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{| class="wikitable" align="right"
{{SummarySheet}}
! colspan="2" style="background:lightblue;width:200px;font-size:10pt" | DOC
{{SubstanceBox/DOC}}
|-
'''4-Chloro-2,5-dimethoxyamphetamine''' (also known as '''DOC''') is a lesser-known [[psychoactive class::psychedelic]] substance of the [[chemical class::Substituted amphetamine|amphetamine]] class. It is a member of the [[DOx]] family of psychedelic amphetamines, which are known for their long duration and mixture of psychedelic and stimulant effects.
| colspan="2" style="text-align:center;font-size:7pt" | [[Image:DOC.png|noframe|258px]]<br /><br />The skeletal formula of DOC.
|-
| colspan="2" style="background:lightblue;text-align:center;font-size:9pt" | '''Dosage (oral)'''
|-
| style="font-size:9pt" | Threshold || style="font-size:9pt" | 0.5 - 1<sub>mg</sub>
|-
| style="font-size:9pt" | Light || style="font-size:9pt" | 1 - 1.5<sub>mg</sub>
|-
| style="font-size:9pt" | Common || style="font-size:9pt" | 1.5 - 2.5<sub>mg</sub>
|-
| style="font-size:9pt" | Strong || style="font-size:9pt" | 2.5 - 5<sub>mg</sub>
|-
| style="font-size:9pt" | Heavy || style="font-size:9pt" | 5+<sub>mg</sub>
|-
| colspan="2" style="background:lightblue;text-align:center;font-size:9pt" | '''Dosage (insufflated)'''
|-
| style="font-size:9pt" | Threshold || style="font-size:9pt" |0.5<sub>mg</sub>
|-
| style="font-size:9pt" | Light || style="font-size:9pt" | 0.5 - 1<sub>mg</sub>
|-
| style="font-size:9pt" | Common || style="font-size:9pt" | 1 - 2<sub>mg</sub>
|-
| style="font-size:9pt" | Strong || style="font-size:9pt" | 2.5 - 3.5<sub>mg</sub>
|-
| style="font-size:9pt" | Heavy || style="font-size:9pt" | 3.5 - 4+<sub>mg</sub>
|-
| colspan="2" style="background:lightblue;text-align:center;font-size:9pt" | '''Duration (oral)'''
|-
| style="font-size:9pt" | Onset|| style="font-size:9pt" | 20 - 90 minutes
|-
| style="font-size:9pt" | Come up|| style="font-size:9pt" | 1 - 2 hours
|-
| style="font-size:9pt" | Peak|| style="font-size:9pt" | 8 - 12 hours
|-
| style="font-size:9pt" | Come down|| style="font-size:9pt" | 1 - 3 hours
|-
| style="font-size:9pt" | After effects|| style="font-size:9pt" | 2 - 4 hours


|-
DOC was first synthesized by a team at the University of Alberta in 1972.<ref name="Coutts1973">{{cite journal|last1=Coutts|first1=R. T.|last2=Malicky|first2=J. L.|year=1973|title=The Synthesis of Some Analogs of the Hallucinogen 1-(2,5-Dimethoxy-4-methylphenyl)-2-aminopropane (DOM)|journal=Canadian Journal of Chemistry|volume=51|issue=9|pages=1402-1409|doi=10.1139/v73-210|issn=0008-4042|eissn=1480-3291|oclc=02248672}}</ref> However, its usage in humans was not popularized until the 1991 publication [[PiHKAL]] ("Phenethylamines I Have Known And Loved") by [[Alexander Shulgin]].<ref name="PiHKAL">{{cite book|title=PiHKAL: A Chemical Love Story|title-link=PiHKAL|author-link1=Alexander Shulgin|author1=Alexander Shulgin|author2=Ann Shulgin|year=1991|publisher=Transform Press|location=United States|isbn=0963009605|oclc=1166889264|chapter-url=https://erowid.org/library/books_online/pihkal/pihkal064.shtml|chapter=#64. DOC}}</ref> Preceding this, a 1989 forensic analysis of designer amphetamine samples identified DOC in Canadian drug seizures.<ref name="Dawson1989">{{cite journal|first1=B. A.|last1=Dawson|first2=G. A.|last2=Neville|year=1989|title= Identification of Two New “Designer” Amphetamines by NMR Techniques|journal=Canadian Society of Forensic Science Journal|volume=22|issue=2|pages=195-202|doi=10.1080/00085030.198|issn=0008-5030|eissn=2332-1660|oclc=16515635}}</ref>
| colspan="2" style="background:lightblue;text-align:center;font-size:9pt" | '''Duration (insufflated)'''
|-
| style="font-size:9pt" | Onset|| style="font-size:9pt" | 1 - 2 minutes
|-
| style="font-size:9pt" | Come up|| style="font-size:9pt" | 10 - 20 minutes
|-
| style="font-size:9pt" | Peak|| style="font-size:9pt" | 2 - 4 hours
|-
| style="font-size:9pt" | Come down|| style="font-size:9pt" | 1 - 2 hours
|-
| style="font-size:9pt" | After effects|| style="font-size:9pt" | 2 - 4 hours
|}


