3,3-Diphenylcyclobutanamine

3,3-Diphenylcyclobutanamine
Clinical data
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 3,3-diphenylcyclobutan-1-amine;
CAS Number	64895-45-0 ;
PubChem CID	47486;
ChemSpider	43204 ;
UNII	CN43PDA78X;
CompTox Dashboard (EPA)	DTXSID701029414 ;
Chemical and physical data
Formula	C16H17N
Molar mass	223.319 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1ccc(cc1)C3(c2ccccc2)CC(N)C3;
	InChI InChI=1S/C16H17N/c17-15-11-16(12-15,13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10,15H,11-12,17H2 ; Key:IABBZBVTZRKDFW-UHFFFAOYSA-N ;
	(verify)

3,3,-Diphenylcyclobutanamine is a psychostimulant drug which was originally prepared as an antidepressant in the late 1970s.^[1] It appears to inhibit the reuptake of serotonin, norepinephrine, and dopamine, and may also induce their release as well.^[1] The N-methyl and N,N-dimethyl analogues of the compound are also known and are more potent.^[1] All three agents produce locomotor stimulation in animal studies, with the tertiary amine being the strongest.^[1]

References

^ ^a ^b ^c ^d Carnmalm B, Rämsby S, Renyi AL, Ross SB, Ogren SO (January 1978). "Antidepressant agents. 9. 3,3-Diphenylcyclobutylamines, a new class of central stimulants". Journal of Medicinal Chemistry. 21 (1): 78–82. doi:10.1021/jm00199a014. PMID 22757.