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Specification
Product Name: Mescaline
IUPAC Name: 2-(3,4,5-Trimethoxyphenyl)ethanamine
Other Names: Mescaline, Peyote, San Pedro, Cactus, Buttons
Molecular Formula: None
Molar Mass: 237.26 g·mol−1
Effect: stimulant, psychedelic
Purity of the substance: 99.9%
Physical properties: Crystals, Powder
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Table of Contents

  1. Natural Sources
  2. Toxicity and Harm Potential
  3. Dependence and Abuse Potential
  4. Dangerous Interactions
  5. Legal Status
  6. FAQ

Mescaline: A Classic Psychedelic Substance

Origins and Natural Occurrence

3,4,5-Trimethoxyphenethylamine, commonly known as mescaline, stands as a prominent member of the phenethylamine class of classical psychedelic substances. Its natural presence is predominantly observed in various cacti species such as the peyote cactus (Lophophora williamsii), San Pedro cactus (Echinopsis pachanoi), and Peruvian Torch cactus (Echinopsis peruviana). Additionally, mescaline can be found in certain plants belonging to the Cactaceae and Fabaceae families. This compound holds the distinction of being one of the earliest recognized hallucinogens and serves as the progenitor of the psychedelic phenethylamines, a significant subgroup within the broader realm of psychedelic compounds alongside tryptamines.

Historical Significance and Discovery

The isolation of mescaline from peyote was first achieved in 1897 by the German chemist Arthur Heffter. Ritualistic utilization of the peyote cactus dates back at least 5700 years among Native American communities in Mexico. Similarly, other mescaline-containing cacti like the San Pedro have a rich historical background in the South American continent, extending from Peru to Ecuador. Notably, mescaline's influence extends into modern chemistry through the endeavors of American chemist Alexander Shulgin, who extensively explored its chemical structure as a foundation for synthesizing numerous novel psychedelic compounds, chronicled in his seminal work, PiHKAL ("Phenethylamines I Have Known and Loved") published in 1991.

Effects and Characteristics

Subjective experiences induced by mescaline encompass a spectrum of phenomena including open and closed-eye visuals, temporal distortion, heightened introspection, conceptual ideation, euphoria, and ego dissolution. Renowned for its gentle, insightful, and euphoric nature, mescaline distinguishes itself by accentuating bodily and tactile sensations, occasionally drawing comparisons to the empathogenic effects of MDMA. This sets it apart from psychedelic tryptamines like psilocybin or DMT, which often manifest with more intense cognitive effects and visual distortions. Its perceived therapeutic potential lies in its tranquil, organic, yet intricately layered profile, rendering it a favored candidate for psychedelic-assisted therapy. Synthetic mescaline, prized by enthusiasts, is typically produced in limited quantities due to its modest potency and comparatively higher production costs.

Safety and Considerations

In contrast to many other illicit substances, mescaline lacks definitive evidence of physiological toxicity or addictive properties. However, adverse psychological reactions such as anxiety, paranoia, delusions, and psychosis can manifest, especially among individuals predisposed to mental health disorders. It is imperative to acknowledge that terms like "mescaline" or "synthetic mescaline" are often used deceptively in illicit markets to denote other, potentially more hazardous psychedelics such as 2C-x, DOx, or 25x-NBOMe. Consequently, employing harm reduction strategies is strongly recommended for individuals considering mescaline use.

History and Culture

Ritual Use in Indigenous Communities

The ritualistic utilization of the Peyote cactus holds a historical legacy spanning over 5700 years among Native American communities in Mexico. Upon early European contact, the ceremonial use of Peyote in indigenous religious practices caught the attention of explorers and scholars. Furthermore, alternative mescaline-containing cacti, such as the San Pedro, have played a significant role in the cultural tapestry of the South American continent, with traditions extending from Peru to Ecuador.