'''2,5-Dimethoxy-4-chloroamphetamine''' ('''DOC''') is a [[psychedelics|psychedelic drug]] of the [[Phenethylamines|substituted phenethylamine]] and [[Amphetamines|substituted amphetamine]] chemical classes.  
DOC is known as a highly dose-sensitive psychedelic that is often sold in powder form or on blotting paper and known for its long duration (over 12-24 hours), strong visual effects, a unique form of [[stimulation]], and a significant body load.


This substance has no history of human usage prior to the 1991 publication of its synthesis and pharmacology in the ''[[PiHKAL]]'' (''Phenethylamines i Have Known And Loved'').<ref name="PiHKAL">http://www.erowid.org/library/books_online/pihkal/pihkal.shtml</ref> by [[Alexander Shulgin]]. In modern times it is used as a recreational drug and an entheogen, rarely sold on the streets and almost exclusively obtained as a grey area research chemical through the use of online vendors.It was first synthesized by [[Alexander Shulgin]] and  described in his 1991 book
Along with its sensitive dose-response and unusually long duration, many reports also suggest that this substance may be overly difficult to use safely for those who are not already very experienced with [[hallucinogens]]. Therefore it is highly advised to approach this unusually dose-sensitive, and long-lasting [[psychedelic]] substance with the proper amount of precaution and [[harm reduction practices]] if choosing to use it.


DOC is a highly dose sensitive psychedelic that is often sold on blotting paper and known for its strong visuals and intense body load. Many reports also indicate that the effects of this chemical may be overly intense for those who are not already experienced with psychedelics.
==History and culture==
{{historyStub}}
DOC was first synthesized by 1972 by Ronald Coutts and Jerry Malicky at the University of Alberta.<ref name="Coutts1973" /> While human usage was popularized by the 1991 publication of its synthesis and pharmacology in [[PiHKAL]] ("Phenethylamines I Have Known And Loved")<ref name="PiHKAL" /> by [[Alexander Shulgin]], a 1989 forensic analysis of designer amphetamine samples identified DOC in Canadian drug seizures.<ref name="Dawson1989" />


==Chemistry==
==Chemistry==
[[File:Phenethylamine rests.svg.png|thumb|right|250px||General formula of phenethylamine molecule.]]
DOC or 4-chloro-2,5-dimethoxy-amphetamine, is a molecule of the [[substituted amphetamine]] class. Amphetamines are substituted phenethylamines containing a phenyl ring bound to an amino (NH<sub>2</sub>) group through an ethyl chain and a methyl group bound to the alpha carbon R<sub>α</sub>. DOC contains methoxy functional groups OCH<sub>3</sub> attached to carbons R<sub>2</sub> and R<sub>5</sub> and a chlorine atom attached to carbon R<sub>4</sub> of the phenyl ring. DOC is the amphetamine analogue of the phenethylamine [[2C-C]].<ref name="PiHKAL" />
DOC is a substituted alpha-methylated phenethylamine, a class of compounds commonly known as amphetamines. The phenethylamine equivalent (lacking the alpha-methyl group) is 2C-C
 
DOC is a substituted alpha-methylated phenethylamine, a class of compounds commonly known as amphetamines. The phenethylamine equivalent (lacking the alpha-methyl group) is 2C-C. DOC has a stereocenter and (''R'')-(−)-DOC is the more active stereoisomer.


==Pharmacology==
==Pharmacology==
DOC acts as a selective 5-HT2A, 5-HT2B, and 5-HT2C receptor partial agonist. Its psychedelic effects are mediated via its actions on the 5-HT2A receptor.
{{Further|Serotonergic psychedelic}}
DOC acts as a selective 5-HT<sub>2A</sub>, 5-HT<sub>2B</sub>, and 5-HT<sub>2C</sub> receptor partial agonist. Its psychedelic effects are mediated via its actions on the 5-HT<sub>2A</sub> receptor.
 
DOC's [[psychedelic]] effects are believed to come from its efficacy at the [[Serotonin#The 5-HT system|5-HT<sub>2A</sub> receptor]] as a [[Agonist#Agonists|partial agonist]]. However, the role of these interactions and how they result in the [[psychedelic]] experience continues to remain elusive.
 
