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MDMAT

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MDMAT
Clinical data
ATC code
  • none
Legal status
Legal status
  • US: Uncontrolled;[1] May fall under the Federal Analogue Act
Identifiers
  • N-Methyl-5,6,7,8-tetrahydrobenzo[f][1,3]benzodioxol-6-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC12H15NO2
Molar mass205.257 g·mol−1
3D model (JSmol)
  • C3c1cc2OCOc2cc1CCC3NC
  • InChI=1S/C12H15NO2/c1-13-10-3-2-8-5-11-12(15-7-14-11)6-9(8)4-10/h5-6,10,13H,2-4,7H2,1H3 ☒N
  • Key:MTRLJTZQUZHTJI-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

MDMAT (6,7-methylenedioxy-N-methyl-2-aminotetralin) is a selective serotonin releasing agent (SSRA) and entactogen drug. It is the N-methylated derivative of MDAT, similarly to the relationship of MDMA to MDA.[2][3] It has been theorized to have less long-term neurotoxicity and less hallucinogenic effects than other MDxx derivatives,[4] but no formal scientific research has been conducted specifically on MDMAT.

There is a lack of research on MDMAT in general, with much of the research and citation in literature being in reference to the wider pharmalogical/chemical class as a whole.

Chemistry

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MDMAT is a substituted methylenedioxyphenethylamine, having structural similarities to MDMA and MDA.

See also

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References

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  1. ^ "Controlled Substances - Alphabetical Order -" (PDF). Controlled Substances - Alphabetical Order - DEA Diversion Control Division. US Drug Enforcement Agency. Retrieved Aug 17, 2024.
  2. ^ Violland R, Violland-Duperret N, Pacheco H, Trouiller G, Lebland A (1971). "Potential psychotropic compounds. VIII. Synthesis and pharmacological activity of 2-aminotetralins related to psychomimetics". Chimica Therapeutica. 6 (3): 196.
  3. ^ Malmusi L, Dukat M, Young R, Teitler M, Darmani NA, Ahmad B, et al. (January 1996). "1,2,3,4-Tetrahydroisoquinoline and related analogs of the phenylalkylamine designer drug MDMA". Medicinal Chemistry Research. 6 (6): 412–26m.
  4. ^ Nichols DE, Brewster WK, Johnson MP, Oberlender R, Riggs RM (February 1990). "Nonneurotoxic tetralin and indan analogues of 3,4-(methylenedioxy)amphetamine (MDA)". Journal of Medicinal Chemistry. 33 (2): 703–710. doi:10.1021/jm00164a037. PMID 1967651.