2,6-Dichloromescaline

Last updated

2,6-Dichloromescaline
2,6-Dichloromescaline.svg
Clinical data
Other names2,6-CM; Dichloromescaline; DCL-M; DCl-M; 2,6-Dichloro-3,4,5-trimethoxyphenethylamine
Drug class Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen
ATC code
  • None
Identifiers
  • 2-(2,6-dichloro-3,4,5-trimethoxyphenyl)ethan-1-amine
Chemical and physical data
Formula C11H15Cl2NO3
Molar mass 280.15 g·mol−1
3D model (JSmol)
  • NCCc1c(Cl)c(OC)c(c(c1Cl)OC)OC
  • InChI=1S/C11H15Cl2NO3/c1-15-9-7(12)6(4-5-14)8(13)10(16-2)11(9)17-3/h4-5,14H2,1-3H3
  • Key:KXHHCBHONMZNGQ-UHFFFAOYSA-N

2,6-Dichloromescaline (2,6-CM), or dichloromescaline (DCL-M), 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]

Contents

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]

See also

References

  1. 1 2 3 4 5 Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: von der Struktur zur Funktion [Phenethylamines: From Structure to Function]. Nachtschatten-Science (in German) (1st ed.). Solothurn: Nachtschatten-Verlag. pp. 935–936. ISBN   978-3-03788-700-4. OCLC   858805226. Archived from the original on 21 August 2025.
  2. 1 2 3 Shulgin A, Manning T, Daley P (2011). The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds . Vol. 1. Berkeley: Transform Press. 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. 1 2 "2,6-CM (Dicloromescaline)". АИПСИН (in Russian). 1 May 1998. Retrieved 25 November 2025.
  4. ↑ Pardanani JH, McLaughlin JL, Kondrat RW, Cooks RG (1977). "Cactus alkaloids. XXXVI. Mescaline and related compounds from Trichocereus peruvianus". Lloydia. 40 (6): 585–590. PMID   600028.
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