==Subjective effects==
{{Preamble/SubjectiveEffects}}
{{effects/base
 
|{{effects/physical|
 
*'''[[Effect::Stimulation]]''' - DOC is usually reported to be extremely stimulating at levels which are capable of becoming uncomfortable and overwhelming. This can result in a shakiness and unsteadiness of the hands but encouraging one to move around, run, dance, climb and generally engage in physical activities. In comparison, other more commonly used psychedelics such as [[psilocin]] are generally sedating and relaxed. The type of stimulation is generally encouraged but can also present some forcefulness to it.
*'''[[Effect::Spontaneous bodily sensations]]''' - The "body high" of DOC is manifested as somewhat intense in comparison to most classical psychedelics such as [[LSD]]. The sensation itself can be described as a constantly present yet somewhat mild energetic pins and needles sensation that encompasses a person’s entire body. It is usually felt over every square inch of the skin, but occasionally manifests itself in the form of a continuously shifting tingling sensation that travels up and down the body in spontaneous waves.
**'''[[Effect::Physical euphoria]]''' - It should be noted that this effect is not as reliably induced as it is with substances like stimulants or entactogens, and can just as easily manifest as physical discomfort without any apparent reason. DOC and other psychedelic amphetamines tend to lean towards physical dysphoria more so than other psychedelics.
*'''[[Effect::Changes in felt bodily form]]'''
*'''[[Effect::Bodily control enhancement]]'''
*'''[[Effect::Tactile enhancement]]''' - Feelings of enhanced tactile sensation are consistently present at low to moderate levels throughout most DOC experiences.
*'''[[Effect::Nausea]]''' - Mild to extreme nausea is reported when consumed in moderate to high dosages and either passes once the person has vomited or gradually fades by itself as the peak sets in.
*'''[[Effect::Vasoconstriction]]''' - This effect is usually only present at higher dosages, but can be particularly uncomfortable when it manifests, and may persist throughout as well as after the main duration of the experience.
*'''[[Effect::Increased blood pressure]]'''{{citation needed}}
*'''[[Effect::Increased heart rate]]'''{{citation needed}}
*'''[[Effect::Appetite suppression]]'''
*'''[[Effect::Increased perspiration]]'''
*'''[[Effect::Muscle contractions]]'''
*'''[[Effect::Muscle spasms]]'''
*'''[[Effect::Muscle cramps]]'''
*'''[[Effect::Difficulty urinating]]'''
*'''[[Effect::Dehydration]]'''
*'''[[Effect::Dry mouth]]'''
*'''[[Effect::Temperature regulation suppression]]''' - This effect is more prominent than it is with other psychedelics like [[LSD]].
*'''[[Effect::Diarrhea]]'''
*'''[[Effect::Teeth grinding]]'''
*'''[[Effect::Restless legs]]'''
*'''[[Effect::Pupil dilation]]'''
*'''[[Effect::Increased salivation]]'''
*'''[[Effect::Seizure]]''' - This is a rarely observed effect but is known to happen in those who are presumably predisposed to them, especially while in physically taxing conditions such as being dehydrated, undernourished, overheated, or generally fatigued.{{citation needed}}
 
}}
{{effects/visual|
 
The visuals of DOC are commonly described as being very simplistic, cartoon-like and linear, when compared to [[DOB]] or [[LSD]].


=Subjective effects=
====Enhancements====
==[[Physical effects - Psychedelics|Physical effects]]==
*'''[[Effect::Visual acuity enhancement]]'''
The physical effects of DOC can be broken down into six components all of which progressively intensify proportional to dosage. These are described below and generally include:
*'''[[Effect::Colour enhancement]]'''
*'''[[Effect::Pattern recognition enhancement]]'''


