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    DOC molecular structure

    DOC Stats & Data

    PubChem
    MW229.70
    FormulaC11H16ClNO2
    LogP2.5
    IUPAC1-(4-chloro-2,5-dimethoxyphenyl)propan-2-amine
    SMILESCC(CC1=CC(=C(C=C1OC)Cl)OC)N
    InChIKeyACRITBNCBMTINK-UHFFFAOYSA-N
    Chemical Class Substituted amphetamine
    Psychoactive Class Psychedelic / Stimulant

    Pharmacology

    DrugBank

    Metabolism

    21-hydroxy-progesterone is a known human metabolite of progesterone.

    Receptor Profile

    Receptor Actions

    Agonists
    5-HT2A receptor agonist (partial)
    5-HT2B receptor agonist (partial)
    5-HT2C receptor agonist (partial)

    Receptor Binding

    5-HT 2C partial agonist

    History & Culture

    1972–1973

    DOC was originally synthesized by Ronald Coutts and Jerry Malicky at the University of Alberta in Canada. Their work describing the compound was published in the scientific literature in 1973 as part of research into analogues of DOM and related substituted amphetamines. The substance remained largely obscure for nearly two decades following its initial synthesis.

    1989–1991

    Prior to becoming widely known, DOC appeared in forensic analysis of designer amphetamine samples, with the compound being identified in Canadian drug seizures as early as 1989. Human usage was subsequently popularized following the 1991 publication of PiHKAL (Phenethylamines I Have Known And Loved) by Alexander Shulgin, which provided detailed information on the compound's synthesis and pharmacological effects. Shulgin characterized DOC as an "archetypical psychedelic" with pronounced effects, noting that everything is present "in spades" compared to the more subtle qualities of related two-carbon phenethylamines.

    2005–present

    DOC has remained uncommon on traditional illicit drug markets, instead circulating primarily through online research chemical vendors operating in legal grey areas. Sales of DOC distributed on blotting paper and in capsule form were reported in late 2005 and again in late 2007. The compound's availability in blotter format has led to instances of misrepresentation, with DOC sometimes being sold as LSD by unscrupulous dealers. A notable example occurred in December 2007 when police in Contra Costa County, California seized blotter paper suspected to be LSD that laboratory analysis revealed to contain DOC instead.

    Subjective Effects

    Physical
    • Spontaneous tactile sensations: The "body high" of DOC is manifested as somewhat intense in comparison to most classical psychedelics such as LSD. The sensation itself can be described as a constantly present yet somewhat mild energetic pins and needles sensation that encompasses a person’s entire body. It is usually felt over every square inch of the skin, but occasionally manifests itself in the form of a continuously shifting tingling sensation that travels up and down the body in spontaneous waves.
    • Stimulation: In terms of its effects on the physical energy levels of the tripper, DOC is usually considered to be extremely stimulating at levels which do not become overwhelming, resulting in a shakiness and unsteadiness of the hands but encouraging one to move around, run, dance, climb and generally engage in physical activities. In comparison, other more commonly used psychedelics such as psilocin are generally sedating and relaxed.
    • Tactile enhancement: Feelings of enhanced tactile sensation are consistently present at moderate levels throughout most DOC trips.
    • Nausea: Mild to extreme nausea is reported when consumed in moderate to high dosages and either passes once the person has vomited or gradually fades by itself as the peak sets in.
    • Vasoconstriction: This effect is usually only present at higher dosages, but can be particularly uncomfortable.
    • Bodily control enhancement
    • Pupil dilation
    • Increased blood pressure
    Cognitive
    • Empathy, love and sociability enhancement: This component is consistently manifested only in the context of social settings in which one is within the company of others. These feelings of sociability, love and empathy are a little weaker and less sharp than those found on substances such as MDMA and 2C-B, but still prove strong enough to provide long lasting therapeutic effects.
    • Analysis enhancement
    • Thought acceleration
    • Time distortion
    • Novelty enhancement
    • Immersion enhancement
    • Conceptual thinking
    • Thought connectivity
    • Current mind state enhancement
    • Personal bias suppression
    • Memory suppression
    • Ego death
    • Wakefulness
    Sensory
    Auditory
    • Enhancements
    • Distortions
    • Hallucinations
    Visual · Distortions

    DOC presents a full and complete array of possible visual distortions which generally includes:

    • Drifting: (melting, flowing, breathing and morphing) - In comparison to other psychedelics, this effect can be described as highly detailed, slow and smooth in motion, static in appearance and unrealistic/cartoon-like in style.
    • Tracers
    • After images
    • Symmetrical texture repetition
    • Colour shifting
    • Scenery slicing
    • Diffraction
    Visual · Enhancements

