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    Methylone molecular structure

    Methylone Stats & Data

    M1 Mdmc Ease Bk-mdma Explosion
    NPS DataHub
    MW207.23
    FormulaC11H13NO3
    CAS186028-79-5
    IUPAC1-(1,3-Benzodioxol-5-yl)-2-(methylamino)propan-1-one
    SMILESCNC(C)C(=O)c1ccc2OCOc2c1
    InChIKeyVKEQBMCRQDSRET-UHFFFAOYSA-N
    Phenethylamines; Cathinones; 2020/1. Von 2-Phenethylamin abgeleitete Verbindungen; 2021/1. Von 2-Phenethylamin abgeleitete Verbindungen; 2022/1. Von 2-Phenethylamin abgeleitete Verbindungen
    Chemical Class Cathinone
    Psychoactive Class Stimulant / Entactogen

    Interaction Warnings

    stimulants

    Methylone can be potentially dangerous in combination with other stimulants as it can increase one's heart rate and blood pressure to dangerous levels.

    cocaine

    This combination may increase strain on the heart.

    Pharmacology

    DrugBank

    Mechanism of Action

    A reproducible, simple, and small-scale method for determining the re-uptake and release of monoamines (dopamine, serotonin (5-HT) and norepinephrine) using rat brain synaptosomes /was developed/. These assays were then applied to study the effects of different kinds of non-medically used psychoactive drugs on monoamine re-uptake and release. The phenethylamine derivatives, 4-fluoroamphetamine, 2-methylamino-3,4-methylene-dioxy-propiophenone (methylone), 1-(1,3-benzodioxol-5-yl)-2-butanamine (BD

    Metabolism

    In recent years, a new class of designer drugs has appeared on the drugs of abuse market in many countries, namely, the so-called beta-keto (bk) designer drugs such as mephedrone (bk-4-methylmethamphetamine), butylone (bk-MBDB), and methylone (bk-MDMA). The aim of the present study was to identify the metabolites of mephedrone in rat and human urine using GC-MS techniques and to include mephedrone, butylone, and methylone within the authors' systematic toxicological analysis (STA) procedure. Six

    Receptor Profile

    Receptor Actions

    Inhibitors
    Serotonin reuptake inhibitor
    Norepinephrine reuptake inhibitor
    Dopamine reuptake inhibitor
    Other
    Serotonin-dopamine-norepinephrine releasing agent (SNDRA)

    History & Culture

    1996–present

    Methylone was first synthesized by chemists Peyton Jacob III and Alexander Shulgin in the mid-1990s, with the compound first described in scientific literature by 1996. The synthesis occurred after the publication of Shulgin's PiHKAL in 1991, and consequently methylone was not included in that work; it was later documented in The Shulgin Index (2011). Jacob and Shulgin patented methylone as a potential antidepressant and antiparkinsonian agent, though these therapeutic applications were never developed or brought to market. Shulgin himself noted that the compound has "almost the same potency of MDMA, but it does not produce the same effects," describing it as having "an almost antidepressant action, pleasant and positive, but not the unique magic of MDMA." The name "methylone" later created some confusion, as it is also a trademarked brand name for an injectable form of methylprednisolone, a corticosteroid hormone used to treat arthritis and severe allergic reactions. While an alternate chemical nomenclature of bk-MDMA (beta-keto-MDMA) was proposed, "methylone" had already become widely established before the trademark conflict was noticed. The analogous naming convention was however adopted for related compounds such as bk-MDEA and bk-MBDB.

    2004–2006

    Methylone was encountered as a designer and recreational drug by 2004, approximately a decade after its initial synthesis. The compound was marketed under various product names, most notably "Explosion," which was confirmed through chemical analysis to contain methylone as its active ingredient. It was also sold as pure powder and in formulations marketed as household chemicals. In the Netherlands, methylone was available in smartshops until early April 2005. In New Zealand, the substance was sold from November 2005 to April 2006 as an MDMA substitute under the brand name "Ease," before being withdrawn following legal disputes with the government. During its period of legal availability, methylone was frequently mis-sold as MDMA. However, users have characterized it as less empathogenic and more stimulating than MDMA, with a notably shorter duration of effects.

