6-APT

6-APT

Systematic (IUPAC) name
1-(5,6,7,8-tetrahydronaphthalen-2-yl)propan-2-amine or 1-(6-tetralinyl)propan-2-amine
Clinical data
Legal status	Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar bills in other countries)
Routes of administration	Oral
Identifiers
CAS Number	?
ATC code	None
PubChem	CID 14964398
ChemSpider	23204045
ChEMBL	CHEMBL331488
Chemical data
Formula	C13H19N
Molar mass	189.30 g/mol
SMILES CC(CC1=CC2=C(CCCC2)C=C1)N
InChI InChI=1S/C13H19N/c1-10(14)8-11-6-7-12-4-2-3-5-13(12)9-11/h6-7,9-10H,2-5,8,14H2,1H3 Key:UTVKUFYOPJCDPE-UHFFFAOYSA-N
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6-(2-Aminopropyl)tetralin (6-APT), also sometimes called tetralinylaminopropane (TAP), is a drug of the amphetamine class which acts as a selective serotonin releasing agent (SSRA).^[1] It has IC₅₀ values of 121 nM, 6,436 nM, and 3,371 nM for inhibiting the reuptake of serotonin, dopamine, and norepinephrine, respectively.^[1] Though it possesses an appreciable in vitro profile, in animal drug discrimination studies it was not found to substitute for MMAI or amphetamine and to only partially substitute for MBDB.^[1] This parallels Alexander Shulgin's finding that EDMA (the 1,4-benzodioxine analogue of 6-APT) is inactive,^[2] and appears to indicate that the pharmacokinetics of both EDMA and 6-APT may not be favorable.^[1]

See also

• 5-APDI
• 6-APB
• 5-APDB
• 6-APDB
• 5-(2-Aminopropyl)indole
• EDMA
• Naphthylaminopropane
• 2-Aminotetralin

References

1. Monte AP, Marona-Lewicka D, Cozzi NV, Nichols DE (November 1993). "Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine". Journal of Medicinal Chemistry 36 (23): 3700–6. doi:10.1021/jm00075a027. PMID 8246240.
2. Ann Shulgin; Alexander Shulgin (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5.