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    25I-NBOMe molecular structure

    25I-NBOMe Stats & Data

    25i N-bomb Smiles Wizard Cimbi-5 2-c-i-nbome 25-i
    NPS DataHub
    MW427.28
    FormulaC18H22INO3
    CAS919797-19-6
    IUPAC2-(4-iodo-2,5-dimethoxyphenyl)-N-[(2-methoxyphenyl)methyl]ethanamine
    SMILESCOc1ccccc1CNCCc1cc(OC)c(I)cc1OC
    InChIKeyZFUOLNAKPBFDIJ-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 Phenethylamine
    Psychoactive Class Psychedelic
    Half-Life Unknown in humans; effect duration typically 6–10 h depending on route; pharmacokinetic half-life not well characterized.

    Receptor Profile

    Receptor Actions

    Agonists
    5-HT2A receptor agonist (full)
    5-HT2C receptor agonist
    5-HT2B receptor agonist (cardiotoxic)

    Receptor Binding

    5-HT2a partial agonist

    History & Culture

    2000–2010

    25I-NBOMe was first described in the scientific literature by Ralf Heim and colleagues at the Free University of Berlin around the year 2000, initially appearing in the form of conference abstracts. Heim provided a comprehensive account of the compound in his 2003 doctoral dissertation. The synthesis involved a reductive alkylation procedure using 2C-I as the starting material, which was reacted with 2-methoxybenzaldehyde to produce an imine intermediate, then reduced with sodium borohydride to yield the final product. Following Heim's initial work, a research team at Purdue University led by David Nichols further investigated 25I-NBOMe and related NBOMe compounds between 2006 and 2008. Their work examined the structure-activity relationships and pharmacological properties of various substances in this chemical series. The compound also attracted interest as a research tool for studying the serotonergic system, with the carbon-11 labelled version ([11C]Cimbi-5) being synthesized and validated in Copenhagen as a radiotracer for positron emission tomography. As the first full agonist PET radioligand for 5-HT2A receptors, this labelled compound showed promise as a functional marker for these receptors, particularly in their high-affinity states.

    2010–present

    25I-NBOMe had virtually no history of human recreational use prior to 2010, when internet vendors began selling the NBOMe series. It was apparently the first of its class to enter the market and quickly became the most popular member of the series. By 2012, NBOMe compounds had reportedly eclipsed more established psychedelics like LSD and psilocybin-containing mushrooms in popularity, at least temporarily. The substance's extreme potency—approximately sixteen times greater than its parent compound 2C-I—allowed even high doses to be dissolved and applied to blotter paper, a format traditionally associated with LSD. This physical similarity, combined with the compound's significantly lower cost (reportedly obtainable for under one dollar per dose when legal), created substantial incentive for misrepresentation. The drug has been distributed in three primary ways: marketed as a legal alternative to LSD (before scheduling made this obsolete), sold under its own name, and fraudulently represented as LSD. Street and media nicknames have included "N-Bomb," "Solaris," "Smiles," and "Wizard." The DEA reported seizures from 35 U.S. states between June 2011 and June 2013, with the first detection occurring in Milwaukee, Wisconsin. Russia became the first country to specifically schedule the NBOMe series in October 2011, followed by state-level scheduling in Virginia, Louisiana, and Florida over the subsequent years. The substance has been associated with numerous deaths and hospitalizations, leading to increasingly widespread international control measures throughout the 2010s.

    Subjective Effect Notes

    cognitive: The head space of 25I-NBOMe is described by many as remarkably light and underwhelming in comparison to the classical psychedelics. It is not uncommon for people to report feeling that their thought stream has maintained general normality in its specific style throughout low to moderate dosages. At high dosages however, mild to overwhelming cognitive alterations become present.