    2024–present

    Despite never being developed following its original 1996 patent for antidepressant and antiparkinsonian use, methylone has re-emerged as a subject of clinical investigation. Under the developmental code TSND-201, Transcend Therapeutics is investigating the compound for the treatment of post-traumatic stress disorder (PTSD). As of July 2024, the substance is in phase 2 clinical trials for this indication.

    Subjective Effect Notes

    cognitive: The general head space of methylone is described by many as one of extreme mental stimulation, feelings of love or empathy and powerful euphoria. It contains a large number of typical psychedelic, entactogenic and stimulant cognitive effects.

    Effect Profile

    Curated + 228 Reports
    Empathogen 9.7

    Strong empathy, stimulation, sensory enhancement, and euphoria

    Empathy / Social Openness×3
    10104.8
    Euphoria / Mood Elevation×2
    9106.9
    Stimulation×1
    109.08.4
    Sensory Enhancement×1
    10105.2
    Catalog Erowid BlueLight
    Stimulant 7.5

    Strong stimulation, anxiety/jitters, and euphoria with moderate focus

    Stimulation / Energy×3
    109.5
    Euphoria / Mood Lift×2
    89.7
    Focus / Productivity×2
    74.3
    Anxiety / Jitters×1
    1010
    Catalog Erowid

    Empirical Duration

    Erowid Reports
    Onset Come Up Peak Offset
    Oral (28 reports)

    Community Effects

    TripSit
    Negative
    anxiety

    Tolerance & Pharmacokinetics

    drugs.wiki

    Tolerance Decay

    Full tolerance 1h Half tolerance 60d Baseline ~90d

    Cross-Tolerances

    MDMA
    80% ●○○
    MDA
    80% ●○○

    Experience Report Analysis

    Erowid BlueLight
    167 Reports
    2001–2021 Date Range
    94 With Age Data
    34 Effects Detected

    Demographics

    Gender Distribution

    Age Distribution

    Reports Over Time

    Effect Analysis

    Erowid + Bluelight

    Effects aggregated from 217 experience reports (167 Erowid + 61 Bluelight)

    217 Reports
    155 Effects Detected
    63 Positive
    59 Adverse
    33 Neutral

    Effect Sentiment Distribution

    Confidence Distribution

    Positive Effects 63

    Euphoria 68.2% 91%
    Stimulation 55.3% 81%
    Empathy 52.5% 85%
    Music Enhancement 44.7% 83%
    Sociability Enhancement 30.0% 84%
    Tactile Enhancement 29.5% 86%
    Body High 26.3% 84%
    Love 26.0% 86%
    Color Enhancement 24.4% 81%
    Introspection 24.4% 82%
    Contentment 22.0% 84%
    Tingling 20.0% 82%
    Emotional Openness 18.0% 86%
    Focus Enhancement 17.5% 82%
    Thought Acceleration 16.0% 79%
    Joy 14.0% 86%
    Empathogenic Connection 14.0% 85%
    Motor Enhancement 12.0% 78%
    Tactile Intimacy Enhancement 12.0% 82%
    Mystical Quality 12.0% 79%

    Adverse Effects 59

    Anxiety 36.4% 81%
    Jaw Clenching 28.1% 84%
    Insomnia 24.0% 83%
    Dysphoria 22.0% 83%
    Confusion 20.3% 80%
    Nausea 19.8% 77%
    Body Load 16.0% 80%
    Increased Heart Rate 15.7% 82%
    Pupil Dilation 15.2% 86%
    Thought Disorganization 14.0% 78%
    Muscle Tension 13.8% 70%
    Body Temperature Change 12.0% 81%
    Sweating 10.2% 83%
    Dry Mouth 10.0% 83%
    Headache 8.3% 80%
    Paranoid Ideation 8.0% 78%
    Dizziness 8.0% 80%
    Tremor 8.0% 79%
    Heart Rate Increase 6.0% 90%
    Muscle Spasm 6.0% 87%

