2C-C

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Summary sheet: 2C-C
2C-C
2C-C.svg
Chemical Nomenclature
Common names 2C-C
Substitutive name 4-Chloro-2,5-dimethoxyphenethylamine
Systematic name 1-(4-Chloro-2,5-dimethoxyphenyl)-2-aminoethane
Class Membership
Psychoactive class Psychedelic
Chemical class Phenethylamine
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.



Oral
Dosage
Threshold 5 - 15 mg
Light 15 - 30 mg
Common 30 - 50 mg
Strong 50 - 90 mg
Heavy 90 mg +
Duration
Total 4 - 8 hours
Onset 20 - 45 minutes
Come up 45 - 90 minutes
Peak 2 - 3 hours
Offset 1 - 3 hours
After effects 4 - 12 hours









DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.

4-Chloro-2,5-dimethoxyphenethylamine (commonly known as 2C-C) is a lesser-known psychedelic substance of the phenethylamine class that produces psychedelic effects when administered.[1] It is a member of the 2C-x family of psychedelic phenethylamines, all of which were derived from the systematic modification of the mescaline molecule.

2C-C was first synthesized by Alice C. Cheng and Neal Castagnoli Jr. in 1983 as an intermediate in a study evaluating the neurotoxicity of 6-hydroxydopamine analogs.[2] Its activity in humans was later investigated and documented by Alexander Shulgin in his book PiHKAL ("Phenethylamines I Have Known and Loved").

Many users report that the effects of 2C-C are gentler, more relaxed, and sedating than other closely related psychedelic phenethylamines such as 2C-B, 2C-I, and 2C-E. It is one of the least potent members of the 2C-x family, with muted visual effects and a relatively unaltered headspace.

Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-C, and its history of human use is limited. Today, it is used for recreational and therapeutic purposes. It is rarely sold on the streets and distributed online as a grey area research chemical.

Chemistry

Generic structure of a phenethylamine molecule

2C-C or 2,5-dimethoxy-4-chlorophenethylamine is a substituted phenethylamine featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain. 2C-C contains methoxy functional groups CH3O- attached to carbons R2 and R5 as well as a chlorine atom attached to carbon R4 of the phenyl ring. 2C-C belongs to the 2C family of phenethylamines which contain methoxy groups on the 2 and 5 positions of the benzene ring.[3]

Pharmacology

Further information: Serotonergic psychedelic

2C-C's psychedelic effects are believed to come from its efficacy at the 5-HT2A receptor as a partial agonist. However, the role of these interactions and how they result in the psychedelic experience is the subject of ongoing scientific investigation.

Subjective effects

The effects listed below are based upon the subjective effects index and personal experiences of PsychonautWiki contributors. These effects should be taken with a grain of salt and will rarely (if ever) occur all at once, but heavier doses will increase the chances of inducing a full range of effects. Likewise, adverse effects become much more likely on higher doses and may include serious injury or death.

Physical effects
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Visual effects
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Cognitive effects
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Auditory effects
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Transpersonal effects
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Combinational effects

  • Cannabis - Cannabis majorly intensifies and extends both the sensory and cognitive effects of 2C-C. Extreme caution should be exercised with this combination as it can also elevate the anxiety, confusion and psychosis risk of cannabis.
  • Dissociatives - When combined with dissociatives, the geometry, euphoria, dissociation and hallucinatory effects are often greatly enhanced. Dissociative-induced holes, spaces, and voids while under the influence of 2C-C have significantly more vivid visuals than dissociatives alone. It also results in more intense internal hallucinations and corresponding confusion which can develop into delusions and psychosis.
  • Nitrous - Nitrous oxide is commonly used in combination with psychedelics. The two are known to possess powerful cross-synergistic effects, including the capacity to send the user directly into an "ego death" state. The speed and intensity with which this occurs is very rapid and the euphoria that can result often leads to the urge to compulsively redose.
  • MDMA - When combined with MDMA, the physical and cognitive effects of 2C-C become strongly amplified. The visual, physical and cognitive effects of 2C-C are also intensified with strong sensations of euphoric pleasure manifested through distinct body highs and headspaces, and uniquely colorful visuals. The synergy between these substances is unpredictable, and it is best to start with markedly lower dosages than one would take for both substances individually. This combination may increase the neurotoxic effects of MDMA based on its similarity to LSD, which has been found to increase MDMA neurotoxicity.[4]
  • Alcohol - Alcohol can increase the disinhibiting and euphoric effects of 2C-C which lends to its use in recreational settings. It can be used in light doses to "take the edge off" a trip as well as dull its psychedelic effects in a fashion somewhat similar to benzodiazepines. However, this is not typically recommended due to alcohol’s ability to cause dehydration and nausea and physical fatigue which can negatively affect a trip if taken in moderate to high dosages. Heavy drinking is strongly discouraged as it can easily lead to black outs and unpredictable behavior.
  • Benzodiazepines - Benzodiazepines can, depending on the dosage, slightly to completely reduce the intensity of the cognitive, physical and visual effects of a 2C-C trip. They are very efficient at stopping "bad trips" at the cost of amnesia and reduced trip intensity. Caution is advised when acquiring them for this purpose due to their very high abuse and addiction potential.
  • Psychedelics - When used in combination with other psychedelics, each substance's physical, cognitive and visual effects intensify and synergize strongly. The synergy between those substances is unpredictable, and for this reason generally not advised. If choosing to combine psychedelics, it is recommended to start with significantly lower dosages than one would take for either substance individually.

Experience reports

Anecdotal reports which describe the effects of this compound within our experience index include:

Additional experience reports can be found here:

Toxicity and harm potential

The toxicity and long-term health effects of recreational 2C-C use do not appear to have been studied in any scientific context and the exact toxic dose is unknown. This is because 2C-C is a research chemical with a limited history of human use.

