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    Etizolam molecular structure

    Etizolam Stats & Data

    Etiz Towa Zoly Depas Lamet etizest etilaam sedekopan
    NPS DataHub
    MW342.85
    FormulaC17H15ClN4S
    CAS40054-69-1
    IUPAC4-(2-Chlorophenyl)-2-ethyl-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine
    SMILESCCc1cc2C(=NCc3nnc(C)n3c2s1)c1ccccc1Cl
    InChIKeyVMZUTJCNQWMAGF-UHFFFAOYSA-N
    Benzodiazepines; 2020/3. Benzodiazepine; 2021/3. Benzodiazepine; 2022/3. Benzodiazepine
    Chemical Class Benzodiazepine
    Psychoactive Class Depressant
    Half-Life Parent ~3–6 hours; active metabolite alpha-hydroxyetizolam ~8 hours; residual sedation can persist longer at high doses.

    Interaction Warnings

    dissociatives

    This combination can result in an increased risk of vomiting during unconsciousness and death from the resulting suffocation. If this occurs, users should attempt to fall asleep in the recovery position or have a friend move them into it.

    stimulants

    It is dangerous to combine benzodiazepines with stimulants due to the risk of excessive intoxication. Stimulants decrease the sedative effect of benzodiazepines, which is the main factor most people consider when determining their level of intoxication. Once the stimulant wears off, the effects of benzodiazepines will be significantly increased, leading to intensified disinhibition as well as other effects.

    Pharmacology

    DrugBank
    State Solid

    Description

    Etizolam is a thienodiazepine which is chemically related to benzodiazepine (BDZ) drug class; it differs from BDZs in having a benzene ring replaced with a thiophene ring. It is an agonist at GABA-A receptors and possesses amnesic, anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties. Initially introduced in 1983 in Japan as treatment for neurological conditions such as anxiety and sleep disorders, etizolam is marketed in Japan, Italy and India. It is not approved for use by FDA in the US; however it remains unscheduled in several states and is legal for research purposes.

    Mechanism of Action

    Etizolam is selectively a full agonist at GABA-A receptors to increase GABAergic transmission and enhance GABA-induced Cl- currents . It is reported to bind to the benzodiazepine binding site which is located across the interface between the alpha and gamma subunits. Benzodiazapines are reported to only bind to receptors that contain gamma 2 and alpha 1/2/3/5 subunits . Alpha-1-containing receptors mediate the sedative effects of etizolam whereas alpha-2 and alpha-3 subunit-containing receptors mediate the anxiolytic effect . Etizolam shows high potency and affinity towards GABA-A receptor with alpha 1 beta 2 gamma 2S subunit combination . By binding to the regulatory site of the receptor, etizolam potentiates GABA transmission by facilitating the opening of GABA-induced chloride channels . Etizolam is a specific antagonist at PAFR. It inhibits PAF-induced platelet aggregation by inhibiting PAF binding to the receptors located on the surface of platelets with an IC50 of 22nM .

    Pharmacodynamics

    Etizolam is a CNS depressant with anxiolytic, anticonvulsant, sedative-hypnotic and muscle relaxant effects. It acts on the benzodiazepine site of the GABA-A receptor as an agonist to increase inhibitory GABAergic transmission throughout the central nervous system. Studies indicate that etizolam mediates its pharmacological actions with 6 to 10 times more potency than that of diazepam. Clinical human studies performed in Italy showed clinical effectiveness of etizolam in relieving symptoms in patients with generalized anxiety disorders with depressive symptoms . Etizolam also mediates imipramine-like neuropharmacological and behavioral effects, as well as minor effects on cognitive functioning. It is shown to substitute the actions of a short-acting barbiturate, pentobarbitol, in a drug discrimination study . Etizolam is an antagonist at platelet-activating-factor (PAF) receptor and attenuates the recurrence of chronic subdural hematoma after neurosurgery in clinical studies . It is shown to inhibit PAF-induced bronchoconstriction and hypotension .

