Antidepressant agents. 9. 3,3-Diphenylcyclobutylamines, a new class of central stimulants.
3,3-Diphenylcyclobutylamine (4), N-methyl-3,3-diphenylcyclobutylamine (6), and N,N-dimethyl-3,3-diphenyl-cyclobutylamine (7) have been prepared and tested as potential antidepressant agents. The secondary (6) and tertiary (7) amines strongly decrease the accumulation of NA and 5-HT in brain slices in vitro and in vivo. The cyclobutylamines also cause motor stimulation. The most potent compound in this respect is the tertiary amine 7. The increase in locomotion is not blocked by pretreatment with phenoxybenzamine, methergoline, or alpha-methyltyrosine. Pretreatment with pimozide or reserpine reduces the hyperactivity induced by 7. This hyperstimulation seems to be caused by a mechanism of action which differs from that of amphetamine. 7 may cause increase in locomotion by release of dopamine from granular stores.
D006916:5-Hydroxytryptophan / Q000494:pharmacology; D000818:Animals; D000928:Antidepressive Agents / Q000138:chemical synthesis*; D001522:Behavior, Animal / Q000187:drug effects; D001921:Brain / Q000187:drug effects / Q000378:metabolism; D002082:Butylamines / Q000138:chemical synthesis* / Q000494:pharmacology; D000697:Central Nervous System Stimulants / Q000138:chemical synthesis*; D003500:Cyclization; D004298:Dopamine / Q000378:metabolism; D004347:Drug Interactions; D066298:In Vitro Techniques; D008297:Male; D051379:Mice; D009043:Motor Activity / Q000187:drug effects; D009638:Norepinephrine / Q000378:metabolism; D011680:Pupil / Q000187:drug effects; D012701:Serotonin / Q000378:metabolism
D000928:Antidepressive Agents; D002082:Butylamines; D000697:Central Nervous System Stimulants; D012701:Serotonin; D006916:5-Hydroxytryptophan; D004298:Dopamine; D009638:Norepinephrine