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    ALEPH molecular structure

    ALEPH Stats & Data

    Dot Aleph-1 Para-dot
    NPS DataHub
    MW241.35
    FormulaC12H19NO2S
    CAS61638-07-1
    IUPAC1-(2,5-dimethoxy-4-methylsulfanylphenyl)propan-2-amine
    SMILESCOc1cc(CC(C)N)c(OC)cc1SC
    InChIKeyCOBYBOVXXDQRAU-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
    Half-Life Unknown in humans; subjective duration suggests long-acting compared with many phenethylamines; do not redose early.

    Receptor Profile

    Receptor Actions

    Agonists
    5-HT2A receptor agonist (partial)
    5-HT2B receptor agonist (partial)
    5-HT2C receptor agonist (partial)
    Inhibitors
    weak MAO-A inhibitor (IC50 = 5.2 uM)

    History & Culture

    ALEPH holds a notable place in psychedelic chemistry as the first sulfur-containing phenethylamine to be evaluated for central nervous system activity, specifically for its potential stimulant or psychedelic properties. This pioneering incorporation of a methylthio group at the 4-position of the amphetamine structure opened a new avenue of exploration in psychoactive compound development. The substance derives its name from the first letter of the Hebrew alphabet, a designation chosen to reflect the potentially extraordinary properties shared by this structural class. Despite its historical significance as a founding member of this series, ALEPH itself remains relatively unexplored compared to its derivatives. The compound has two positional isomers, known as ortho-DOT and meta-DOT, though these have received even less investigation. The structural insights gained from ALEPH proved more valuable than the compound itself. Three higher homologues in the ALEPH series received more thorough examination, but the most significant developments came from exploring the two-carbon homologues, which led to the creation of the 2C-T family of compounds.

    Effect Profile

    Curated + 3 Reports
    Psychedelic 6.1

    Strong visuals with moderate body load, mild headspace

    Visual Intensity×3
    10
    Headspace Depth×3
    5
    Auditory Effects×1
    0
    Body Load / Somatic Effects×1
    6
    Empathogen 6.1

    Strong euphoria and sensory enhancement with moderate stimulation, low empathy

    Empathy / Social Openness×3
    3
    Euphoria / Mood Elevation×2
    10
    Stimulation×1
    6
    Sensory Enhancement×1
    8
    Stimulant 5.6

    Strong euphoria and anxiety/jitters with mild stimulation and focus

    Stimulation / Energy×3
    5
    Euphoria / Mood Lift×2
    10
    Focus / Productivity×2
    4
    Anxiety / Jitters×1
    8

    Tolerance & Pharmacokinetics

    drugs.wiki
    Half-Life
    Unknown in humans; subjective duration suggests long-acting compared with many phenethylamines; do not redose early.
    Addiction Potential
    Low; not considered habit-forming or addictive, but repeated use may lead to psychological habituation.

    Tolerance Decay

    Full tolerance 1d Half tolerance 7d Baseline ~14d

    Pattern inferred from general classic psychedelic tolerance (rapid acute tolerance; partial cross-tolerance), sparse ALEPH-specific data; schedule ≥7–14 days between uses to reduce blunted effects.

    Cross-Tolerances

    LSD
    50% ●○○
    Psilocybin
    40% ●○○
    DOx (e.g., DOM/DOB/DOC)
    60% ●○○

    Experience Report Analysis

    Erowid
    3 Reports
    2014–2017 Date Range
    3 With Age Data
    1 Effects Detected

    Demographics

    Gender Distribution

    Age Distribution

    Reports Over Time

    Effect Analysis

    Erowid

    Effects aggregated from 3 experience reports (3 Erowid)

    3 Reports
    1 Effects Detected
    1 Positive
    0 Adverse
    0 Neutral

    Effect Sentiment Distribution

    Confidence Distribution

    Positive Effects 1

    Focus Enhancement 100.0% 70%

    Adverse Effects 0

    Harm Reduction

    drugs.wiki

    Evidence base is minimal: PiHKAL reports 5–10 mg oral with 6–8 h; plan conservatively and expect variability. The ALEPH family (e.g., ALEPH-2) shows erratic dose–response between individuals, so precise measurement and allergy testing (≤1 mg) are prudent. Slow onset (often >60 min) means redosing early can inadvertently create an overlong, overintense experience; wait at least 3–4 h before any change in dose. Driving and hazard work should be avoided for the entire active period and until baseline the next day—Shulgin notes basic tasks became ‘impossible’ at 10 mg. As a substituted amphetamine, sympathetic effects (tachycardia, mild hypertension, mydriasis, jaw tension) can occur; people with cardiovascular disease, uncontrolled hypertension, or a seizure disorder should avoid. Avoid non-oral routes; some sulfur-containing phenethylamines (e.g., 2C‑T‑7) have produced severe events and deaths when insufflated—while not the same drug, this signals risk for this structural family and argues strongly against nasal/IM/IV use. Combining with MAOIs is dangerous (unpredictable potentiation of monoamine effects); tramadol raises seizure and serotonin-syndrome risk; lithium and tricyclics have produced dangerous reactions with classical psychedelics—avoid. Because the substance is rare and markets are unregulated, adulteration/mislabeling is a significant risk: use professional drug checking (FTIR/GC-MS) where available; reagent kits are only preliminary screens. Set, setting, sleep, and nutrition matter: plan 12–24 h with no obligations, maintain light electrolytes, sip water regularly but avoid overhydration, and have a trusted sober sitter for first trials. Tolerance builds acutely and partially cross-tolerates with other psychedelics; allow at least 7–14 days between sessions to regain sensitivity. Very little pharmacokinetic data exist; half-life is unknown, so avoid stacking doses or combining with other stimulants.

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