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4-Chloro-2,5-Dimethoxyamphetamine: The Unveiled Psychedelic

Introduction

4-Chloro-2,5-dimethoxyamphetamine, commonly referred to as DOC, is an intriguing yet lesser-known substance within the amphetamine class. It belongs to the DOx family of psychedelic amphetamines, renowned for their protracted effects and the amalgamation of stimulant and psychedelic attributes.

Discovery and Emergence

1. Synthesis at the University of Alberta: The compound saw its inception in 1972, meticulously crafted by a team at the University of Alberta.
2. The Shulgin Revelation: Nonetheless, it remained concealed from the mainstream until 1991, when Alexander Shulgin unveiled its properties in "PiHKAL" (Phenethylamines I Have Known And Loved).
3. Earlier Traces: As early as 1989, forensic analysis detected DOC in confiscated designer amphetamine samples in Canada.

Characteristics

DOC is renowned for its distinctive characteristics:

1. Form and Duration: Often available as a powder or on blotting paper, it distinguishes itself with its remarkably prolonged duration, spanning over 12 to 24 hours.
2. Visual and Stimulation: It induces robust visual effects and a distinctive form of stimulation.
3. Body Load: Users often experience a substantial bodily burden due to its effects.

Challenges and Caution

Given its sensitivity to dosage and enduring effects, the following points should be emphasized:

1. Amplified Sensitivity: Reports underscore the intricacy of safely using this substance, particularly for those unacquainted with hallucinogens.
2. Prudent Approach: It is strongly advisable to exercise meticulous caution and employ harm reduction practices when choosing to engage with this uniquely dose-sensitive and long-lasting psychedelic.

History and Cultural Significance

The journey of DOC unfolds with its synthesis in 1972, gaining popularity through the revelations in "PiHKAL" in 1991, and even earlier traces of its presence in Canadian drug seizures in 1989.

Chemistry

Unveiling DOC's Molecular Identity

• Structural Definition: DOC, or 4-chloro-2,5-dimethoxy-amphetamine, stands as a representative of the substituted amphetamine class.
• Amphetamine Traits: It shares the characteristic amphetamine structure, featuring a phenyl ring, an amino (NH2) group connected via an ethyl chain, and an alpha carbon with a methyl group.
• Methoxy Modifications: Notably, DOC incorporates methoxy functional groups (OCH3) on carbons R2 and R5, and a chlorine atom on carbon R4 of the phenyl ring.
• Phenethylamine Parallel: DOC serves as the amphetamine analogue of the phenethylamine 2C-C.
• Stereoisomer: It exhibits a stereocenter, with (R)-(−)-DOC emerging as the more potent stereoisomer.

Pharmacology

Unveiling the Psychedelic Mechanism

1. Receptor Selectivity: DOC acts as a selective partial agonist on the 5-HT2A, 5-HT2B, and 5-HT2C receptors, with its psychedelic effects primarily mediated via the 5-HT2A receptor.
2. Evolving Understanding: While the psychedelic impact is ascribed to its efficacy as a partial agonist on the 5-HT2A receptor, the precise intricacies of these interactions and how they culminate in the psychedelic experience continue to elude full comprehension.

Subjective Effects

Physical Effects

1. Stimulation - DOC is often remarkably stimulating, potentially leading to discomfort and shakiness. This stimulation encourages physical activities like running, dancing, and climbing, distinguishing it from sedating psychedelics like psilocin.
2. Spontaneous Bodily Sensations - The "body high" is notably intense, manifesting as mild, persistent pins and needles sensations that encompass the entire body or as shifting tingles in spontaneous waves.
3. Physical Euphoria - Unlike stimulants or entactogens, physical euphoria is inconsistent, sometimes causing discomfort.
4. Changes in Felt Bodily Form
5. Bodily Control Enhancement
6. Tactile Enhancement - Enhanced tactile sensations are consistently present at low to moderate doses.
7. Nausea - Moderate to high doses can induce mild to extreme nausea, often fading during the peak.
8. Vasoconstriction - This effect, usually at higher doses, can be uncomfortable and persist even after the experience.
9. Increased Blood Pressure
10. Increased Heart Rate
11. Appetite Suppression
12. Increased Perspiration
13. Muscle Contractions
14. Muscle Spasms
15. Muscle Cramps
16. Difficulty Urinating
17. Dehydration
18. Dry Mouth
19. Temperature Regulation Suppression - More prominent than with other psychedelics.
20. Diarrhea
21. Teeth Grinding
22. Restless Legs
23. Pupil Dilation
24. Increased Salivation
25. Seizure - Rare, occurring in those predisposed, especially in physically taxing conditions.

Visual Effects

1. Simplistic Visuals - DOC's visuals are often described as simplistic, cartoon-like, and linear compared to DOB or LSD.
2. Enhancements
   • Visual Acuity Enhancement
   • Colour Enhancement
   • Pattern Recognition Enhancement
3. Distortions
   • Drifting (Melting, Flowing, Breathing, and Morphing) - Detailed, slow, and smooth.
   • Colour Shifting
   • Depth Perception Distortions
   • Perspective Distortions
   • Symmetrical Texture Repetition
   • Tracers
   • After Images
   • Brightness Alteration
   • Diffraction
4. Geometry
   • Resembles mescaline more than ayahuasca, psilocybin, or LSD.
   • Intricate, abstract, synthetic, brightly lit, and multicolored.
   • Large, fast, and non-immersive.
5. Hallucinatory States
   • Transformations
   • Internal Hallucination
   • External Hallucinations - Often lucid and interactive, especially during the comedown.

Cognitive Effects

1. Mental Stimulation - Amplifies the user's current mental state.
2. Anxiety & Paranoia - Occasional and influenced by dosage and set and setting.
3. Conceptual Thinking
4. Thought Acceleration
5. Thought Connectivity
6. Empathy, Affection, and Sociability Enhancement
7. Cognitive Euphoria
8. Analysis Enhancement
9. Novelty Enhancement
10. Immersion Enhancement
11. Emotion Enhancement
12. Increased Music Appreciation
13. Increased Sense of Humor

• Laughter Fits - Prominently during the come-up.

14. Memory Suppression
15. Ego Death - Rare, more likely at extremely high doses.
16. Increased Libido
17. Time Distortion
18. Wakefulness

Auditory Effects

1. Auditory Enhancement
2. Auditory Distortion
3. Auditory Hallucination

Multi-sensory Effects

1. Synaesthesia - Rare and non-reproducible, more likely at higher doses.

Transpersonal Effects

1. Existential Self-Realization
2. Unity and Interconnectedness

Overdose

The risk of a DOx overdose begins in the heavy dose range, especially with sensitive individuals or when combined with other substances, particularly stimulants or MAOIs. Non-oral routes increase the risk. Overdose effects include bizarre behavior, amnesia, numbness, confusion, and anxiety. Severe effects may include psychosis, panic attacks, seizures, elevated heart rate, blood pressure, and vasoconstriction. Emergency medical services should be sought in case of overdose.