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Specification
Product Name: 3,4-Methylenedioxymethamphetamine
IUPAC Name: (RS)-1-(1,3-benzodioxol-5-yl)-N-methylpropan-2-amine
Other Names: ecstasy (E, X, XTC), methylenedioxy¬methamphetamine, 3,4-MDMA; Molly; Mandy
Cas Number: 42542-10-9
Molecular Formula: C11H15NO2
Molar Mass: 193.25 g·mol−1
Effect: stimulant, psychedelic
Purity of the substance: 99.9%
Physical properties: Crystals, Powder
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Table of Contents

  • Introduction
  • History of MDMA
    • The Early Years (1912-1970s)
    • MDMA in Psychotherapy (1970s-1980s)
    • Recreational Use and Legal Issues
  • Chemistry of MDMA
    • Molecular Structure
  • Pharmacology of MDMA
    • Mechanism of Action
    • Neurotransmitter Release
    • Serotonin and Other Effects
  • Subjective and Physical Effects
    • Psychological Effects
    • Physical Effects
    • Tolerance and Safety Concerns
  • Therapeutic Applications
    • PTSD Treatment
    • Social Anxiety and Terminal Illness
  • Risks and Toxicity
    • Abuse Potential
    • Short-Term and Long-Term Effects

  • Physical Effects
    • Abnormal Heartbeat
    • Appetite Suppression
    • Bodily Control Enhancement
    • Bronchodilation
    • Dehydration
    • Urinary Difficulties
    • Dry Mouth
    • Yawning
    • Increased Blood Pressure
    • Increased Bodily Temperature
    • Increased Heart Rate
    • Excessive Sweating
    • Muscle Contractions
    • Nausea
    • Neurotoxicity
    • Pain Relief
    • Pupil Dilation
    • Seizures
    • Erectile Dysfunction and Orgasm Suppression
    • Bodily Sensations
    • Physical Euphoria
    • Stamina Enhancement
    • Stimulation
    • Tactile Enhancement
    • Teeth Grinding
    • Temperature Regulation Suppression
    • Vasoconstriction
    • Vibrating Vision
  • Visual Effects
    • Enhancements
    • Suppressions
    • Distortions
    • Geometry
    • Hallucinatory States
  • Cognitive Effects
  • Auditory Effects
  • Transpersonal Effects
  • After Effects
  • Names and Forms
    • Common Names
    • Forms
    • Dose-Effects Relationship
    • FAQ

    Introduction

    MDMA (3,4-Methylenedioxymethamphetamine), also known as ecstasy, molly, or mandy, is a synthetic entactogen substance within the amphetamine class. It is the most well-known member of the entactogen family, a group of psychoactive compounds that also includes MDA, methylone, and 6-APB. MDMA produces a distinct set of effects by promoting the release of neurotransmitters—serotonin, dopamine, and norepinephrine—with serotonin being the primary driver of its effects. Users often experience euphoria, empathy, and emotional closeness.

    First developed in 1912 by the pharmaceutical company Merck, MDMA has a long history of varied uses, from psychotherapy to recreational consumption in nightlife settings. Today, it remains one of the most popular recreational drugs globally and is under investigation for potential therapeutic applications in treating mental health conditions such as PTSD and anxiety disorders.

    History of MDMA

    The Early Years (1912-1970s)

    MDMA was first synthesized in 1912 by Dr. Anton Köllisch, a German chemist working for the pharmaceutical company Merck. The initial aim was to develop compounds to manage excessive bleeding, and MDMA emerged as an intermediate in the production of another drug, methylhydrastinin. Merck did not express significant interest in MDMA as an active agent, and the substance lay dormant for several decades.

    In 1927, Merck’s Dr. Max Oberlin performed the first pharmacological tests on MDMA while searching for compounds similar to adrenaline or ephetonine. However, the research was halted due to rising costs, and MDMA was largely forgotten until the 1960s.