Scientific Discovery and Synthesis

The principal psychoactive constituent of Peyote and San Pedro, mescaline, was first isolated and characterized in 1897 by the German chemist Arthur Heffter. Subsequently, in 1919, Ernst Späth achieved the first synthesis of mescaline. This milestone paved the way for further exploration into its pharmacological effects and chemical structure. Notably, mescaline garnered attention from Western intellectuals, including Aldous Huxley, who eloquently detailed his experiences with the substance in the seminal essay "The Doors of Perception," published in 1954.

Traditional Preparation Methods

In traditional practices, the upper section of the Peyote cactus is harvested at ground level, allowing the remaining tap roots to regenerate new growth. These newly formed "heads" are then dried and fashioned into disc-shaped buttons, which are either chewed or brewed into a concoction for consumption. Modern approaches often involve grinding the dried cactus into a powder, encapsulating it to mask its bitter taste. Typical dosages range from 200 to 400 milligrams of mescaline sulfate or 178 to 356 milligrams of mescaline hydrochloride. A standard Peyote button, measuring approximately 76 mm (3.0 inches) in diameter, contains around 25 mg of mescaline.

Influence on Psychedelic Research

Alexander Shulgin, a pivotal figure in psychedelic chemistry and research, regarded mescaline as a cornerstone of his life's work. Shulgin utilized mescaline as a foundational compound for synthesizing numerous novel psychedelic phenethylamine derivatives, including members of the 2C-x and DOx families. Within his renowned publication PiHKAL ("Phenethylamines I Have Known and Loved"), Shulgin introduced the concept of the "magical half-dozen," a selection of self-rated essential phenethylamine compounds with psychedelic properties. This esteemed group includes Mescaline, DOM, 2C-B, 2C-E, 2C-T-2, and 2C-T-7, all of which, with the exception of mescaline, were developed and synthesized by Shulgin himself.

Chemistry

Structural Composition

Mescaline, also known as 3,4,5-trimethoxyphenethylamine, belongs to the substituted phenethylamine class of compounds. Structurally, it features a phenyl ring bound to an amino (-NH2) group via an ethyl chain. Mescaline is characterized by the presence of three methoxy functional groups (CH3O-) attached to carbons R3, R4, and R5 of the phenyl ring.

Analogues and Derivatives

Mescaline exhibits several structural analogues, including proscaline, escaline, and methallylescaline. Additionally, it serves as the synthetic precursor for the 2C-x and DOx families of psychedelic phenethylamines. Compounds within the 2C-x series, such as 2C-B (also known as bromomescaline), produce psychedelic effects akin to mescaline but with increased potency and a shorter duration. Conversely, DOx compounds (e.g., DOM, DOB) are characterized by an extended duration and more pronounced stimulant effects.

Pharmacology

Serotonergic Mechanism

Mescaline's pharmacological action aligns with that of other psychedelic agents. It exerts its effects by binding to and activating serotonin 5-HT2A receptors with high affinity. The precise mechanism through which activation of the 5-HT2A receptor induces psychedelic experiences remains incompletely understood, but it likely involves the excitation of neurons in the prefrontal cortex. Additionally, mescaline exhibits binding affinity towards the serotonin 5-HT2C receptor, further contributing to its pharmacological profile.

Subjective Effects

Disclaimer: The effects listed below are sourced from the Subjective Effect Index (SEI), which relies on anecdotal user reports and analyses by PsychonautWiki contributors. While informative, these effects may not manifest consistently or predictably in all individuals. Higher doses increase the likelihood of experiencing the full spectrum of effects, but they also heighten the risk of adverse outcomes such as addiction, severe injury, or death.

Physical Effects

Stimulation

Mescaline is typically characterized as highly energetic and stimulating, often prompting physical activities such as running, walking, climbing, or dancing. This contrasts with other commonly used psychedelics like psilocin, which tend to induce sedation and relaxation.

Spontaneous Bodily Sensations

The "body high" induced by mescaline is notably intense relative to its visual and cognitive effects. It manifests in various forms, including a warm, soft glow that spreads throughout the body, producing profound physical euphoria reminiscent of MDMA and psilocin. Additionally, users may experience a sharp, cold electric tingling sensation akin to LSD, as well as an energetic pins and needles sensation that travels in spontaneous waves, similar to 2C-B.

