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Description

Ethylone Also known as:

  • 1-(1,3-Benzodioxol-5-yl)-2-(ethylamino)-1-propanon[German][ACD/IUPAC Name]
  • 1-(1,3-Benzodioxol-5-yl)-2-(ethylamino)-1-propanone[ACD/IUPAC Name]
  • 1-(1,3-Benzodioxol-5-yl)-2-(éthylamino)-1-propanone[French][ACD/IUPAC Name]
  • 1-Propanone, 1-(1,3-benzodioxol-5-yl)-2-(ethylamino)-[ACD/Index Name]
  • 3,4-Methylenedioxy-N-ethylcathinone
  • bk-MDEA
  • L91C78FW96
  • MDEC
  • UNII:L91C78FW96
  • 1-(1,3-benzodioxol-5-yl)-2-(ethylamine) propane-1-one[ACD/IUPAC Name]
  • 1-(1,3-benzodioxol-5-yl)-2-(ethylamino)propan-1-one
  • 1-(1,3-benzodioxol-5-yl)-2-ethylaminopropan-1-one
  • 2-ETHYLAMINO-1-(3,4-METHYLENEDIOXYPHENYL)PROPAN-1-ONE

A euphoric stimulant often sold in place of MDMA since methylone was banned. Slightly less potent and empathogenic than methylone, it is often described as more of a ‘straight stimulant.’

Summary

It is the β-keto analog of MDEA ("Eve"). As a designer drug, ethylone is commonly sold on the street along with other cathinones like butylone or 3-MMC as a substitute or counterfeit for MDMA and/or methylone (all of which have collectively come to be referred to as "Molly") due to methylone's declining availability on the research chemicals market. However, in spite of behavioral and pharmacological similarities between ethylone, MDMA and methylone, it should be noted that the observed subjective effects of both drugs are not completely identical.

Ethylone has only a short history of human use and is reported to be less potent than its relative methylone as well as possessing more classical stimulant-type as opposed to entactogenic effects.

Chemistry

Cathinones are structurally similar to amphetamines in that they contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at Rα.

Cathinones such as ethylone are alpha-methylated phenethylamines (i.e.

amphetamines) but differ from them with the addition of a ketone functional group (a carbonyl group at Rβ).

Ethylone contains an ethyl substitution at RN, a substitution which is shared with drugs like MDEA, 4-MEC, and certain other stimulants and entactogens.

Additionally, ethylone contains substitutions at R3 and R4 of the phenyl ring with oxygen groups.

These oxygen groups are incorporated into a methylenedioxy ring through a methylene chain.

Ethylone shares this methylenedioxy ring with MDA, MDAI and MDMA.

Common NameEthylone
Systematic nameEthylone
FormulaC_{12}H_{15}NO_{3}
SMILESCCNC(C)C(=O)c1ccc2c(c1)OCO2
Std. InChiInChI=1S/C12H15NO3/c1-3-13-8(2)12(14)9-4-5-10-11(6-9)16-7-15-10/h4-6,8,13H,3,7H2,1-2H3
Std. InChiKeyMJEMIOXXNCZZFK-UHFFFAOYSA-N
Avg. Mass221.2524 Da
Molecular Weight221.2524
Monoisotopic Mass221.105194 Da
Nominal Mass221
ChemSpider ID21106271

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Dose Chart

Oral
Light125-175mg
Common200-250mg
Strong250-400mg

Duration Chart

Ethylone Duration Data
Onset30-45 minutes
Duration2-4 hours
After-effects6-24 hours

Interactions

Caution

  1. Mushrooms
    • Stimulants increase anxiety levels and the risk of thought loops which can lead to negative experiences
  2. LSD
    • Stimulants increase anxiety levels and the risk of thought loops which can lead to negative experiences
  3. DMT
    • Stimulants increase anxiety levels and the risk of thought loops which can lead to negative experiences
  4. Mescaline
    • The focus and anxiety caused by stimulants is magnified by psychedelics and results in an increased risk of thought loops
  5. 2C-x
    • The anxiogenic and focusing effects of stimulants increase the chance of unpleasant thought loops. The combination is generally uneccessary because of the stimulating effects of psychedelics. Combination of the stimulating effects may be uncomfortable.
  6. Cannabis
    • Stimulants increase anxiety levels and the risk of thought loops which can lead to negative experiences
  7. Ketamine
    • No unexpected interactions, though likely to increase blood pressure but not an issue with sensible doses. Moving around on high doses of this combination may be ill advised due to risk of physical injury.
  8. MXE
    • Risk of tachycardia, hypertension, and manic states
  9. Cocaine
    • This combination of stimulants will increase strain on the heart. It is not generally worth it as cocaine has a mild blocking effect on dopamine releasers like amphetamine
  10. Caffeine
    • This combination of stimulants is not generally necessary and may increase strain on the heart, as well as potentially causing anxiety and greater physical discomfort.
  11. Alcohol
    • Drinking on stimulants is risky because the sedative effects of the alcohol are reduced, and these are what the body uses to gauge drunkenness. This typically leads to excessive drinking with greatly reduced inhibitions, high risk of liver damage and increased dehydration. They will also allow you to drink past a point where you might normally pass out, increasing the risk. If you do decide to do this then you should set a limit of how much you will drink each hour and stick to it, bearing in mind that you will feel the alcohol and the stimulant less. Extended release formulations may severely impede sleep, further worsening the hangover.
  12. GHB/GBL
    • Stimulants increase respiration rate allowing a higher dose of sedatives. If the stimulant wears off first then the opiate may overcome the patient and cause respiratory arrest.
  13. Opioids
    • Stimulants increase respiration rate allowing a higher dose of opiates. If the stimulant wears off first then the opiate may overcome the patient and cause respiratory arrest.