    Effect Profile

    Curated + 288 Reports
    Psychedelic 8.8

    Strong visuals, headspace, auditory effects, and body load

    Visual Intensity×3
    10102.4
    Headspace Depth×3
    10101.8
    Auditory Effects×1
    10100.6
    Body Load / Somatic Effects×1
    109.53.1
    Catalog Erowid BlueLight

    Duration Timeline

    Bluelight
    Onset Comeup Peak Offset After Effects
    Sublingual
    15 minutes - 2.0 hours
    30 minutes - 2.0 hours
    2-4 hours
    1-4 hours
    72-144 hours
    Total: 5-10 hours
    Oral
    15-45 minutes
    45 minutes - 1.5 hours
    3-5 hours
    2-3 hours
    6-24 hours
    Total: 5-10 hours
    Insufflated
    6-12 minutes
    12-30 minutes
    1-2 hours
    2-3 hours
    1-7 hours
    Total: 4-6 hours

    Community Effects

    TripSit
    Positive
    visual enhancement
    Negative
    seizures

    Tolerance & Pharmacokinetics

    drugs.wiki
    Half-Life
    Unknown in humans; effect duration typically 6–10 h depending on route; pharmacokinetic half-life not well characterized.
    Addiction Potential
    Low physical dependence documented for serotonergic psychedelics, but some users report compulsive redosing; psychological habituation possible due to short-ish duration and strong visuals.

    Tolerance Decay

    Full tolerance 0h Half tolerance 3d Baseline ~7d

    Tolerance builds rapidly after a single dose and partially recovers over 3–7 days; near‑baseline typically returns after 1–2 weeks. Cross‑tolerance with other serotonergic psychedelics is expected. Values are heuristic (community/HR synthesis). Data quality: low/anecdotal.

    Cross-Tolerances

    LSD
    70% ●○○
    Psilocybin
    60% ●○○
    2C-x
    50% ●○○
    DOx
    50% ●○○
    Other NBOMe compounds
    80% ●●○

    Experience Report Analysis

    Erowid BlueLight
    226 Reports
    2010–2021 Date Range
    212 With Age Data
    34 Effects Detected

    Demographics

    Gender Distribution

    Age Distribution

    Reports Over Time

    Effect Analysis

    Erowid + Bluelight

    Effects aggregated from 276 experience reports (226 Erowid + 62 Bluelight)

    276 Reports
    141 Effects Detected
    57 Positive
    58 Adverse
    26 Neutral

    Effect Sentiment Distribution

    Confidence Distribution

    Positive Effects 57

    Color Enhancement 59.8% 85%
    Music Enhancement 46.4% 84%
    Euphoria 45.0% 85%
    Stimulation 38.0% 79%
    Empathy 31.2% 80%
    Focus Enhancement 28.8% 70%
    Tactile Enhancement 26.4% 82%
    Introspection 23.9% 78%
    Body High 19.6% 84%
    Surface Breathing 18.0% 84%
    Patterning 18.0% 84%
    Visual Trails 16.0% 87%
    Geometric Imagery 16.0% 85%
    Thought Acceleration 14.0% 80%
    Awe 12.0% 82%
    Melting/flowing 10.0% 85%
    Morphing 10.0% 83%
    Insight 8.0% 84%
    Contentment 8.0% 79%
    Joy 8.0% 79%

    Adverse Effects 58

    Anxiety 61.2% 83%
    Confusion 41.7% 80%
    Nausea 26.1% 88%
    Body Load 18.0% 83%
    Memory Suppression 15.9% 82%
    Muscle Tension 15.2% 85%
    Fear 14.0% 85%
    Vomiting 14.0% 91%
    Panic 14.0% 91%
    Thought Loops 13.4% 81%
    Depersonalization 12.0% 83%
    Pupil Dilation 11.6% 90%
    Increased Heart Rate 10.6% 70%
    Paranoia 10.0% 78%
    Tingling 10.0% 81%
    Thought Disorganization 10.0% 79%
    Sweating 9.4% 87%
    Headache 8.0% 78%
    Entity Imagery 8.0% 81%
    Tremor 8.0% 80%

