6-APT

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6-APT
Tetralinylaminopropane.svg
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
Routes Oral
Identifiers
CAS number ?
ATC code None
PubChem CID 14964398
ChemSpider 23204045 YesY
ChEMBL CHEMBL331488
Chemical data
Formula C13H19N 
Mol. mass 189.30 g/mol
 YesY (what is this?)  (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 inactive,[2] and appears to indicate that the pharmacokinetics of both EDMA and 6-APT may not be favorable.[1]

See also[edit]

References[edit]

  1. ^ a b c d 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.