6- and 8-hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyrans. Dopamine agonists with autoreceptor selectivity.
The dopamine agonist profiles of 3,4-dihydro-3-(3-dipropylamino)-2H-1-benzopyran-6- and -8-ol (4 and 5, respectively) were examined. Both 4 and 5 exhibited greater relative affinity for receptors labeled with the dopamine agonist ligand [3H]propylnorapomorphine than for those labeled with the dopamine antagonist ligand [3H]haloperidol. Both compounds attenuated the stimulation of brain dopamine synthesis caused by gamma-butyrolactone (GBL) and decreased the firing rate of substantia nigra dopamine neurons in rats. This profile of activity, together with the ability of the dopamine antagonist haloperidol to reverse the inhibition of dopamine neuronal firing, indicate that both compounds are brain dopamine agonists.
Wise
L D
LD
Department of Chemistry, Parke-Davis Pharaceutical Research Division, Warner-Lambert Company, Ann Arbor, Michigan 48105.
DeWald
H A
HA
Hawkins
E S
ES
Reynolds
D M
DM
Heffner
T G
TG
Meltzer
L T
LT
Pugsley
T A
TA
D015107:4-Butyrolactone / Q000494:pharmacology; D000818:Animals; D001058:Apomorphine / Q000031:analogs & derivatives / Q000378:metabolism; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology; D001921:Brain / Q000378:metabolism; D002839:Chromans; D004298:Dopamine / Q000096:biosynthesis / Q000502:physiology*; D006220:Haloperidol / Q000378:metabolism; D066298:In Vitro Techniques; D009474:Neurons / Q000187:drug effects / Q000378:metabolism; D051381:Rats; D011954:Receptors, Dopamine / Q000378:metabolism*; D012110:Reserpine / Q000494:pharmacology
D001578:Benzopyrans; D002839:Chromans; D011954:Receptors, Dopamine; C055144:8-hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyran; C055143:6-hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyran; C009074:N-n-propylnorapomorphine; D012110:Reserpine; D006220:Haloperidol; D001058:Apomorphine; D015107:4-Butyrolactone; D004298:Dopamine