Physical Euphoria

Compared to other psychedelics, mescaline is recognized for its physically euphoric effects, reminiscent of other phenethylamines like MDA.

Nausea

Nausea is a common side effect, particularly when mescaline is consumed in moderate to high doses. It may dissipate rapidly after vomiting or gradually fade as the peak of the experience approaches.

Other Physical Effects

  • Increased salivation, though less pronounced than with tryptamines like psilocin.
  • Tactile enhancement, with heightened sensations of touch.
  • Appetite suppression.
  • Enhancement of bodily control and stamina.
  • Olfactory enhancement.
  • Frequent urination.
  • Increased heart rate.
  • Increased libido.
  • Muscle contractions.
  • Pupil dilation.
  • Seizures, though rare and typically associated with predisposing factors such as dehydration or fatigue.

Visual Effects

Enhancements

  • Colour enhancement.
  • Pattern recognition enhancement.
  • Visual acuity enhancement.

Distortions

  • Drifting (melting, flowing, breathing, and morphing), characterized by slow, detailed, and smooth motion.
  • After images.
  • Colour shifting.
  • Recursion.
  • Scenery slicing.
  • Symmetrical texture repetition.
  • Tracers.

Geometry

The visual geometry induced by mescaline shares similarities with ayahuasca, 2C-P, or psilocin, featuring structured and organic patterns. However, its bright colors, sharp edges, and angular corners are more akin to LSD, 2C-B, and 2C-I. The geometry is described as:

  • Organic and geometric in style.
  • Abstract and algorithmic in appearance.
  • Intricate and complex.
  • Structured in organization.
  • Fast in motion.
  • Multicoloured.
  • Glossy in color.
  • Sharp and angular in corners.
  • Variable in size, spontaneously changing between large and small.

Hallucinatory States

Mescaline is capable of inducing a range of high-level hallucinatory states, characterized by transformations, internal and external hallucinations, and autonomous entity contact. These hallucinations are often embedded within visual geometry and can be lucid, interactive, and of a personal, religious, or surreal nature.

Natural Sources

Entheogenic Cacti

Lophophora williamsii (Peyote)

  • Mescaline Content: 0.4% to 3-6%

Lophophora diffusa

  • Alkaloid Composition: Hordenine 0.5% of total alkaloid, N-Methyltyramine 0.1% of total alkaloid, Mescaline (trace)

Echinopsis pachanoi (San Pedro)

  • Mescaline Content: 0.006% to 0.12%, 0.05% Average

Echinopsis peruviana

  • Mescaline Content: 0.0005% to 0.12%

Echinopsis lageniformis (Bolivian Torch)

  • Mescaline Content: 0.025%
  • Additional Components: 3,4-Dimethoxyphenylethylamine 1%, 3-Methoxytyramine 1%, Tyramine 1%

Echinopsis scopulicola

  • Mescaline Content: Present

Echinopsis spachiana

  • Mescaline Content: Present

Echinopsis macrogona

  • Mescaline Content: 0.01% to 0.05%

Echinopsis tacaquirensis subsp. taquimbalensis

  • Mescaline Content: 0.005% to 0.025%

Echinopsis terscheckii (Werdemann's Cactus)

  • Mescaline Content: 0.005% to 0.025%

Echinopsis valida

  • Mescaline Content: 0.025%

Other Sources

  • Opuntia acanthocarpa: Mescaline present
  • Opuntia basilaris: Mescaline Content: 0.01%, plus 4-hydroxy-3-5-dimethoxyphenethylamine
  • Austrocylindropuntia cylindrica: Mescaline present
  • Cylindropuntia echinocarpa: Mescaline Content: 0.01%, 3-4-Dimethoxyphenethylamine 0.01%, 4-Hydroxy-3-5-Dimethoxyphenethylamine 0.01%
  • Cylindropuntia spinosior: Mescaline Content: ethylamine present
    • Pelecyphora aselliformis: Hordenine and trace amounts of Mescaline

Toxicity and Harm Potential

The toxicity and long-term health effects of recreational mescaline use have not been extensively studied in scientific contexts, and the exact toxic dose remains unknown. However, there are no reported fatal overdoses documented in the scientific literature.

