2-Aminotetralin

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2-Aminotetralin
2-Aminotetralin.png
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
CAS Number
PubChem CID
ChemSpider
ChEMBL
ECHA InfoCard 100.019.067
Chemical and physical data
Formula C10H13N
Molar mass 147.217 g/mol
3D model (JSmol)
 NYesY (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. PMID 2068194. doi:10.1016/0091-3057(91)90017-V. 
  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. PMC 1665761Freely accessible. PMID 5116035. doi:10.1111/j.1476-5381.1971.tb07138.x. 
  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. PMC 1667157Freely accessible. PMID 5091160. doi:10.1111/j.1476-5381.1971.tb07109.x. 
  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. PMC 1665934Freely accessible. PMID 4257629. doi:10.1111/j.1476-5381.1971.tb07151.x.