BOx (psychedelics)
Class of chemical compounds
From Wikipedia, the free encyclopedia
BOx, also known as β-oxygenated- and ring-substituted phenethylamines, are a group of psychedelic and other psychoactive drugs of the phenethylamine family.[1][2] They have either a hydroxy group or methoxy group at the β position of the alkyl side chain as well as additional substitutions at the 2 through 5 positions of the phenyl ring.[1][2]

Certain BOx drugs like BOB (β-methoxy-2C-B) have been found to act as serotonin 5-HT2A receptor agonists.[3]
The BOx drugs were described in the scientific literature by Alexander Shulgin, Peyton Jacob III, and Darrell Lemaire in 1985.[4] They were subsequently further described by Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved).[1][2] Additional BOx drugs like BOH-2C-B (BOHB; β-hydroxy-2C-B) and 3C-BOH (β-methoxy-MDA; BOMDA) were later described by Daniel Trachsel in 2013.[5] In addition, BOHB emerged as a novel designer drug.[6]
Use and effects
| Compound | Chemical name | Dose | Duration | Effects |
|---|---|---|---|---|
| BOB (β-methoxy-2C-B) | 4-Bromo-2,5,β-trimethoxyphenethylamine | 10–20 mg | 10–20 hours | Altered consciousness, tinnitus, tingling, awareness[1][2] |
| BOHB (β-hydroxy-2C-B) | 4-Bromo-2,5-dimethoxy-β-hydroxyphenethylamine | ≥30 mg | Unknown | Novel designer drug, presumable psychedelic[3][6] |
| BOD (β-methoxy-2C-D) | 4-Methyl-2,5,β-trimethoxyphenethylamine | 15–25 mg | 8–16 hours | Visuals, enhanced conversation, nausea, lethargy[1][2] |
| BOED (β-ethoxy-2C-D) | 4-Methyl-2,5-dimethoxy-β-ethoxyphenethylamine | 70–75 mg | 10 hours | Intoxication, no visuals, appetite loss, diuresis[2] |
| BOHD (β-hydroxy-2C-D) | 4-Methyl-2,5-dimethoxy-β-hydroxyphenethylamine | >50 mg | Unknown | Marked drop in blood pressure[1][2] |
| BOH (β-methoxy-MDPEA) | 3,4-Methylenedioxy-β-methoxyphenethylamine | 80–120 mg | 6–8 hours | Warmth, mydriasis, anorexia, nausea, cold feet[1][2] |
| 3C-BOH (β-methoxy-MDA) | 3,4-Methylenedioxy-β-methoxyamphetamine | 40–70 mg | 3–6 hours | Stimulation, physical effects, body stiffness[5][7] |
| BOM (β-methoxymescaline) | 3,4,5,β-Tetramethoxyphenethylamine | >200 mg | Unknown | Few or no effects[1][2] |
| β-HOM (β-hydroxymescaline) | 3,4,5-Trimethoxy-β-hydroxyphenethylamine | Unknown | Unknown | Unknown[1] |
| DME (β-hydroxy-3,4-DMPEA) | 3,4-Dimethoxy-β-hydroxyphenethylamine | >115 mg | Unknown | Few or no effects[1][2] |
| Refs: [2][8][1][5] | ||||
On the basis of the preceding findings, of the BOx drugs, BOD is the only drug clearly known to produce psychedelic effects.[1][2]
Interactions
Related compounds
Other related compounds like βk-2C-B (β-keto-2C-B), β-methyl-2C-B (BMB), and β-methyl-DOM (Daphne, Elvira) have also been described.[5]