    Dose-Response Correlation

    How effect frequency changes across dose levels

    View data table
    Effect Common (n=12) Heavy (n=47)
    Visual Distortions 100.0% 87.2%
    Color Enhancement 66.7% 68.1%
    Anxiety 66.7% 59.6%
    Introspection 66.7% 25.5%
    Euphoria 50.0% 66.0%
    Music Enhancement 41.7% 59.6%
    Confusion 58.3% 46.8%
    Focus Enhancement 58.3% 21.3%
    Empathy 58.3% 42.6%
    Stimulation 41.7% 51.1%
    Closed-Eye Visuals 41.7% 29.8%
    Tactile Enhancement 41.7% 34.0%
    Auditory Effects 33.3% 40.4%
    Muscle Tension 16.7% 31.9%
    Nausea 16.7% 31.9%

    Subjective Effect Ontology

    Experience Reports

    Structured effect tags extracted from 288 Erowid & Bluelight experience reports using a controlled vocabulary of 220+ canonical effects across 15 domains.

    Auditory

    music enhancement 128 45.1%

    Cognitive

    confusion 115 40.8%

    Emotional

    anxiety 169 60.2% euphoria 124 44.1%

    Motor

    stimulation 105 37.0%

    Visual

    visual distortions 198 69.0% color enhancement 165 58.6%

    7 unique effects extracted · Derived from Erowid & Bluelight reports

    Dose–Effect Mapping

    Experience Reports

    How reported effects shift across dose tiers, based on 226 experience reports.

    Limited tier coverage — most reports fall within the Common / Heavy range. Effects at other dose levels may not be represented.

    Sublingual dose range: 600.0–2000.0 µg (median 1000.0 µg)
    Effect Common (n=12) Heavy (n=47)
    visual distortions
    100%
    87%
    color enhancement
    67%
    68%
    anxiety
    67%
    60%
    introspection
    67%
    26%
    euphoria
    50%
    66%
    music enhancement
    42%
    60%
    confusion
    58%
    47%
    focus enhancement
    58%
    21%
    empathy
    58%
    43%
    stimulation
    42%
    51%
    closed-eye visuals
    42%
    30%
    tactile enhancement
    42%
    34%
    auditory effects
    33%
    40%
    muscle tension
    17%
    32%
    nausea
    17%
    32%
    open-eye visuals
    17%
    28%
    sedation
    26%
    ego dissolution
    25%
    6%
    body high
    25%
    17%
    dissociation
    17%
    21%

    Showing top 20 of 32 effects

    Risk Escalation

    Sentiment Analysis

    Average frequency of positive vs adverse effects across dose tiers

    Common n=12
    9 positive 50.0% 6 adverse 32.0%
    Heavy n=47
    11 positive 36.0% 12 adverse 21.6%
    View effect breakdown

    Adverse Effects

    Effect Common (n=12) Heavy (n=47) Change
    Anxiety
    67%
    60%
    -10%
    Confusion
    58%
    47%
    -19%
    Muscle Tension
    17%
    32%
    +91%
    Nausea
    17%
    32%
    +91%
    Pupil Dilation
    17%
    19%
    +14%
    Memory Suppression
    19%
    0%
    Increased Heart Rate
    17%
    11%
    -36%
    Jaw Clenching
    13%
    0%
    Thought Loops
    8%
    0%
    Motor Impairment
    6%
    0%
    Seizure
    6%
    0%
    Headache
    6%
    0%

    Positive Effects

    Effect Common (n=12) Heavy (n=47) Change
    Color Enhancement
    67%
    68%
    2%
    Introspection
    67%
    26%
    -61%
    Euphoria
    50%
    66%
    +32%
    Music Enhancement
    42%
    60%
    +42%
    Focus Enhancement
    58%
    21%
    -63%
    Empathy
    58%
    43%
    -26%
    Stimulation
    42%
    51%
    +22%
    Tactile Enhancement
    42%
    34%
    -18%
    Body High
    25%
    17%
    -32%
    Creativity Enhancement
    6%
    0%
    Pain Relief
    4%
    0%