    DOC presents a full and complete array of possible visual enhancements which generally includes:

    • Visual acuity enhancement
    • Colour enhancement
    • Pattern recognition enhancement
    Visual · Hallucinatory States

    DOC and other substituted amphetamines produce a full range of high level hallucinatory states in a fashion that is more consistent and reproducible than that of many other commonly used psychedelics. This holds particularly true in comparison to other substances within the phenethylamine family. These effects include:

    • Transformations
    • Internal hallucinations: (autonomous entities; settings, sceneries, and landscapes; alterations in perspective and scenarios and plots) - In comparison to other psychedelics such as LSD, DOC is extremely high in internal hallucinations. They are more common within dark environments and can be comprehensibly described through its variations as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, geometry-based in style and almost exclusively of a religious, spiritual, mystical or transcendental nature in their overall theme.

    Forked from Subjective Effect Documentation work by Josie Kins, September 2015. Via dose.wiki (CC0).

    Toxicity

    PsychonautWiki

    The toxicity and long-term health effects of recreational DOC use do not seem to have been studied in any scientific context and the exact toxic dose is unknown. Anecdotal reports suggest that there are no negative health effects attributed to simply trying DOC by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). Independent research should always be done to ensure that a combination of two or more substances is safe before consumption. Medical literature reports multiple physical complications associated with the use of DOC. An individual's cause of death was reported as DOC toxicity and confirmed with GC-MS in the Journal of Analytical Toxicology.

    Effect Profile

    Curated + 108 Reports
    Psychedelic 7.8

    Strong visuals, headspace, and auditory effects with strong body load

    Visual Intensity×3
    10102.9
    Headspace Depth×3
    88.42.1
    Auditory Effects×1
    8100.8
    Body Load / Somatic Effects×1
    106.93.6
    Catalog Erowid BlueLight
    Stimulant 7.5

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

    Stimulation / Energy×3
    1010
    Euphoria / Mood Lift×2
    107.0
    Focus / Productivity×2
    53.7
    Anxiety / Jitters×1
    1010
    Catalog Erowid

    Duration Timeline

    Bluelight
    Onset Comeup Peak Offset After Effects
    Oral
    45 minutes - 2.0 hours
    1-2.5 hours
    3.5-6 hours
    3-6 hours
    6-48 hours
    Total: 10-20 hours
    Insufflated
    0-6 minutes
    12-30 minutes
    2-6 hours
    2-8 hours
    2-24 hours
    Total: 10-20 hours

    Empirical Duration

    Erowid Reports

    Median times after the dose that Erowid reports state. A curve is drawn only when reports state all four points (onset, peak begins, comedown begins, back to baseline) and the medians fall in that order. No point is estimated from another.

    Oral (25 reports)
    Onset T+1h11 reports Peak begins T+9h8 reports Comedown begins T+8h7 reports Back to baseline T+11.5h8 reports

    No curve: the stated times run backwards. Reports put the start of the comedown (T+8h, 7 reports) before the start of the peak (T+9h, 8 reports). Each time is the median of a different set of reports, so they are shown as stated, not rearranged.

    Community Effects

    TripSit
    Positive
    visual enhancement euphoria stimulation color enhancement introspection
    Negative
    vasoconstriction body load insomnia anxiety

    Tolerance & Pharmacokinetics

    drugs.wiki
    Half-Life
    Unknown in humans; long duration suggests prolonged elimination but no human PK studies have established an actual half-life.
    Addiction Potential
    Low; not considered physically addictive, but psychological habituation is possible with frequent use.

    Tolerance Decay

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

    Tolerance to DOC (and classic psychedelics) rises sharply after an experience and then decays over about 1–2 weeks; model and ratios are heuristic, inferred from user reports, not measured pharmacology.

    Cross-Tolerances

    LSD
    DOM
    DOB

    Experience Report Analysis

    Erowid BlueLight
    83 Reports
    43 Single-substance
    2005–2022 Date Range
    44 With Age Data
    30 Effects Detected

    Demographics

    Gender Distribution

    Age Distribution

    Reports Over Time

    Effect Analysis

    Erowid + Bluelight

    Effects aggregated from 93 experience reports (43 single-substance Erowid + 65 Bluelight)

    93 Reports
    138 Effects Detected
    68 Positive
    48 Adverse
    22 Neutral

    Effect Sentiment Distribution

    Confidence Distribution

    Each bar is the share of reports mentioning the effect; its whisker, and the band on the rows below, is the 95% interval: where the share could plausibly be with other reports of the same kind.