    MDMA in Psychotherapy (1970s-1980s)

    MDMA was rediscovered in 1965 by American chemist Alexander Shulgin, who synthesized it as part of an academic exercise. Shulgin did not test MDMA’s psychoactivity at first, but in 1967, he learned about its effects from a student. Intrigued, he began experimenting with the drug and found that it had unique therapeutic potential, particularly in inducing feelings of empathy and emotional openness.

    Throughout the 1970s, psychotherapist Dr. Leo Zeff introduced MDMA to over 4,000 patients. Known as “Adam” within therapeutic circles, MDMA gained popularity as an adjunct treatment for various psychological disorders, particularly in California. This period marked the beginning of MDMA’s role in underground psychotherapy.

    Recreational Use and Legal Issues

    By the late 1970s and early 1980s, MDMA entered the recreational scene, especially in nightclubs and raves. Its effects of heightened emotional connection and euphoria made it particularly popular in these settings. However, the growing recreational use also caught the attention of regulatory bodies.

    In 1985, after several hearings, a U.S. Federal Administrative Law Judge recommended that MDMA be classified as a Schedule III controlled substance, which would allow for both medical and recreational use. Despite this recommendation, the Drug Enforcement Administration (DEA) classified MDMA as a Schedule I substance, meaning it had a high potential for abuse and no accepted medical use.

    In the United Kingdom, MDMA was similarly classified under the Misuse of Drugs Act in 1985, being placed in the Class A category. This effectively criminalized its possession and use, similar to how it was regulated in the U.S.

    Chemistry of MDMA

    Molecular Structure

    MDMA, or 3,4-methylenedioxy-N-methylamphetamine, is a synthetic molecule within the substituted amphetamine class. The molecular structure contains a phenethylamine core, which includes a phenyl ring connected to an amino (NH2) group via an ethyl chain. Additionally, MDMA has a methyl substitution on the nitrogen atom (RN) and an oxygen-substituted methylenedioxy group at positions R3 and R4 of the phenyl ring. This methylenedioxy group is crucial, as it is shared with other entactogens and stimulants like MDA, MDEA, and MDAI.

    Pharmacology of MDMA

    Mechanism of Action

    MDMA acts primarily by influencing the brain's monoamine neurotransmitters—serotonin, dopamine, and norepinephrine. It achieves this by acting as a substrate for the transporters of these neurotransmitters, particularly the serotonin transporter (SERT). Once inside the neurons, MDMA inhibits vesicular monoamine transporters (VMATs), especially VMAT2, which causes an increase in neurotransmitter concentrations in the neuron’s cytosol.

    Neurotransmitter Release

    MDMA significantly impacts serotonin levels, promoting the release of this neurotransmitter into the synaptic cleft and inhibiting its reuptake. This leads to heightened serotonergic activity, responsible for most of MDMA's effects, including euphoria, emotional openness, and empathy. MDMA also affects dopamine and norepinephrine, though to a lesser extent.

    Serotonin and Other Effects

    In addition to promoting serotonin release, MDMA weakly activates certain serotonin receptors (5-HT1 and 5-HT2), contributing to its euphoric and mild hallucinogenic effects. MDMA also increases the levels of hormones like cortisol, prolactin, and oxytocin, which play roles in stress response, mood regulation, and bonding behaviors.

    Subjective and Physical Effects

    Psychological Effects

    MDMA is renowned for producing a range of psychological effects, including:

    • Euphoria: Users experience intense feelings of happiness and contentment.
    • Empathy and Emotional Closeness: MDMA enhances feelings of empathy, connection, and emotional openness.
    • Disinhibition: Social barriers are reduced, allowing users to feel more relaxed and free in social interactions.
    • Anxiety Suppression: Feelings of fear and anxiety are diminished, making it easier for users to engage with others.

    Physical Effects

    Physical effects of MDMA can vary but commonly include:

    • Increased Stimulation: Users often feel a surge in energy, which contributes to MDMA’s popularity in dance environments.
    • Muscle Tension and Jaw Clenching: These side effects, often referred to as “gurning,” are common among MDMA users.
    • Elevated Heart Rate and Blood Pressure: MDMA can cause cardiovascular effects, including increased heart rate and elevated blood pressure.
    • Increased Sensitivity to Touch: Physical sensations are often heightened, contributing to MDMA’s reputation as a sensual drug.

