BOx, also known as β-oxygenated- and ring-substituted phenethylamines, are a group of psychedelic and other psychoactive drugs of the phenethylamine family. 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.

Certain BOx drugs like BOB (β-methoxy-2C-B) have been found to act as serotonin 5-HT2A receptor agonists.

The BOx drugs were described in the scientific literature by Alexander Shulgin, Peyton Jacob III, and Darrell Lemaire in 1985. They were subsequently further described by Shulgin in his 1991 book PiHKAL (Phenethylamines I Have Known and Loved). 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. In addition, BOHB emerged as a novel designer drug.

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 Visuals, altered state, tingling, tinnitus BOHB (β-hydroxy-2C-B) 4-Bromo-2,5-dimethoxy-β-hydroxyphenethylamine ≥30 mg Unknown Novel designer drug, presumable psychedelichttps://isomerdesign.com/bitnest/external/EMCDDA/1-June-2020 "As of 16 June 2020, a total of 14 new psychoactive substances have been formally notified by the Member States so far this year. These comprise: • Arylalkylamines: 2 (BOH-PHP, BOH-2C-B)" [...] "14.BOH-2C-B (2-amino-1-(4-bromo-2,5-dimethoxyphenyl)ethanol) — arylalkylamine, customs seizure, Sweden, 9 April 2020 (also seized by Danish customs on 6 December 2019). Notified: 9 June 2020. EU-EWS-RCS-FN-2020-0014" BOD (β-methoxy-2C-D) 4-Methyl-2,5,β-trimethoxyphenethylamine 15–25 mg 8–16 hours Visuals, enhanced conversation, nausea, lethargy BOED (β-ethoxy-2C-D) 4-Methyl-2,5-dimethoxy-β-ethoxyphenethylamine 70–75 mg 10 hours Intoxication, no visuals, appetite loss, diuresis BOHD (β-hydroxy-2C-D) 4-Methyl-2,5-dimethoxy-β-hydroxyphenethylamine >50 mg Unknown Marked drop in blood pressure BOH (β-methoxy-MDPEA) 3,4-Methylenedioxy-β-methoxyphenethylamine 80–120 mg 6–8 hours Warmth, mydriasis, anorexia, nausea, cold feet BOHH (β-hydroxy-MDPEA) 3,4-Methylenedioxy-β-hydroxyphenethylamine >100 mg Unknown Few or no effects 3C-BOH (β-methoxy-MDA) 3,4-Methylenedioxy-β-methoxyamphetamine 40–70 mg 3–6 hours Stimulation, physical effects, body stiffness BOM (β-methoxymescaline) 3,4,5,β-Tetramethoxyphenethylamine >200 mg Unknown Few or no effects β-HOM (β-hydroxymescaline) 3,4,5-Trimethoxy-β-hydroxyphenethylamine Unknown Unknown Unknown DME (β-hydroxy-3,4-DMPEA) 3,4-Dimethoxy-β-hydroxyphenethylamine >115 mg Unknown Few or no effects Refs:

On the basis of the preceding findings, of the BOx drugs, BOB and BOD are the only drugs clearly known to produce psychedelic effects.

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.

See also Substituted methoxyphenethylamine Butaxamine (β-hydroxy-N-tert-butyl-2,5-DMA) Desglymidodrine (β-hydroxy-2C-H) Dimetofrine (β-hydroxy-N-methyl-4-O-desmethylmescaline) Methoxamine (β-hydroxy-2,5-DMA) Midodrine (β-hydroxy-N-(aminoethanonyl)-2C-H)

References

External links BOx (and related) - Isomer Design The Small & Handy BOX-Series Thread - Bluelight