
Preferred IUPAC name Butane-1,3-diol
Other names 1,3-butylene glycol, butane-1,3-diol, or 1,3-dihydroxybutane
CAS Number
- 107-88-0
- 6290-03-5 (R)
- 24621-61-2 (S)
3D model (JSmol)
- Interactive image
Beilstein Reference
1731276
1718944 (R)
1718943 (S)
ChEBI
- CHEBI:52683
ChEMBL
- ChEMBL1231503
ChemSpider
- 7608
- 553103 (R)
- 394191 (S)
DrugBank
- DB02202
ECHA InfoCard
100.003.209
EC Number
- 203-529-7
E number
E1502 (additional chemicals)
Gmelin Reference
2409
2493173 (R)
1994384 (S)
KEGG
- D10695
MeSH
1,3-Butylene+glycol
PubChem CID
- 7896
- 637497(R)
- 446973(S)
RTECS number
- EK0440000
UNII
- 3XUS85K0RA
CompTox Dashboard (EPA)
- DTXSID8026773
InChI
InChI=1S/C4H10O2/c1-4(6)2-3-5/h4-6H,2-3H2,1H3Key:PUPZLCDOIYMWBV-UHFFFAOYSA-N
CC(O)CCO
Chemical formula
C4H10O2
Molar mass
90.122g·mol
Appearance
Colourless liquid
Density
1.0053 g cm
Melting point
−50°C (−58°F; 223K)
Boiling point
204 to 210°C; 399 to 410°F; 477 to 483K
Solubility in water
1 kg dm
log P
−0.74
Vapor pressure
8 Pa (at 20 °C)
Refractive index (nD)
1.44
Thermochemistry
Std molar entropy (S298)
227.2 J K mol
Std enthalpy of formation (ΔfH298)
−501 kJ mol
Std enthalpy of combustion (ΔcH298)
−2.5022 MJ mol
Hazards
GHS labelling:
Pictograms
Signal word
Warning
Hazard statements
H319, H413
Precautionary statements
P305+P351+P338
NFPA 704 (firediamond)
1 1 0
Flash point
108°C (226°F; 381K)
Autoignition temperature
394°C (741°F; 667K)
Related compounds
Related butanediol
1,2-Butanediol
2,3-Butanediol
Related compounds
2-Methylpentane
Except where otherwise noted, data are given for materials in their standard state (at 25°C [77°F], 100kPa). Nverify(what is?)
Infobox references
Safety at a Glance
High Risk- General Principles
- Start low, go slow: Always begin with a low dose, especially with unfamiliar batches or new substances. Individual se...
- Toxicity: The toxicity profile of 1,3-Butanediol, like most classical psychedelics, suggests a relatively favorable physiologic...
- Overdose risk: Fatal overdose from 1,3-Butanediol alone, at doses within the typical recreational range, is extr...
If someone is in crisis, call 911 or Poison Control: 1-800-222-1222
Duration
How It Feels
The experience of 1,3-butanediol is best understood as a delayed, diluted reflection of GHB, the substance it is slowly converted into by the body's metabolic machinery. For the first hour or more after ingestion, there is very little to report. The liquid has been consumed, it tastes faintly sweet and chemical, and the body goes about its work of conversion without providing much feedback. The delay is the defining feature of the onset, and it can lead to the dangerous miscalculation of redosing before the first dose has fully manifested.
When the effects do arrive, they emerge as a gentle, spreading relaxation. Tension in the shoulders and back loosens. Anxiety, if present, begins to soften and recede. There is a mild but genuine sense of wellbeing that settles over the mind like a warm blanket. The world feels slightly more agreeable, social interactions slightly more enjoyable. At moderate doses, the effect profile closely resembles a mild alcohol intoxication: reduced inhibition, increased sociability, a pleasant physical looseness, and a subtle euphoria. The body feels warm and comfortable, and there is an easing of self-consciousness that can make conversation flow more readily.
Motor coordination deteriorates in proportion to dose, and the familiar signs of GABAergic intoxication appear: slightly slurred speech, impaired balance, and a heaviness in the limbs that can feel pleasant or burdensome depending on the context. At higher doses, drowsiness becomes pronounced, and the line between relaxed wakefulness and unconsciousness can become dangerously thin. The transition from pleasantly sedated to deeply unconscious can occur with little warning, particularly when combined with other depressants.
