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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
PubChem CID	34677
ChemSpider	31912
ChEMBL	ChEMBL30294
CompTox Dashboard (EPA)	DTXSID10903058
ECHA InfoCard	100.019.067
Chemical and physical data
Formula	C10H13N
Molar mass	147.217 g/mol g·mol
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 Key:LCGFVWKNXLRFIF-UHFFFAOYSA-N
(verify)

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.

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

Chemical derivatives

A number of derivatives of 2-aminotetralin exist, including:

• 5-OH-DPAT
• 6-CAT
• 6-OH-DPAT
• 7-OH-DPAT
• 7-OH-PIPAT
• 8-OH-DPAT
• AS-19
• DP-5,6-ADTN
• MDAT
• MDMAT
• N-0434
• RDS-127
• Sertraline
• SR-59,230-A
• Tametraline
• UH-232

See also

• 2-Aminodilin
• 2-Aminoindane

References

1. ^ Oberlender R, Nichols DE. (1991). "Structural variation and (+)-amphetamine-like discriminative stimulus properties". Pharmacol Biochem Behav. 38 (3): 581–586. doi:10.1016/0091-3057(91)90017-V. PMID 2068194.
2. Marley E, Stephenson JD (1971). "Actions of dexamphetamine and amphetamine-like amines in chickens with brain transections". British Journal of Pharmacology. 42 (4): 522–42. PMC 1665761. PMID 5116035. {{cite journal}}: Unknown parameter |month= ignored (help)
3. Bruinvels J (1971). "Evidence for inhibition of the reuptake of 5-hydroxytryptamine and noradrenaline by tetrahydronaphthylamine in rat brain". British Journal of Pharmacology. 42 (2): 281–6. PMC 1667157. PMID 5091160. {{cite journal}}: Unknown parameter |month= ignored (help)
4. Bruinvels J, Kemper GC (1971). "Role of noradrenaline and 5-hydroxytryptamine in tetrahydronaphthylamine-induced temperature changes in the rat". British Journal of Pharmacology. 43 (1): 1–9. PMC 1665934. PMID 4257629. {{cite journal}}: Unknown parameter |month= ignored (help)

• Drugs not assigned an ATC code
• Amines
• Tetralins
• Stimulants