2C-B

2C-B (4-Bromo-2,5-dimethoxyphenethylamine) is a psychedelic drug of the 2C family. It was first synthesized by Alexander Shulgin in 1974. In Shulgin's book PiHKAL, the dosage range is listed as 12–24 mg.[2] As a recreational drug, 2C-B is sold as a white powder sometimes pressed in tablets or gel caps.[3] It is also referred to by a number of street names.[4] The drug is usually taken orally, but can also be insufflated or vaporized. While being primarily a psychedelic it is also a mild entactogen.[2]

2C-B
Clinical data


Routes of administration	Oral, insufflation, vaporization, rectal
Legal status
Legal status	AU: S9 (Prohibited substance) CA: Schedule III DE: Anlage I (Authorized scientific use only) UK: Class A US: Schedule I UN: Psychotropic Schedule II
Pharmacokinetic data
Onset of action	20-40 min. (Oral)
Elimination half-life	2.48 ± 3.20 h[1]
Duration of action	4–12 hours depending on route of administration
Identifiers
IUPAC name 2-(4-Bromo-2,5-dimethoxyphenyl)ethanamine
CAS Number	66142-81-2
PubChem CID	98527
DrugBank	DB01537
ChemSpider	88978
UNII	V77772N32H
ChEBI	CHEBI:189669
ChEMBL	ChEMBL292821
CompTox Dashboard (EPA)	DTXSID10216332
ECHA InfoCard	100.164.088
Chemical and physical data
Formula	C₁₀H₁₄BrNO₂
Molar mass	260.131 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES COc1cc(CCN)c(OC)cc1Br
InChI InChI=1S/C10H14BrNO2/c1-13-9-6-8(11)10(14-2)5-7(9)3-4-12/h5-6H,3-4,12H2,1-2H3 Key:YMHOBZXQZVXHBM-UHFFFAOYSA-N

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