βOH-2C-B (also known as beta-hydroxy-4-bromo-2,5-dimethoxyphenylamine or beta-hydroxy 2C-B), is a psychedelic phenethylamine of the 2C family. It is the beta (β) hydroxy structural analogue of 2C-B and is considered a novel psychoactive substance.

βOH-2C-B
Skeletal formula of βOH-2C-B
Skeletal formula of βOH-2C-B
Clinical data
Routes of
administration
Oral
Legal status
Legal status
Identifiers
  • 2-Amino-1-(4-bromo-2,5-dimethoxyphenyl)ethan-1-ol
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC10H14BrNO3
Molar mass276.127 g/mol (freebase)
310.572 g/mol (HCl salt) g·mol−1
3D model (JSmol)
  • NCC(c1cc(OC)c(cc1OC)Br)O
  • InChI=1S/C10H14BrNO3/c1-14-9-4-7(11)10(15-2)3-6(9)8(13)5-12/h3-4,8,13H,5,12H2,1-2H3
  • Key:PCSKDXWCLQXURQ-UHFFFAOYSA-N

History

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βOH-2C-B is a relatively obscure substance. It appears in a 2004 study on β-oxygenated 5-HT2A serotonin receptor agonists, although it is not mentioned by name.[1] It has occasionally been sold online as research chemical since it began to appear on the grey market in 2020.

Chemistry

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βOH-2C-B is a substituted phenethylamine. It features methoxy substituents at the 2- and 5-position of the ring, as well as a bromine at the 4-position. A hydroxy group is present at the beta (β) position from the functional amine group connected to the alpha (α) carbon, giving rise to its name.

Pharmacology and toxicity

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Very little is known about the pharmacology and toxicity of βOH-2C-B. Its LD50 and toxicity profile have yet to be established.

There are some anecdotal reports of users experiencing headaches or migraines as the drug wears off, which could indicate a toxicity of some kind.[2][unreliable source?]

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βOH-2C-B is a controlled substance in the following countries:

  • Germany: βOH-2C-B is controlled under the New Psychoactive Substances Act (NpSG) as of November 26, 2016. Possession is illegal but not penalized.[3]
  • Netherlands:: βOH-2C-B is not specifically scheduled in the NL but may be considered a ring-derived analogue of 2-phenethylamine which would make it illegal under updates made to the Dutch Opium Act in February 2024.[4]
  • United Kingdom: βOH-2C-B is illegal to produce, supply or import under the Psychoactive Substance Act as of May 26, 2016.[5]
  • United States: βOH-2C-B is unscheduled in the U.S., but may be considered an analogue of 2C-B under the Federal Analogue Act, and thus a Schedule I drug.[6]

See also

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References

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  1. ^ Glennon RA, Bondarev ML, Khorana N, Young R, May JA, Hellberg MR, et al. (November 2004). "Beta-oxygenated analogues of the 5-HT2A serotonin receptor agonist 1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane". Journal of Medicinal Chemistry. 47 (24): 6034–6041. doi:10.1021/jm040082s. PMID 15537358.
  2. ^ "BOH-2C-B (also βOH-2C-B; β-OH-2C-B; β-Hydroxy-2C-B) : Erowid Exp: Main Index". www.erowid.org. Retrieved 2024-02-19.
  3. ^ "NpSG Neue-psychoaktive-Stoffe-Gesetz" [New Psychoactive Substances Act (NpSG)]. Bundesrecht - tagaktuell konsolidiert - alle Fassungen seit 2006 [Federal law - consolidated daily - all versions since 2006] (in German). Retrieved 2024-02-19.
  4. ^ Ministerie van Binnenlandse Zaken en Koninkrijksrelaties (Ministry of the Interior and Kingdom Relations). "Opiumwet" [Opium Act]. wetten.overheid.nl (in Dutch). Retrieved 2024-02-19.
  5. ^ "Psychoactive Substances Act 2016". U.K. Home Office. 28 January 2016. Retrieved 8 September 2016.
  6. ^ "21 U.S. Code § 813 - Treatment of controlled substance analogues". LII / Legal Information Institute. Retrieved 2024-02-19.