The overall duration of effects is typically three to five hours, though the slow onset means the subjective experience may feel shorter. The comedown is generally unremarkable, a gradual return to baseline characterized by lingering drowsiness and perhaps a mild headache. Sleep comes easily after the effects have run their course. The morning after is usually clear, though higher doses may produce a groggy, slightly hungover feeling. The experience as a whole is functional rather than remarkable, valued more for its accessibility as a legal GHB precursor than for any distinctive subjective character of its own.
Subjective Effects
The effects listed below are based on the Subjective Effect Index (SEI), an open research literature based on anecdotal reports and personal analyses. They should be viewed with a healthy degree of skepticism. These effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects.
Physical Effects
Physical(7)
- Dehydration— A state of insufficient bodily hydration manifesting as persistent thirst, dry mouth, and physical d...
- Dizziness— A sensation of spinning, swaying, or lightheadedness that impairs balance and spatial orientation, o...
- Headache— A painful sensation of pressure, throbbing, or aching in the head that can range from a dull backgro...
- Sedation— A state of deep physical and mental calming that manifests as a progressive desire to remain still, ...
- Seizure— Uncontrolled brain electrical activity causing convulsions and loss of consciousness -- a life-threa...
- Serotonin syndrome— Serotonin syndrome is a potentially fatal medical emergency caused by excessive serotonergic activit...
- Stimulation— A state of heightened physical and mental energy characterized by increased wakefulness, elevated mo...
Cognitive & Perceptual Effects
Cognitive(6)
- Analysis suppression— Analysis suppression is a cognitive impairment in which the capacity for logical reasoning, critical...
- Anxiety— Intense feelings of apprehension, worry, and dread that can range from a subtle background unease to...
- Anxiety suppression— A partial to complete suppression of anxiety and general unease, producing a calm, relaxed mental st...
- Disinhibition— A marked reduction in social inhibitions, self-consciousness, and behavioral restraint that manifest...
- Thought deceleration— The experience of thoughts occurring at a markedly reduced pace, as if the mind has been placed into...
- Wakefulness— An increased ability to stay awake and alert without the desire to sleep. Distinct from stimulation ...
Pharmacology
1,3-Butanediol is likely active in its own right, prior to metabolism to BHB, but direct binding to CNS receptors has not been confirmed. The inherent activity of 1,3-Butanediol is suggested by the differential effects of its metabolite, BHB, when administered on its own in humans.
1,3-Butanediol is metabolized to 3-hydroxybutyraldehyde, which is presumed to not have the same organ toxicity associated with acetaldehyde owing to the reduced toxicity of 1,3-Butanediol in animal models.
Detection Methods
Urine Detection
1,3-Butanediol is a diol that serves as a prodrug for GHB (gamma-hydroxybutyric acid), being metabolized in vivo through alcohol dehydrogenase pathways to GHB. As such, detection of 1,3-butanediol use primarily involves detection of GHB and its metabolites. GHB has a very short detection window in urine, approximately 6 to 12 hours after ingestion, due to its rapid metabolism. LC-MS/MS methods targeting GHB and 1,3-butanediol simultaneously can extend this window modestly. The parent compound 1,3-butanediol may be detectable slightly longer than GHB in some cases.
Blood and Serum Detection
Blood detection windows are extremely short, approximately 3 to 8 hours for both 1,3-butanediol and its GHB metabolite. Peak GHB concentrations following 1,3-butanediol ingestion occur within 30 to 90 minutes. Endogenous GHB production (0.1 to 1.0 mg/L) complicates interpretation of low-level results. Concentrations above established endogenous thresholds are required to confirm exogenous exposure.
Standard Drug Panel Inclusion
Neither 1,3-butanediol nor GHB is included on standard 5-panel, 10-panel, or 12-panel drug screens. GHB-specific immunoassays exist but are not routinely deployed. Due to the very short detection window, even when GHB testing is ordered, the timing of sample collection is critical and often too late for positive results in clinical scenarios.
Confirmatory Methods
GC-MS and LC-MS/MS are the standard confirmatory methods for GHB. Some methods can simultaneously detect 1,3-butanediol, GBL, and GHB, which provides information about the specific prodrug consumed. Careful specimen handling is required, as GHB can be produced artifactually in improperly preserved samples through fermentation.
