25B-NBOH

25B-NBOH (2C-B-NBOH, NBOH-2C-B) is a derivative of the phenethylamine derived hallucinogen 2C-B which has been sold as a designer drug. It acts as a potent serotonin receptor agonist with similar affinity to the better-known compound 25B-NBOMe at 5-HT_2A and 5-HT_2C receptors with pK_is^{[clarification needed]} values of 8.3 and 9.4, respectively.^{[2][3][4][5][6][7]}

25B-NBOH

Legal status
Legal status	BR: Class F2 (Prohibited psychotropics)[1] DE: NpSG (Industrial and scientific use only) UK: Class A
Identifiers
IUPAC name 2-({[2-(4-bromo-2,5-dimethoxyphenyl)ethyl]amino}methyl)phenol
CAS Number	1335331-46-8 Y
PubChem CID	125181394
ChemSpider	58191433
UNII	KHR1SJ9L0Y
CompTox Dashboard (EPA)	DTXSID401017175
Chemical and physical data
Formula	C17H20BrNO3
Molar mass	366.255 g·mol−1
3D model (JSmol)	Interactive image
SMILES BrC2=CC(=C(CCNCC1=C(C=CC=C1)O)C=C2OC)OC
InChI InChI=1S/C17H20BrNO3/c1-21-16-10-14(18)17(22-2)9-12(16)7-8-19-11-13-5-3-4-6-15(13)20/h3-6,9-10,19-20H,7-8,11H2,1-2H3 Key:RSUNJYKZRKIBNB-UHFFFAOYSA-N

Legal status

Sweden

The Riksdag added 25B-NBOH to Narcotic Drugs Punishments Act under Swedish Schedule I ("substances, plant materials and fungi which normally do not have medical use") as of January 26, 2016, published by Medical Products Agency (MPA) in regulation HSLF-FS 2015:35 listed as 25B-NBOH, and 2-([2-(4-bromo-2,5-dimetoxifenyl)etylamino]metyl)fenol.^[8]

United Kingdom

This substance is a Class A drug in the United Kingdom as a result of the N-benzylphenethylamine catch-all clause in the Misuse of Drugs Act 1971.^[9]