Psychedelics are substances (natural or laboratory made) which cause profound changes in a one’s perceptions of reality. While under the influence of hallucinogens, users might hallcuniate visually and auditorily.
This is a commonly used substance with well known effects, but that does not guarantee the substance will be safe. The safety profile has been established based on usage data commonly reported by others.
Disclaimer: Psychedelic drugs offer some of the most powerful and intense psychological experiences. Additionally these substances are illegal in many places. We understand that even though these substances are illegal, their use occurs frequently. We do not condone breaking of the law. By providing accurate information about these substances, we encourage the user to make responsible decisions and practice harm reduction.
Description
Mescaline Also known as:
- Mescaline[Wiki]
- 2-(3,4,5-Trimethoxy
phenyl)ethanamin [German][ACD/IUPAC Name]
- 2-(3,4,5-Trimethoxy
phenyl)ethanamine [ACD/IUPAC Name]
- 2-(3,4,5-Triméthoxy
phényl)éthanamine [French][ACD/IUPAC Name]
- 2-(3,4,5-Trimethoxy
phenyl)ethylamine
- 200-190-7[EINECS]
- 3,4,5-Trimethoxy-b-
phenethylamine
- 54-04-6[RN]
- Benzeneethanamine,
3,4,5-trimethoxy- [ACD/Index Name]
- 1-amino-2-(3,4,5-tr
imethoxyphenyl)etha ne
- 2-(3,4,5-TRIMETHOXY
PHENYL)-ETHYLAMINE
- 3,4, 5-Trimethoxyph
enethylamine
- 3,4,5-Triaminopyrid
ine
- 3,4,5-Trimethoxyben
zeneethanamine
- 3,4,5-trimethoxyphe
nethylamine
- 3,4,5-Trimethoxy-ph
enylethylamine
- 3,4,5-TRIMETHOXYPHE
NYLETHYLAMINE
- 3,4,5-TRIMETHOXY-β-
PHENETHYLAMINE
- Ethane, 1-amino-2-(
3, 4,5-trimethoxyph enyl)-
- Ethane, 1-amino-2-(
3,4,5-trimethoxyphe nyl)-
- Mescalin[German][Wiki]
- Mescalin
- Mescalin [German]
- mescalina
- Mescline
- Meskalin
- Mezcalin
- mezcalina
- Mezcaline
- Mezcline
- MFCD00128240[MDL number]
- Phenethylamine, 3,4
,5-trimethoxy-
- Tmpea
- WLN: Z2R CO1 DO1 EO1
- β-D
A psychedelic of the phenethylamine family. Found in psychedelic cacti that have long been used by peoples native to the Southwestern US and Mexico, including Peyote and San Pedro cacti, among others. Can be found as cactus pulp, as an extract from cacti, or as a synthetic substance created in a lab.
Summary
It occurs naturally in the peyote cactus (Lophophora williamsii), and a number of other cacti species such as the Echinopsis pachanoi (San Pedro cactus), Echinopsis peruviana (Peruvian Torch) as well as the Cactaceae plant and the Fabaceae bean family. It is one of the oldest known hallucinogens and is the prototypical member of the psychedelic phenethylamines, one of the two major classes of psychedelics (along with tryptamines). Mescaline was first isolated from peyote in 1897 by the German chemist.
The ritual use of the peyote cactus has occurred for at least 5700 years by Native Americans in Mexico. Other mescaline-containing cacti such as the San Pedro have a long history of use in the South American continent, spanning from Peru to Ecuador. Mescaline is an important part of the life’s work of the American chemist Alexander Shulgin, who used mescaline as a starting point for synthesizing dozens of novel psychedelic compounds, which he documented in the 1991 book PiHKAL (“Phenethylamines I Have Known and Loved”).
Subjective effects include open and closed-eye visuals, time distortion, enhanced introspection, conceptual thinking, euphoria, and ego loss. It is considered to be one of the most gentle, subtle, and euphoric psychedelics, with a greater emphasis on bodily and tactile sensations (somewhat similar to MDMA) than tryptamines like psilocybin or DMT, which tend to have a more dynamic head-space and visual geometry. Synthetic mescaline is highly sought after and typically produced only in small batches, owing to its low potency and relatively high production cost.
Unlike other highly prohibited substances, mescaline has not been proven to be physiologically toxic or addictive. Nevertheless, adverse psychological reactions such as anxiety, paranoia, delusions and psychosis can still always occur, particularly among those predisposed to mental disorders. It is highly advised to use harm reduction practices if using this substance.