    Dosage Distribution

    Dose distribution from experience reports

    Sublingual

    Median: 1000.0 µg IQR: 600.0–2000.0 µg n=27

    Insufflated

    Median: 1500.0 µg IQR: 400.0–2000.0 µg n=10

    Oral

    Median: 1.0 mg IQR: 0.6–1.9 mg n=11

    Real-World Dose Distribution

    62K Doses

    From 261 individual dose entries

    Sublingual (n=80)

    Median: 1.0mg 25th: 0.75mg 75th: 1.5mg 90th: 2.41mg
    mg/kg median: 0.014 mg/kg 75th: 0.022

    Insufflated (n=28)

    Median: 0.46mg 25th: 0.28mg 75th: 1.25mg 90th: 2.15mg
    mg/kg median: 0.007 mg/kg 75th: 0.022

    Oral (n=14)

    Median: 1.0mg 25th: 0.75mg 75th: 1.58mg 90th: 11.06mg
    mg/kg median: 0.017 mg/kg 75th: 0.081

    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

    Unknown

    Median: 0.015 mg/kg IQR: 0.011–0.023 mg/kg n=33

    Sublingual

    Median: 0.014 mg/kg IQR: 0.009–0.022 mg/kg n=26

    Insufflated

    Median: 0.022 mg/kg IQR: 0.006–0.034 mg/kg n=10

    Oral

    Median: 0.012 mg/kg IQR: 0.011–0.017 mg/kg n=10

    Redose Patterns

    Redosing behavior across 200 reports

    19.5% Redosed
    1.3 Avg Doses
    60m Median Interval

    Legal Status

    European Union ban implemented September 2014, requiring member states to establish control measures and criminal penalties by October 2, 2015
    Country Status Notes
    Australia Controlled (state-level) Possession, production, and sale is prohibited. Queensland explicitly scheduled 25I-NBOMe in April 2012, followed by New South Wales in October 2013. The federal government has no specific legislation concerning N-benzyl phenethylamines, with control occurring at state level.
    Austria Illegal (SMG) Prohibited under the Suchtmittelgesetz (SMG) since June 26, 2019. Possession, production, and sale are criminal offenses.
    Brazil Illegal (Portaria SVS/MS nº 344) The entire NBOMe series became controlled as of February 18, 2014, including 25I-NBOMe, 25C-NBOMe, 25B-NBOMe, and related compounds. Listed on Portaria SVS/MS nº 344.
    Canada Schedule III (CDSA) Controlled under Schedule III of the Controlled Drugs and Substances Act as of October 31, 2016. Classified as a derivative of 2,5-dimethoxyphenethylamine, with the scheduling covering 2C-phenethylamines and their salts, derivatives, and isomers.
    China Controlled substance Became a controlled substance in October 2015. Production, possession, and distribution are prohibited.
    Denmark Controlled Regulated through the generic classification of phenethylamines in the Executive Order on Euphoriant Substances.
    Finland Schedule I Initially controlled under the Medicines Act (395/87) as of March 15, 2013. Subsequently scheduled in the government decree on narcotic substances, preparations and plants as of 2022, making possession and use illegal.
    Germany Anlage I BtMG Listed in Anlage I of the Betäubungsmittelgesetz (Narcotics Act) as of December 13, 2014. Manufacturing, possessing, importing, exporting, buying, selling, procuring, or dispensing without a license is prohibited.
    Hungary Schedule C Falls within the generic definition of phenethylamines in Schedule C of Government Decree 66/2012.
    Israel Illegal Banned in 2012-2013. The NBOMe series of psychoactives became controlled substances.
    Italy Schedule 1 (Tabella I) Added to Tabella I in February 2015. Classified as a Schedule 1 controlled substance with criminal penalties for possession, production, and distribution.
    Japan Narcotic drug Designated as a narcotic drug effective November 1, 2015. Subject to strict criminal penalties under Japanese narcotics legislation.
    Latvia Schedule I Classified as a Schedule I controlled substance. Possession, production, and distribution are prohibited.
    Netherlands List I (Opiumwet) Classified as a Lijst 1 substance under the Opiumwet (Opium Law). This is the most restrictive category for controlled substances in Dutch law.
    New Zealand Schedule 2 Classified as a Schedule 2 controlled substance under New Zealand drug legislation.
    Norway Controlled Regulated through the generic scheduling of phenethylamines as of February 14, 2013.
    Poland Substitution drug Falls under the definition of a 'substitution drug' under the Act on Counteracting Drug Addiction and the Act on State Sanitary Inspection (2010). Marketing and production are penalized with administrative fines rather than criminal sanctions.
    Romania Illegal Banned under broad psychoactive substance legislation enacted in 2011, which prohibits all psychoactive substances regardless of specific chemical classification.
    Russia Controlled substance Russia was the first country to specifically regulate the NBOMe series. All NBOMe compounds, including 25I-NBOMe, became illegal in October 2011.
    Serbia Prohibited Added to the list of prohibited substances in March 2015.
    Slovenia Controlled Included in a Decree amending the classification of illicit drugs, published in Official Gazette of RS No. 62/2013.
    Sweden Schedule I Added to the Narcotic Drugs Punishments Act under Swedish Schedule I (substances without medical use) effective August 1, 2013. Published by the Medical Products Agency in regulation LVFS 2013:15.
    Switzerland Controlled (Verzeichnis D) Specifically named as a controlled substance under Verzeichnis D of Swiss narcotics legislation.
    Taiwan Class 4 Placed in Class 4 of prohibited substances following the 2014 European Union decision.
    United Arab Emirates Illegal Prohibited under Federal Law No. 14 of 1995, which criminalizes production, import, export, transport, buying, selling, possessing, and storing of narcotic and psychotropic substances. The UAE maintains a zero-tolerance policy for recreational drug use.
    United Kingdom Class A Classified as a Class A drug under the N-benzylphenethylamine catch-all clause in the Misuse of Drugs Act 1971, effective June 10, 2014. Class A carries the most severe penalties, including up to 7 years imprisonment for possession.
    United States Schedule I Permanently added to Schedule I effective October 27, 2016, after emergency scheduling on November 15, 2013. The DEA initially used emergency powers to temporarily schedule 25I-NBOMe, 25B-NBOMe, and 25C-NBOMe. Several states including Florida (December 2012), Louisiana (May 2013), Virginia, and Georgia (April 2013) had enacted state-level scheduling prior to federal action.

