2C-B-BZP

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).

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
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC13H19BrN2O2
Molar mass315.211 g·mol−1
3D model (JSmol)
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)

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-HT2A receptor, while the phenylpiperazine homologue 2C-B-PP substitutes for DOM in DOM-trained rats with around 1/10th 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 . 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

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): 532–9. doi:10.1097/FTD.0b013e3181f33411. PMID 20814349. S2CID 8009246.
  3. Daniel Trachsel; David Lehmann & Christoph Enzensperger (2013). Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG. ISBN 978-3-03788-700-4.
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