Dangerous

  1. DOx
    • The combined stimulating effects of the two can lead to an uncomfortable body-load, while the focusing effects of amphetamine can easily lead to thought loops. Coming down from amphetamines while the DOx is still active can be quite anxiogenic.
  2. NBOMes
    • Amphetamines and NBOMes both provide considerable stimulation. When combined they can result in tachycardia, hypertension, vasoconstriction and in extreme cases heart failure. The anxiogenic and focusing effects of stimulants are also not good in combination with psychedelics as they can lead to unpleasant thought loops. NBOMes are known to cause seizures and stimulants can increase this risk.
  3. 2C-T-x
    • Stimulants increase anxiety levels and the risk of thought loops which can lead to negative experiences. In extreme cases, they can result in severe vasoconstriction, tachycardia, hypertension, and in extreme cases heart failure.
  4. 5-MeO-xxT
    • The anxiogenic and focusing effects of stimulants increase the chance of unpleasant thought loops. The combination is generally unnecessary because of the stimulating effects of psychedelics.
  5. DXM
    • Both substances raise heart rate, in extreme cases, panic attacks caused by these drugs have led to more serious heart issues.
  6. PCP
    • This combination can easily lead to hypermanic states

Low Synergy

  1. Benzodiazepines
    • Both can dull each other's effects, so if one wears off before the other it's possible to overdose due to the lack of counteraction

No Synergy

  1. SSRIs

High Synergy

  1. N2O
  2. MDMA
    • Amphetamines increase the neurotoxic effects of MDMA

Legal Status

  • Brazil: Ethylone is illegal to possess, produce, and sell under Portaria SVS/MS nº 344.
  • China: As of October 2015, Ethylone is a controlled substance in China.
  • Germany: Ethylone is controlled under Anlage I BtMG (Narcotics Act, Schedule I) as of December 13, 2014. It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.
  • United Kingdom: Ethylone is a Class B drug in the United Kingdom as a result of the cathinone catch-all clause.
  • United States: Ethylone is unscheduled in the United States. However it could be considered an analog of methylone or MDMA, thus putting it under the scope of the Federal Analog Act.

    • Sources

    References

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    2. Inhibition of plasma membrane monoamine transporters by beta-ketoamphetamines (PubMed.gov / NCBI) | http://www.ncbi.nlm.nih.gov/pubmed/10528135
    3. The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811
    4. "Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf
    5. The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain (ScienceDirect) | http://www.sciencedirect.com/science/article/pii/S0014299906013811
    6. "Pharmacological characterization of designer cathinones in vitro" | http://onlinelibrary.wiley.com/doi/10.1111/j.1476-5381.2012.02145.x/pdf
    7. Treatment for amphetamine psychosis | [1]
    8. Treatment for amphetamine psychosis | [2]
    9. Hofmann FG (1983). A Handbook on Drug and Alcohol Abuse: The Biomedical Aspects (2nd ed.). New York: Oxford University Press. p. 329. ISBN 9780195030570.
    10. Treatment for amphetamine psychosis | [3]
    11. Stimulant Misuse: Strategies to Manage a Growing Problem | http://www.acha.org/prof_dev/ADHD_docs/ADHD_PDprogram_Article2.pdf
    12. http://www.accessdata.fda.gov/drugsatfda_docs/label/2013/021303s026lbl.pdf
    13. 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. https://doi.org/10.1007/BF03161089
    14. Gillman, P. K. (2005). Monoamine oxidase inhibitors, opioid analgesics and serotonin toxicity. British Journal of Anaesthesia, 95(4), 434-441. https://doi.org/10.1093/bja/aei210
    15. http://portal.anvisa.gov.br/documents/10181/3115436/(1)RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7
    16. "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.
    17. "Anlage I BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 25, 2019.
    18. "Achtundzwanzigste Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften" (PDF) (in German). Bundesanzeiger Verlag. Retrieved December 25, 2019.
    19. "§ 29 BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 25, 2019.
    20. United Kingdom. (2010). Misuse of Drugs Act 1971 (S.I. 2010/1207). London: The Stationery Office Limited. Retrieved February 9, 2018, from https://www.legislation.gov.uk/uksi/2010/1207/made

    Information made possible with:

    1. PsychonautWiki is a community-driven online encyclopedia that aims to document the field of psychonautics in a comprehensive, scientifically-grounded manner.
    2. Erowid is a non-profit educational & harm-reduction resource with 60 thousand pages of online information about psychoactive drugs
    3. PubChem National Center for Bio Informatics
    4. Chemspider is a free chemical structure database providing fast access to over 34 million structures, properties and associated information.
    5. Wikipedia

    Additional APIs were used to construct this information. Thanks to ChemSpider, NCBI, PubChem etc.

    Data is constantly updated so please check back later to see if there is any more available information on this substance.