Chemistry:2C-T-27

From HandWiki

2C-T-27, also known as 4-benzylthio-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families.[1][2][3][4]

Use and effects

2C-T-27 has been reported to produce hallucinogenic effects in humans.[1] Its dose was reported by Daniel Trachsel to be 80 mg or more orally and no duration was listed.[1]

Interactions

Pharmacology

Pharmacodynamics

In addition to the serotonin 5-HT2A receptor, 2C-T-27 interacts with the serotonin 5-HT2C receptor.[4] It showed higher affinity for the serotonin 5-HT2A receptor than any other 2C drug (Ki = 1.6 nM), but its activational potency and efficacy were among the lowest (EC50 = 26 nM; Emax = 27%).[5][4]

The drug produces the head-twitch response (HTR), a behavioral proxy of psychedelic effects, in rodents.[5] However, the HTR induced by 2C-T-27 is relatively weak.[1]

Chemistry

Analogues

Analogues of 2C-T-27 include 2C-T-6 and 2C-T-33, among others.[1][2]

History

2C-T-27 was first synthesized and described by Daniel Trachsel in 2003.[2][3]

Society and culture

Canada

2C-T-27 is a controlled substance in Canada under phenethylamine blanket-ban language.[6]

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science. Solothurn: Nachtschatten-Verlag. 2013. pp. 789–795. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. Retrieved 29 January 2025. 
  2. ↑ 2.0 2.1 2.2 "Synthese von neuen (Phenylalkyl)aminen zur Untersuchung von Struktur–Aktivitätsbeziehungen. Mitteilung 2: 4-Thio-substituierte [2-(2,5-Dimethoxyphenyl)ethyl]amine (=2,5-Dimethoxybenzolethanamine)". Helvetica Chimica Acta 86 (7): 2610–2619. 2003. doi:10.1002/hlca.200390210. ISSN 0018-019X. 
  3. ↑ 3.0 3.1 "Shulgin's Sulfur Symphony". 3 April 2011. https://isomerdesign.com/countyourculture/2011/04/03/shulgins-sulfur-symphony-part-ii/. "2C-T-27 (2,5-dimethoxy-4-benzylthiophenethylamine ) Synthesized by Daniel Trachsel but has not been bioassayed to public knowledge. [...] Trachsel, D. Synthesis of novel (phenylalkyl)amines for the investigation of structure-activity relationships. Part 2. 4-Thio-substituted [2-(2,5-dimethoxyphenyl)ethyl]amines (=2,5-dimethoxybenzeneethanamines). Helv. Chim. Acta, 5 Aug 2003, 86 (7), 2610–2619." 
  4. ↑ 4.0 4.1 4.2 "Monoamine receptor interaction profiles of 4-thio-substituted phenethylamines (2C-T drugs)". Neuropharmacology 134 (Pt A): 141–148. May 2018. doi:10.1016/j.neuropharm.2017.07.012. PMID 28720478. https://bitnest.netfirms.com/external/10.1016/j.neuropharm.2017.07.012. 
  5. ↑ 5.0 5.1 "Use of the head-twitch response to investigate the structure-activity relationships of 4-thio-substituted 2,5-dimethoxyphenylalkylamines". Psychopharmacology (Berl) 240 (1): 115–126. January 2023. doi:10.1007/s00213-022-06279-2. PMID 36477925. PMC 9816194. https://core.ac.uk/download/pdf/543784099.pdf. 
  6. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 



Retrieved from "https://handwiki.org/wiki/index.php?title=Chemistry:2C-T-27&oldid=4244272"