Molecular Conformation; D011954:Receptors, Dopamine / Q000187:drug effects*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D007189:Indans; D011954:Receptors, Dopamine; C044899:4-hydroxy-2-(di-n-propylamino)indan