    Tolerance and Safety Concerns

    MDMA has a rapid tolerance build-up, meaning that frequent use quickly diminishes its effects. Users often report that the drug becomes significantly less effective if taken too often. To avoid toxicity and maintain effectiveness, experts recommend waiting one to three months between uses. Repeated or high-dose consumption can lead to neurotoxicity, particularly through serotonin depletion.

    Therapeutic Applications

    PTSD Treatment

    Researchers are actively investigating the use of MDMA as a treatment for post-traumatic stress disorder (PTSD). Early studies have shown that MDMA-assisted psychotherapy can help reduce PTSD symptoms in patients who have not responded to traditional treatments. The drug’s ability to promote emotional openness and reduce fear may help patients confront and process traumatic experiences more effectively.

    Social Anxiety and Terminal Illness

    MDMA is also being studied for its potential to alleviate social anxiety in autistic adults and reduce anxiety in individuals with life-threatening illnesses. Early results suggest that MDMA may help improve communication skills and reduce fear in social situations for people with autism, while also helping terminally ill patients come to terms with their diagnosis.

    Risks and Toxicity

    Abuse Potential

    MDMA has a moderate to high potential for abuse, though its addictive potential is lower than substances like cannabis. Interestingly, the risk of overuse and dependence is influenced by cultural factors, with some subcultures more prone to MDMA abuse than others.

    Short-Term and Long-Term Effects

    MDMA’s primary risks are linked to dehydration, overheating, and electrolyte imbalances. When used in environments like crowded dance parties, these risks can lead to life-threatening conditions if not managed properly. Long-term use, particularly at high doses, may cause neurotoxicity, although the extent of this risk in typical recreational use remains unclear. Sexual dysfunction, including erectile dysfunction and delayed orgasm, is another reported side effect of MDMA use.



    Physical Effects


    Abnormal Heartbeat


    MDMA can lead to irregularities in heartbeat patterns, which may pose risks for individuals with pre-existing heart conditions.


    Appetite Suppression


    Users often report decreased appetite while under the influence of MDMA, which can contribute to insufficient food intake during experiences.


    Bodily Control Enhancement


    Users may experience improved coordination and control over bodily movements.


    Bronchodilation


    MDMA may cause relaxation of the bronchial muscles, which can improve airflow in the lungs.


    Dehydration


    Excessive water intake should be avoided, as it can lead to water intoxication and electrolyte imbalances.


    Urinary Difficulties


    Similar to other stimulants, MDMA can cause difficulty urinating, especially when combined with excessive water consumption.


    Dry Mouth


    Users often experience dry mouth, which can be alleviated by chewing gum to increase saliva production.


    Yawning


    Excessive yawning can occur, particularly with lower doses or purer MDMA, possibly linked to serotonin activity.


    Increased Blood Pressure


    MDMA is associated with elevated blood pressure levels, which can be risky for some users.


    Increased Bodily Temperature


    As a serotonin-releasing agent, MDMA often causes an increase in core body temperature, which can lead to serious health issues if not managed properly.


    Increased Heart Rate


    A rise in heart rate is a common physical effect, reflecting MDMA's stimulant properties.


    Excessive Sweating


    MDMA can induce heightened perspiration, necessitating caution to avoid dehydration.


    Muscle Contractions


    Users may experience involuntary muscle contractions during use.


    Nausea


    Nausea is often reported, particularly during the initial phase of use or at higher doses, likely due to serotonin receptor activity in the gut.


    Neurotoxicity


    Long-term MDMA use can lead to neurotoxicity, resulting in potential cognitive deficits and mood disturbances.


    Pain Relief


    While MDMA may provide some analgesic effects, these are generally less potent than those of opioids.


    Pupil Dilation


    Users commonly experience significant pupil dilation, often resembling effects seen with classic psychedelics.


