2-Aminotetralin

2-Aminotetralin (2-AT), also known as 1,2,3,4-tetrahydronaphthalen-2-amine (THN), is a stimulant drug with a chemical structure consisting of a tetralin group combined with an amine.^[1][2]

2-Aminotetralin

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 1,2,3,4-tetrahydronaphthalen-2-amine
CAS Number	2954-50-9 Y
PubChem CID	34677
ChemSpider	31912 Y
UNII	LGX8T83G7X
ChEMBL	ChEMBL30294 Y
CompTox Dashboard (EPA)	DTXSID10903058
ECHA InfoCard	100.019.067
Chemical and physical data
Formula	C10H13N
Molar mass	147.221 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1CC2=CC=CC=C2CC1N
InChI InChI=1S/C10H13N/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-4,10H,5-7,11H2 Y Key:LCGFVWKNXLRFIF-UHFFFAOYSA-N Y
NY (what is this?)  (verify)

2-AT is a rigid analogue of phenylisobutylamine and fully substitutes for d-amphetamine in rat discrimination tests, although at one eighth the potency.^[1] It has been shown to inhibit the reuptake of serotonin and norepinephrine, and likely induces their release as well.^[3][4] It is also likely to act on dopamine on account of its full substitution of d-amphetamine in rodent studies.^[1]