Chemistry:2C-T-9

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2C-T-9, also known as 4-tert-butylthio-2,5-dimethoxyphenethylamine, is a psychedelic drug of the phenethylamine and 2C families.[1][2][3] It is taken orally.[1][2]

Use and effects

According to Alexander Shulgin in his book PiHKAL (Phenethylamines I Have Known and Loved), the dose range of 2C-T-9 is 60 to 100 mg and its duration is 12 to 18 hours.[1][2][4] Its effects included impairment such that one would not feel comfortable to drive, more effects "to the body than to the head", "body energy", sleeping difficulties, and hangover.[1] The drug did not produce psychedelic visuals.[1] One of the reports of 2C-T-9 was rated as a '+++' on the Shulgin Rating Scale.[1]

Interactions

Pharmacology

Pharmacodynamics

2C-T-9 has been found to act as a serotonin 5-HT2A receptor agonist with modest potency (EC50 = 150 nM).[5] The drug failed to produce the head-twitch response, a behavioral proxy of psychedelic effects, in rodents at the assessed dose of 3 mg/kg, which was said to parallel its known low potency in humans.[5]

History

2C-T-9 was first described in the scientific literature by Alexander Shulgin and colleagues in 1991.[3][1] This included in a journal article[3] and in his book PiHKAL (Phenethylamines I Have Known and Loved).[1]

Society and culture

Canada

2C-T-9 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 1.5 1.6 1.7 Shulgin, Alexander; Shulgin, Ann (September 1991). PiHKAL: A Chemical Love Story. Berkeley, California: Transform Press. ISBN 0-9630096-0-5. OCLC 25627628. http://www.erowid.org/library/books_online/pihkal/pihkal.shtml. 
  2. ↑ 2.0 2.1 2.2 "Basic Pharmacology and Effects". Hallucinogens: A Forensic Drug Handbook. Forensic Drug Handbook Series. Elsevier Science. 2003. pp. 67–137. ISBN 978-0-12-433951-4. https://bibliography.maps.org/resources/download/12634. 
  3. ↑ 3.0 3.1 3.2 "Central nervous system (CNS) activity of two new psychoactive compounds". Journal of Psychoactive Drugs 23 (1): 95–96. January 1991. doi:10.1080/02791072.1991.10472583. PMID 1941371. 
  4. ↑ "Structure-Activity Relationships of the Classic Hallucinogens and Their Analogs". Hallucinogens: An Update. National Institute on Drug Abuse Research Monograph Series. 146. National Institute on Drug Abuse. 1994. pp. 74–91. https://bibliography.maps.org/resources/download/11534. 
  5. ↑ 5.0 5.1 "Synthesis and Structure-Activity Relationships of 2,5-Dimethoxy-4-Substituted Phenethylamines and the Discovery of CYB210010: A Potent, Orally Bioavailable and Long-Acting Serotonin 5-HT2 Receptor Agonist". J Med Chem 67 (8): 6144–6188. April 2024. doi:10.1021/acs.jmedchem.3c01961. PMID 38593423. "The 4-tert-butyl group was considered as a spot for potential hydroxylation by cytochrome P450s to discover analogs with short-lasting effects. However, 2C-t-Bu was a potent agonist at the 5-HT2A receptor (Ki = 9.9 nM, EC50 = 4.2 nM) and elicited a robust HTR (Supporting Information, Table S1), providing in vivo evidence that the tert-butyl group is not rapidly metabolized to an inactive compound in mice, despite predictions.". 
  6. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 



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