    Metabolism

    Biotransformation of etizolam is extensive and involves hydroxylation and conjugation . The main metabolite formed via 1'-hydroxylation is α-hydroxyetizolam which retains pharmacological activity comparable to that of the parent drug, indicating that the action of metabolites may contribute to the clinical effects of etizolam . CYP3A4 is predicted to be the main CYP enzyme responsible for mediating etizolam metabolism. CYP2C18 and CYP2C19 are also involved in the metabolic pathways .

    Absorption

    Etizolam is well absorbed from the intestines with a biological bioavailability of 93% following oral administration. After a single oral dosing of 0.5mg etizolam, it takes approximately 0.9 hours to reach the peak plasma concentration of 8.3 ng/mL .

    Toxicity

    Major adverse effects include drowsiness, sedation, muscle weakness and incoordination, fainting, headache, confusion, depression, slurred speech, visual disturbances and changes in libido and tremor . Flumazenil is a competitive antagonist of GABA-A receptors and can be also used to reverse the effect of etizolam overdosage. Etizolam demonstrates no effects on fertility, development and teratogenicity . LD50 values of etizolam when delivered orally, intraperitoneally, and subcutaneously are 3509mg/kg, 825mg/kg, and >5000mg/kg in rats, respectively, and 3070mg/kg, 783mg/kg and 5000mg/kg in mice, respectively .

    Indication

    Indicated for the treatment of generalized anxiety disorder with depression, panic disorder and insomnia.

    Half-life

    The average elimination half life of etizolam following a single oral dose of 0.5mg is 3.4 hours but may be increased up to 17 hours depending on the rate of metabolism . The main metabolite α-hydroxyetizolam displays a longer elimination half life of 8.2 hours .

    Elimination

    In a rat study, the amounts of etizolam excreted was 30% in urine was 70% in feces, while the values in a mouse study were 40% in urine and 60% in feces .

    Volume of Distribution

    Apparent distribution volume was 0.9 ± 0.2 L/kg following a single oral doing of 0.5mg etizolam .

    Receptor Profile

    Receptor Actions

    Modulators
    GABA-A receptor positive allosteric modulator (benzodiazepine site)

    History & Culture

    1972–1984

    Etizolam was patented in 1972 and first received approval for medical use in Japan in 1984. Medical literature documenting its therapeutic application for anxiety conditions has appeared since at least the early 1990s. The compound has been prescribed as an anxiolytic in several countries, commonly marketed under brand names such as Etilaam, Etizest, and Depas.

    2011–present

    Etizolam emerged on online research chemical markets in 2011, and its popularity grew steadily in subsequent years. This rise was likely driven by its low cost, wide availability, and the strongly reinforcing properties it shares with recreational benzodiazepines. Unlike most research chemicals, etizolam occupied an unusual position as a substance with established medical use in some jurisdictions while simultaneously being sold as an unregulated compound in others.

    1991–present

    Cases of etizolam dependence have been documented in medical literature since 1991, with misuse and addiction reports increasing substantially in subsequent years due to varying levels of accessibility across different regions. The compound has become particularly associated with overdose deaths in Scotland, where drug-related fatalities involving etizolam increased by 107% between 2008 and 2018, reaching 1,187 officially recorded overdoses that year. Women showed a disproportionately greater increase in these deaths compared to men. Counterfeit tablets sold as Xanax or other pharmaceutical benzodiazepines have frequently been found to contain etizolam rather than their labeled ingredients, contributing to unpredictable dosing and increased harm.

    Subjective Effect Notes

    physical: The physical effects of etizolam can be broken down into several components which progressively intensify proportional to dosage.

    cognitive: The cognitive effects of etizolam can be broken down into several components which progressively intensify proportional to dosage. The general head space of etizolam is described by many as one of recreationally intense sedation and decreased inhibition. It contains a large number of typical depressant cognitive effects.

    Effect Profile

    Curated + 143 Reports
    Benzodiazepine 8.3

    Strong anxiolysis, cognitive impairment, euphoria, and sedation

    Anxiolysis×3
    10
    Sedation / Relaxation×2
    96.0
    Motor / Cognitive Impairment×1
    106.7
    Euphoria / Mood Lift×1
    106.8
    Catalog Erowid

    Tolerance & Pharmacokinetics

    drugs.wiki
    Half-Life
    Parent ~3–6 hours; active metabolite alpha-hydroxyetizolam ~8 hours; residual sedation can persist longer at high doses.
    Addiction Potential
    Moderate to high. Etizolam, like benzodiazepines, can cause tolerance, physiological dependence, and withdrawal (including seizures) with regular or high-frequency use.

