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Description

2C-T-2 Also known as:

  • 2,5-Dimethoxy-4-(ethylthio) phenethylamine
  • 2,5-Dimethoxy-4-(ethylthio)phenethylamine
  • 2,5-Dimethoxy-4-Ethylthiophenethylamine
  • 2-[4-(Ethylsulfanyl)-2,5-dimethoxyphenyl]ethanamin[German][ACD/IUPAC Name]
  • 2-[4-(Ethylsulfanyl)-2,5-dimethoxyphenyl]ethanamine[ACD/IUPAC Name]
  • 2-[4-(Éthylsulfanyl)-2,5-diméthoxyphényl]éthanamine[French][ACD/IUPAC Name]
  • 2-C-T-2
  • Benzeneethanamine, 4-(ethylthio)-2,5-dimethoxy-[ACD/Index Name]
  • 2-(4-(Ethylthio)-2,5-dimethoxyphenyl)ethanamine
  • 2-(4-ethylsulfanyl-2,5-dimethoxyphenyl)ethanamine
  • 2-(4-ethylsulfanyl-2,5-dimethoxy-phenyl)ethanamine
  • 2-(4-Ethylsulfanyl-2,5-dimethoxy-phenyl)-ethylamine
  • 2-(4-ethylthio-2,5-dimethoxyphenyl)ethylamine
  • 2,5-Dimethoxy-4-ethylthiophenethyl amine HCl
  • 2-[4-(Ethylthio)-2,5-dimethoxyphenyl]ethanamine
  • 2-[4-(ethylthio)-2,5-dimethoxy-phenyl]ethylamine
  • 2C-T-2
  • MFCD03840818[MDL number]
  • phenethylamine, 2,5-dimethoxy-4-ethylthio-

An unusual psychedelic with similar effects to 2C-B and a slightly longer duration, but maligned because of some deaths in the 2000s. Also similar to 2c-t-7, but with a shorter duration. Potentially unsafe with stimulants and empathogens.

Summary

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-T-2 was first synthesized and tested for activity in humans by Alexander Shulgin in 1981 and described in his 1991 book PiHKAL ("Phenethylamines I Have Known and Loved"). It is a member of the so-called "magical half-dozen" which refers to Shulgin's self-rated most important phenethylamine-derived compounds, all of which except mescaline he developed and synthesized himself.

They are found within the first book of PiHKAL, and are as follows: mescaline, DOM, 2C-B, 2C-E, 2C-T-2 and 2C-T-7. Anecdotal reports generally characterize 2C-T-2 as a highly dose sensitive psychedelic known for its open headspace and unpredictable body load. Very little data exists about the pharmacological properties, metabolism, and toxicity of 2C-T-2, and it has a relatively short history of human usage.

Many reports also indicate that its physical effects may be too severe for those who are not already experienced with psychedelics or suffer from pre-existing physical conditions. It is highly advised to approach this hallucinogenic substance with the proper amount of precaution and harm reduction practices if using it.

History

Following the initial positive results found by Shulgin's research group, a more formal study was carried out by psychedelic psychotherapy pioneer Myron J. Stolaroff who was interested in evaluating the potential use of 2C-T-2 in psychotherapy. Based on the experiences of forty participants in the study who took 2C-T-2, Stolaroff compared the effects favorably to MDMA, describing it as more emotionally opening and permitting a wider exploration of feelings and thoughts.

Chemistry

2C-T-2 belongs to the 2C family of phenethylamines which contain methoxy functional groups CH3O- attached to carbons R2 and R5 of the benzene ring.

2C-T-2 is also substituted at R4 with an ethyl thioether group. 2C-T-2 is a close structural analogue of 2C-T-7; the two differ by the length of the alkane chain in their thioether functional group.

Common Name2,5-Dimethoxy-4-Ethylthiophenethylamine
Systematic name2,5-Dimethoxy-4-Ethylthiophenethylamine
FormulaC_{12}H_{19}NO_{2}S
SMILESCCSc1cc(c(cc1OC)CCN)OC
Std. InChiInChI=1S/C12H19NO2S/c1-4-16-12-8-10(14-2)9(5-6-13)7-11(12)15-3/h7-8H,4-6,13H2,1-3H3
Std. InChiKeyHCWQGDLBIKOJPM-UHFFFAOYSA-N
Avg. Mass241.3498 Da
Molecular Weight241.3498
Monoisotopic Mass241.113647 Da
Nominal Mass241
ChemSpider ID16787961

