883522-59-6

Basic information

• Product Name: 3-NITRO-4-(4-BENZYL-1-PIPERAZINO)BROMOBENZENE
• Synonyms: 3-NITRO-4-(4-BENZYL-1-PIPERAZINO)BROMOBENZENE;4-BROMO-2-NITRO-(4-BENZYL-1-PIPERAZINO)-BENZENE;1-benzyl-4-(4-bromo-2-nitrophenyl)piperazine
• CAS NO: 883522-59-6
• Molecular Formula: C₁₇H₁₈BrN₃O₂
• Molecular Weight: 376.25
• Mol File: 883522-59-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 483.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.452±0.06 g/cm3(Predicted)
• PKA: 7.17±0.10(Predicted)
• CAS DataBase Reference: 3-NITRO-4-(4-BENZYL-1-PIPERAZINO)BROMOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITRO-4-(4-BENZYL-1-PIPERAZINO)BROMOBENZENE(883522-59-6)
• EPA Substance Registry System: 3-NITRO-4-(4-BENZYL-1-PIPERAZINO)BROMOBENZENE(883522-59-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 883522-59-6(Hazardous Substances Data)

Usage

General Description

3-NITRO-4-(4-BENZYL-1-PIPERAZINO)BROMOBENZENE is a chemical compound belonging to the class of organic bromide compounds. It consists of a bromobenzene molecule with a nitro group at the 3-position and a piperazine group at the 4-position, which is further substituted with a benzyl group. 3-NITRO-4-(4-BENZYL-1-PIPERAZINO)BROMOBENZENE is commonly used as a building block in the synthesis of more complex organic molecules, and it may have potential applications in the pharmaceutical and chemical industries. Additionally, the presence of the nitro group suggests that it may have aromatic properties and may be used in the production of dyes or pigments. Its molecular structure and properties make it a compound of interest for further study and potential future applications.

Upstream product

• 2759-28-6 1-phenylmethylpiperazine 
• 3460-18-2 1,4-dibromo-2-nitrobenzene 

Downstream Products

• 1429200-08-7 N-(2-(4-benzylpiperazin-1-yl)-5-bromophenyl)-2-(phenylimino)-2H-chromene-3-carboxamide 
• 1429200-03-2 N-(2-(4-Benzylpiperazin-1-yl)-5-bromophenyl)-2-imino-2H-chromene-3-carboxamide 
• 1429199-99-4 N-(2-(4-benzylpiperazin-1-yl)-5-bromophenyl)-2-cyanoacetamide 
• 905575-45-3 naphthalene-1-carboxylic acid (4-{4-[5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-pentyl]-piperazin-1-yl}-biphenyl-3-yl)-amide 
• 905575-41-9 naphthalene-1-carboxylic acid [4-(4-benzyl-piperazin-1-yl)-biphenyl-3-yl]-amide 
• 905575-42-0 naphthalene-1-carboxylic acid (4-piperazin-1-yl-biphenyl-3-yl)-amide 
• 883908-09-6 2-oxo-2H-chromene-3-carboxylic acid [2-(4-benzyl-piperazin-1-yl)-5-bromo-phenyl]-amide 
• 883908-06-3 naphthalene-1-carboxylic acid [2-(4-benzyl-piperazin-1-yl)-5-bromo-phenyl]-amide 
• 474330-93-3 naphthalene-1-carboxylic acid (5-bromo-2-piperazin-1-yl-phenyl)-amide 
• 883908-27-8 1-benzyl-4-(2-amino-4-bromo-phenyl)-piperazine 

Relevant articles and documents

Phenylimino-2H-chromen-3-carboxamide derivatives as novel small molecule inhibitors of β-secretase (BACE1)

The inhibition of β secretase (BACE1) is potentially important approach to treatment of Alzheimer disease (AD). A novel series of 4-bromophenyl piperazine derivatives coupled to the phenylimino-2H-chromen-3-carboxamide scaffold were investigated as BACE1 inhibitors in this study. Docking study suggested that the phenyl-imino group of the scaffold establishes favorable π-π stacking interaction with side chain of Phe108 of flap pocket. Some of the docking proposed derivatives were synthesized and evaluated for BACE1 inhibitory activity using a FRET-based assay. High BACE1 inhibitory activities were observed from derivatives containing fused heteroaromtic groups attached through the aliphatic linkage to the N4-piperazine moiety, which may be attributed to the engagement of effective interactions with S1-S′1 sub-pocket residues. Of the most potent compounds, 9e displayed an IC 50 value for BACE1 of 98 nM. Some of these derivatives demonstrated good inhibitory activity on Aβ production in N2a-APPswe cells at 5 and 10 μM. These compounds might be considered as promising BACE1 inhibitory agents that could lower Aβ production in AD.

BACE-1 inhibitory activities of new substituted phenyl-piperazine coupled to various heterocycles: Chromene, coumarin and quinoline

The protease β-secretase plays a central role in the synthesis of pathogenic amyloid-β in Alzheimer's disease. Here, we report a new series of analogues based on the phenyl-piperazine scaffold coupled to various heterocyclic moieties, which demonstrate improved inhibitory activities on BACE-1 (FRET assay) compared to already known naphthyl counterparts. The obtained results suggest further structural modifications to access to more potent BACE-1 inhibitors.