1-(4-BROMOPHENYL)PIPERAZINE HYDROCHLORIDE Chemical Properties

Melting point:

>280°C (dec.)

storage temp. 

Inert atmosphere,Room Temperature

Water Solubility 

Soluble in water

solubility 

DMSO: 10 mg/ml; PBS (pH 7.2): 10 mg/ml

form 

powder to crystal

color 

White to Almost white

InChI

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

InChIKey

YDVSFRZKQMQPJD-UHFFFAOYSA-N

SMILES

C1(C=CC(Br)=CC=1)N1CCNCC1.Cl

CAS DataBase Reference

68104-62-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

Hazard Note 

Irritant

HS Code 

2933.59.8000

1-(4-BROMOPHENYL)PIPERAZINE HYDROCHLORIDE Usage And Synthesis

Description

1-(4-Bromophenyl)piperazine hydrochloride is an important organic synthetic intermediate, playing a crucial role, especially in medicinal chemistry. It is not typically used as a final product, but rather introduced as a structural unit (i.e., a "building block") into more complex molecules to construct drug molecules with specific biological activities. The "p-bromophenyl" and "piperazine ring" contained in its structure are common pharmacophores in many central nervous system drugs, such as antipsychotics and antidepressants.

Uses

1-(4-Bromophenyl)piperazine Hydrochloride is useful in the synthesis of large bifunctional heterocycles use in targeted degradation of rapidly accelerated fibrosarcoma polypeptides

Synthesis

P-Bromoaniline undergoes a biphilic nucleophilic substitution reaction with bis(2-chloroethyl)amine in the presence of a base (e.g., sodium carbonate) to directly generate 1-(4-bromophenyl)piperazine. Finally, 1-(4-bromophenyl)piperazine reacts with hydrochloric acid to synthesize 1-(4-bromophenyl)piperazine hydrochloride.

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