116496-76-5

Basic information

• Product Name: 4-ACETAMIDO-3-ETHOXYNITROBENZENE
• Synonyms: 4-ACETAMIDO-3-ETHOXYNITROBENZENE;N-(2-ETHOXY-4-NITROPHENYL)ACETAMIDE;2-Ethoxy-4-nitroacetanilide;Acetamide, N-(2-ethoxy-4-nitrophenyl)-
• CAS NO: 116496-76-5
• Molecular Formula: C₁₀H₁₂N₂O₄
• Molecular Weight: 224.21
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Anilines, Amides & Amines;Anisoles, Alkyloxy Compounds & Phenylacetates;Nitro Compounds
• Mol File: 116496-76-5.mol
• Article Data: 7

Chemical Properties

• Melting Point: 164-165 °C
• Boiling Point: 416.2 °C at 760 mmHg
• Flash Point: 205.5 °C
• Appearance: /
• Density: 1.282 g/cm³
• Vapor Pressure: 3.9E-07mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: 2-8°C
• PKA: 13.32±0.70(Predicted)
• CAS DataBase Reference: 4-ACETAMIDO-3-ETHOXYNITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ACETAMIDO-3-ETHOXYNITROBENZENE(116496-76-5)
• EPA Substance Registry System: 4-ACETAMIDO-3-ETHOXYNITROBENZENE(116496-76-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 116496-76-5(Hazardous Substances Data)

Usage

General Description

4-ACETAMIDO-3-ETHOXYNITROBENZENE is a chemical compound that contains a nitro group, an acetamide group, and an ethoxy group attached to a benzene ring. It is often used in organic synthesis and research as a precursor for the production of other compounds. The nitro group makes it a potential precursor for the synthesis of various organic compounds, while the acetamide and ethoxy groups provide additional functionality for potential applications in pharmaceuticals, agrochemicals, and materials science. 4-ACETAMIDO-3-ETHOXYNITROBENZENE is a versatile chemical that has potential uses in a wide range of fields.

InChI:InChI=1/C10H12N2O4/c1-3-16-10-6-8(12(14)15)4-5-9(10)11-7(2)13/h4-6H,3H2,1-2H3,(H,11,13)

Upstream product

• 581-08-8 2'-ethoxyacetanilide 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 108-24-7 acetic anhydride 
• 94-70-2 ortho-phenitidine 
• 121-88-0 5-Nitro-2-aminophenol 
• 74-96-4 ethyl bromide 
• 25351-89-7 N-(2-hydroxy-4-nitrophenyl)acetamide 

Downstream Products

• 361162-95-0 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile 
• 915941-95-6 N-(4-[3-chloro-4-(pyridin-2-ylmethoxy)phenylamino]-3-cyano-7-ethoxyquinoline-6-yl)acetamide 
• 1233953-82-6 3-chloro-N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide 
• 848139-78-6 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile 
• 1360430-68-7 N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-morpholinopropanamide 
• 1233953-83-7 N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-piperidin-1-ylpropanamide 
• 1233953-81-5 N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-(dimethylamino)propanamide 
• 1360430-67-6 N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide 
• 1360430-66-5 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-morpholinopropanamide 
• 1360430-65-4 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-piperidin-1-ylpropanamide 
• 1360430-72-3 3-chloro-N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide 
• 1360430-64-3 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)-3-(dimethylamino)propanamide 
• 1360430-63-2 N-(4-(3-chloro-4-fluoroanilino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide 
• 848655-77-6 N-(4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl)acetamide 

Relevant articles and documents

Design, synthesis and biological study of potent and covalent HER-2 tyrosine kinase inhibitors with low cytotoxicity in vitro

The discovery and development of a novel HER-2 tyrosine kinase inhibitor for the treatment of HER2-positive breast cancer are presented in this article. EGFR family has been recognized as a crucial meditator in the cancer progression; HER-2 tyrosine kinase was one of the members among them. In the effort to explore potent HER-2 inhibitors, a novel series of 4-anilino-3-cyanoquinoline derivatives have been designed, synthesized and evaluated. Most compounds possessed modest proliferation inhibition on SK-BR-3 cell line and HER-2 kinase. Compound 16 appeared to be the most potent compound (HER-2 kinase IC50: 19.4?nM, SK-BR-3 IC50: 94?nM). In the experiment of cellular cytotoxicity assay, compound 16 shows a much lower cytotoxicity than neratinib on Beas-2b cell line (Human bronchial epithelial cells). In conclusion, compound 16 would be a promising lead compound for further anti-breast cancer drug discovery.

Synthesis of n-(3-cyano-7-ethoxy-1,4-dihydro-4-oxoquinolin-6-yl)acetamide

New route for the preparation of N-(3-cyano-7-ethoxy-1,4-dihydro-4- oxoquinolin-6-yl)acetamide (1), a key intermediate for the synthesis of selective EGFR kinase inhibitors, was described.

Process for the synthesis of 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile

The present invention provides a process for the preparation of 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile comprising the steps and products disclosed within this application.