    Positive Effects 68

    Stimulation 54.8% (95% interval 45 to 65 percent) 85%
    Color Enhancement 50.5% (95% interval 41 to 60 percent) 85%
    Visual Distortions 44.1% (95% interval 34 to 54 percent) 80%
    Euphoria 37.6% (95% interval 28 to 48 percent) 88%
    Music Enhancement 30.1% (95% interval 22 to 40 percent) 89%
    Awe 30.0% (95% interval 19 to 44 percent) 80%
    Closed-Eye Visuals 29.1% (95% interval 21 to 39 percent) 87%
    Visual Trails 28.0% (95% interval 18 to 42 percent) 84%
    Thought Acceleration 28.0% (95% interval 18 to 42 percent) 81%
    Open-Eye Visuals 26.9% (95% interval 19 to 37 percent) 89%
    Introspection 23.7% (95% interval 16 to 33 percent) 80%
    Morphing 22.0% (95% interval 13 to 35 percent) 84%
    Body High 20.4% (95% interval 14 to 30 percent) 84%
    Empathy 18.3% (95% interval 12 to 27 percent) 80%
    Geometric Imagery 18.0% (95% interval 10 to 31 percent) 85%
    Joy 16.0% (95% interval 8 to 28 percent) 86%
    Contentment 14.0% (95% interval 7 to 26 percent) 81%
    Patterning 14.0% (95% interval 7 to 26 percent) 81%
    Focus Enhancement 10.8% (95% interval 6 to 19 percent) 80%
    Surface Breathing 10.0% (95% interval 4 to 21 percent) 80%

    Adverse Effects 48

    Anxiety 40.9% (95% interval 31 to 51 percent) 76%
    Body Load 30.0% (95% interval 19 to 44 percent) 77%
    Confusion 22.6% (95% interval 15 to 32 percent) 82%
    Nausea 20.5% (95% interval 14 to 30 percent) 80%
    Fear 12.0% (95% interval 6 to 24 percent) 81%
    Insomnia 12.0% (95% interval 6 to 24 percent) 82%
    Muscle Tension 11.8% (95% interval 7 to 20 percent) 75%
    Pupil Dilation 11.8% (95% interval 7 to 20 percent) 85%
    Thought Disorganization 10.0% (95% interval 4 to 21 percent) 78%
    Memory Suppression 9.7% (95% interval 5 to 17 percent) 80%
    ⚠ Psychosis 9.3% (95% interval 4 to 22 percent) 70%
    Jaw Clenching 8.6% (95% interval 4 to 16 percent) 82%
    Headache 8.6% (95% interval 4 to 16 percent) 78%
    Dysphoria 8.0% (95% interval 3 to 19 percent) 78%
    Sweating 8.0% (95% interval 3 to 19 percent) 85%
    Depersonalization 8.0% (95% interval 3 to 19 percent) 76%
    Vomiting 8.0% (95% interval 3 to 19 percent) 88%
    Motor Impairment 7.5% (95% interval 4 to 15 percent) 75%
    Increased Heart Rate 7.0% (95% interval 2 to 19 percent) 70%
    Frequent Urination 6.0% (95% interval 2 to 16 percent) 80%
    Show 28 more adverse effects
    Dry Mouth 6.0% (95% interval 2 to 16 percent) 77%
    Focus Suppression 6.0% (95% interval 2 to 16 percent) 77%
    Sadness 4.0% (95% interval 1 to 14 percent) 75%
    Paranoia 4.0% (95% interval 1 to 14 percent) 78%
    Sociability Suppression 4.0% (95% interval 1 to 14 percent) 78%
    Tremor 4.0% (95% interval 1 to 14 percent) 80%
    Restlessness 4.0% (95% interval 1 to 14 percent) 80%
    Libido Suppression 4.0% (95% interval 1 to 14 percent) 72%
    Hot Flashes 4.0% (95% interval 1 to 14 percent) 80%
    Numbness 4.0% (95% interval 1 to 14 percent) 80%
    Emotional Blunting 2.0% (95% interval 0 to 10 percent) 80%
    Pain Enhancement 2.0% (95% interval 0 to 10 percent) 70%
    Time Compression 2.0% (95% interval 0 to 10 percent) 75%
    Vasoconstriction 2.0% (95% interval 0 to 10 percent) 65%
    Salivation 2.0% (95% interval 0 to 10 percent) 85%
    Tactile Hallucination 2.0% (95% interval 0 to 10 percent) 85%
    Sleep Paralysis 2.0% (95% interval 0 to 10 percent) 90%
    Vivid Dreams 2.0% (95% interval 0 to 10 percent) 85%
    Aggression 2.0% (95% interval 0 to 10 percent) 70%
    Diarrhea 2.0% (95% interval 0 to 10 percent) 80%
    Restless Legs 2.0% (95% interval 0 to 10 percent) 70%
    Disgust 2.0% (95% interval 0 to 10 percent) 75%
    Social Anxiety 2.0% (95% interval 0 to 10 percent) 75%
    Delusion 2.0% (95% interval 0 to 10 percent) 85%
    Paranoid Ideation 2.0% (95% interval 0 to 10 percent) 85%
    Itching 2.0% (95% interval 0 to 10 percent) 80%
    Panic 2.0% (95% interval 0 to 10 percent) 80%
    Appetite Suppression 2.0% (95% interval 0 to 10 percent) 90%
    Show 22 neutral or unclassified mentions
    Time Dilation 28.0% (95% interval 18 to 42 percent)
    Sedation 19.4% (95% interval 13 to 28 percent)
    Hospital 16.3% (95% interval 8 to 30 percent)
    Auditory Effects 16.1% (95% interval 10 to 25 percent)
    Dissociation 12.9% (95% interval 8 to 21 percent)
    Ego Dissolution 12.9% (95% interval 8 to 21 percent)
    Heaviness 6.0% (95% interval 2 to 16 percent)
    Body Temperature Change 6.0% (95% interval 2 to 16 percent)
    Chills 6.0% (95% interval 2 to 16 percent)
    Time Distortion 5.4% (95% interval 2 to 12 percent)
    Communication Suppression 4.0% (95% interval 1 to 14 percent)
    Motor Automatisms 4.0% (95% interval 1 to 14 percent)
    Lightheadedness 2.0% (95% interval 0 to 10 percent)
    Body Vibration 2.0% (95% interval 0 to 10 percent)
    Internal Cognitive Split 2.0% (95% interval 0 to 10 percent)
    Blurred Vision 2.0% (95% interval 0 to 10 percent)
    Lucid Dreaming 2.0% (95% interval 0 to 10 percent)
    Thought Connectivity 2.0% (95% interval 0 to 10 percent)
    Boundary Dissolution 2.0% (95% interval 0 to 10 percent)
    Thought Loops 2.0% (95% interval 0 to 10 percent)
    Muscle Twitching 2.0% (95% interval 0 to 10 percent)
    Pressure 2.0% (95% interval 0 to 10 percent)

