Misplaced Pages

This is an old revision of this page, as edited by Citation bot 1 (talk | contribs) at 16:50, 7 January 2012 (Combined duplicate references. You can use this bot yourself. Report bugs here.). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

6-APT

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
IUPAC name 1-(5,6,7,8-tetrahydronaphthalen-2-yl)propan-2-amine or 1-(6-tetralinyl)propan-2-amine
CAS Number	?
PubChem CID	14964398
ChemSpider	23204045
CompTox Dashboard (EPA)	DTXSID201029471
Chemical and physical data
Formula	C13H19N
Molar mass	189.30 g/mol g·mol
3D model (JSmol)	Interactive image
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
(verify)

Tetralinylaminopropane (TAP) is an entactogen 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 TAP) is inactive, and appears to indicate that the pharmacokinetics of both EDMA and TAP may not be favorable.

See also

• 6-APB
• 5-APDB
• 6-APDB
• 5-(2-Aminopropyl)indole
• Ethylenedioxymethamphetamine
• Indanylaminopropane
• Naphthylaminopropane
• 2-Aminotetralin

References

1. ^ Monte AP, Marona-Lewicka D, Cozzi NV, Nichols DE (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. {{cite journal}}: Unknown parameter |month= ignored (help)CS1 maint: multiple names: authors list (link)
2. Ann Shulgin; Alexander Shulgin (1991). Pihkal: A Chemical Love Story. Transform Press. ISBN 0-9630096-0-5.{{cite book}}: CS1 maint: multiple names: authors list (link)

• Drugs not assigned an ATC code
• Amphetamines
• Entactogens and Empathogens
• Tetralins