    Dose-Response Correlation

    How effect frequency changes across dose levels

    View data table
    Effect Light (n=32) Common (n=48) Strong (n=10)
    Euphoria 75.0% 77.1% 70.0%
    Empathy 53.1% 64.6% 50.0%
    Stimulation 62.5% 60.4% 40.0%
    Music Enhancement 59.4% 56.2% 50.0%
    Anxiety 46.9% 45.8% 20.0%
    Tactile Enhancement 40.6% 37.5% 20.0%
    Visual Distortions 40.6% 35.4% 40.0%
    Nausea 28.1% 22.9% 40.0%
    Body High 28.1% 22.9% 40.0%
    Jaw Clenching 37.5% 25.0% 30.0%
    Sedation 31.2% 37.5% 30.0%
    Color Enhancement 21.9% 27.1% 30.0%
    Auditory Effects 15.6% 8.3% 30.0%
    Pupil Dilation 28.1% 14.6% 0%
    Focus Enhancement 28.1% 22.9% 0%

    Subjective Effect Ontology

    Experience Reports

    Structured effect tags extracted from 228 Erowid & Bluelight experience reports using a controlled vocabulary of 220+ canonical effects across 15 domains.

    Emotional

    euphoria 148 68.8% empathy 114 51.4%

    Motor

    stimulation 120 55.6%

    3 unique effects extracted · Derived from Erowid & Bluelight reports

    Dose–Effect Mapping

    Experience Reports

    How reported effects shift across dose tiers, based on 167 experience reports.

    Oral dose range: 130.0–200.0 mg (median 166.0 mg)
    Effect Light (n=32) Common (n=48) Strong (n=10)
    euphoria
    75%
    77%
    70%
    empathy
    53%
    65%
    50%
    stimulation
    62%
    60%
    40%
    music enhancement
    59%
    56%
    50%
    anxiety
    47%
    46%
    20%
    tactile enhancement
    41%
    38%
    20%
    visual distortions
    41%
    35%
    40%
    nausea
    28%
    23%
    40%
    body high
    28%
    23%
    40%
    jaw clenching
    38%
    25%
    30%
    sedation
    31%
    38%
    30%
    color enhancement
    22%
    27%
    30%
    auditory effects
    16%
    8%
    30%
    pupil dilation
    28%
    15%
    focus enhancement
    28%
    23%
    increased heart rate
    28%
    27%
    introspection
    16%
    27%
    20%
    muscle tension
    25%
    10%
    20%
    confusion
    22%
    25%
    sweating
    22%
    8%
    20%

    Showing top 20 of 30 effects

    Risk Escalation

    Sentiment Analysis

    Average frequency of positive vs adverse effects across dose tiers

    Light n=32
    10 positive 39.1% 11 adverse 23.6%
    Common n=48
    11 positive 36.7% 10 adverse 19.1%
    Strong n=10
    8 positive 40.0% 6 adverse 25.0%
    View effect breakdown

    Adverse Effects

    Effect Light (n=32) Common (n=48) Strong (n=10) Change
    Anxiety
    47%
    46%
    20%
    -57%
    Nausea
    28%
    23%
    40%
    +42%
    Jaw Clenching
    38%
    25%
    30%
    -20%
    Pupil Dilation
    28%
    15%
    -48%
    Increased Heart Rate
    28%
    27%
    -3%
    Muscle Tension
    25%
    10%
    20%
    -20%
    Confusion
    22%
    25%
    +14%
    Sweating
    22%
    8%
    20%
    -8%
    Memory Suppression
    6%
    20%
    +222%
    Headache
    9%
    6%
    -34%
    Appetite Suppression
    6%
    0%
    Motor Impairment
    6%
    0%

    Positive Effects

    Effect Light (n=32) Common (n=48) Strong (n=10) Change
    Euphoria
    75%
    77%
    70%
    -6%
    Empathy
    53%
    65%
    50%
    -5%
    Stimulation
    62%
    60%
    40%
    -36%
    Music Enhancement
    59%
    56%
    50%
    -15%
    Tactile Enhancement
    41%
    38%
    20%
    -50%
    Body High
    28%
    23%
    40%
    +42%
    Color Enhancement
    22%
    27%
    30%
    +36%
    Focus Enhancement
    28%
    23%
    -18%
    Introspection
    16%
    27%
    20%
    +28%
    Creativity Enhancement
    6%
    4%
    -32%
    Pain Relief
    4%
    0%

    Dosage Distribution

    Dose distribution from experience reports

    Oral

    Median: 166.0 mg IQR: 130.0–200.0 mg n=88

    Insufflated

    Median: 120.0 mg IQR: 50.0–130.0 mg n=10

    Real-World Dose Distribution

    62K Doses

    From 294 individual dose entries

    Oral (n=213)

