2-Aminotetralin
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2-Aminotetralin
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| Systematic (IUPAC) name | |
| 1,2,3,4-tetrahydronaphthalen-2-amine | |
| Clinical data | |
| Pregnancy cat. | ? |
| Legal status | Uncontrolled |
| Routes | Oral |
| Identifiers | |
| CAS number | 2954-50-9 |
| ATC code | None |
| PubChem | CID 34677 |
| ChemSpider | 31912  |
| ChEMBL | CHEMBL30294 |
| Chemical data | |
| Formula | C10H13N |
| Mol. mass | 147.217 g/mol |
| SMILES | eMolecules & PubChem |
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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
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
- Lometraline
- MDAT
- MDMAT
- N-0434
- RDS-127
- Sertraline
- SR-59,230-A
- Tametraline
- UH-232
See also
References
- ^ 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.
- ^ 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. . PMID 5116035. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1665761.
- ^ 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. . PMID 5091160. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1667157.
- ^ 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. . PMID 4257629. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1665934.
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