2-OH-2C-B

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2-OH-2C-B (also known as 2-O-desmethyl-2C-B, 2-DM-2C-B; or B-2-HMPEA; and by the names 2-Hydroxy-2C-B or 4-bromo-2-hydroxy-5-methoxyphenethylamine) is a chemical related to the psychedelic 2C-B. It is the 2-O-demethylated analogue of 2C-B and belongs to the phenethylamine family as a serotonin receptor modulator.

Pharmacology
2-OH-2C-B is a potent agonist of the serotonin 5-HT2A receptor. In binding and functional tests, it shows a Ki of about 0.92 nM, an EC50 around 4.3 nM, and can achieve roughly 93% of a maximal response. For comparison, 2C-B has a Ki of about 0.64 nM, an EC50 around 3.3 nM, and an Emax of about 76%.

Metabolism and properties
2-OH-2C-B is a known metabolite of 2C-B in both rodents and humans. Its predicted logP is about 1.5, which is somewhat lower than 2C-B’s predicted logP of about 2.1, indicating it is less lipophilic.

History
The compound was first described in scientific literature in 2003, with its pharmacology detailed in 2013.

Synonyms
2-Hydroxy-2C-B; 2-O-Desmethyl-2C-B; 2-DM-2C-B; 4-Bromo-2-hydroxy-5-methoxyphenethylamine; B-2-HMPEA.