Alfetamine, or alpha-allyl-phenethylamine, is a chemical compound of the phenethylamine family. It was briefly investigated as a possible antidepressant in the early 1970s. Its activity profile was said to be very similar to imipramine and amitriptyline, two tricyclic antidepressants.^[1] It has now been largely superseded by the newer compounds in this class, and only rarely found in scientific literature. The "alpha" in its name refers to its prodrug form, alfetamine. In addition to being an antidepressant, alfetamine is also a neuroprotective agent that acts as a weak dopamine antagonist and a high affinity κ-opioid receptor agonist.^{[medical citation needed]}

Alfetamine

Clinical data
Other names	Alfetadrinum
ATC code	none
Identifiers
IUPAC name 1-phenylpent-4-en-2-amine
CAS Number	4255-23-6 N
PubChem CID	20254
ChemSpider	19080 Y
UNII	Q3V87119BP
ChEMBL	ChEMBL2110598 N
Chemical and physical data
Formula	C11H15N
Molar mass	161.248 g·mol−1
3D model (JSmol)	Interactive image
SMILES NC(Cc1ccccc1)C\C=C
InChI InChI=1S/C11H15N/c1-2-6-11(12)9-10-7-4-3-5-8-10/h2-5,7-8,11H,1,6,9,12H2 Y Key:WQKXQJYCZMWOSD-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

Alfetamine was synthesized by Kenji Tsukada and colleagues at Shinshu University and Dow Chemical Company in the 1960s and early 1970s.