2,6-Dibromomescaline


2,6-Dibromomescaline, or dibromomescaline, also known as 2,6-dibromo-3,4,5-trimethoxyphenethylamine, is a psychedelic drug of the scaline family related to mescaline. 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.

Pharmacology

Pharmacodynamics

2,6-Dibromomescaline shows affinity for serotonin receptors, including the serotonin 5-HT1A, 5-HT2A, and 5-HT2C receptors. 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. 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.