    Tolerance Decay

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

    Benzodiazepine tolerance develops across the class with frequent use and decays slowly over 2–4 weeks after cessation; time scales vary substantially. Values are heuristic, intended for harm-reduction context, not medical dosing.

    Cross-Tolerances

    Benzodiazepines
    80% ●○○
    Other thienodiazepines
    80% ●○○

    Experience Report Analysis

    Erowid BlueLight
    128 Reports
    2011–2022 Date Range
    121 With Age Data
    32 Effects Detected

    Demographics

    Gender Distribution

    Age Distribution

    Reports Over Time

    Effect Analysis

    Erowid + Bluelight

    Effects aggregated from 143 experience reports (128 Erowid + 15 Bluelight)

    143 Reports
    74 Effects Detected
    23 Positive
    38 Adverse
    13 Neutral

    Effect Sentiment Distribution

    Confidence Distribution

    Positive Effects 23

    Anxiety Suppression 59.5% 85%
    Euphoria 48.2% 89%
    Contentment 46.7% 81%
    Sedation 39.1% 85%
    Stimulation 35.7% 83%
    Hypersomnia 33.3% 82%
    Music Enhancement 22.3% 92%
    Empathy 18.9% 85%
    Focus Enhancement 18.2% 82%
    Color Enhancement 15.4% 85%
    Relaxation 13.3% 88%
    Body High 12.6% 82%
    Tactile Enhancement 10.9% 70%
    Depth Distortion 6.7% 85%
    Entity Imagery 6.7% 80%
    Sociability Enhancement 6.7% 90%
    Motor Enhancement 6.7% 85%
    Happiness 6.7% 85%
    Joy 6.7% 85%
    Emotional Openness 6.7% 80%

    Adverse Effects 38

    Insomnia 26.7% 82%
    Amnesia 26.7% 89%
    Memory Suppression 25.9% 87%
    Confusion 20.3% 85%
    Motor Impairment 17.5% 85%
    Nausea 14.1% 70%
    Disinhibition 13.3% 85%
    Double Vision 13.3% 90%
    Depersonalization 13.3% 85%
    Muscle Tension 8.6% 70%
    Increased Heart Rate 7.8% 70%
    Social Anxiety 6.7% 85%
    Appetite Suppression 6.7% 80%
    Dry Mouth 6.7% 80%
    Hair Loss 6.7% 85%
    Irritability 6.7% 85%
    Aggression 6.7% 90%
    Anger 6.7% 85%
    Visual Snow 6.7% 80%
    Field Narrowing 6.7% 75%

    Dose-Response Correlation

    How effect frequency changes across dose levels

    View data table
    Effect Common (n=14) Strong (n=30)
    Anxiety Suppression 71.4% 63.3%
    Euphoria 50.0% 56.7%
    Stimulation 35.7% 43.3%
    Music Enhancement 42.9% 26.7%
    Sedation 35.7% 40.0%
    Color Enhancement 21.4% 30.0%
    Memory Suppression 14.3% 30.0%
    Empathy 21.4% 26.7%
    Confusion 21.4% 26.7%
    Body High 0% 26.7%
    Focus Enhancement 14.3% 23.3%
    Visual Distortions 21.4% 20.0%
    Nausea 21.4% 20.0%
    Auditory Effects 0% 16.7%
    Motor Impairment 0% 16.7%

    Dose–Effect Mapping

    Experience Reports

    How reported effects shift across dose tiers, based on 128 experience reports.