    Also reported in combinations. In the 40 DOC reports where another drug was taken too, 6 (15.0%) mention hospital, emergency services or an overdose, 4 (10.0%) a seizure and 4 (10.0%) psychosis. In the 43 single-substance reports: 16.3%, 0.0% and 9.3%. These are not in the figures above: they cannot be put down to DOC alone, and a mention is not always something that happened to the writer.

    Dosage Distribution

    Dose distribution from experience reports, one dose per report (the first listed). Doses above Q3 + 3×IQR, far above what people typically take, are left out of the median and range and listed under each route: most are real heavy doses or overdoses, not mistakes.

    Median: 3.0 mg IQR: 2.1–4.0 mg n=35

    1 report gave a dose above the typical range (28 mg), so it is not in the figures above. Listing a dose here does not mean it is safe.

    Show the report

    Real-World Dose Distribution

    Erowid

    From 83 of 118 recorded dose entries: those that state a weight (mg, g or µg), in routes with at least five of them. Values above Q3 + 3×IQR, far above what people typically take, are left out; they can include real heavy doses and overdoses, not only mistakes.

    Oral (n=71)

    Median: 3.0mg 25th: 2.0mg 75th: 3.65mg 90th: 5.0mg

    Insufflated (n=8)

    Median: 2.88mg 25th: 1.0mg 75th: 3.25mg 90th: 4.0mg

    Common Combinations

    Most co-occurring substances, as a share of all 83 reports filed under DOC; whiskers are 95% intervals

    Form / Preparation

    Most common forms and preparations, as a share of the 59 reports that give one; whiskers are 95% intervals

    Body-Weight Dosing

    Dose per kg of body weight, one dose per report (the first listed), from reports giving a weight of 30–250 kg. Doses above Q3 + 3×IQR, far above what people typically take, are left out of the median and range and listed under each route.

    Median: 0.036 mg/kg IQR: 0.029–0.057 mg/kg n=34

    2 reports gave a dose above the typical range (0.163–0.281 mg/kg), so they are not in the figures above. Listing a dose here does not mean it is safe.

