Chemistry:2,6-Dichloromescaline

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2,6-Dichloromescaline (2,6-CM), or dichloromescaline (DCL-M, DCM), also known as 2,6-dichloro-3,4,5-trimethoxyphenethylamine, is a psychedelic drug of the scaline family related to mescaline.[1][2][3] It is the 2,6-dichloro derivative of mescaline and the 6-chloro derivative of 2-chloromescaline.[1][2]

Interactions

Pharmacology

Pharmacodynamics

The drug shows affinity for serotonin receptors, including the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors (Ki = 86 nM, 659 nM, and 801 nM, respectively).[1] These affinities were 35-fold, 7-fold, and 10-fold higher than those of mescaline, respectively.[1]

History

2,6-Dichloromescaline was first described in the scientific literature by 1977.[2][4] Its serotonin receptor affinities were determined by David E. Nichols and colleagues, with subsequent disclosure by Daniel Trachsel and colleagues via personal communication in 2013.[1] 2,6-Dichloromescaline has been encountered as a novel designer drug and is said to have been on the recreational market since at least the 1990s.[3] Relatedly, the properties and effects of 2,6-dichloromescaline in humans were described in The Entheogen Review in 1997, claiming a dose of approximately 10 mg orally to be robustly active.[5] However, a subsequent investigation concluded that this report was fabricated.[6]

Society and culture

Canada

2,6-Dichloromescaline is not a controlled substance in Canada as of 2025.[7]

See also

References

  1. ↑ 1.0 1.1 1.2 1.3 1.4 (in de) Phenethylamine: von der Struktur zur Funktion. Nachtschatten-Science (1st ed.). Solothurn: Nachtschatten-Verlag. 2013. pp. 935–936. ISBN 978-3-03788-700-4. OCLC 858805226. https://books.google.com/books?id=-Us1kgEACAAJ. 
  2. ↑ 2.0 2.1 2.2 The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds. 1. Berkeley: Transform Press. 2011. ISBN 978-0-9630096-3-0. "(1) 2-CM was an artifact in the isolation of mescaline from Trichocereus peruvianus; 2,6-CM is synthetic (Pardanani et al., 1977)." 
  3. ↑ 3.0 3.1 "2,6-CM (Dicloromescaline)" (in ru). 1 May 1998. https://aipsin.com/newsubstance/253/. 
  4. ↑ "Cactus alkaloids. XXXVI. Mescaline and related compounds from Trichocereus peruvianus". Lloydia 40 (6): 585–590. 1977. PMID 600028. 
  5. ↑ Inner Frontiersman (1997). "First Known Human Voyage on DCM -- 2,6-Dichloromescaline". The Entheogen Review 6 (1): 12–13. ISSN 1066-1913. https://archive.org/details/TheEntheogenReviewComplete19922008/page/n358/mode/2up. 
  6. ↑ The Inner Frontiersman and Toad. "Dichloromescaline". https://www.erowid.org/archive/rhodium/chemistry/dichloromescaline.html. 
  7. ↑ "Controlled Drugs and Substances Act". https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html. 



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