*'''[[Physical effects: Spontaneous tactile sensations|Spontaneous tactile sensations]]''' - the body high of DOC is manifested as somewhat intense in comparison to most classical psychedelics. The sensation itself can be described as a constantly present yet somewhat mild energetic pins and needles sensation that encompasses a person’s entire body. It is usually felt over every square inch of the skin but occasionally manifests itself in the form of a continuously shifting tingling sensation that travels up and down the body in spontaneous waves.
====Distortions====
*'''[[Physical effects: Stimulation|Stimulation]]''' - in terms of its effects on the physical energy levels of the tripper DOC is usually considered to be extremely stimulating at levels which do not become overwhelming, resulting in a shakiness and unsteadiness of the hands but encouraging trippers to move around, run, dance, climb and generally engage in physical activities. In comparison, other more commonly used psychedelics such as [[psilocin]] are generally sedating and relaxed.
*'''[[Effect::Drifting]]''' ''([[Drifting#Melting|melting]], [[Drifting#Flowing|flowing]], [[Drifting#Breathing|breathing]] and [[Drifting# morphing|morphing]])'' - In comparison to other psychedelics, this effect can be described as highly detailed, slow and smooth in motion, static in appearance and unrealistic/cartoon-like in style.  
*'''[[Physical effects: Increased bodily control|Increased bodily control]]'''
*'''[[Effect::Colour shifting]]'''
*'''[[Physical effects: Enhancement of touch|Enhancement of touch]]''' - feelings of enhanced tactile sensation are consistently present at moderate levels throughout most DOC trips.
*'''[[Effect::Depth perception distortions]]'''
*'''[[Physical effects: Nausea|Nausea]]''' -  mild to extreme nausea is reported when consumed in moderate to high dosages and either passes once the tripper has vomited or gradually fades by itself as the peak sets in.
*'''[[Effect::Perspective distortions]]'''
*'''[[Physical effects: Vasoconstriction|Vasoconstriction]]''' - this effect is usually only present at higher dosages but can be particularly uncomfortable.
*'''[[Effect::Symmetrical texture repetition]]'''
*'''[[Effect::Tracers]]'''
*'''[[Effect::After images]]'''
*'''[[Effect::Brightness alteration]]'''
*'''[[Effect::Diffraction]]'''


==[[Cognitive effects - Psychedelics|Cognitive effects]]==
====[[Effect::Geometry]]====
The head space of DOC is described by many as one of extreme mental stimulation and a powerful enhancement of a person's current mental state.
The visual geometry encountered on DOC can be described as more similar in appearance to that of [[mescaline]] than that of [[ayahuasca]], [[psilocybin mushrooms]] or [[LSD]]. It can be comprehensively described through its [[Visual_effects:_Geometry#Variations|variations]] as intricate in complexity, abstract in form, synthetic in feel, structured in organization, brightly lit, multicolored in scheme, glossy in shading, sharp in edges, large in size, fast in speed, smooth in motion, equally rounded and angular in its corners, non-immersive in depth and consistent in intensity. At higher dosages, this geometry is significantly more likely to result in states of [[Effect::8B Geometry|level 8B]] visual geometry over [[8A Geometry|level 8A]].


The total sum of these cognitive components regardless of the setting generally includes,
====Hallucinatory states====
DOC and other [[substituted amphetamines]] produce a full range of high-level hallucinatory states in a fashion that is more or less consistent and reproducible than that of many other commonly used [[psychedelic]]s. These effects include:


*'''[[Cognitive effects: Introspection|Introspection]]''' - this component is consistently manifested only in the context of a non social setting in which the user is alone.
*'''[[Effect::Transformations]]'''
*'''[[Cognitive effects: Increased empathy, love and sociability|Increased empathy, love and sociability]]''' - this component is consistently manifested only in the context of social settings in which one is within the company of others. These feelings of sociability, love and empathy are a little weaker and less sharp than those found on substances such as [[MDMA]] and [[2C-B]] but still prove strong enough to provide long lasting therapeutic effects.
*'''[[Effect::Internal hallucination]]''' (''[[effect::autonomous entities]]''; ''[[effect::settings, sceneries, and landscapes]]''; ''[[effect::perspective hallucinations]]'' and ''[[effect::scenarios and plots]]'') - In comparison to other [[psychedelic]]s such as [[LSD]], DOC is extremely high in internal hallucinations when approaching higher dosages. They are more common within dark environments and can be comprehensibly described through its [[Internal_hallucinations#Variations|variations]] as lucid in believability, interactive in style, new experiences in content, autonomous in controllability, [[geometry]]-based in style and almost exclusively of a personal, religious, spiritual, science-fiction, fantasy, surreal, nonsensical or transcendental nature in their overall theme.
*'''[[Cognitive effects: Acceleration of thought|Acceleration of thought]]'''
*'''[[Effect:: External hallucinations]]''' - These are often present during the comedown and can include [[shadow people]], among other indescribable beings. These external hallucinations are often lucid, interactive, autonomous, and robust. As [[sleep deprivation]] and [[stimulant psychosis]] surface, a [[trip sitter]] should accompany individuals sensitive to stimulants for the last part of the comedown. The visual effects of psychosis have been reported to blend into the psychedelic visuals around the 16-24 hour mark, sometimes accompanied by auditory hallucinations.
*'''[[Cognitive effects: Time distortion|Time distortion]]'''
*'''[[Cognitive effects: Feelings of fascination, importance and awe|Feelings of fascination, importance and awe]]'''
*'''[[Cognitive effects: Conceptual thinking|Conceptual thinking]]'''
*'''[[Cognitive effects: Connectivity of thought|Connectivity of thought]]'''
*'''[[Cognitive effects: Enhancement of current mind state|Enhancement of current mind state]]'''
*'''[[Cognitive effects: Removal of cultural filter|Removal of cultural filter]]'''
*'''[[Cognitive effects: Ego suppression, loss and death|Ego suppression, loss and death]]'''