    Harm Reduction

    drugs.wiki

    25I‑NBOMe is an ultra‑potent 5‑HT2A agonist active at microgram doses; the difference between a strong and dangerous dose can be small, particularly with nasal use or concentrated liquids. Numerous severe toxicities and fatalities have been reported, especially from misidentified blotters and insufflated powders. Reagent testing is essential when a blotter is sold as “LSD”: Ehrlich/Hofmann positive and a lack of rapid, vivid Marquis color change support lysergamide; NBOMes generally show no Ehrlich/Hofmann reaction and often give pronounced Marquis reactions on paper. Taste is not diagnostic, but a strong bitter/metallic taste with oral numbness is commonly reported for NBOMes; treat as a warning and test. Never eyeball powder; prepare measured solutions (volumetric dosing) and label concentrations clearly to avoid accidental overdoses. Because oral (swallowed) bioavailability is unreliable, sublingual/buccal absorption is the typical route; hold for 15–30 minutes before spitting/swallowing. Significant vasoconstriction (cold/numb extremities, cramps, hypertension) and agitation can occur; avoid stimulants, strenuous activity, overheating, and stay hydrated with small sips. In an emergency (seizure, hyperthermia, severe agitation, chest pain, uncontrolled hypertension), seek immediate medical help; clinicians typically use benzodiazepines and supportive care. NBOMes have frequently been laid on blotters resembling LSD; do not assume any blotter is LSD without testing. Strong cross‑tolerance exists with classical psychedelics (LSD, psilocybin, DOx, 2C‑x), and redosing within days will be less effective yet may increase side‑effects. Legal status: controlled in many jurisdictions (e.g., EU control recommended 2014; US Schedule I since 2016).

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