1432-42-4

Basic information

• Product Name: 4-AMINO-3-NITRO-ACETOPHENONE
• Synonyms: 4-AMINO-3-NITRO-ACETOPHENONE;Ethanone, 1-(4-aMino-3-nitrophenyl)-;1-(4-Amino-3-nitro-phenyl)-ethanone
• CAS NO: 1432-42-4
• Molecular Formula: C₈H₈N₂O₃
• Molecular Weight: 180.16
• Mol File: 1432-42-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 148-149 °C
• Boiling Point: 336.898°C at 760 mmHg
• Flash Point: 157.551°C
• Appearance: /
• Density: 1.334g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: 2-8°C
• PKA: -2.97±0.10(Predicted)
• CAS DataBase Reference: 4-AMINO-3-NITRO-ACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-3-NITRO-ACETOPHENONE(1432-42-4)
• EPA Substance Registry System: 4-AMINO-3-NITRO-ACETOPHENONE(1432-42-4)

Safety Data

• Hazardous Substances Data: 1432-42-4(Hazardous Substances Data)

Usage

Uses

1-(4-Amino-3-nitrophenyl)ethanone is a useful reagent for the synthesis of flurbiprofen, a nonsteroidal anti-inflammatory drug.

InChI:InChI=1/C8H8N2O3/c1-5(11)6-2-3-7(9)8(4-6)10(12)13/h2-4H,9H2,1H3

Upstream product

• 7418-44-2 1-(4-acetylamino-3-nitrophenyl)ethanone 
• 104503-83-5 4-acetyl-2-nitroazidobenzene 
• 7664-41-7 ammonia 
• 6277-38-9 1-(4-methoxy-3-nitrophenyl)ethanone 
• 88-74-4 2-nitro-aniline 
• 75-36-5 acetyl chloride 
• 400-93-1 3-nitro-4-fluoroacetophenone 
• 99-92-3 p-aminobenzophenone 
• 18640-58-9 3-nitro-4-bromoacetophenone 
• 2719-21-3 4-(N-acetylamino)acetophenone 

Downstream Products

• 35266-19-4 1-methoxycarbonyl-3-(4-acetyl-2-nitrophenyl)thiourea 
• 74902-59-3 4-amino-3-nitrophenacyl bromide 
• 42771-77-7 1-(2-nitro-1,1'-biphenyl-4-yl)ethan-1-one 
• 56341-02-7 4'-amino-2-tert.butylamino-3'-chloro-5'-nitro-acetophenone 
• 56341-04-9 4'-amino-3'-bromo-2-tert.butylamino-5'-nitro-acetophenone 
• 56341-01-6 1-(4'-amino-3'-chloro-5'-nitro-phenyl)-2-tert-butylamino-ethanol 
• 56341-03-8 1-(4'-amino-3'-bromo-5'-nitro-phenyl)-2-tert-butylamino-ethanol 
• 777074-58-5 3-nitro-4-(5,5,8,8-tetramethyl-1,2,3,4-tetrahydronaphthalene-2-ylamino)acetophenone 
• 67469-03-8 5-Acetyl-2-aminobenzimidazol 
• 1224878-09-4 5-acetyl-2-(2,4-dimethoxyphenyl)-1H-benzimidazole 
• 1224878-10-7 5-acetyl-2-(2,3,4-trimethoxyphenyl)-1H-benzimidazole 
• 1383484-94-3 1-(2-(2,4-dimethoxyphenyl)-1H-benzimidazol-5-yl)ethanol 
• 1383484-95-4 1-(2-(2,3,4-trimethoxyphenyl)-1H-benzimidazol-5-yl)ethanol 
• 1383484-96-5 1-(2-phenyl-1H-benzimidazol-5-yl)ethanone oxime 

Relevant articles and documents

1-Aryl-3-(4-methoxybenzyl)ureas as potentially irreversible glycogen synthase kinase 3 inhibitors: Synthesis and biological evaluation

Glycogen synthase kinase 3 (GSK-3)has become known for its multifactorial involvement in the pathogenesis of Alzheimer's disease. In this study, a benzothiazole- and benzimidazole set of 1-aryl-3-(4-methoxybenzyl)ureas were synthesised as proposed Cys199-targeted covalent inhibitors of GSK-3β, through the incorporation of an electrophilic warhead onto their ring scaffolds. The nitrile-substituted benzimidazolylurea 2b (IC50 = 0.086 ± 0.023 μM)and halomethylketone-substituted benzimidazolylurea 9b (IC50 = 0.13 ± 0.060 μM)displayed high GSK-3β inhibitory activity, in comparison to reference inhibitor AR-A014418 (1, IC50 = 0.072 ± 0.043)in our assay. The results suggest further investigation of 2b and 9b as potential covalent inhibitors of GSK-3β, since a targeted interaction might provide improved kinase-selectivity.

A Ratiometric Acoustogenic Probe for in Vivo Imaging of Endogenous Nitric Oxide

Photoacoustic (PA) imaging is an emerging imaging modality that utilizes optical excitation and acoustic detection to enable high resolution at centimeter depths. The development of activatable PA probes can expand the utility of this technology to allow for detection of specific stimuli within live-animal models. Herein, we report the design, development, and evaluation of a series of Acoustogenic Probe(s) for Nitric Oxide (APNO) for the ratiometric, analyte-specific detection of nitric oxide (NO) in vivo. The best probe in the series, APNO-5, rapidly responds to NO to form an N-nitroso product with a concomitant 91 nm hypsochromic shift. This property enables ratiometric PA imaging upon selective irradiation of APNO-5 and the corresponding product, tAPNO-5. Moreover, APNO-5 displays the requisite photophysical characteristics for in vivo PA imaging (e.g., high absorptivity, low quantum yield) as well as high biocompatibility, stability, and selectivity for NO over a variety of biologically relevant analytes. APNO-5 was successfully applied to the detection of endogenous NO in a murine lipopolysaccharide-induced inflammation model. Our studies show a 1.9-fold increase in PA signal at 680 nm and a 1.3-fold ratiometric turn-on relative to a saline control.

Design, synthesis and biological evaluation of new aryl thiosemicarbazone as antichagasic candidates

The present work reports on the synthesis, biological assaying and docking studies of a series of 12 aryl thiosemicarbazones, which were planned to act over two main enzymes, cruzain and trypanothione reductase. These enzymes are used as targets of trypanocidal activity in Chagas disease control with a minimal mutagenic profile. Three p-nitroaromatic thiosemicarbazones showed high activity against Trypanosoma cruzi in in vitro assays (IC50 57 μM), and no mutagenic profile was observed in micronucleous tests. Although the in vitro inhibition test showed that 10-μM doses of eight compounds inhibited cruzain activity, no correlation was found between cruzain inhibition and trypanocidal activity.