91098-69-0

Basic information

• Product Name: 1-(4-nitrophenethyl)piperazine
• Synonyms: 1-(4-nitrophenethyl)piperazine
• CAS NO: 91098-69-0
• Molecular Weight: 235.286
• Mol File: 91098-69-0.mol

Chemical Properties

• CAS DataBase Reference: 1-(4-nitrophenethyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-nitrophenethyl)piperazine(91098-69-0)
• EPA Substance Registry System: 1-(4-nitrophenethyl)piperazine(91098-69-0)

Safety Data

• Hazardous Substances Data: 91098-69-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-(4-nitrophenethyl)piperazine is used as a building block for the synthesis of various biologically active molecules, contributing to the creation of new compounds with potential applications in different fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-(4-nitrophenethyl)piperazine is utilized for its potential pharmacological properties, including its exploration as a treatment for neurological disorders and its investigation as a potential antipsychotic or antidepressant agent.
Used in the Development of Therapeutic Agents:
1-(4-nitrophenethyl)piperazine is also investigated for its role in the development of new therapeutic agents for various medical conditions, showcasing its versatility and importance in the field of medicinal chemistry.

Upstream product

• 110-85-0 piperazine 
• 5339-26-4 (4-nitrophenyl)ethyl bromide 
• 130636-60-1 4-[2-(4-nitro-phenyl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 1372151-18-2 4-(2-{4-[2-(4-nitrophenyl)ethyl]piperazin-1-yl}ethyl)benzonitrile 
• 91098-81-6 1-<2-methyl-2-(N-propionyl-p-methoxyphenylamino)ethyl>-4-(p-benzamidophenethyl)piperazine 
• 91098-79-2 1-<2-methyl-2-(N-propionyl-p-methoxyphenylamino)ethyl>-4-(p-acetamidophenethyl)piperazine 
• 91098-73-6 1-<2-methyl-2-(N-propionyl-p-methoxyphenylamino)ethyl>-4-(p-nitrophenethyl)piperazine 
• 91098-77-0 1-<2-methyl-2-(N-propionyl-p-methoxyphenylamino)ethyl>-4-(p-bromophenethyl)piperazine 
• 91098-75-8 1-<2-methyl-2-(N-propionyl-p-methoxyphenylamino)ethyl>-4-(p-aminophenethyl)piperazine 
• 91098-72-5 1-<2-methyl-2-(p-methoxyphenylamino)ethyl>-4-(p-nitrophenethyl)piperazine 
• 91098-71-4 1-<2-(p-methoxyphenylamino)propionyl>-4-(p-nitrophenethyl)piperazine 
• 910378-68-6 N-[4-[2-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]ethyl]phenyl]methanesulfonamide 
• 910378-63-1 4-{2-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]ethyl}aniline 
• 910378-58-4 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine 
• 91098-70-3 2-Bromo-1-{4-[2-(4-nitro-phenyl)-ethyl]-piperazin-1-yl}-propan-1-one 

Relevant articles and documents

Flavonoid derivatives as selective ABCC1 modulators: Synthesis and functional characterization

A series of chromones, bearing substituted amino groups or N-substituted carboxamide moieties in position 2, was synthesized and characterized in cellular assays for modulation of the ABC transporters ABCC1 (MDCKII-MRP1 cells), ABCB1 (Kb-V1 cells) and ABCG2 (MCF-7/Topo cells). The most potent ABCC1 modulators identified among these flavonoid-type compounds were comparable to the reference compound reversan regarding potency, but superior in terms of selectivity concerning ABCB1 and ABCG2 (2-[4-(Benzo[c][1,2,5]oxadiazol-5-ylmethyl)piperazin-1-yl]-5,7-dimethoxy-4H-chromen-4-one (51): ABCC1, IC50 11.3-1/4M; inactive at ABCB1 and ABCG2). Compound 51 was as effective as reversan in reverting ABCC1-mediated resistance to cytostatics in MDCKII-MRP1 cells and proved to be stable in mouse plasma and cell culture medium. Modulators, such as compound 51, are of potential value as pharmacological tools for the investigation of the (patho)physiological role of ABCC1.

Synthesis and biological evaluation of benzopyran analogues bearing class III antiarrhythmic pharmacophores

We have synthesized a series of compounds combining the hydroxy-benzopyran ring of vitamin E with the methylsulfonylaminophenyl group of class III antiarrhythmic drugs, connected through tertiary amine moieties. Evaluation of the antiarrhythmic and antioxidant activity of the new compounds was carried out on isolated rat heart preparations using the non-recirculating Langendorff mode. The new analogues were present, at 10 μM concentration, during ischemia and reperfusion. Selected compounds were further studied by a conventional microelectrode method in order to get insight into their cellular mode of action. The most active compound, N-[4-[2-[[2-(3,4-dihydro-6-hydroxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5 -yl)ethyl] methylamine]ethyl]phenyl]methanesulfonamide (19a), reduces premature beats, prolongs QT and QRS intervals during ischemia and reperfusion, and reduces MDA content, leading to a fast recovery of the heart. In addition, it exhibits moderate class III antiarrhythmic action.

Synthesis and class III type antiarrhythmic activity of 4-Aroyl (and Aryl)-1-aralkylpiperazines

The synthesis and in vitro Class III antiarrhythmic activity of several 4-aroyl (and aryl)-1-aralkylpiperazine and piperidine derivatives are described. Among several potent compounds identified in the series, RWJ-28810 (3), with its EC20 of 3 nM, ranks as one of the most potent (in vitro) compounds reported. (C) 2000 Elsevier Science Ltd.