Anecdotal reports suggest that trying mescaline at low to moderate doses, used sparingly, is not associated with negative health effects. Nonetheless, it's essential to conduct independent research to ensure the safety of combining mescaline with other substances. Harm reduction practices should be employed when using mescaline.

Dependence and Abuse Potential

Mescaline is not considered habit-forming, and the desire to use it may decrease with continued use. Tolerance to its effects develops rapidly after ingestion, with about three days required for tolerance to decrease by half and seven days to return to baseline in the absence of further consumption. Mescaline also presents cross-tolerance with other psychedelics, meaning that its use will reduce the effects of other psychedelics.

Dangerous Interactions

Combining mescaline with certain substances can lead to dangerous and potentially life-threatening interactions. Some interactions to be cautious of include:

  • 5-MeO-xxT: The 5-MeO class of tryptamines can have unpredictable interactions.
  • Cannabis: Cannabis can have a strong and somewhat unpredictable synergy with psychedelics.
  • Amphetamines and Cocaine: Stimulants can amplify focus and anxiety, increasing the risk of thought loops.
  • MAOIs: Mescaline should not be combined with MAOIs due to the potential for dangerous interactions.
  • Tramadol: This combination can increase the risk of seizures.
  • ΑMT: Mescaline should not be combined with ΑMT due to potential interactions.

Legal Status

Internationally, mescaline is classified as a Schedule I controlled substance under the United Nations 1971 Convention on Psychotropic Substances. This classification means that international trade in mescaline is closely monitored, and its use is restricted to scientific research and medical purposes. However, natural materials containing mescaline, such as peyote, are not regulated under this convention.

The legal status of mescaline varies by country:

  • Australia: Mescaline is classified as a Schedule 9 prohibited substance.
  • Brazil: Possession, production, and sale of mescaline are illegal.
  • Canada: Mescaline is classified as a Schedule III drug, with exemptions for peyote.
  • Germany: Mescaline is controlled as a narcotic and is illegal to manufacture, possess, import, export, buy, sell, procure, or dispense without a license.
  • The Netherlands: Raw mescaline and dried mescaline-containing cacti are illegal, although peyote is exempt from legislation.
  • Switzerland: Mescaline is a controlled substance.
  • United Kingdom: Purified mescaline powder is a Class A drug, but dried cacti are legal.
  • United States: Mescaline is classified as a Schedule I hallucinogen, though peyote is legal for religious use and in scientific and medical research. Cacti containing mescaline are commonly sold as ornamental plants, but their legal status varies by state.

FAQ

What are the natural sources of mescaline?

Mescaline is found in various species of cacti, including Lophophora williamsii (Peyote), Echinopsis pachanoi (San Pedro), and Echinopsis peruviana. These cacti contain varying amounts of mescaline, with Peyote having a mescaline content ranging from 0.4% to 3-6%.

Is mescaline use associated with any long-term health effects?

The long-term health effects of recreational mescaline use have not been extensively studied. However, there are no documented fatal overdoses attributed to mescaline. Anecdotal reports suggest that trying mescaline at low to moderate doses, used sparingly, is not associated with negative health effects.

Can mescaline be habit-forming?

Mescaline is not considered habit-forming, and the desire to use it may decrease with continued use. Tolerance to its effects develops rapidly after ingestion, but it decreases over time if mescaline is not consumed further.

What are some dangerous interactions to be aware of when using mescaline?

Combining mescaline with certain substances, such as MAOIs, tramadol, or stimulants like amphetamines and cocaine, can lead to dangerous interactions. These interactions can increase the risk of seizures or exacerbate anxiety and thought loops.

What is the legal status of mescaline?

Internationally, mescaline is classified as a Schedule I controlled substance under the United Nations 1971 Convention on Psychotropic Substances. However, the legal status of mescaline varies by country, with some countries prohibiting its possession, production, and sale, while others have exemptions for religious or scientific use.

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