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

    Oral dose range: 1.0–3.0 mg (median 2.0 mg)
    Effect Common (n=14) Strong (n=30)
    anxiety suppression
    71%
    63%
    euphoria
    50%
    57%
    stimulation
    36%
    43%
    music enhancement
    43%
    27%
    sedation
    36%
    40%
    color enhancement
    21%
    30%
    memory suppression
    14%
    30%
    empathy
    21%
    27%
    confusion
    21%
    27%
    body high
    27%
    focus enhancement
    14%
    23%
    visual distortions
    21%
    20%
    nausea
    21%
    20%
    auditory effects
    17%
    motor impairment
    17%
    jaw clenching
    14%
    muscle tension
    14%
    increased heart rate
    14%
    7%
    closed-eye visuals
    13%
    dissociation
    13%

    Showing top 20 of 24 effects

    Risk Escalation

    Sentiment Analysis

    Average frequency of positive vs adverse effects across dose tiers

    Common n=14
    6 positive 31.0% 7 adverse 24.5%
    Strong n=30
    7 positive 33.3% 9 adverse 20.8%
    View effect breakdown

    Adverse Effects

    Effect Common (n=14) Strong (n=30) Change
    Anxiety Suppression
    71%
    63%
    -11%
    Memory Suppression
    14%
    30%
    +109%
    Confusion
    21%
    27%
    +24%
    Nausea
    21%
    20%
    -6%
    Motor Impairment
    17%
    0%
    Jaw Clenching
    14%
    0%
    Muscle Tension
    14%
    0%
    Increased Heart Rate
    14%
    7%
    -53%
    Psychosis
    10%
    0%
    Headache
    7%
    0%
    Pupil Dilation
    7%
    0%

    Positive Effects

    Effect Common (n=14) Strong (n=30) Change
    Euphoria
    50%
    57%
    +13%
    Stimulation
    36%
    43%
    +21%
    Music Enhancement
    43%
    27%
    -37%
    Color Enhancement
    21%
    30%
    +40%
    Empathy
    21%
    27%
    +24%
    Body High
    27%
    0%
    Focus Enhancement
    14%
    23%
    +62%

    Dosage Distribution

    Dose distribution from experience reports

    Median: 2.0 mg IQR: 1.0–3.0 mg n=46

    Real-World Dose Distribution

    62K Doses

    From 213 individual dose entries

    Oral (n=166)

    Median: 1.0mg 25th: 1.0mg 75th: 2.0mg 90th: 3.0mg
    mg/kg median: 0.018 mg/kg 75th: 0.031

    Insufflated (n=8)

    Median: 1.0mg 25th: 0.88mg 75th: 1.25mg 90th: 2.0mg
    mg/kg median: 0.016 mg/kg 75th: 0.019

    Sublingual (n=19)

    Median: 2.0mg 25th: 1.0mg 75th: 2.0mg 90th: 2.4mg
    mg/kg median: 0.022 mg/kg 75th: 0.024

    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: 0.026 mg/kg IQR: 0.015–0.037 mg/kg n=45

    Unknown

    Median: 0.019 mg/kg IQR: 0.013–0.029 mg/kg n=8

    Sublingual

    Median: 0.014 mg/kg IQR: 0.007–0.021 mg/kg n=7

    Redose Patterns

    Redosing behavior across 94 reports

    36.2% Redosed
    1.6 Avg Doses
    60m Median Interval

    Benzodiazepine Equivalence

    1.0 mg Etizolam = 10.0 mg Diazepam
    Potency ratio 10.0

    Etizolam - 1mg ~=10mg Diazepam.

    Other depressants such as Alcohol and Opioids.