    Show the reports

    Redose Patterns

    Redosing behavior across 63 reports

    12.7% (95% interval 7 to 23 percent) Redosed
    1.2 Avg Doses
    240m Median Interval

    Legal Status

    UN Convention on Psychotropic Substances 1971 (Schedule II, added March 2020)
    Country Status Notes
    Austria Controlled (NPSG) Prohibited under the Neue-Psychoaktive-Substanzen-Gesetz (New Psychoactive Substances Act). Possession, production, and sale are illegal without authorization.
    Brazil Controlled Listed on Portaria SVS/MS nº 344. Possession, production, and sale are prohibited.
    Canada Schedule I CDSA Controlled under the Controlled Drugs and Substances Act. Additionally covered by the 2016 regulation controlling phenethylamines with a 2,5-dimethoxyphenylethamine core structure. Illegal to sell, buy, or possess without valid legal exemption.
    China Category I psychotropic substance Controlled since October 2015. Illegal to sell, buy, import, export, or manufacture without authorization.
    Denmark Schedule I Added to the list of Schedule I controlled substances as of April 8, 2007, alongside 2C-E, 2C-P, and DOI.
    Finland Controlled Possession, production, and sale are prohibited under national drug legislation.
    Germany Anlage I BtMG Listed in Anlage I of the Betäubungsmittelgesetz (Narcotics Act) since February 1, 1997. Manufacturing, possession, importation, exportation, purchase, sale, procurement, and dispensing are all prohibited without a license.
    Israel Controlled Possession, production, and sale are prohibited under national drug legislation.
    Latvia Schedule I Classified as a Schedule I controlled substance under Latvian law.
    Netherlands Controlled Possession, production, and sale are prohibited under the Opium Act.
    New Zealand Class C Controlled as an amphetamine analogue under Schedule III (Class C) of New Zealand's controlled substances legislation.
    Poland Uncontrolled As of 2011, DOC was not a controlled substance and no analogue law covered it. Current status may have changed.
    Switzerland Controlled (Verzeichnis E) Regulated as a defined derivative of α-methylphenethylamine under Verzeichnis E point 130. Permitted for scientific or industrial purposes only.
    Turkey Controlled Classified as a controlled drug. Illegal to possess, produce, supply, or import.
    United Kingdom Class A Controlled under the Misuse of Drugs Act 1971 through the amphetamine analogue clause. Class A/Schedule I classification prohibits sale, purchase, and possession without a license.
    United States Unscheduled (Federal Analogue Act applies) Not federally scheduled, but may be prosecuted as an analogue of DOM or DOB under the Federal Analogue Act when sold for human consumption or possessed with intent to ingest. Specifically listed as Schedule I in Florida state law.

    Harm Reduction

    drugs.wiki

    DOC is a potent psychedelic amphetamine with a slow onset and very long duration; because onset may take 2–3 hours, redosing early greatly increases the risk of accidental overdose and an excessively long experience. Verified drug-checking programs have repeatedly found DOC sold as LSD on blotter; when ingesting unknown blotter, wait at least 3 hours before redosing, ideally after reagent/lab testing, to avoid stacking doses of a long-acting compound. DOC can cause peripheral vasoconstriction and stimulant-like effects (elevated heart rate/blood pressure, chest tightness) especially at higher doses; those with cardiovascular disease or hypertension should avoid it and all users should avoid combining with other vasoconstrictors (stimulants, decongestants, high-dose caffeine). Lithium has been repeatedly associated with seizures and severe adverse reactions when combined with classic psychedelics; treat this combination as dangerous and avoid it. Mixing with MAOIs is also considered dangerous due to unpredictable potentiation and hypertensive risk; tramadol adds seizure risk and serotonergic toxicity potential. If acute anxiety or dysphoria occur, non-pharmacological de-escalation (calm environment, breathing, reassurance) is first-line; benzodiazepines can attenuate the experience but should not be combined with alcohol or other depressants due to additive sedation and respiratory depression. Because activity is in the low-milligram range, use a calibrated milligram scale or volumetric dosing; never eyeball powder. DOC commonly disrupts sleep; plan for next-day impairment and avoid driving or operating machinery during and after effects. Tolerance builds rapidly after one dose and substantially reduces effects for about 1–2 weeks; cross-tolerance exists with other serotonergic psychedelics (e.g., LSD, DOB/DOM). Human pharmacokinetic data (including elimination half-life) are not established; reported half-life figures online are estimates inferred from long duration rather than measured studies, so dose-spacing and conservative titration are essential. Drug checking (reagent and, where available, lab confirmation) is strongly recommended for any blotter or liquid purported to be LSD given frequent mislabeling with DOx compounds in some markets.

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