2C-H

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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
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Duration
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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.

2,5-Dimethoxyphenethylamine (also known as 2C-H and DMPEA) 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 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]

Subjective effects

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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

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.

Tolerance to the effects of 2C-H are 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 presents cross-tolerance with all psychedelics, meaning that after the consumption of 2C-H 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.

  • Tramadol - Tramadol lowers the seizure threshold[5] and psychedelics may act as triggers for seizures, particularly in those who are predisposed to them.[citation needed]
  • Stimulants - Stimulants affect many parts of the brain. Combined with psychedelics, stimulation can turn into uncontrollable anxiety, panic, thought loops and paranoia. This interaction may cause elevated risk of psychosis.[citation needed]
  • Lithium - Lithium is often used as treatment for bipolar disorder. It may possibly cause elevated risk of seizures and psychosis due to its glutaminergic and GABAergic effects.[citation needed]

Legal status

  • Austria: 2C-H is illegal to possess, produce and sell under the NPSG (Neue-Psychoaktive-Substanzen-Gesetz Österreich).[citation needed]
  • 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.[6]
  • 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.[7]
  • United Kingdom - 2C-H is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.[8]

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. https://doi.org/10.1021/ja01348a024.
  2. So Happy, Very Happy 2C-H by PandaDoom (Erowid) | https://erowid.org/experiences/exp.php?ID=80334
  3. Shulgin, Alexander; Ann Shulgin (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628.
  4. 2C-H BioAssay Results (PubChem) | https://pubchem.ncbi.nlm.nih.gov/compound/76632#section=BioAssay-Results
  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. http://gazette.gc.ca/rp-pr/p2/2016/2016-05-04/html/sor-dors72-eng.php
  7. https://www.deadiversion.usdoj.gov/fed_regs/rules/2013/fr0104.htm
  8. 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