    Seizures


    Although rare, seizures can occur in susceptible individuals, especially under physically taxing conditions or at high doses.


    Erectile Dysfunction and Orgasm Suppression


    Temporary erectile dysfunction and difficulties achieving orgasm can occur, particularly at higher doses.


    Bodily Sensations


    MDMA is known for producing intense bodily sensations, often described as euphoric and pleasurable.


    Physical Euphoria


    A hallmark of the MDMA experience, physical euphoria is associated with feelings of comfort and sociability.


    Stamina Enhancement


    Users often report increased stamina and energy levels, contributing to prolonged physical activities.


    Stimulation


    MDMA is renowned for its stimulating effects, promoting physical activities like dancing and social interaction.


    Tactile Enhancement


    Heightened sensitivity to touch is frequently reported, with many finding tactile sensations profoundly pleasurable.


    Teeth Grinding


    Jaw clenching and teeth grinding are common, often leading users to chew gum or use pacifiers.


    Temperature Regulation Suppression


    MDMA can interfere with the body’s ability to regulate temperature, increasing the risk of overheating.


    Vasoconstriction


    This can occur with MDMA use, potentially leading to reduced blood flow to certain areas.


    Vibrating Vision


    At high doses, users may experience nystagmus, which leads to blurred vision.


    Visual Effects


    Visual effects from MDMA tend to be less consistent compared to traditional psychedelics but can include:


    Enhancements


    Users may experience intensified colors, particularly vibrant and neon hues, leading to enhanced visual appreciation.


    Suppressions


    Some users report experiencing suppression of visual acuity, including double vision.


    Distortions


    Common visual distortions include tracers and symmetrical texture repetition.


    Geometry


    The visual geometry associated with MDMA is often characterized by intricate and organic patterns, typically experienced at higher doses.


    Hallucinatory States


    Low to high-level hallucinatory states can occur, particularly at peak effects or during the offset, although they are less reliable than those seen with other hallucinogens.


    Cognitive Effects


    MDMA's cognitive effects include:


    • Amnesia: High doses can lead to partial memory loss.
    • Anxiety Suppression: Initial anxiety may give way to significant relaxation and anxiety relief.
    • Cognitive Euphoria: Users often experience heightened feelings of happiness and positivity.
    • Compulsive Redosing: The desire to re-dose can be pronounced.
    • Creativity Enhancement: Enhanced creative thinking, particularly in music-related contexts.
    • Decreased Libido: Users may experience a reduction in sexual desire.
    • Delirium and Confusion: Overdose can lead to significant cognitive disorganization.
    • Disinhibition: Increased sociability and openness in social interactions.
    • Ego Inflation: Boosted self-esteem and confidence may occur.
    • Emotion Enhancement: Increased empathy and emotional understanding are common.
    • Focus Enhancement: Attention may be heightened at lower doses.
    • Immersion Enhancement: Users often feel deeply engaged in musical or artistic experiences.
    • Increased Music Appreciation: Enhanced emotional responses to music are frequently reported.
    • Mindfulness: Heightened awareness and presence in the moment.
    • Motivation Enhancement: Users may feel more driven to engage in activities.
    • Reinvigoration: A refreshing sense of energy can arise.
    • Thought Acceleration: Rapid thoughts complement verbal interactions.
    • Time Compression: Users frequently experience a subjective speeding up of time.
    • Wakefulness: Users may feel increased alertness and wakefulness.


    Auditory Effects


    Enhancements


    Users often report improved auditory processing and appreciation of music.


    Hallucinations


    Auditory hallucinations can occur, typically in the form of enhanced perception of sound.


    Distortions


    Some may experience distortions in sound perception, leading to a muffled or altered auditory experience.


    Tinnitus


    Tinnitus, characterized by ringing in the ears, is occasionally reported, particularly at higher doses or when used with other substances.


    Transpersonal Effects


    Existential Self-Realization


    Many users report feelings of self-affirmation and appreciation for personal existence.


