2C-B

2C-B

Legal status
Legal status	CA: Schedule III DE: Anlage I (Controlled) UK: Class A US: Schedule I UN: Psychotropic Schedule II
Identifiers
IUPAC name 4-Bromo-2,5-dimethoxyphenylethanamine
CAS Number	66142-81-2
PubChem (CID)	98527
DrugBank	DB01537
ChemSpider	88978
UNII	V77772N32H
ChEBI	CHEBI:189669
ChEMBL	CHEMBL292821
ECHA InfoCard	100.164.088
Chemical and physical data
Formula	C10H14BrNO2
Molar mass	260.13 g·mol−1
3D model (Jmol)	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

2C-B or 2,5-dimethoxy-4-bromophenethylamine 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. 2C-B is sold as a white powder sometimes pressed in tablets or gel caps and is also referred to by a number of other names. The drug is usually taken orally, but can also be insufflated or vaporized.

2C-B was synthesized from 2,5-dimethoxybenzaldehyde by Alexander Shulgin in 1974. It first saw use among the psychiatric community as an aid during therapy. It was considered one of the best drugs for this purpose because of its short duration, relative absence of side effects, and comparably mild nature. Shortly after becoming popular in the medical community, it became popular recreationally. 2C-B was first sold commercially as an aphrodisiac under the trade name "Erox", which was manufactured by the German pharmaceutical company Drittewelle. For several years, it was available as tablets in Dutch smart shops under the name "Nexus".

Internationally, 2C-B is a Schedule II drug under the Convention on Psychotropic Substances. In the Netherlands, 2C-B became a list I substance of the Opium Law despite no health incidents occurring. Following the ban, other phenethylamines were sold in place of 2C-B until the Netherlands became the first country in the world to ban 2C-I, 2C-T-2 and 2C-T-7 alongside 2C-B.

In the United States, a notice of proposed rulemaking published on December 20, 1994 in the Federal Register and after a review of relevant data, the Deputy Administrator of the Drug Enforcement Administration (DEA) proposed to place 4-bromo-2,5-DMPEA into Schedule I, making 2C-B illegal in the United States. This became permanent law on July 2, 1995.