Chemistry:6-APT

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Short description: Chemical compound
6-APT
Tetralinylaminopropane.svg
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar bills in other countries)
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC13H19N
Molar mass189.302 g·mol−1
3D model (JSmol)
  (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

References

  1. 1.0 1.1 1.2 1.3 "Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine". Journal of Medicinal Chemistry 36 (23): 3700–3706. November 1993. doi:10.1021/jm00075a027. PMID 8246240. 
  2. "EDMA · 3,4-Ethylenedioxy-N-methylamphetamine". Pihkal: A Chemical Love Story. Transform Press. 13 May 2016. ISBN 978-0-9630096-0-9. http://isomerdesign.com/PiHKAL/read.php?domain=pk&id=110.