==[[Visual effects - Psychedelics|Visual effects]]==
}}
===[[Visual effects - Psychedelics#Enhancements|Enhancements]]===
|{{effects/cognitive|
DOC presents a full and complete array of possible visual enhancements which generally includes:
*'''[[Visual effects: Increased visual acuity|Increased visual acuity]]'''
*'''[[Visual effects: Enhancement of colour|Enhancement of colour]]'''
*'''[[Visual effects: Enhanced pattern recognition|Enhanced pattern recognition]]'''


===[[Visual effects - Psychedelics#Distortions|Distortions]]===
The cognitive effects of DOC are described by many as characterized as prominent mental stimulation combined with a powerful amplification of the user's current mental state.
DOC presents a full and complete array of possible visual distortions which generally includes:
*'''[[Visual effects: Drifting|Drifting]]''' ''([[Visual effects: Drifting#Melting|Melting]], [[Visual effects: Drifting#Flowing|Flowing]], [[Visual effects: Drifting#Breathing|Breathing]] and [[Visual effects: Drifting# morphing|morphing]])'' - in comparison to other psychedelics this effect can be described as highly detailed, slow and smooth in motion, static in their appearance and unrealistic/ cartoon like in style.  
*'''[[Visual effects - Psychedelics#Tracers|Tracers]]'''
*'''[[Visual effects - Psychedelics#After images|After images]]'''
*'''[[Visual effects - Psychedelics#Symmetrical texture repetition|Texture repetition]]'''
*'''[[Visual effects - Psychedelics#Colour shifting|Colour shifting]]'''
*'''[[Visual effects - Psychedelics#Scenery Slicing|Scenery slicing]]'''


===[[Visual effects - Psychedelics#Geometry|Geometry]]===
The total sum of these cognitive components regardless of the setting generally includes:
The visual geometry that is present throughout this trip can be described as more similar in appearance to that of [[Psilocetin|4-AcO-DMT]], [[Ayahuasca]] than that of [[LSD]], [[2C-B]] or [[2C-I]]. They can be comprehensively described as structured in their organization, organic in geometric style, intricate in complexity, large in size, fast and smooth in motion, colourful in scheme, glossy in colour, sharp in their edges and equally rounded and angular in their corners. They give off a contradictory natural and synthetic feel to them that at higher dosages are significantly more likely to result in states of [[Visual effects - Psychedelics#7B - Exposure to inner mechanics of human consciousness|Level 7B]] visual geometry over [[Visual effects - Psychedelics#7A - Exposure to entirety of neurological structure|Level 7A]].


===[[Visual effects - Psychedelics#Hallucinatory States|Hallucinatory states]]===
*'''[[Effect::Anxiety]]''' & '''[[Effect::Paranoia]]''' - This effect is not as common at low to moderate doses and is less likely to occur when the basic rules of [[set and setting]] are taken into account. It should be noted that this inconsistently induced effect is seemingly more likely to manifest when used with [[cannabis]]. This combination should be used with extreme caution if one is not experienced with psychedelics, meaning that the user should adequately pace themselves with a fraction of their usual amount. It is commonly reported that psychedelics can to a certain extent counteract some of the perceived mental cloudiness or intoxicating effects of THC causing the user to in turn use more cannabis than is needed which can often lead to an overwhelmingly anxious and paranoid headspace which can trigger a [[bad trip|"bad trip"]].  
DOC and other substituted amphetamines produce a full range of high level hallucinatory states in a fashion that is more consistent and reproducible than that of many other commonly used psychedelics. This holds particularly true in comparison to other substances within the the [[phenethylamines|phenethylamine]] family. These effects include:
*'''[[Effect::Conceptual thinking]]'''
*'''[[Effect::Thought acceleration]]'''
*'''[[Effect::Thought connectivity]]'''
*'''[[Effect::Empathy, affection, and sociability enhancement]]''' - This component is typically manifested only in the context of social settings in which one is within the company of others, and only at lower, non-impairing doses. These feelings of sociability, affection, and empathy tend to be weaker and less consistent than those produced by substances such as [[MDMA]] and [[2C-B]], but can still prove strong enough to provide long-lasting therapeutic effects.
*'''[[Effect::Cognitive euphoria]]'''
*'''[[Effect::Analysis enhancement]]''' - This effect is consistent in its manifestation and [[outrospection]] dominant.
*'''[[Effect::Novelty enhancement]]'''
*'''[[Effect::Immersion enhancement]]'''
*'''[[Effect::Emotion enhancement]]'''
*'''[[Effect::Increased music appreciation]]'''
*'''[[Effect::Increased sense of humor]]'''
**'''[[Effect::Laughter fits]]''' - This can manifest prominently during a DOC experience, particularly during the [[Duration#Come up|come up]] phase, often resulting in bouts of uncontrollable giggles and laughter that can form a feedback loop if around others who are also under the influence.
*'''[[Effect::Memory suppression]]'''
**'''[[Effect::Ego death]]''' - While DOC is technically able to produce states of ego dissolution, it tends to more often than not develop only in extremely high doses, with grave physical and mental side effects being apparent and is often of a terrifying nature.
*'''[[Effect::Increased libido]]'''
*'''[[Effect::Time distortion]]'''
*'''[[Effect::Wakefulness]]'''