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Dose Chart

Oral
Threshold5mg
Light5-10mg
Common10-20mg
Strong20-25mg+

Duration Chart

2C-T-2 Duration Data
Onset45-90 minutes
Duration5-8 hours
After-effects1-6 hours

Legal Status

  • Australia: 2C-T-2 is illegal in Australia as of 2005.
  • Austria: 2C-T-2 is illegal to possess, produce and sell under the SMG (Suchtmittelgesetz Österreich).
  • Belgium: 2C-T-2 was added to the list of illegal psychotropic substances on Nov 8, 2004.
  • Brazil: 2C-T-2 is illegal to possess, produce and sell as it is listed on Portaria SVS/MS nº 344.
  • Canada: 2C-T-2 would be considered Schedule III as it is a derivative of 2,5-dimethoxyphenethylamine.
  • China: As of October 2015, 2C-T-2 is a controlled substance in China.
  • Denmark: 2C-T-2 was added to category B of the controlled substances list on August 23, 2003.
  • European Union: The EU Council published an order on Dec 6, 2003, asking all member states to control 2C-I, 2C-T-2, 2C-T-7, and TMA-2.
  • Germany: 2C-T-2 is controlled under Anlage I BtMG (Narcotics Act, Schedule I) as of October 10, 1998. It is illegal to manufacture, possess, import, export, buy, sell, procure or dispense it without a license.
  • Italy: 2C-T-2 was added to the "Tabella 1" in a Jan 11, 2005 Ministry of Health statement.
  • Japan: 2C-T-2 is controlled as a "Designated Substance" (Shitei-Yakubutsu) by the Pharmaceutical Affairs Law, making it illegal to possess or sell.
  • Latvia: 2C-T-2 is a Schedule I controlled substance.
  • The Netherlands: 2C-T-2 was classified as an unregistered pharmaceutical as of April 12, 1999. Unlicensed manufacture, sale, import, trade and possession of this substance can be prosecuted.
  • Switzerland: 2C-T-2 is illegal to possess, produce and sell.
  • United Kingdom: 2C-T-2 is a Class A drug in the United Kingdom as a result of the phenethylamine catch-all clause.
  • United States: 2C-T-2 is a Schedule 1 drug in the U.S., making it illegal to possess, manufacture, or import.
  • Sources

    References

    1. Shulgin, Alexander. "Pharmacology Lab Notes #4". Lafayette, CA. (1981-1982). p474 (Erowid.org) | https://erowid.org/library/books_online/shulgin_labbooks/shulgin_pharmacology_notebook4_searchable.pdf
    2. Shulgin, A., & Shulgin, A. (1991). IsomerDesign: "PiHKAL" - #33 - 2C-I. Retrieved Jan 22, 2018.
    3. Shulgin, A., & Shulgin, A. (1991). Erowid Online Books: "PIHKAL" - The Chemical Story. Retrieved April 14, 2017.
    4. Stolaroff, MJ; Wells, C. Preliminary results with new psychoactive agents 2C-T-2 and 2C-T-7. In Jahrbuch für Ethnomedizin und Bewußtseinsforschung (Yearbook of Ethnomedicine and the Study of Consciousness); Rätsch, C; Baker, J, Eds., 1993; Vol. 2, pp 99–117. (MAPS.org) | http://www.maps.org/images/pdf/1993_stolaroff_1.pdf
    5. http://isomerdesign.com/PiHKAL/read.php?id=40
    6. https://www.ncbi.nlm.nih.gov/pubmed/15801832
    7. http://citeseerx.ist.psu.edu/viewdoc/download?doi=10.1.1.689.281&rep=rep1&type=pdf
    8. http://www.sciencedirect.com/science/article/pii/S0006295206005971
    9. Sulfur-Substituted α-Alkyl Phenethylamines as Selective and Reversible MAO-A Inhibitors:  Biological Activities, CoMFA Analysis, and Active Site Modeling | http://pubs.acs.org/doi/abs/10.1021/jm0493109
    10. http://portal.anvisa.gov.br/documents/10181/3115436/(1)RDC_130_2016_.pdf/fc7ea407-3ff5-4fc1-bcfe-2f37504d28b7
    11. 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
    12. "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.
    13. https://www.riigiteataja.ee/aktilisa/1090/2201/1004/109022011004Lisa1.pdf
    14. "Zwölfte Verordnung zur Änderung betäubungsmittelrechtlicher Vorschriften" (in German). Bundesanzeiger Verlag. Retrieved December 10, 2019.
    15. "Anlage I BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    16. "§ 29 BtMG" (in German). Bundesministerium der Justiz und für Verbraucherschutz. Retrieved December 10, 2019.
    17. Noteikumi par Latvijā kontrolējamajām narkotiskajām vielām, psihotropajām vielām un prekursoriem (2,5-Dimetoksifeniletānamīni) | http://likumi.lv/doc.php?id=121086
    18. http://web.archive.org/web/20170329020935/https://www.admin.ch/opc/de/classified-compilation/20101220/index.html
    19. 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

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    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.
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