2C-B-BZP

2C-B-BZP

Legal status
Legal status	DE: NpSG (Industrial and scientific use only)
Identifiers
IUPAC name 1-[(4-Bromo-2,5-dimethoxyphenyl)methyl]piperazine
CAS Number	1094424-37-9  N
ChemSpider	26234933  Y
UNII	R0E29C6K2K
CompTox Dashboard (EPA)	DTXSID00148936
Chemical and physical data
Formula	C13H19BrN2O2
Molar mass	315.211 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1(=CC(=C(C=C1CN2CCNCC2)OC)Br)OC
InChI InChI=1S/C13H19BrN2O2/c1-17-12-8-11(14)13(18-2)7-10(12)9-16-5-3-15-4-6-16/h7-8,15H,3-6,9H2,1-2H3 Y Key:OHXVYXBOJDDYJS-UHFFFAOYSA-N Y
NY  (what is this?)    (verify)

4-Bromo-2,5-dimethoxy-1-benzylpiperazine (2C-B-BZP) is a psychoactive drug and research chemical of the piperazine chemical class which has been sold as a "designer drug". ^{[1] [2]} It produces stimulant effects similar to those of benzylpiperazine (BZP).

Chemistry

2C-B-BZP contains a benzylpiperazine base as well as the ring-substitution pattern of the psychedelic phenethylamine 2C-B. 2C-B-BZP is not a phenethylamine itself and does not produce psychedelic effects, as the binding groups are in the wrong position to activate the 5-HT_2A receptor, while the phenylpiperazine homologue 2C-B-PP substitutes for DOM in DOM-trained rats with around one-tenth the potency of DOM, but does not substitute for TFMPP. ^{[3] : 867–868}

Effects

2C-B-BZP produces stimulant effects which last 3–6 hours. It is also said by several sources to increase the effects of other compounds when combined ^{[ citation needed ]}. Side effects include headaches and nausea, similar to those of other recreationally-used piperazine derivatives.

Legality

2C-B-BZP is unscheduled and uncontrolled in the United States, but possession and sale of 2C-B-BZP could possibly be prosecuted under the Federal Analog Act because of its structural similarities to benzylpiperazine. 2C-B-BZP is illegal to possess, use or sell in Japan where it used to be sold in local smartshops.

See also

• Substituted piperazine
• 2C-B-morpholine

References

1. Westphal F, Junge T, Girreser U, Stobbe S, Pérez SB (May 2009). "Structure elucidation of a new designer benzylpiperazine: 4-bromo-2,5-dimethoxybenzylpiperazine". Forensic Science International. 187 (1–3): 87–96. doi:10.1016/j.forsciint.2009.03.003. PMID   19345524.
2. Peters FT, Martinez-Ramirez JA (October 2010). "Analytical toxicology of emerging drugs of abuse". Therapeutic Drug Monitoring. 32 (5): 532–539. doi:10.1097/FTD.0b013e3181f33411. PMID   20814349. S2CID   8009246.
3. Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG. ISBN   978-3-03788-700-4.