History
Upon early contact, Europeans noted the use of Peyote in Native American religious ceremonies. Additionally, alternative mescaline-containing cacti such as the San Pedro have a long history of use in the South American continent, spanning from Peru to Ecuador. The principal psychoactive component in both Peyote and San Pedro, mescaline, was first isolated and identified in 1897 by the German chemist Arthur Heffter and first synthesized in 1919 by Ernst Späth. In traditional peyote preparations, the top of the cactus is cut at ground level, leaving the large tap roots to grow new 'heads'. These 'heads' are then dried to make disc-shaped buttons and the buttons are chewed to produce the effects or soaked in water to drink.
In modern times, users will often grind it into a powder and pour it into gel capsules to avoid having to come into contact with the bitter taste of the cactus. The usual human dose is 200–400 milligrams of mescaline sulfate or 178–356 milligrams of mescaline hydrochloride. The average 76 mm (3.0 in.) button contains about 25 mg mescaline. Mescaline is an important part of the life’s work of Alexander Shulgin, a psychedelic chemist and researcher.
Shulgin used mescaline as a starting point for synthesizing dozens of novel psychedelic phenethylamine compounds such as the 2C-x and DOx families. It is a member of the so-called “magical half-dozen” which refers to Shulgin’s self-rated most important phenethylamine compounds with psychedelic activity, all of which except mescaline he developed and synthesized himself. They are found within the first book of PiHKAL, and are as follows: Mescaline, DOM, 2C-B, 2C-E, 2C-T-2 and 2C-T-7.
Chemistry
Mescaline contains three methoxy functional groups CH3O- which are attached to carbons R3, R4, and R5 of the phenyl ring.
Common Name | Mescaline |
Systematic name | Mescaline |
Formula | C_{11}H_{17}NO_{3} |
SMILES | COc1cc(cc(c1OC)OC)CCN |
Std. InChi | InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3 |
Std. InChiKey | RHCSKNNOAZULRK-UHFFFAOYSA-N |
Avg. Mass | 211.2576 Da |
Molecular Weight | 211.2576 |
Monoisotopic Mass | 211.12085 Da |
Nominal Mass | 211 |
ChemSpider ID | 3934 |
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Dose Chart
Oral | |
---|---|
Threshold | 100mg |
Light | 100-200mg |
Common | 200-300mg |
Strong | 300-500mg |
Heavy | 500-700mg+ |
Duration Chart
Mescaline Duration Data | |
---|---|
Onset | 60-180 minutes |
Duration | 6-12 hours |
After-effects | 3-5 hours |
Interactions
Caution
- DOx
- NBOMes
- 2C-x
- 2C-T-x
- 5-MeO-xxT
- The 5-MeO class of tryptamines can be unpredictable in their interactions
- Cannabis
- Cannabis has an unexpectedly strong and somewhat unpredictable synergy with psychedelics.
- Amphetamines
- The focus and anxiety caused by stimulants is magnified by psychedelics and results in an increased risk of thought loops
- Cocaine
- The focus and anxiety caused by stimulants is magnified by psychedelics and results in an increased risk of thought loops
- MAOIs
Dangerous
- Tramadol
- This combination can cause seizures due to the lowering of the threshold by tramadol and the potential of mescaline to cause seziures.
Low Synergy
- Alcohol
- GHB/GBL
- Benzodiazepines
- SSRIs
No Synergy
- Caffeine
- High doses of caffeine are uncomfortable and this will be magnified by psychedelics
- Opioids
High Synergy
- Mushrooms
- LSD
- DMT
- Ketamine
- MXE
- DXM
- PCP
- N2O
- MDMA
Legal Status
Internationally, mescaline is classified as a Schedule I controlled substance under the United Nations 1971 Convention on Psychotropic Substances, meaning that international trade in mescaline is supposed to be closely monitored and its use is supposed to be restricted to scientific research and medical use. Natural materials containing mescaline, including peyote, are not regulated under the 1971 Psychotropic Convention.
Sources
References
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Springer Nature 5HT-2 mediation of acute behavioral effects of hallucinogens in rats
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Springer Nature A note on some therapeutic implications of the mescaline-induced state
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Springer Nature A relationship between hexobarbitone sleeping time and susceptibility to mescaline in mice from different strains
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Springer Nature A scanning and computing microphotometer for cell analyses
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Springer Nature Acetylation of mescaline in rat brains
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Springer Nature Actions of noradrenaline and mescaline on cortical neurones
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Springer Nature Alteration of behavioural changes induced by 3,4,5-trimethoxyphenylethylamine (mescaline) by pretreatment with 2,4,5-trimethoxyphenylethylamine
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Springer Nature An assay procedure for mescaline and its determination in rat brain, liver and plasma
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Springer Nature Analysis of illicit drugs by nonaqueous capillary electrophoresis and electrochemical detection
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Springer Nature Autoradiographic studies on the distribution of 3H-2,3,4-trimethoxy-??-phenylethylamine in the mouse
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Springer Nature Autoradiographische Untersuchungen zur Verteilung von Mescalin und dessen Einflu?? auf die zentrale Erregung bei M??usen
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Springer Nature Behavioral observations on compounds found in nutmeg
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Springer Nature Beta-adrenergic blocking agents as potent antagonists of mescaline-induced contractions in the rat uterus
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Springer Nature Comparison of psilocin with psilocybin, mescaline and LSD-25
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Springer Nature Conditioned aversion to saccharin by single administrations of mescaline and d-amphetamine
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Springer Nature Cross tolerance between mescaline and LSD-25 with a comparison of the mescaline and LSD reactions
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Springer Nature Cross tolerance to antinociception elicited by intracerebroventricular administration of mescaline and morphine to rabbits, and EEG correlates
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Springer Nature De novo sequencing and analysis of Lophophora williamsii transcriptome, and searching for putative genes involved in mescaline biosynthesis
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Springer Nature Development of tolerance to the antinociceptive effect of mescaline intraventricularly administered to rabbits
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Springer Nature Differences in tolerance to mescaline produced by peripheral and direct central administration
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Springer Nature Does increasing stress change the behavioral action of mescaline from disruption to facilitation?
