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    TMA-6 molecular structure

    TMA-6 Stats & Data

    NPS DataHub
    MW261.75
    FormulaC12H20ClNO3
    CAS23815-74-9
    SMILES[Cl-].COc1cc(OC)c(CC(C)N)c(OC)c1.[H+]
    InChIKeyHAIHNGCKJFYVFH-UHFFFAOYSA-N
    Phenethylamines; 2020/1. Von 2-Phenethylamin abgeleitete Verbindungen; 2021/1. Von 2-Phenethylamin abgeleitete Verbindungen; 2022/1. Von 2-Phenethylamin abgeleitete Verbindungen
    Chemical Class Amphetamine
    Psychoactive Class Psychedelic / Stimulant

    Receptor Profile

    Receptor Actions

    Agonists
    5-HT2A receptor partial agonist
    Inhibitors
    potent MAO-A inhibitor (IC50 400 nM)

    History & Culture

    TMA-6 emerged from Alexander Shulgin's systematic exploration of trimethoxyamphetamines. After discovering that relocating a single methoxy group from the original TMA (3,4,5-trimethoxyamphetamine) to create TMA-2 resulted in a ten-fold increase in potency, Shulgin prioritized investigating all six possible arrangements of the three methoxy groups on the amphetamine scaffold. TMA-6, featuring the 2,4,6-trimethoxy pattern, was assigned its sequential name in 1970 alongside TMA-3, TMA-4, and TMA-5. The compound's precursor, phloroglucinol, occurs naturally in sources as diverse as coast redwood cones, tea plant leaves (Camellia species), citrus rinds, and Eucalyptus resins. Although the compound had been described in scientific literature as early as 1954, Shulgin discovered its psychedelic properties in 1964 and published the first account of its hallucinogenic effects in 1969, noting its potency relative to mescaline. He provided a more comprehensive description in his 1991 book PiHKAL (Phenethylamines I Have Known And Loved), where he characterized it as "one of the most rewarding and pleasurable of the methoxylated amphetamines." Prior to this publication, the compound had no documented history of human use outside Shulgin's research. Following PiHKAL's release, TMA-6 gained limited recognition within the psychedelics community and appeared as a novel designer drug in Europe in 2009, though it remains only sporadically available from clandestine sources.

    Effect Profile

    Curated + 7 Reports
    Psychedelic 1.6

    Moderate body load with low headspace and visuals

    Visual Intensity×3
    1
    Headspace Depth×3
    2
    Auditory Effects×1
    0
    Body Load / Somatic Effects×1
    6
    Stimulant 3.1

    Strong anxiety/jitters with mild stimulation, low euphoria and focus

    Stimulation / Energy×3
    5
    Euphoria / Mood Lift×2
    3
    Focus / Productivity×2
    2
    Anxiety / Jitters×1
    10

    Tolerance & Pharmacokinetics

    drugs.wiki

    Tolerance Decay

    Full tolerance 1d Half tolerance 12d Baseline ~21d

    Experience Report Analysis

    Erowid
    7 Reports
    2002–2012 Date Range
    3 With Age Data
    6 Effects Detected

    Demographics

    Gender Distribution

    Age Distribution

    Reports Over Time

    Effect Analysis

    Erowid

    Effects aggregated from 7 experience reports (7 Erowid)

    7 Reports
    6 Effects Detected
    3 Positive
    1 Adverse
    2 Neutral

    Effect Sentiment Distribution

    Confidence Distribution

    Positive Effects 3

    Empathy 57.1% 70%
    Music Enhancement 57.1% 70%
    Color Enhancement 42.9% 70%

    Adverse Effects 1

    Nausea 42.9% 70%

    Real-World Dose Distribution

    62K Doses

    From 9 individual dose entries

    Oral (n=5)

    Median: 7.8mg 25th: 3.6mg 75th: 40.0mg 90th: 40.0mg

    Form / Preparation

    Most common forms and preparations reported

    Legal Status

    Country Status Notes
    Germany NpSG (Controlled) Controlled under the Neue-psychoaktive-Stoffe-Gesetz (New Psychoactive Substances Act) since November 26, 2016. Production and import with intent to distribute, administration to others, and trading are criminally punishable offenses. Possession is prohibited but does not carry criminal penalties.
    Switzerland Potentially illegal (analog provision) Not explicitly scheduled by name. However, it may be considered an ether analog of PMA, which could render it controlled under Buchstabe C of the Swiss controlled substances regulations.
    Turkey Illegal Classified as a controlled drug under national legislation. Possession, production, supply, and importation are all prohibited.
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