2-Chloromescaline
Pharmaceutical compound
From Wikipedia, the free encyclopedia
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.[1][2][3] 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.[1][2][3]
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| Other names | 2-CM; 2-Cl-M; 2-Chloro-3,4,5-trimethoxyphenethylamine |
| Drug class | Serotonin receptor modulator |
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| Identifiers | |
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| Chemical and physical data | |
| Formula | C11H16ClNO3 |
| Molar mass | 245.70 g·mol−1 |
| 3D model (JSmol) | |
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Pharmacology
Pharmacodynamics
The drug shows affinity for serotonin receptors, including the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors (Ki = 465 nM, 826 nM, and 726 nM, respectively).[1] Its affinities for these receptors were 6.4-fold, 5.5-fold, and 10.7-fold higher than those of mescaline, respectively.[1] The drug is not known to have been tested in animals or humans.[1][2]
History
2-Chloromescaline was first described in the scientific literature by J. H. Pardanani and colleagues in 1977.[3][2] 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.[1]
Society and culture
Legal status
Canada
2-Chloromescaline is not a controlled substance in Canada as of 2025.[4]
See also
- Scaline
- 2,6-Dichloromescaline
- 2-Bromomescaline
- 2-Iodomescaline
- 2-Methylmescaline
- TeMPEA (2-methoxymescaline)
- 6-Chloro-MDMA