14173-37-6

Basic information

• Product Name: 2-amino-8-(4-nitrophenyl)-3,7-dihydro-6H-purin-6-one
• CAS NO: 14173-37-6
• Molecular Formula: C₁₁H₈N₆O₃
• Molecular Weight: 272.2196
• Mol File: 14173-37-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 670.2°C at 760 mmHg
• Flash Point: 359.1°C
• Density: 1.91g/cm³
• Vapor Pressure: 7.97E-18mmHg at 25°C
• Refractive Index: 1.899
• CAS DataBase Reference: 2-amino-8-(4-nitrophenyl)-3,7-dihydro-6H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-8-(4-nitrophenyl)-3,7-dihydro-6H-purin-6-one(14173-37-6)
• EPA Substance Registry System: 2-amino-8-(4-nitrophenyl)-3,7-dihydro-6H-purin-6-one(14173-37-6)

Safety Data

• Hazardous Substances Data: 14173-37-6(Hazardous Substances Data)

Usage

General Description

2-amino-8-(4-nitrophenyl)-3,7-dihydro-6H-purin-6-one, also known as 4-NPP, is a chemical compound with the molecular formula C15H12N6O3. It is a purine derivative that is commonly used in biochemical research and pharmaceutical development. 4-NPP has been studied for its potential as an anticancer agent and has been shown to inhibit the growth of various cancer cell lines. It also has potential applications in the treatment of neurological disorders, as it has been found to have neuroprotective effects. Additionally, 4-NPP has been investigated for its antimicrobial and anti-inflammatory properties, making it a versatile and interesting compound for further study.

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Relevant articles and documents

Reactions of Benzenediazonium Ions with Guanine and Its Derivatives

Guanine reacts with several benzenediazonium ions rapidly in aqueous solution at pH 10.5 to form 8-(arylazo)guanines in good yield.The reaction of guanine with 4-bromobenzenediazonium ion forms ε-guanine about 50-fold more rapidly than the reaction of adenine with this ion to yield 6-purine under these experimental conditions.Guanosine reacts much more slowly than guanine with the benzenediazonium ions in aqueous solution at pH 8.5 or 10.5 to give 8-arylguanosines.The structures of these products were established by their spectroscopic properties and by their quantitative conversion to 8-arylguanines. 5'-Guanylic acid also reacts quite slowly with the benzenediazonium ions in aqueous solution at pH 10.5.Only the compounds with strong electron-withdrawing groups yield N-2 triazenes at ambient temperature.No 8-aryl or 8-arylazo compounds are formed with 5'-guanylic acid at this temperature.However, 4-bromo- and 4-sulfobenzenediazonium ions react with 5'-guanylic acid at higher temperatures to yield the 8-aryl-5'-guanylic acids in low yield.The structures of these products were proven by hydrolysis to 8-arylguanines.The 8-arylguanosines and the 8-aryl-5'-guanylic acids are formed via free-radical phenylation reactions.The factors governing the reactivity of the adenines and the guanines are discussed.