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Springer Nature Effect of benzodiazepines on central serotonergic neuron systems
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Springer Nature Effect of chronic treatment with mescaline upon tissue levels of the drug
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Springer Nature Effect of clozapine and molindone on plasma and brain levels of mescaline in mice
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Springer Nature Effect of deglycyrrhizinized liquorice on gastric acid secretion, histidine decarboxylase activity and serum gastrin level in the rat
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Springer Nature Effect of Psilocybin, LSD, and mescaline on small, involuntary eye movements
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Springer Nature Effects of mescaline and amphetamine on simultaneous visual discrimination in two inbred strains of mice
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Springer Nature Effects of mescaline and psilocin on acquisition, consolidation, and performance of light-dark discrimination in two inbred strains of mice
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Springer Nature Effects of yohimbine and mescaline on punished behavior in the rat
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Springer Nature Electroencephalographic studies on the development of tolerance and cross tolerance to mescaline in the rat
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Springer Nature Facilitation and disruption by mescaline and 3,4-dimethoxyphenylethylamine of shock avoidance in rats
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Springer Nature Fluorodensitometric determination of compounds containing primary amino groups with o-phthalaldehyde after separation by HPTLC
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Springer Nature Hallucinogenic agents as discriminative stimuli: A correlation with serotonin receptor affinities
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Springer Nature Hapten-immunological studies on mescaline
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Springer Nature Head twitches induced by benzodiazepines and the role of biogenic amines
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Springer Nature Inescapable shock alters mescaline's disruption of active avoidance acquisition
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Springer Nature Influence of (???) ??9-trans-tetrahydrocannabinol and mescaline on the behavior of rats submitted to food competition situations
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Springer Nature Interaction of stress and psychotomimetic drug-action: Possible implication for psychosis
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Springer Nature LC-PAD Determination of Mescaline in Cactus u201cPeyoteu201d (Lophophora williamsii)
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Springer Nature Lysergic acid diethylamide (LSD) as a discriminative cue: Drugs with similar stimulus properties
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Springer Nature Metabolic fate of mescaline in man
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Springer Nature Morphine, mescaline and cocaine on water maze discrimination in mice
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Springer Nature Possible biosynthesis of D-lysergic acid diethylamide-like compounds from mescaline
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Springer Nature Potentiation of histamine and inhibition of diamine oxidase by mescaline
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Springer Nature Prolongation of hexobarbital-hypnosis in mice by iproniazid, serotonin, and reserpine
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Springer Nature Quantitative analysis of phenethylamine derivatives by thin layer chromatography. Determination of psychotropic drugs and ephedra bases
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Springer Nature Structure-activity relationship studies on mescaline: II. Tolerance and Cross-tolerance between mescaline and its analogues in the rat
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Springer Nature Structure-activity relationship studies on mescaline: The effect of dimethoxyphenylethylamine and N:N-dimethyl mescaline on the conditioned avoidance response in the rat
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Springer Nature The effect of LSD, mescaline, and D-amphetamine on the evoked u201csecondary dischargeu201d
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Springer Nature The effects of 2,5-dimethoxy-4-methylamphetamine (DOM), 2,5-dimethoxy-4-ethylamphetamine (DOET), d-amphetamine, and cocaine in rats trained with mescaline as a discriminative stimulus
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Springer Nature The relative effectiveness of several hallucinogens in disrupting maze performance by rats
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Springer Nature Tolerance and cross-tolerance to mescaline and amphetamine as a function of central and peripheral administration
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The Merck Index Online cs000000012073
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Thieme Chemistry 10.1055/s-0031-1290655
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Thomson Pharma 00056650
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Wikidata Q193140
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Wikipedia Mescaline
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ZINC ZINC00001689
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