1-(4-Bromophenyl)piperazine Chemical Properties

Melting point:

91-95 °C

Boiling point:

353.3±27.0 °C(Predicted)

Density 

1.386±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

8.88±0.10(Predicted)

InChI

InChI=1S/C10H13BrN2/c11-9-1-3-10(4-2-9)13-7-5-12-6-8-13/h1-4,12H,5-8H2

InChIKey

PJHPFAFEJNBIDC-UHFFFAOYSA-N

SMILES

N1(C2=CC=C(Br)C=C2)CCNCC1

CAS DataBase Reference

66698-28-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

20/21/22

WGK Germany 

1

Hazard Note 

Irritant

1-(4-Bromophenyl)piperazine Usage And Synthesis

Description

1-(4-Bromophenyl)piperazine (street names: 4-bromo-piperein, 4-BP, brein) is structurally related to 1-(4-fluorophenyl)piperazine and to 1-(4-chlorophenyl)piperazine. The only difference is the halogen substituent type attached to the phenyl ring's para-position. In the case of NPSs from the methcathinone group, which are also neurotransmitter releasers, structure–activity studies demonstrated that the replacement of a fluorine or chlorine atom with a bromine atom resulted in a compound with more potency for the release of both dopamine and serotonin. The lowest dopamine selectivity, an additional consequence of these halogen replacements, results in lower abuse potential in favor of empathogenic properties[1].

References

[1] Magdalena Pop?awska. “Identification and structural characterization of three psychoactive substances, phenylpiperazines (pBPP and 3,4-CFPP) and a cocaine analogue (troparil), in collected samples.” Forensic Toxicology 40 1 (2022): 132–143.

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