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2-Chloromescaline
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2-Chloromescaline structure.svg skin-invert-image 250px Serotonin receptor modulator None 2-CM; 2-Cl-M; 2-Chloro-3,4,5-trimethoxyphenethylamine 2-(2-chloro-3,4,5-trimethoxyphenyl)ethan-1-amine 11 16 1 1 3 NCCc1cc(OC)c(c(c1Cl)OC)OC 1S/C11H16ClNO3/c1-14-8-6-7(4-5-13)9(12)11(16-3)10(8)15-2/h6H,4-5,13H2,1-3H3 LNEOIKLZQLPCLZ-UHFFFAOYSA-N
2-Chloromescaline (2-CM or 2-Cl-M), also known as 2-chloro-3,4,5-trimethoxyphenethylamine, is a serotonin receptor modulator of the scaline family related to mescaline. Trachsel D, Lehmann D, Enzensperger C Phenethylamine: von der Struktur zur Funktion Solothurn 907 2013 Phenethylamines: From Structure to Function 1 Nachtschatten-Verlag Nachtschatten-Science 978-3-03788-700-4 858805226 https://books.google.com/books?id=-Us1kgEACAAJ de https://web.archive.org/web/20251113135159/https://books.google.com/books?id=-Us1kgEACAAJ 13 November 2025 25 November 2025 bot: unknown Shulgin A, Manning T, Daley P The Shulgin Index, Volume One: Psychedelic Phenethylamines and Related Compounds Berkeley 1 2011 Transform Press 978-0-9630096-3-0 (1) 2-CM is an artifact in the isolation of mescaline from Trichocereus peruvianus with a chlorinated solvent (Pardanani et al., 1977). Pardanani JH, McLaughlin JL, Kondrat RW, Cooks RG Cactus alkaloids. XXXVI. Mescaline and related compounds from Trichocereus peruvianus Lloydia 40 6 585–590 1977 600028 It has been encountered as an artifact in the isolation of mescaline from the Trichocereus peruvianus (San Pedro/Peruvian torch) cactus with a chlorinated solvent.
Pharmacology
Pharmacodynamics
The drug shows affinity for serotonin receptors, including the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors (Ki = 465nM, 826nM, and 726nM, respectively). Its affinities for these receptors were 6.4-fold, 5.5-fold, and 10.7-fold higher than those of mescaline, respectively. The drug is not known to have been tested in animals or humans.
History
2-Chloromescaline was first described in the scientific literature by J. H. Pardanani and colleagues in 1977. It was described in greater detail by Daniel Trachsel and colleagues in 2013, who cited personal communication with David E. Nichols as the source for its serotonin receptor affinities.
Society and culture
Legal status
Canada
2-Chloromescaline is not a controlled substance in Canada as of 2025.Controlled Drugs and Substances Act Department of Justice Canada https://laws-lois.justice.gc.ca/eng/acts/c-38.8/FullText.html 19 January 2026
See also
Scaline
2,6-Dichloromescaline
2-Bromomescaline
2-Iodomescaline
2-Methylmescaline
TeMPEA (2-methoxymescaline)
6-Chloro-MDMA
References
External links
2-Chloromescaline - Isomer Design
2-Chloro-mescaline - Trout's Notes
Dichloromescaline - Toad - Rhodium Site Archive - Erowid
Hallucinogens You Probably Haven't Heard of: Halogenated Mescaline Analogues - Nervewing - Blogger
Category:2-Chlorophenyl compounds
Category:Scalines
Category:Serotonin receptor modulators
Category:Aminoethyl compounds