2-Aminotetralin

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2-Aminotetralin
2-Aminotetralin.png
Systematic (IUPAC) name
1,2,3,4-tetrahydronaphthalen-2-amine
Clinical data
Legal status Uncontrolled
Routes Oral
Identifiers
CAS number 2954-50-9 N
ATC code None
PubChem CID 34677
ChemSpider 31912 YesY
ChEMBL CHEMBL30294 YesY
Chemical data
Formula C10H13N 
Mol. mass 147.217 g/mol
 N (what is this?)  (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.[1][2]

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]

Chemical derivatives[edit]

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

See also[edit]

References[edit]

  1. ^ a b c 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 (August 1971). "Actions of dexamphetamine and amphetamine-like amines in chickens with brain transections". British Journal of Pharmacology 42 (4): 522–42. doi:10.1111/j.1476-5381.1971.tb07138.x. PMC 1665761. PMID 5116035. 
  3. ^ Bruinvels J (June 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. doi:10.1111/j.1476-5381.1971.tb07109.x. PMC 1667157. PMID 5091160. 
  4. ^ Bruinvels J, Kemper GC (September 1971). "Role of noradrenaline and 5-hydroxytryptamine in tetrahydronaphthylamine-induced temperature changes in the rat". British Journal of Pharmacology 43 (1): 1–9. doi:10.1111/j.1476-5381.1971.tb07151.x. PMC 1665934. PMID 4257629.