Reagent Testing (Harm Reduction)
Standard colorimetric reagent kits used for other psychoactive substances (Marquis, Mecke, Mandelin, Ehrlich) are not effective for identifying 1,3-butanediol, as it is a simple diol without chromophoric functional groups. Specialized GHB detection kits using enzymatic or chemical assays exist but are not part of standard harm reduction reagent sets. Physical identification (clear, slightly viscous liquid with a faintly sweet taste) is the most common but least reliable identification method.
Interactions
| Substance | Status | Note |
|---|---|---|
| 2-Aminoindane | Caution | Increases anxiety, cardiovascular stress, and psychological intensity |
| 2-FA | Caution | Increases anxiety, cardiovascular stress, and psychological intensity |
| 2-FEA | Caution | Increases anxiety, cardiovascular stress, and psychological intensity |
| 2-FMA | Caution | Increases anxiety, cardiovascular stress, and psychological intensity |
| 2,5-DMA | Caution | Increases anxiety, cardiovascular stress, and psychological intensity |
| 1B-LSD | Low Risk & Synergy | Cross-tolerance exists; effects compound |
| 1cP-AL-LAD | Low Risk & Synergy | Cross-tolerance exists; effects compound |
| 1cP-LSD | Low Risk & Synergy | Cross-tolerance exists; effects compound |
| 1cP-MiPLA | Low Risk & Synergy | Cross-tolerance exists; effects compound |
| 1P-ETH-LAD | Low Risk & Synergy | Cross-tolerance exists; effects compound |
History
The history of 1,3-Butanediol is intertwined with the broader story of psychedelic research, which has oscillated between periods of intense scientific interest and strict prohibition.
Like many psychedelic compounds, 1,3-Butanediol was either synthesized in a laboratory setting or identified as a naturally occurring psychoactive substance through ethnobotanical research. The mid-20th century saw an explosion of interest in psychedelic compounds, with researchers exploring their potential applications in psychotherapy, creativity enhancement, and the study of consciousness.
The political and cultural backlash of the late 1960s and early 1970s led to the criminalization of most psychedelic substances, effectively halting legitimate research for decades. The resurgence of psychedelic research beginning in the 2000s — often called the "psychedelic renaissance" — has renewed scientific interest in this class of compounds, with clinical trials exploring applications in treatment-resistant depression, PTSD, end-of-life anxiety, and addiction.
1,3-Butanediol exists within this broader pharmacological and cultural context, with its specific history shaped by its date of discovery, legal status, availability, and unique pharmacological profile.
Harm Reduction
General Principles
- Start low, go slow: Always begin with a low dose, especially with unfamiliar batches or new substances. Individual sensitivity varies enormously.
- Test your substances: Use reagent test kits to verify identity and check for dangerous adulterants. Consider using drug checking services where available.
- Research thoroughly: Understand expected dose ranges, duration, potential interactions, and contraindications before use.
- Never use alone: Have a trusted, sober person present, especially with new substances or higher doses.
- Set and setting: Your mindset and environment profoundly influence the experience. Choose a safe, comfortable environment and ensure you're in a stable psychological state.
1,3-Butanediol-Specific Harm Reduction
- Integration: Allow time between experiences to integrate insights. Using psychedelics too frequently can lead to psychological distress.
- Trip sitter: A sober, experienced sitter is invaluable, especially at higher doses. They should be briefed on what to expect and how to help.
- Difficult experiences: If anxiety occurs, change the setting (different room, different music), practice slow breathing, and remember the effects are temporary. Having a benzodiazepine available (not for routine use) can provide reassurance.
- Duration planning: Ensure you have no obligations for the full duration plus several hours of recovery time.
- Contraindications: Avoid combining with lithium (seizure risk), tramadol (seizure risk), or SSRIs (reduced effects, potential serotonin issues). Those with personal or family history of psychotic disorders should exercise extreme caution.
Toxicity & Safety
The toxicity profile of 1,3-Butanediol, like most classical psychedelics, suggests a relatively favorable physiological safety margin. Classical psychedelics as a class have among the lowest organ toxicity of any psychoactive substances, with therapeutic indices far exceeding those of many common medications.
Physical toxicity: The primary physical risks associated with 1,3-Butanediol are indirect — injuries resulting from impaired judgment during the acute experience. Direct organ toxicity at typical recreational doses has not been well-established. However, the long-term effects of repeated use are not fully characterized.