*'''[[Visual effects: External hallucinations (psychedelic)|External hallucinations]]'''
}}
*'''[[Visual effects: Internal hallucinations (psychedelic)|Internal hallucinations]]''' - in comparison to other psychedelics such as [[LSD]], DOC is extremely high in imagery embedded within visual geometry. This particular effect commonly contains hallucinations with scenarios, settings, concepts and autonomous entity contact. They are more common within dark environments and can be described as internal in their manifestation, lucid in believability, interactive in style and almost exclusively of religious, spiritual, mystical or a transcendental nature in their overall theme.
{{effects/auditory|


==[[Auditory effects - Psychedelics|Auditory effects]]==
*'''[[Effect::Auditory enhancement]]'''
The auditory effects of DOC are common in their occurrence and exhibit a full range of effects which commonly includes:
*'''[[Effect::Auditory distortion]]'''
*'''[[Effect::Auditory hallucination]]'''


*'''[[Auditory effects: Enhancements|Enhancements]]'''
}}
*'''[[Auditory effects: Distortions|Distortions]]'''
{{effects/multisensory|
*'''[[Auditory effects: Hallucinations|Hallucinations]]'''


=Toxicity and Harm Potential=
*'''[[Effect::Synaesthesia]]''' - In its fullest manifestation, this is a very rare and non-reproducible effect. Increasing the dosage can increase the likelihood of this occurring, but seems to only be a prominent part of the experience for those who are already predisposed to synaesthetic states.
==Lethal Dosage==
The toxicity and long term health effects of recreational DOC use does not seem to have been studied in any scientific context and the exact toxic dosage is unknown. This is because DOC is a research chemical with very little history of human usage. Anecdotal evidence from people who have tried DOC within the psychedelic community suggests that there are no negative health effects attributed to simply trying this drug at low to moderate doses or using it very sparingly but nothing can be completely guaranteed.


==Tolerance and Addiction Potential==
}}
DOC is not physically addictive, and many users experience a frequency self-regulating quality to the drug. Tolerance for DOC seems to be very mild and does not build up without repeated use over a short period of time.
{{effects/transpersonal|
 
*'''[[Effect::Existential self-realization]]'''
*'''[[Effect::Unity and interconnectedness]]'''
 
}}
}}
===Experience reports===
Anecdotal reports which describe the effects of this compound within our [[experience index]] include:
{{#ask: [[Category:DOC]][[Category:Experience]]|format=ul|Columns=1}}
Additional experience reports can be found here:
 
*[https://erowid.org/experiences/subs/exp_DOC.shtml Erowid Experience Vaults: DOC]
 
==Toxicity and harm potential==
{{further|Research chemicals#Toxicity and harm potential|Responsible use #Hallucinogens}}
The toxicity and long-term health effects of recreational DOC use do not seem to have been studied in any scientific context and the exact [[Toxicity::toxic dose is unknown]].
 
Anecdotal reports suggest that there are no negative health effects attributed to simply trying DOC by itself at low to moderate doses and using it very sparingly (but nothing can be completely guaranteed). [https://www.google.com/ Independent research] should always be done to ensure that a combination of two or more substances is safe before consumption.
 
