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Pharmaceutical compound
AMMT
Clinical data
Other namesAMMT
Drug classSerotonin reuptake inhibitor
ATC code
  • None
Identifiers
  • (6-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)methanamine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC12H17NO
Molar mass191.274 g·mol−1
3D model (JSmol)
  • COC1=CC2=C(C=C1)C(CCC2)CN
  • InChI=1S/C12H17NO/c1-14-11-5-6-12-9(7-11)3-2-4-10(12)8-13/h5-7,10H,2-4,8,13H2,1H3
  • Key:PWCAWOYQXQCEEV-UHFFFAOYSA-N

1-Aminomethyl-6-methoxytetralin (AMMT) is a serotonin reuptake inhibitor (SRI) of the phenethylamine family.[1][2][3][4] It is a cyclized phenethylamine and is an analogue of 1-aminomethyl-5-methoxyindane (AMMI).[1][2][3][4] The drug shows weak affinity for the human serotonin transporter (SERT) (Ki = 7,000–18,000 nM).[1][2][4] AMMT was first described in the scientific literature by David Lance Roman and David E. Nichols and colleagues at Purdue University by 2004.[1][2][4][5]

See also

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References

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  1. 1 2 3 4 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1 ed.). Solothurn: Nachtschatten-Verlag. ISBN 978-3-03788-700-4. OCLC 858805226. Archived from the original on 13 November 2025. Retrieved 26 May 2026.{{cite book}}: CS1 maint: bot: original URL status unknown (link)
  2. 1 2 3 4 Roman DL, Saldaña SN, Nichols DE, Carroll FI, Barker EL (February 2004). "Distinct molecular recognition of psychostimulants by human and Drosophila serotonin transporters". The Journal of Pharmacology and Experimental Therapeutics. 308 (2): 679–687. doi:10.1124/jpet.103.057836. PMID 14593087.
  3. 1 2 Rodríguez GJ, Roman DL, White KJ, Nichols DE, Barker EL (July 2003). "Distinct recognition of substrates by the human and Drosophila serotonin transporters". The Journal of Pharmacology and Experimental Therapeutics. 306 (1): 338–346. doi:10.1124/jpet.103.048751. PMID 12682215.
  4. 1 2 3 4 Walline CC, Nichols DE, Carroll FI, Barker EL (June 2008). "Comparative molecular field analysis using selectivity fields reveals residues in the third transmembrane helix of the serotonin transporter associated with substrate and antagonist recognition". The Journal of Pharmacology and Experimental Therapeutics. 325 (3): 791–800. doi:10.1124/jpet.108.136200. PMC 2637348. PMID 18354055.
  5. Roman DL (30 November 2005). "Molecular determinants of ligand interaction with serotonin transporters". Purdue e-Pubs. Retrieved 26 May 2026.
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