    Median: 150.0mg 25th: 100.0mg 75th: 200.0mg 90th: 250.0mg
    mg/kg median: 1.926 mg/kg 75th: 2.756

    Insufflated (n=46)

    Median: 55.0mg 25th: 31.88mg 75th: 100.0mg 90th: 127.5mg
    mg/kg median: 1.018 mg/kg 75th: 1.561

    Intravenous (n=11)

    Median: 100.0mg 25th: 87.5mg 75th: 190.0mg 90th: 250.0mg
    mg/kg median: 1.323 mg/kg 75th: 2.104

    Common Combinations

    Most co-occurring substances in experience reports

    Form / Preparation

    Most common forms and preparations reported

    Body-Weight Dosing

    Dose relative to body weight from reports with weight data

    Oral

    Median: 2.205 mg/kg IQR: 1.736–2.821 mg/kg n=87

    Insufflated

    Median: 1.686 mg/kg IQR: 1.378–1.961 mg/kg n=9

    Redose Patterns

    Redosing behavior across 133 reports

    41.4% Redosed
    1.8 Avg Doses
    60m Median Interval

    Legal Status

    Country Status Notes
    Austria Illegal (SMG) Prohibited under the Suchtmittelgesetz (Narcotics Act) since June 26, 2019. Possession, production, and sale are illegal.
    Brazil Controlled Listed as a controlled substance under Portaria SVS/MS nº 344. Added to national controls on February 18, 2014, alongside several other synthetic cathinones and phenethylamines.
    Canada Unclear/Possibly unscheduled Not explicitly listed on the schedules of the Controlled Drugs and Substances Act. Health Canada has suggested it may fall under amphetamine analogue provisions; however, methylone bears the same chemical distinction from amphetamine as cathinone does, and cathinone is specifically not considered an amphetamine analogue, creating legal ambiguity.
    Croatia Controlled Reportedly outlawed in February 2011 under national drug control legislation.
    Denmark Controlled Illegal since February 8, 2008, with exceptions permitted only for scientific and medicinal research purposes.
    Estonia Schedule I Added to Schedule I in February 2011 alongside several other cathinone derivatives and synthetic cannabinoids.
    Finland Controlled (hard-drug category) Listed on the Finnish controlled substances schedule in the hard-drug category, carrying penalties associated with serious drug offenses.
    Germany Anlage II BtMG Listed under Anlage II of the Betäubungsmittelgesetz (Narcotics Act) as of July 2012. Manufacturing, possession, import, export, purchase, sale, procurement, and dispensing without a license is illegal.
    Netherlands Medicine Act (unregistered) Covered under the Medicine Act (Geneesmiddelenwet). Since methylone is not officially registered as an approved pharmaceutical, trading in the substance is prohibited. Previously available in smartshops until April 2005 when the Public Health Minister declared it illegal.
    New Zealand Class C (by interpretation) Not explicitly scheduled under the Misuse of Drugs Act and falls outside the strict definition of an 'amphetamine analogue,' but law enforcement authorities consider it 'substantially similar' to methcathinone and treat it as a Class C controlled substance.
    Russia Schedule I Classified as a Schedule I prohibited substance under Russian drug control legislation.
    Slovak Republic Controlled Controlled substance as of March 1, 2011, scheduled alongside other synthetic cathinones and cannabinoid receptor agonists.
    Sweden Schedule I Classified as a Schedule I narcotic substance as of October 1, 2010.
    Switzerland Controlled (Verzeichnis D) Specifically named as a controlled substance under Verzeichnis D of Swiss narcotics legislation.
    United Kingdom Class B Controlled under the Misuse of Drugs Act 1971 as part of the cathinone catch-all clause. Import and sale restrictions took effect March 31, 2010, with full controls enacted April 16, 2010.
    United States Schedule I The DEA issued an emergency scheduling order on October 21, 2011, followed by a final rule permanently adding methylone to Schedule I on April 12, 2013. Manufacturing, possession, and distribution without a DEA license is prohibited. Prior to federal action, numerous states including Florida, Louisiana, Georgia, and Pennsylvania enacted their own emergency bans on methylone as part of 'bath salts' legislation beginning in early 2011.
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