2C-H

From PsychonautWiki
(Redirected from 2,5-dimethoxyphenethylamine)
Jump to navigation Jump to search
Summary sheet: 2C-H
2C-H
2C-H.svg
Chemical Nomenclature
Common names 2C-H, DMPEA
Substitutive name 2,5-Dimethoxyphenethylamine
Systematic name 2-(2,5-Dimethoxyphenyl)ethanamine
Class Membership
Psychoactive class Stimulant / 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
Common Unknown
Duration
Total Unknowm









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.

Interactions
Cannabis
Stimulants
Tramadol
Lithium


2,5-Dimethoxyphenethylamine (also known as 2C-H) is a lesser-known psychoactive substance of the phenethylamine class. 2C-H belongs to the 2C-x family of substituted phenethylamines. However, it does not have any significant psychedelic properties and is primarily used as a precursor in the synthesis of other phenethylamines such as 2C-B, 2C-I, and 2C-N.

2C-H was first synthesized in 1932 by Johannes S. Buck.[1] Its effects in humans were explored in the 1970s by Alexander Shulgin, who published his findings in the book PiHKAL (Phenethylamines I Have Known and Loved).

In PiHKAL, Shulgin lists both the dosage and duration as unknown, commenting that 2C-H is likely easily broken down by MAO enzymes in the liver and is thus probably inactive. However, there have since been some anecdotal reports that suggest it may be active when taken sublingually.[2] It is theorized to be orally active if taken in combination with a MAOI. However, it is unknown whether this would result in typical 2C-x psychedelic effects.

Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-H. It is highly advised to use harm reduction practices when using this substance.

Chemistry

2C-H, or 2,5-dimethoxyphenethylamine, is a substituted phenethylamine featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain. 2C-H contains methoxy functional groups CH3O- attached to carbons R2 and R5 as well as a hydrogen atom attached to carbon R4 of the phenyl ring. 2C-H belongs to the 2C family of phenethylamines which contain methoxy groups on the 2 and 5 positions of the benzene ring, and is also their simplest member. It is commonly used as a precursor to other compounds of the 2C family, including 2C-B, 2C-C, 2C-I, and 2C-N.

Pharmacology

There is no record of 2C-H trials in humans, as it would likely be destroyed by monoamine oxidase enzymes before causing any significant psychoactive effects.[3] Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-H. However, it has been shown to have binding affinity towards 5-HT2C and 5-HT2A receptors in rats.[4] 2C-H has been shown to inhibit MAO-B activity by over 50% in experiments.[5]

Subjective effects

Metacogghjgjvghnition.png
 This subjective effects section is a stub.

As such, it is still in progress and may contain incomplete or wrong information.

You can help by expanding or correcting it.

The effects of 2C-H are reportedly inactive. Taking higher dosages could produce primarily stimulating in addition to empathogenic or hallucinogenic effects, in a fashion similar to those of its predecessor substance, phenethylamine.

Physical effects
Child.svg

Visual effects
Eye.svg

Cognitive effects
User.svg

Experience reports

There are currently no anecdotal reports which describe the effects of this compound within our experience index. Additional experience reports can be found here:

Toxicity and harm potential

Further information: Research chemicals § Toxicity and harm potential, and Responsible use § Hallucinogens

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

Anecdotal reports from those who have tried 2C-H suggests 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 (but nothing can be completely guaranteed). Independent research should always be done to ensure that a combination of two or more substances is safe before consumption.

It is strongly recommended that one use harm reduction practices, such as volumetric dosing, when using this substance so as to ensure the accurate administration of the intended dose.

Tolerance and addiction potential

Although no formal studies have been conducted, it is not unreasonable to assume that as is the case with psychedelics in general, 2C-H is not habit-forming and that the desire to use it can actually decrease with use. However, it's stimulating properties do provide a possible risk of addiction which would be associated with other stimulants.

Tolerance to the effects of 2C-H is built almost immediately after ingestion. After that, it takes about 3-5 days for the tolerance to be reduced to half and 7-10 days to be back at baseline (in the absence of further consumption). 2C-H may present cross-tolerance, although unlikely, with all psychedelics, meaning that after the consumption of 2C-H all psychedelics will have a reduced effect. It may also produce tolerance to stimulants as well.

Dangerous interactions

Warning: Many psychoactive substances that are reasonably safe to use on their own can suddenly become dangerous and even life-threatening when combined with certain other substances. The following list provides some known dangerous interactions (although it is not guaranteed to include all of them).

Always conduct independent research (e.g. Google, DuckDuckGo, PubMed) to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.