Medical literature reports multiple physical complications associated with the use of DOC.  An individual's cause of death was reported as DOC toxicity and confirmed with GC-MS in the Journal of Analytical Toxicology.<ref>{{cite journal|pmid=25217551|doi=10.1093/jat/bku087|title=A Fatal Intoxication of 2,5-Dimethoxy-4-Chloroamphetamine: A Case Report|first1=R. Y.|last1=Barnett|first2=D. D.|last2=Baker|first3=N. E.|last3=Kelly|first4=C. E.|last4=McGuire|first5=T. C.|last5=Fassette|first6=J. M.|last6=Gorniak|year=2014|volume=38|issue=8|pages=589-591|journal=Journal of Analytical Toxicology|issn=0146-4760|eissn=1945-2403|oclc=02942106}}</ref> Seizures have been associated with the use of DOC in another medical journal.<ref>{{cite journal|pmid=25553227|pmc=4272348|doi=10.1177/1941874414528939|title=Hallucinogens Causing Seizures? A Case Report of the Synthetic Amphetamine 2,5-Dimethoxy-4-Chloroamphetamine|first1=M. J.|last1=Burish|first2=K. L.|last2=Thoren|first3=M.|last3=Madou|first4=S.|last4=Toossi|first5=M.|last5=Shah|year=2015|volume=5|issue=1|pages=32-34|issn=1941-8752|oclc=969758598|journal=The Neurohospitalist}}</ref>
 
It is strongly recommended that one use [[responsible drug use|harm reduction practices]] when using this substance.
 
===Tolerance and addiction potential===
DOC is [[Addiction potential::not habit-forming]], and the desire to use it can actually decrease with use. It is most often self-regulating.
 
Tolerance to the effects of DOC is built [[Time to full tolerance::almost immediately after ingestion]]. After that, it takes about [[Time to half tolerance::3 days]] for the tolerance to be reduced to half and [[Time to zero tolerance::7 days]] to be back at baseline (in the absence of further consumption). DOC presents cross-tolerance with [[Cross-tolerance::all [[psychedelic]]s]], meaning that after the consumption of DOC all psychedelics will have a reduced effect.
 
===Overdose===
{{DOxOD}}
 
===Dangerous interactions===
{{DangerousInteractions/Intro}}
{{DangerousInteractions/Psychedelics}}
 
==Legal status==
Internationally, DOC was added to the UN Convention on Psychotropic Substances as a Schedule II controlled substance in March 2020.<ref>{{cite web|url=https://www.unodc.org/LSS/Announcement/Details/021820a0-8746-42a4-9ee3-47ce50b30ca3|date=December 2019|title=WHO: World Health Organization recommends 12 NPS for scheduling|access-date=October 16, 2020}}</ref><ref>{{cite web|url=https://www.who.int/news/item/18-03-2020-c-n-d-accepts-all-w-h-o-recommendations-from-42nd-e-c-d-d|title=CND accepts all WHO recommendations on the control of several psychoactive substances from the 42nd ECDD meeting|date=March 18, 2020|publisher=World Health Organization (WHO)|access-date=October 16, 2020}}</ref>
 