    Unity and Interconnectedness


    MDMA often induces feelings of oneness with others, particularly in social settings.


    After Effects


    Post-use, users may experience several negative after-effects, including:


    • Fatigue: Physical exhaustion may be pronounced, particularly after prolonged activities.
    • Irritability
    • Sleep Disturbances
    • Stomach Issues


    Names and Forms


    Common Names


    MDMA is commonly known as “Ecstasy” or “Molly.”


    Forms


    MDMA is typically found in pill or capsule form, although it can also be sold as a powder or crystal.


    Dose-Effects Relationship


    • Low Dose (50-100 mg): Increased sociability, mild euphoria, and sensory enhancement.
    • Moderate Dose (100-150 mg): Stronger euphoria, tactile enhancement, and increased emotional sensitivity.
    • High Dose (150-200 mg): Intense emotional experiences, pronounced physical effects, and potential negative reactions such as anxiety and confusion.
    • Very High Dose (200+ mg): Elevated risk for severe side effects and potential neurotoxicity.





    FAQ

    Q1: What is MDMA?


    A: MDMA (3,4-methylenedioxymethamphetamine) is a synthetic psychoactive substance known for its stimulant and empathogenic effects.


    Q2: What are the effects of MDMA?


    A: MDMA produces feelings of euphoria, enhanced sensory perception, emotional warmth, and increased sociability.


    Q3: Is MDMA safe to use?


    A: While some users report positive experiences, MDMA can pose risks like dehydration, overheating, and neurotoxicity.


    Q4: Can MDMA be addictive?


    A: MDMA is not considered physically addictive, but users can develop psychological dependence.


    Q5: How long do the effects of MDMA last?


    A: The effects typically last 3 to 6 hours, with after-effects possibly lingering for longer.


    Q6: What are the side effects of MDMA?


    A: Side effects can include nausea, anxiety, dehydration, muscle tension, and insomnia.


    Q7: Can MDMA cause overdose?


    A: Yes, high doses can lead to severe health issues, including hyperthermia, seizures, and organ failure.


    Q8: Is MDMA legal?


    A: MDMA is classified as a Schedule I controlled substance in many countries, making it illegal to manufacture, distribute, or possess.


    Q9: What is the difference between Ecstasy and Molly?


    A: Ecstasy usually refers to MDMA in pill form, often mixed with other substances, while Molly is typically pure MDMA in crystal or powder form.


    Q10: Can MDMA be used for therapeutic purposes?


    A: Some studies suggest potential therapeutic benefits for PTSD and anxiety, but more research is needed.


    Q11: How is MDMA consumed?


    A: MDMA can be taken orally in pills or capsules, snorted as a powder, or, less commonly, injected.


    Q12: How can I test for purity?


    A: Testing kits are available that can help determine the presence and purity of MDMA in a sample.


    Q13: What should I do if someone overdoses on MDMA?


    A: Seek immediate medical help if someone shows signs of overdose, such as high body temperature, seizures, or loss of consciousness.


    Q14: Can MDMA interact with other substances?


    A: Yes, MDMA can interact negatively with other drugs, especially alcohol, antidepressants, and stimulants.


    Q15: Is MDMA harmful to the brain?


    A: Long-term use may lead to neurotoxicity and cognitive deficits, particularly affecting memory and mood.


    Q16: Can I take MDMA if I have health conditions?


    A: Individuals with certain health conditions, particularly heart issues, should avoid MDMA. Consult a healthcare provider first.


    Q17: How does MDMA affect sleep?


    A: MDMA can disrupt sleep patterns, leading to insomnia and fatigue after use.


    Q18: Is MDMA the same as LSD?


    A: No, MDMA is a stimulant and empathogen, while LSD is a hallucinogen that primarily affects perception.


    Q19: What is "candy flipping"?


    A: Candy flipping is the combination of MDMA and LSD, aiming for a blend of stimulant and hallucinogenic effects.


    Q20: How can I minimize risks if using MDMA?


    A: Stay hydrated, avoid mixing with other substances, know your source, and take breaks during use.




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