Legal status

  • Austria: 2C-H is illegal to possess, produce and sell under the NPSG (Neue-Psychoaktive-Substanzen-Gesetz Österreich). In its Schedule II, the further specifying NPSV (Neue-Psychoaktive-Substanzen-Verordnung Österreich) explicitly bans all substituted phenetylamines.[7]
  • Canada: As of October 31st, 2016, 2C-H is a controlled substance (Schedule III) in Canada, and is thus illegal to possess, produce and sell.[8]
  • Germany: 2C-H is controlled under the NpSG[9] (New Psychoactive Substances Act) as of November 26, 2016.[10] Production and import with the aim to place it on the market, administration to another person, placing it on the market and trading is punishable. Possession is illegal but not punishable.[11][12] The legislator considers it possible that orders of 2C-H are punishable as an incitement to place it on the market.[13]
  • Sweden: 2C-H is classified as a hazardous substance.
  • Switzerland: 2C-H can be considered a controlled substance as a defined derivative of Phenethylamine under Verzeichnis E point 130. It is legal when used for scientific or industrial use.[14]
  • Turkey: 2C-H is a classed as drug and is illegal to possess, produce, supply, or import.[15][16]
  • United Kingdom: 2C-H is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.[17]
  • United States: As of July 9, 2012, 2C-H is a Schedule I controlled substance in the United States, under the Synthetic Drug Abuse Prevention Act of 2012.[18][19]

See also

External links

Discussion

References

  1. ↑ Buck, J. S. (1932). "Hydroxy- And Dihydroxyphenylethylmethylamines And Their Ethers". Journal of the American Chemical Society. 54 (9): 3661–3665. doi:10.1021/ja01348a024. eISSN 1520-5126. ISSN 0002-7863. OCLC 01226990. 
  2. ↑ "PandaDoom" (August 3, 2009). "So Happy, Very Happy 2C-H". Experience Vaults. Erowid. exp80334. 
  3. ↑ Alexander Shulgin; Ann Shulgin (1991). "#32. 2C-H". PiHKAL: A Chemical Love Story. United States: Transform Press. ISBN 0963009605. OCLC 1166889264. 
  4. ↑ "2,5-Dimethoxyphenethylamine (compound): Biological Test Results". PubChem. Retrieved October 11, 2020. 
  5. ↑ Wagmann, Lea; Brandt, Simon D.; Stratford, Alexander; Maurer, Hans H.; Meyer, Markus R. (2019). "Interactions of phenethylamine-derived psychoactive substances of the 2C-series with human monoamine oxidases". Drug Testing and Analysis. 11 (2): 318–324. doi:10.1002/dta.2494. eISSN 1942-7611. ISSN 1942-7603. OCLC 231680670. PMID 30188017. 
  6. ↑ 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. ISSN 1556-9039. 
  7. ↑ "Bundesrecht konsolidiert: Gesamte Rechtsvorschrift für Neue-Psychoaktive-Substanzen-Verordnung" (in German). June 26, 2019. Retrieved January 10, 2021. 
  8. ↑ "Regulations Amending the Food and Drug Regulations (Part J — 2C-phenethylamines)". Canada Gazette Part II (published May 4, 2016). 150 (9). April 15, 2016. ISSN 0045-4206. SOR/2016-72. 
  9. ↑ "Anlage NpSG" (in German). Bundesamt für Justiz [Federal Office of Justice]. Retrieved December 10, 2019. 
  10. ↑ "Gesetz zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe" (PDF). Bundesgesetzblatt Jahrgang 2016 Teil I Nr. 55 (in German). Bundesanzeiger Verlag (published November 25, 2016). November 21, 2016. pp. 2615–2622. ISSN 0341-1095. OCLC 1004462279. 
  11. ↑ "§ 4 NpSG" (in German). Bundesamt für Justiz [Federal Office of Justice]. Retrieved December 10, 2019. 
  12. ↑ "§ 3 NpSG" (in German). Bundesamt für Justiz [Federal Office of Justice]. Retrieved December 10, 2019. 
  13. ↑ "Gesetzentwurf der Bundesregierung: Entwurf eines Gesetzes zur Bekämpfung der Verbreitung neuer psychoaktiver Stoffe" (PDF) (in German). Deutscher Bundestag. May 30, 2016. p. 20. Drucksache 18/8579. 
  14. ↑ "Verordnung des EDI über die Verzeichnisse der Betäubungsmittel, psychotropen Stoffe, Vorläuferstoffe und Hilfschemikalien" (in German). Bundeskanzlei [Federal Chancellery of Switzerland]. Retrieved January 1, 2020. 
  15. ↑ "Bakanlar Kurulu Kararı - Karar Sayısı : 2013/5742" (in Turkish). Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü [General Directorate of Legislation Development and Publication] (published January 25, 2014). December 16, 2013. 
  16. ↑ "Kararnamenin Eki: Liste" (PDF). Resmî Gazete, Sayı: 28893 (in Turkish). Başbakanlık Mevzuatı Geliştirme ve Yayın Genel Müdürlüğü [General Directorate of Legislation Development and Publication] (published January 25, 2014). December 16, 2013. 2013/5742. 
  17. ↑ "Schedule 2: Part I: Class A Drugs". "Misuse of Drugs Act 1971". UK Government. Retrieved August 20, 2020. 
  18. ↑ "Establishment of Drug Codes for 26 Substances". Federal Register. Vol. 78 (3). Diversion Control Devision. January 4, 2013. pp. 664–666. FR Doc No: 2012-31698. 
  19. ↑ "S. 3187 (112th): Food and Drug Administration Safety and Innovation Act". GovTrack. June 27, 2012. Retrieved October 10, 2020. 
Retrieved from ‘https://psychonautwiki.org/w/index.php?title=2C-H&oldid=162766’