*'''Austria''': DOC is illegal to possess, produce and sell under the NPSG (Neue-Psychoaktive-Substanzen-Gesetz Österreich).{{citation needed}}
*'''Brazil''': Possession, production and sale is illegal as it is listed on Portaria SVS/MS nº 344.<ref>{{cite web|title=RESOLUÇÃO DA DIRETORIA COLEGIADA - RDC N° 130, DE 2 DE DEZEMBRO DE 2016|publication-date=December 5, 2016|language=pt|access-date=January 8, 2020|publisher=Agência Nacional de Vigilância Sanitária (Anvisa) [National Sanitary Surveillance Agency]|url=http://portal.anvisa.gov.br/documents/10181/3115436/%281%29RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7}}</ref>
*'''Canada''': DOC is Schedule I in Canada, making it illegal to sell, buy, or possess, without a valid legal exemption.<ref>{{cite web|url=http://laws-lois.justice.gc.ca/eng/acts/C-38.8/|title=Controlled Drugs and Substances Act (S.C. 1996, c. 19)|access-date=September 30, 2020|publisher=Government of Canada}}</ref>
*'''China''': As of October 2015 DOC is a controlled substance in China.<ref>{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html|title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=国家食品药品监督管理总局 [China Food and Drug Administration]|date=September 27, 2015 |language=Chinese| accessdate=1 October 2015}}</ref>
*'''Denmark''': DOC is a Schedule I drug in Denmark.{{citation needed}}
*'''Finland''': DOC is illegal to possess, produce and sell in Finland.{{citation needed}}
*'''Germany''': DOC is controlled under Anlage I BtMG<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/anlage_i.html|title=Gesetz über den Verkehr mit Betäubungsmitteln: Anlage I|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref> (''Narcotics Act, Schedule I'') as of February 1, 1997.<ref>{{cite web|url=http://www.bgbl.de/xaver/bgbl/start.xav?startbk=Bundesanzeiger_BGBl&jumpTo=bgbl197s0065.pdf|title=Neunte Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften|publisher=Bundesanzeiger Verlag|work=Bundesgesetzblatt Jahrgang 1997 Teil I Nr. 5|page=65|publication-date=January 31, 1997|language=de|issn=0341-1095|date=January 28, 1997}}</ref> It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.<ref>{{cite web|url=https://www.gesetze-im-internet.de/btmg_1981/__29.html|title=Gesetz über den Verkehr mit Betäubungsmitteln: § 29|publisher=Bundesamt für Justiz [Federal Office of Justice]|access-date=December 10, 2019|language=de}}</ref>
*'''Israel''': The possession, production and sale is illegal.{{citation needed}}
*'''Latvia''': DOC is a Schedule I controlled substance.<ref>{{cite web|url=http://likumi.lv/doc.php?id=121086|title=Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem|publisher=VSIA Latvijas Vēstnesis|access-date=January 1, 2020|publication-date=November 10, 2005|language=lv}}</ref>
*'''New Zealand''': DOC is a Class C drug in New Zealand.{{citation needed}}
*'''Netherlands:''' Possession, production and sale is illegal.
*'''Switzerland''': DOC can be considered a controlled substance as a defined derivative of a-Methylphenethylamine under Verzeichnis E point 130. It is legal when used for scientific or industrial use.<ref>{{cite web|url=https://www.admin.ch/opc/de/classified-compilation/20101220/index.html|title=Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien|publisher=Bundeskanzlei [Federal Chancellery of Switzerland]|access-date=January 1, 2020|language=de}}</ref>
*'''Turkey:''' DOC is a classed as drug and is illegal to possess, produce, supply, or import.<ref>{{cite web|title=Bakanlar Kurulu Kararı - Karar Sayısı : 2013/5742|url=https://resmigazete.gov.tr/eskiler/2014/01/20140125-3.htm|publisher=Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü [General Directorate of Legislation Development and Publication]|publication-date=January 25, 2014|date=December 16, 2013|language=tr}}</ref><ref>{{cite web|title=Kararnamenin Eki: Liste|url=https://resmigazete.gov.tr/eskiler/2014/01/20140125-3-1.pdf|publisher=Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü [General Directorate of Legislation Development and Publication]|publication-date=January 25, 2014|date=December 16, 2013|language=tr|id=2013/5742|work=Resmî Gazete, Sayı: 28893}}</ref>
*'''United Kingdom''': DOC is considered a Class A drug as a result of the amphetamine analogue clause of the Misuse of Drugs Act 1971.<ref>{{cite web|title=Schedule 2: Part I: Class A Drugs|url=http://www.legislation.gov.uk/ukpga/1971/38/schedule/2/part/I|work="Misuse of Drugs Act 1971"|access-date=August 20, 2020|publisher=UK Government}}</ref>
*'''United States''': DOC is technically not scheduled in the United States, but could be considered an analogue of DOM or DOB and may therefore be considered a Schedule I drug under the Federal Analogue Act.{{citation needed}}
 
==See also==
 
*[[Responsible use]]
*[[Psychedelics]]
*[[DOx]]
*[[DOB]]
*[[DOI]]
 
==External links==
 
*[http://en.wikipedia.org/wiki/2,5-Dimethoxy-4-chloroamphetamine DOC (Wikipedia)]
*[http://www.erowid.org/chemicals/doc/doc.shtml DOC (Erowid Vault)]
*[https://isomerdesign.com/PiHKAL/read.php?domain=pk&id=64 DOC (PiHKAL / Isomer Design)]
 
===Discussion===
 
*[http://www.bluelight.org/vb/threads/286886-The-Big-amp-Dandy-DOC-Thread-(Part-1) The Big & Dandy DOC Thread (Part 1) (Bluelight)]


=Legal Issues=
*'''Denmark:''' DOC is a Schedule I drug.
*'''Finland:''' Possession, production and sale is illegal.
*'''Israel:''' Possession, production and sale is illegal.
*'''New Zealand:''' DOC is a Class C drug.
*'''Poland:''' DOC is not controlled in Poland and no analog law covers it.
*'''Germany:''' DOC is listed in Anlage I in Germany, making it illegal to buy, sell, or possess without a license
*'''Canada:''' DOC is Schedule III in Canada, making it illegal to sell, buy, or possess without a license.
*'''UK:''' DOC is a Class A drug.
*'''USA:''' DOC is technically not scheduled in the United States, but could be considered an analogue of DOM or DOB and therefore a Schedule I drug.
==References==
==References==
<references/>
{{reflist|2}}


==See Also==
[[Category:Psychoactive substance]]
*[[Psychedelics]]
[[Category:Psychedelic]]
*[[Phenethylamines]]
[[Category:DOx]]
*[[Alexander Shulgin]]
[[Category:Research chemical]]
 
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