βOH-2C-B

Skeletal formula of βOH-2C-B
Clinical data
Routes of administration	Oral
Legal status
Legal status	DE: NpSG (Industrial and scientific use only) UK: UnderPsychoactive Substances Act Illegal in Netherlands
Identifiers
IUPAC name 2-Amino-1-(4-bromo-2,5-dimethoxyphenyl)ethan-1-ol
CAS Number	677277-62-2
PubChemCID	11370394
ChemSpider	9545311
UNII	W6KJ195I24
ChEMBL	ChEMBL191050
CompTox Dashboard(EPA)	DTXSID101342414
Chemical and physical data
Formula	C10H14BrNO3
Molar mass	276.127 g/mol (freebase) 310.572 g/mol (HCl salt) g·mol−1
3D model (JSmol)	Interactive image
SMILES NCC(c1cc(OC)c(cc1OC)Br)O
InChI 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

βOH-2C-B (also known asbeta-hydroxy-4-bromo-2,5-dimethoxyphenylamine orbeta-hydroxy 2C-B), is apsychedelicphenethylamine of the2C family. It is the beta (β)hydroxy structural analogue of2C-B and is considered anovel psychoactive substance.

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.

βOH-2C-B is asubstituted phenethylamine. It featuresmethoxy 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.

Very little is known about the pharmacology and toxicity of βOH-2C-B. ItsLD₅₀ 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?]}

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]

• 2C-B
• βk-2C-B
• β-Methyl-2C-B
• BOHD (psychedelic)
• Psychedelic
• Substituted phenethylamines

• Bromobenzene derivatives
• Designer drugs
• Psychedelic phenethylamines
• Serotonin receptor agonists
• Methoxy compounds
• Ethanolamines

• CS1 German-language sources (de)
• CS1 Dutch-language sources (nl)
• Articles with short description
• Short description matches Wikidata
• Short description is different from Wikidata
• Drugs with non-standard legal status
• Chem-molar-mass both hardcoded and calculated
• Infobox-drug molecular-weight unexpected-character
• Infobox drug articles with non-default infobox title
• Chemical pages without DrugBank identifier
• Articles without KEGG source
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• Articles containing unverified chemical infoboxes
• All articles lacking reliable references
• Articles lacking reliable references from March 2024