    Legal Status

    UN Convention on Psychotropic Substances (Schedule IV, March 2020)
    Country Status Notes
    Australia Schedule 4 Listed as Schedule 4 by the Office of Drug Control under Regulation 5 of the Customs (Prohibited Imports) Regulations 1956. License and permit required for import and export.
    Austria Illegal (NPSG) Prohibited since 2012 under the Neue-Psychoaktive-Substanzen-Gesetz (New Psychoactive Substances Act). Possession, production, supply, and import are illegal, though offenders without intent to distribute may not face prosecution.
    Brazil Controlled Illegal since March 23, 2021 following ANVISA Resolution RDC nº 473. Listed on Portaria SVS/MS nº 344, prohibiting possession, production, and sale.
    Canada Schedule VI (CDSA) Captured under section 18 of Schedule VI of the Controlled Drugs and Substances Act as a benzodiazepine derivative and its salts.
    Finland Controlled Classified as a controlled drug since 2016. Not approved for medical use in Finland.
    Germany Anlage III BtMG Controlled under Anlage III of the Betäubungsmittelgesetz (Narcotics Act) since July 17, 2013. Can only be prescribed using a narcotic prescription form (Betäubungsmittelrezept).
    Japan Controlled Regulated under the Narcotics and Psychotropics Control Law. Possession, sale, and manufacture without a prescription are illegal. Approved for medical use with prescription.
    Netherlands List II (Opiumwet) Controlled as a List 2 substance under the Opium Act (Opiumwet). Possession and distribution are illegal.
    Poland NPS class Classified as a New Psychoactive Substance under the Act on Counteracting Drug Addiction. Possession and distribution are prohibited.
    Russia Schedule III Listed as a Schedule III controlled substance since 2017 under Russian drug control legislation.
    Switzerland Controlled (Verzeichnis B) Specifically named as a controlled substance under Verzeichnis B of Swiss narcotics legislation. Medicinal use is permitted with appropriate authorization.
    Turkey Illegal Classified as a controlled drug under Turkish law. Possession, production, supply, and import are prohibited.
    United Kingdom Class C Controlled as a Class C substance under the Misuse of Drugs Act 1971 since May 31, 2017. Possession, production, and supply are criminal offenses.
    United States Schedule I (temporary) Temporarily placed in Schedule I by the DEA effective January 23, 2023, with permanent scheduling likely. Prior to federal action, numerous states independently scheduled etizolam: Alabama (Schedule I, March 2014), Mississippi (Schedule I, April 2014), Arkansas (Schedule I, December 2014), Georgia (Schedule IV, May 2015), Indiana (Schedule I, July 2017), North Carolina (Schedule I, March 2017), Texas (Penalty Group 3, June 2017), Arizona (controlled via House Bill 2033, 2018), and Florida, Louisiana, Ohio, South Carolina, and Virginia (various state controls).

    Harm Reduction

    drugs.wiki

    Etizolam is prescribed in Japan and India under brand names like Depas, Pasaden, Etilaam, Etizola, and Etizest, but is unapproved in many other countries; in unregulated markets it often appears as pressed tablets or powders of uncertain dose. Counterfeit 'benzo' tablets and blister packs may contain etizolam or other designer benzodiazepines; use drug checking services when possible and do not assume branding equals content. Compared dose-for-dose, 1 mg etizolam is commonly estimated around 10 mg diazepam in anxiolytic/sedative effect; individual response varies, so start low to avoid blackouts. Onset is relatively fast (roughly 10–40 minutes), and redosing during the come-up markedly increases the risk of amnesia, disinhibition, accidents, and respiratory depression, especially if other depressants are onboard. As a CYP3A4 substrate, etizolam’s levels can be increased by potent CYP3A4 inhibitors (e.g., some azole antifungals, macrolide antibiotics, fluvoxamine) and reduced by inducers (e.g., carbamazepine); this can unpredictably strengthen or weaken effects. Mixing with opioids, alcohol, GHB/GBL, or Z‑drugs greatly raises overdose risk (compounded sedation, hypoventilation, aspiration); avoid concurrent use and seek help immediately if someone cannot be roused or breathes slowly or irregularly. In several drug checking datasets, benzo-adulterants, including etizolam, appear in expected-fentanyl samples—be vigilant if using opioids, as combined depressants drive severe poisonings. Withdrawal after sustained or high-dose use can produce severe rebound anxiety, insomnia, tremor, and seizures; never abruptly stop after regular use—medical supervision and gradual tapering are strongly advised. Driving or operating machinery is unsafe while under the influence and can remain unsafe the next morning because of residual sedation and psychomotor impairment. Volumetric dosing (diluting a known small mass into a measured volume) reduces dosing error with powders/solutions; avoid eyeballing or 'drops' from unknown-concentration liquids. Intranasal and especially injection routes are discouraged due to poor solubility, binders, infection risk, and unpredictable kinetics—oral or sublingual are the least risky non-medical routes. Packaging and appearance are unreliable indicators of content; use reagent tests and, where available, GC/MS drug checking to verify. Store powders/solutions cool, dry, and protected from light to limit degradation, and keep all benzodiazepines secured to prevent accidental pediatric/naïve exposure.

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