2C-B-PP

Chemical compound

none

Identifiers

IUPAC name

1-(2,5-dimethoxy-4-bromophenyl)piperazine

CAS Number

100939-87-5^Y

PubChem CID

4738744

UNII

9AF4JQU2FM

ChEMBL

ChEMBL348140

Chemical and physical dataFormulaC₁₂H₁₇BrN₂O₂Molar mass301.184 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

COC1=CC(=C(C=C1N2CCNCC2)OC)Br

InChI

InChI=1S/C12H17BrN2O2/c1-16-11-8-10(12(17-2)7-9(11)13)15-5-3-14-4-6-15/h7-8,14H,3-6H2,1-2H3
Key:JLAQUWGWRNMYGA-UHFFFAOYSA-N

2,5-dimethoxy-4-bromophenylpiperazine (2C-B-PP) is a drug of the phenylpiperazine class. It acts as an agonist at serotonin receptors, and in studies on rats substituted for the psychedelic amphetamine derivative DOM with around 1/10 the potency but similar rates of stimulus-appropriate responding at the highest dose.^[1]^[2]^{: 867–868}

References

^ Lyon RA, Titeler M, McKenney JD, Magee PS, Glennon RA (May 1986). "Synthesis and evaluation of phenyl- and benzoylpiperazines as potential serotonergic agents". Journal of Medicinal Chemistry. 29 (5): 630–634. doi:10.1021/jm00155a008. PMID 3701781.
^ Trachsel D, Lehmann D, Enzensperger C (2013). Phenethylamine: Von der Struktur zur Funktion. Nachtschatten Verlag AG. ISBN 978-3-03788-700-4.