5456-49-5

Basic information

• Product Name: 1-(3-amino-5-nitro-phenyl)ethanone
• Synonyms: 1-(3-amino-5-nitro-phenyl)ethanone;3'-Amino-5'-nitroacetophenone;5'-Amino-3'-nitroacetophenone;Nsc21476
• CAS NO: 5456-49-5
• Molecular Formula: C₈H₈N₂O₃
• Molecular Weight: 180.16
• Mol File: 5456-49-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 350.8°C at 760 mmHg
• Flash Point: 166°C
• Appearance: /
• Density: 1.333g/cm³
• Vapor Pressure: 4.29E-05mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: 1-(3-amino-5-nitro-phenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-amino-5-nitro-phenyl)ethanone(5456-49-5)
• EPA Substance Registry System: 1-(3-amino-5-nitro-phenyl)ethanone(5456-49-5)

Safety Data

• Hazardous Substances Data: 5456-49-5(Hazardous Substances Data)

Usage

Description

1-(3-amino-5-nitro-phenyl)ethanone, also known as 3-amino-5-nitroacetophenone, is a yellow crystalline solid with a molecular formula of C8H8N2O3. It is a chemical compound commonly used in organic synthesis and as an intermediate in the production of various pharmaceuticals and other organic compounds. 1-(3-amino-5-nitro-phenyl)ethanone is also known for its potential applications in the field of medicinal chemistry, where it can be used as a building block for the synthesis of novel drugs and pharmaceuticals. Additionally, 1-(3-amino-5-nitro-phenyl)ethanone has been studied for its various biological activities, including its potential as an antimicrobial and antifungal agent.

Uses

Used in Organic Synthesis:
1-(3-amino-5-nitro-phenyl)ethanone is used as a key intermediate in the synthesis of various organic compounds, contributing to the formation of complex molecules and facilitating chemical reactions.
Used in Pharmaceutical Production:
As an intermediate, 1-(3-amino-5-nitro-phenyl)ethanone is used in the production of various pharmaceuticals, playing a crucial role in the development of new drugs and medicines.
Used in Medicinal Chemistry:
1-(3-amino-5-nitro-phenyl)ethanone is utilized as a building block in medicinal chemistry for the synthesis of novel drugs and pharmaceuticals, potentially leading to the discovery of new therapeutic agents.
Used in Antimicrobial Applications:
1-(3-amino-5-nitro-phenyl)ethanone is studied for its potential as an antimicrobial agent, which could be used in the development of treatments for bacterial infections.
Used in Antifungal Applications:
1-(3-amino-5-nitro-phenyl)ethanone is also being investigated for its antifungal properties, indicating its potential use in combating fungal infections and related diseases.

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

Upstream product

• 14401-75-3 1-(3,5-dinitrophenyl)ethanone 
• 75-36-5 acetyl chloride 
• 99-09-2 3-nitro-aniline 
• 144-55-8 sodium hydrogencarbonate 
• 121-89-1 3-Nitroacetophenone 
• 127413-59-6 1-(3-bromo-5-nitrophenyl)ethanone 

Downstream Products

• 70284-07-0 1-(3-hydroxy-5-nitrophenyl)ethanone 

Relevant articles and documents

Fragment-based drug discovery of 2-thiazolidinones as BRD4 inhibitors: 2. Structure-based optimization

The signal transduction of acetylated histone can be processed through a recognition module, bromodomain. Several inhibitors targeting BRD4, one of the bromodomain members, are in clinical trials as anticancer drugs. Hereby, we report our efforts on discovery and optimization of a new series of 2-thiazolidinones as BRD4 inhibitors along our previous study. In this work, guided by crystal structure analysis, we reversed the sulfonamide group and identified a new binding mode. A structure-activity relationship study on this new series led to several potent BRD4 inhibitors with IC50 of about 0.05-0.1 μM in FP binding assay and GI50 of 0.1-0.3 μM in cell based assays. To complete the lead-like assessment of this series, we further checked its effects on BRD4 downstream protein c-Myc, investigated its selectivity among five different bromodomain proteins, as well as the metabolic stability test, and reinforced the utility of 2-thiazolidinone scaffold as BET bromodomain inhibitors in novel anticancer drug development.

Tricyclic compounds and drug compositions containing the same

Compounds having a β-3 adrenaline receptor agonist and are useful as drugs for the treatment and prevention of diabetes, obesity, hyperlipemia, etc., represented by a general formula (I) and salts thereof, and a process for producing these, and their intermediates, wherein R represents hydrogen or methyl; R1 represents hydrogen, halogen, hydroxy, benzyloxy, amino, or hydroxymethyl; R2 represents hydrogen, hydroxymethyl, NHR3, SO2 NR4 R4', or nitro; R6 represents hydrogen or lower alkyl; and X represents nitrogen, R9 represents hydrogen, one of R7 and R8 represent hydrogen, and the other thereof represents hydrogen, amino, acetylamino, or hydroxy.