Psychological risks: The more significant risks are psychological. These include acute anxiety/panic reactions ("bad trips"), triggering or exacerbating latent psychiatric conditions (particularly psychotic disorders), and Hallucinogen Persisting Perception Disorder (HPPD) — a condition involving persistent visual disturbances after use.
Serotonin syndrome: Combining 1,3-Butanediol with serotonergic medications (MAOIs, SSRIs) can elevate serotonin to dangerous levels. This interaction requires particular caution.
Dependence potential: 1,3-Butanediol is not considered physically addictive, and tolerance to psychedelic effects develops rapidly (within days), making daily use impractical. Psychological dependence, while possible, is relatively uncommon compared to other substance classes.
It is strongly recommended that one use harm reduction practices when using this substance.
Overdose Information
Fatal overdose from 1,3-Butanediol alone, at doses within the typical recreational range, is extremely unlikely based on the available evidence for classical psychedelics. The therapeutic index for most psychedelics is very wide.
However, psychological emergencies can occur and require appropriate response:
- Severe anxiety, panic, or psychotic episodes
- Dangerous behavior due to impaired reality testing
- Self-harm in the context of a distressing experience
Emergency management: If someone is experiencing a severe adverse reaction, move them to a calm, quiet environment. Speak reassuringly. Do not restrain unless there is immediate danger. Benzodiazepines (if available and the person is conscious and able to swallow) can reduce acute anxiety. If psychotic symptoms, self-harm risk, or medical distress is present, seek emergency medical attention.
Medical attention: Seek help immediately for seizures, extremely elevated body temperature, signs of serotonin syndrome (agitation, tremor, diarrhea, rapid heart rate), or if the substance consumed is uncertain.
Tolerance
| Full | Develops within several days of continuous use |
| Half | 3 - 7 days |
| Zero | 7 - 14 days |
Cross-tolerances
Legal Status
The legal status of 1,3-Butanediol varies by jurisdiction and is subject to change. This information is provided for educational purposes and may not reflect the most current legislation.
General patterns: Many psychoactive substances are controlled under national and international drug control frameworks, including the United Nations Single Convention on Narcotic Drugs (1961), the Convention on Psychotropic Substances (1971), and country-specific legislation such as the US Controlled Substances Act, UK Misuse of Drugs Act, and EU Framework Decisions.
Research chemicals and analogues: Novel psychoactive substances may be captured by analogue laws (e.g., the US Federal Analogue Act) or blanket bans on substance classes (e.g., the UK Psychoactive Substances Act 2016), even if the specific compound is not individually scheduled.
Important note: Possessing, distributing, or manufacturing controlled substances carries serious legal consequences in most jurisdictions. Legal status is not a reliable indicator of a substance's safety profile — some highly dangerous substances are legal, while some with favorable safety profiles are strictly controlled.
Users are strongly encouraged to research the specific legal status of 1,3-Butanediol in their jurisdiction before any involvement with this substance.
Experience Reports (2)
Tips (5)
Psychedelic tolerance builds rapidly. Wait at least 1-2 weeks between uses of 1,3-Butanediol for full tolerance reset. Taking the same dose the next day would require roughly double the amount for comparable effects.
Use a milligram scale to weigh 1,3-Butanediol if it comes as a powder. Eyeballing doses of potent psychedelics is irresponsible. A quality 0.001g scale costs under $30 and could prevent a seriously overwhelming experience.
Have a trip sitter present, ideally someone with psychedelic experience. They should remain calm and reassuring without being intrusive. A good sitter can make the difference between a challenging experience and a genuine crisis.
Integration is just as important as the experience itself. After using 1,3-Butanediol, take time to journal, reflect, or discuss the experience. Insights from psychedelic states can be powerful but need conscious effort to apply to daily life.
People with a personal or family history of psychotic disorders (schizophrenia, bipolar type I) should avoid 1,3-Butanediol and other psychedelics. These substances can trigger or exacerbate psychotic episodes in predisposed individuals.
See Also
References (4)
- Psilocybin produces substantial and sustained decreases in depression and anxiety — Griffiths et al. Journal of Psychopharmacology (2016)paper
- Neural correlates of the LSD experience revealed by multimodal neuroimaging — Carhart-Harris et al. PNAS (2016)paper
- 1,3-Butanediol - TripSit Factsheet
TripSit factsheet for 1,3-Butanediol
tripsit - 1,3-Butanediol - Wikipedia
Wikipedia article on 1,3-Butanediol
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