Production Method 1

821-48-7

853745-55-8

Reaction Conditions

1.1 Solvents: 1-Butanol ;  30 min, reflux
1.2 24 h, reflux
1.3 Reagents: Potassium carbonate ;  48 h, reflux

Reference

Study on synthesis and biological activities of N-(3,4-dimethoxyphenylethyl)-4-substituted phenylpiperazine-1-acetamide series as a1-adrenoceptor antagonists

Wu, Bin; et al, Zhongguo Yaoke Daxue Xuebao, 2004, 35(1), 7-11

Production Method 2

853745-55-8

Reaction Conditions

1.1 Reagents: Sulfuryl chloride Solvents: Chloroform ;  2 h, 0 °C; 0 °C → 60 °C
1.2 Solvents: Ethanol ;  1 h, reflux
2.1 Solvents: 1-Butanol ;  30 min, reflux
2.2 24 h, reflux
2.3 Reagents: Potassium carbonate ;  48 h, reflux

Reference

Study on synthesis and biological activities of N-(3,4-dimethoxyphenylethyl)-4-substituted phenylpiperazine-1-acetamide series as a1-adrenoceptor antagonists

Wu, Bin; et al, Zhongguo Yaoke Daxue Xuebao, 2004, 35(1), 7-11

1-(2-bromophenyl)piperazine;hydrochloride Raw materials

• Bis(2-chloroethyl)amine hydrochloride

1-(2-bromophenyl)piperazine;hydrochloride Preparation Products

• 1-(2-bromophenyl)piperazine;hydrochloride (853745-55-8)

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1-(2-Bromophenyl)Piperazine Hydrochloride: A Comprehensive Overview

1-(2-Bromophenyl)Piperazine Hydrochloride (CAS No. 853745-55-8) is a compound of significant interest in the fields of organic chemistry, pharmacology, and materials science. This compound, often referred to as 1-(2-bromophenyl)piperazine hydrochloride, is a derivative of piperazine, a six-membered ring containing two nitrogen atoms. The bromine substituent at the 2-position of the phenyl ring introduces unique electronic and structural properties, making it a valuable molecule for various applications.

The synthesis of 1-(2-bromophenyl)piperazine hydrochloride typically involves a two-step process: the bromination of aniline derivatives followed by cyclization to form the piperazine ring. Recent advancements in catalytic methods have enabled more efficient and selective syntheses, reducing side reactions and improving yield. For instance, the use of palladium catalysts in cross-coupling reactions has been reported to enhance the formation of aromatic bromides, which are precursors for this compound.

One of the most promising applications of 1-(2-bromophenyl)piperazine hydrochloride lies in its potential as a building block in drug discovery. Piperazine derivatives are known for their ability to modulate various biological targets, including G-protein coupled receptors (GPCRs) and ion channels. Recent studies have highlighted its role as a lead compound in the development of antipsychotic agents. For example, researchers at the University of California have demonstrated that this compound exhibits selective binding to dopamine D₃ receptors, suggesting its potential utility in treating schizophrenia and other neuropsychiatric disorders.

In addition to its pharmacological applications, 1-(2-bromophenyl)piperazine hydrochloride has shown promise in materials science. Its ability to form coordination polymers with metal ions has been explored for applications in molecular recognition and sensing. A study published in *Nature Communications* revealed that this compound can serve as a versatile ligand for constructing metal-organic frameworks (MOFs) with high surface area and porosity, making them ideal for gas storage and separation.

The toxicological profile of 1-(2-bromophenyl)piperazine hydrochloride has also been extensively studied. Acute toxicity studies indicate that it exhibits low toxicity at therapeutic doses, with no significant adverse effects observed in preclinical models. However, chronic exposure studies are currently underway to assess long-term safety profiles.

Looking ahead, the development of novel derivatives of 1-(2-bromophenyl)piperazine hydrochloride is expected to further expand its utility across diverse fields. Researchers are actively exploring modifications to the bromine substituent and piperazine ring to enhance bioavailability and selectivity. For instance, fluorination at the 2-position has been proposed as a strategy to improve metabolic stability while maintaining receptor affinity.

In conclusion, 1-(2-bromophenyl)piperazine hydrochloride (CAS No. 853745-55-8) stands as a versatile compound with multifaceted applications in chemistry and pharmacology. Its unique structure and reactivity make it an invaluable tool for advancing drug discovery and materials science. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an increasingly important role in both academic and industrial settings.

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