Article · Wikipedia archive · Last revised Jun 24, 2026

6-APT

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). It has IC50 values of 121 nM, 6,436 nM, and 3,371 nM for inhibiting the reuptake of serotonin, dopamine, and norepinephrine, respectively. 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. This parallels Alexander Shulgin's finding that EDMA (the 1,4-benzodioxine analogue of 6-APT) is limitedly active, and appears to indicate that the pharmacokinetics of both EDMA and 6-APT may not be favorable.

Last revised
Jun 24, 2026
Read time
≈ 1 min
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Citations
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6-APT
Clinical data
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
Identifiers
  • 1-(5,6,7,8-Tetrahydronaphthalen-2-yl)propan-2-amine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H19N
Molar mass189.302 g·mol−1
3D model (JSmol)
  • CC(CC1=CC2=C(CCCC2)C=C1)N
  • 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 checkY
  • Key:UTVKUFYOPJCDPE-UHFFFAOYSA-N checkY
  (verify)

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 limitedly active,2 and appears to indicate that the pharmacokinetics of both EDMA and 6-APT may not be favorable.1

See also

See also

References

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): 3700–3706. doi:10.1021/jm00075a027. PMID 8246240.
  2. Shulgin A, Shulgin A (13 May 2016). "EDMA · 3,4-Ethylenedioxy-N-methylamphetamine". Pihkal: A Chemical Love Story. Transform Press. ISBN 978-0-9630096-0-9.