2C-B

2C-B
Clinical data
Trade names	Erox; Nexus; Perfomax
Other names	4-Bromo-2,5-dimethoxyphenethylamine; 2,5-Dimethoxy-4-bromophenethylamine; 2-CB; 2C-DOB; Venus; Bromo; Bees; Erox; Synergy; Toonies
Routes of; administration	Oral, insufflation
Drug class	Serotonin receptor modulator; Serotonin 5-HT2A receptor agonist; Serotonergic psychedelic; Hallucinogen; Stimulant; Entactogen
ATC code	None;
Legal status
Legal status	AU: S9 (Prohibited substance); BR: Class F2 (Prohibited psychotropics); CA: Schedule III; DE: Anlage I (Authorized scientific use only); UK: Class A; US: Schedule I; UN: Psychotropic Schedule II;
Pharmacokinetic data
Bioavailability	Low
Protein binding	Unknown
Metabolism	Liver (MAO and CYP450)
Metabolites	BDMPE, BDMPAA, BDMBA, and others
Onset of action	Oral: 0.5–1.2 hours (range 0.3–1.5 hours)
Elimination half-life	1.2–2.5 hours
Duration of action	Oral: 3–5 hours (range 2–8 hours)
Excretion	Urine
Identifiers
	IUPAC name 2-(4-Bromo-2,5-dimethoxyphenyl)ethanamine;
CAS Number	66142-81-2;
PubChem CID	98527;
DrugBank	DB01537;
ChemSpider	88978;
UNII	V77772N32H;
KEGG	C22775;
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;

2C-B, also known as 4-bromo-2,5-dimethoxyphenethylamine or by names such as Nexus or Erox, is a psychedelic drug of the phenethylamine and 2C families. It is a synthetic analogue of mescaline. The drug is used as a recreational drug and is usually taken orally. 2C-B produces hallucinogenic, mild stimulant, and mild entactogenic-like effects. Its hallucinogenic effects at typical doses are milder than those of other psychedelics like LSD or psilocybin.

The drug acts as a potent partial agonist of the serotonin 5-HT₂ receptors, including of the serotonin 5-HT_2A receptor. It produces psychedelic-like effects in animals. Numerous analogues and derivatives of 2C-B are known, such as DOB, 2C-B-FLY, and 25B-NBOMe among others.

2C-B was developed by Alexander Shulgin in 1974 and was described by him in the scientific literature in 1975. It was legitimately marketed under the brand name Erox as an over-the-counter sexual enhancer in some European countries in the 1980s and early 1990s. The drug also emerged as a novel recreational designer drug and MDMA (ecstasy) substitute in the mid-1980s. Subsequently, it became a controlled substance in the United States in the mid-1990s. 2C-B was one of the first 2C psychedelics to be described. It is the most popular and well-known of the 2C psychedelics and is one of the most widely used designer drugs.