2,6-Dibromomescaline

vanc 6 2,6-Dibromomescaline.svg skin-invert-image Oral Serotonin receptor modulator; Serotonergic psychedelic; Hallucinogen None 172872016 138728794 2,6-DBM; 2,6-BM; DBM; DBR-M; DBr-M; Dibromomescaline; 2,6-Dibromo-3,4,5-trimethoxyphenethylamine 2-(2,6-dibromo-3,4,5-trimethoxyphenyl)ethanamine 11 15 2 1 3 COC1=C(C(=C(C(=C1OC)Br)CCN)Br)OC 1S/C11H15Br2NO3/c1-15-9-7(12)6(4-5-14)8(13)10(16-2)11(9)17-3/h4-5,14H2,1-3H3 SDKSMIRGLNJZJW-UHFFFAOYSA-N 2,6-Dibromomescaline (2,6-DBM or 2,6-BM), or dibromomescaline (DBM), also known as 2,6-dibromo-3,4,5-trimethoxyphenethylamine, is a psychedelic drug of the scaline family related to mescaline. Trachsel D, Lehmann D, Enzensperger C Phenethylamine: von der Struktur zur Funktion Solothurn 934–936, 944 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://archive.org/details/phenethylamine-von-der-struktur-zur-funktion-trachsel-lehmann-enzensperger-2013 21 August 2025 Parker M Studies of perceptiotropic phenethylamines: Determinants of affinity for the 5-HT2A receptor 1998 PhD. Thesis http://bitnest.ca/external.php?id=%251C%2B95%2522%250D%2519%2518%2505%250C%250Dtz%257D%2500%2501 Purdue University 2011-12-16 https://web.archive.org/web/20120425132418/http://bitnest.ca/external.php?id=%1C+95%22%0D%19%18%05%0C%0Dtz%7D%00%01 2012-04-25 dead 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 2,6-BM (Dibromomescaline) 1 May 1998 АИПСИН https://aipsin.com/newsubstance/112/ ru 25 November 2025 It is the 2,6-dibromo derivative of mescaline and the 6-bromo derivative of 2-bromomescaline. The drug was first described in the scientific literature by Arthur Heffter in 1901 and is said to have been on the recreational market since at least the 1990s. Use and effects 2,6-Dibromomescaline is described as having pronounced psychoactive effects but also toxicity, with this toxicity limiting its popularity and adoption as a recreational drug. It is said to have doses of up to 50mg orally. Interactions Psychedelic drug#Interactions Trip killer#Serotonergic psychedelic antidotes Pharmacology Pharmacodynamics 2,6-Dibromomescaline shows affinity for serotonin receptors, including the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors (Ki = 22nM, 149nM, and 221nM, respectively). These affinities were 135-fold, 31-fold, and 35-fold higher than those of mescaline, respectively. It was 3.4-fold more potent than mescaline in substituting for LSD in rodent drug discrimination tests. Chemistry Synthesis The chemical synthesis of 2,6-dibromomescaline has been described. Analogues Analogues of 2,6-dibromomescaline include 2,6-dichloromescaline, 2,6-dimethylmescaline, 2-bromomescaline, 2-chloromescaline, 2-iodomescaline, and 2-methylmescaline, among others. History 2,6-Dibromomescaline was first described in the scientific literature by Arthur Heffter in 1901. Heffter A 1901 Ueber Cacteenalkaloide. (IV. Mittheilung). On cactus alkaloids. (IV. Communication) Berichte der deutschen chemischen Gesellschaft Reports of the German Chemical Society de 34 3004–3015 https://bibliography.maps.org/bibliography/default/resource/13624 It was among the first synthetic psychedelic drugs to be described, although Heffter did not report its properties or effects in humans and those were not described until much later. Subsequently, the drug was studied and described in greater detail by Matthew Aaron Parker of the lab of David E. Nichols at Purdue University in 1998. 2,6-Dibromomescaline is said to have been on the recreational market since at least the 1990s. Society and culture Legal status Canada 2,6-Dibromomescaline 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 References External links Dibromomescaline - Isomer Design 2,6-Dibromomescaline Reports - Erowid Experience Vaults - Erowid The Small & Handy 2,6-Dibromomescaline (2,6-BM DBM) Thread - Bluelight Bioassay: 2,6-Dibromomescaline - Brominated blandness - r/researchchemicals - Reddit Dichloromescaline (also discusses dibromomescaline) - Toad - Rhodium Site Archive - Erowid Hallucinogens You Probably Haven't Heard of: Halogenated Mescaline Analogues - Nervewing - Blogger Category:Bromobenzene derivatives Category:Designer drugs Category:Scalines Category:Serotonin receptor modulators