Anecdotal reports from those who have tried this compound suggest that there are no negative health effects attributed to simply trying the substance by itself at low to moderate doses and using it very sparingly (although nothing can be completely guaranteed). Independent research should always be conducted to ensure that a combination of two or more substances is safe before consumption.

It is strongly recommended that one use harm reduction practices when using this substance.

Tolerance and addiction potential

Although no formal studies have been conducted, it is not unreasonable to assume that like psychedelics in general, 2C-C is not habit-forming and that the desire to use it can actually decrease with use.

Tolerance to the effects of 2C-C are not built almost immediately after ingestion. Similar to 2C-B there seems to be no apparent tolerance buildup if used repeatedly for a few days. 2C-C does however produce cross-tolerance with other serotonergic psychedelics, meaning that after the use of 2C-C all psychedelics will have a reduced effect.

Dangerous interactions

Although many psychoactive substances are safe to use on their own, they can quickly become dangerous or even life-threatening when combined with other substances. The following lists some known dangerous combinations, but may not include all of them. A combination that appears to be safe in low doses can still increase the risk of injury or death. Independent research should always be conducted to ensure that a combination of two or more substances is safe to consume.

Legal status

  • Australia: Australia has a blanket ban over all substituted phenethylamines including the entire 2C-X family.[6]
  • Austria: 2C-C 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.[7]
  • Canada: 2C-C would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.[8]
  • China: As of October 2015, 2C-C is a controlled substance in China.[9]
  • Germany: On December 13, 2014, 2C-C was added to the controlled substance act ("BtMG"), making it illegal to produce, sell or possess in Germany.[10]
  • Japan: 2C-C is controlled by the Pharmaceutical Affairs Law in Japan, making it illegal to possess or sell.[11]
  • Latvia: 2C-C is a Schedule I controlled substance in Latvia.[12]
  • Sweden: 2C-C is classified as a health hazard as of March 1, 2005 in the regulation SFS 2005:26, making it illegal to sell or possess.[13]
  • Switzerland: 2C-C is illegal to possess, produce, or sell in Switzerland.[14]
  • United Kingdom: 2C-C is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.[15]
  • United States: As of July 9, 2012, 2C-C is a Schedule I substance in the United States under the Food and Drug Administration Safety and Innovation Act of 2012, making possession, distribution and manufacture illegal without a DEA license.[16]

See also

External links

Discussion

References

  1. Alexander Shulgin - PIHKAL | http://www.erowid.org/library/books_online/pihkal/pihkal033.shtml
  2. Cheng, A. C., & Castagnoli Jr, N. (1984). Synthesis and physicochemical and neurotoxicity studies of 1-(4-substituted-2, 5-dihydroxyphenyl)-2-aminoethane analogs of 6-hydroxydopamine. Journal of medicinal chemistry, 27(4), 513-520. https://doi.org/10.1021/jm00370a014
  3. 3.0 3.1 2,5-Dimethoxy-4-chlorophenethylamine (Isomer Design / PiHKAL) | http://isomerdesign.com/PiHKAL/read.php?id=22
  4. Armstrong, B. D., Paik, E., Chhith, S., Lelievre, V., Waschek, J. A., & Howard, S. G. (2004). Potentiation of (DL)‐3, 4‐methylenedioxymethamphetamine (MDMA)‐induced toxicity by the serotonin 2A receptior partial agonist d‐lysergic acid diethylamide (LSD), and the protection of same by the serotonin 2A/2C receptor antagonist MDL 11,939. Neuroscience Research Communications, 35(2), 83-95. https://doi.org/10.1002/nrc.20023
  5. Talaie, H., Panahandeh, R., Fayaznouri, M. R., Asadi, Z., & Abdollahi, M. (2009). Dose-independent occurrence of seizure with tramadol. Journal of medical toxicology, 5(2), 63-67. doi:10.1007/BF03161089
  6. New Psychoactive Substances (National Drug and Alcohol Research Centre 2014) | https://comorbidity.edu.au/sites/default/files/cre/page/New%20Psychoactive%20Substances.pdf
  7. http://portal.anvisa.gov.br/documents/10181/3115436/%281%29RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7
  8. Controlled Drugs and Substances Act (S.C. 1996, c. 19) |http://laws-lois.justice.gc.ca/eng/acts/C-38.8/page-12.html#h-28
  9. "关于印发《非药用类麻醉药品和精神药品列管办法》的通知" (in Chinese). China Food and Drug Administration. 27 September 2015. Retrieved 1 October 2015. 
  10. Achtundzwanzigste Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften (28. BtMÄndV)| http://www.buzer.de/gesetz/11392/a189949.htm
  11. Analytical Data of Designated Substances (Shitei-Yakubutsu) Controlled by the Pharmaceutical AŠairs Law in Japan, Part I: GC-MS and LC-MS | https://www.erowid.org/references/texts/show/7395docid7635
  12. Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem (2,5-Dimetoksifeniletānamīni) | http://likumi.lv/doc.php?id=121086
  13. Svensk författningssamling | http://www.notisum.se/rnp/sls/sfs/20050026.pdf
  14. http://web.archive.org/web/20170329020935/https://www.admin.ch/opc/de/classified-compilation/20101220/index.html
  15. United Kingdom. (1977). Misuse of Drugs Act 1971 (S.I. 1977/1243). London: The Stationery Office Limited. Retrieved July 5, 2017, from http://www.legislation.gov.uk/uksi/1977/1243/made
  16. S. 3187: Food and Drug Administration Safety and Innovation Act, Subtitle D-Synthetic Drugs | http://www.govtrack.us/congress/bills/112/s3187/text