848655-78-7

Basic information

• Product Name: N-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE
• Synonyms: N-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE;Acetamide, N-(4-amino-2-ethoxyphenyl)-;N-(4-aMino-2-ethoxyphenyl)acetaMide (848655-78-7);N-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE\n\nN-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE
• CAS NO: 848655-78-7
• Molecular Formula: C₁₀H₁₄N₂O₂
• Molecular Weight: 194.23
• Mol File: 848655-78-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 296.526 °C at 760 mmHg
• Flash Point: 133.135 °C
• Appearance: /
• Density: 1.175 g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.594
• PKA: 14.16±0.70(Predicted)
• CAS DataBase Reference: N-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE(848655-78-7)
• EPA Substance Registry System: N-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE(848655-78-7)

Safety Data

• Hazardous Substances Data: 848655-78-7(Hazardous Substances Data)

Usage

General Description

N-(4-AMINO-2-ETHOXYPHENYL)ACETAMIDE, also known as phenacetin, is a white crystalline powder that has been used as a pain reliever and fever reducer. It was previously used in over-the-counter medications but has since been banned in many countries due to its potential to cause kidney damage and cancer. Phenacetin works by inhibiting the production of prostaglandins, which are chemicals in the body that cause pain and inflammation. Despite its effectiveness in pain relief, its potential health risks have led to its discontinuation in medical use.

InChI:InChI=1/C10H14N2O2/c1-3-14-10-6-8(11)4-5-9(10)12-7(2)13/h4-6H,3,11H2,1-2H3,(H,12,13)

Upstream product

• 25351-89-7 N-(2-hydroxy-4-nitrophenyl)acetamide 
• 121-88-0 5-Nitro-2-aminophenol 
• 116496-76-5 4-acetamido-3-ethoxynitrobenzene 

Downstream Products

• 848133-74-4 3-(4-acetamido-3-ethoxyaniline)-2-cyanopropenoic acid ethyl ester 
• 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 
• 1360430-67-6 N-(4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-3-cyano-7-ethoxyquinolin-6-yl)acrylamide 
• 848655-77-6 N-(4-(3-chloro-4-fluorophenylamino)-3-cyano-7-ethoxyquinolin-6-yl)acetamide 
• 1201080-09-2 N-(3-cyano-7-ethoxy-4-oxo-1,4-dihydroquinolin-6-yl)acetamide 
• 1025997-45-8 N-[4-(1-benzyl-2,3-dihydro-1H-indol-5-ylamino)-3-cyano-7-ethoxy-quinolin-6-yl]-acetamide 
• 848133-78-8 N-[4-(1-benzenesulfonyl-1H-indol-5-ylamino)-3-cyano-7-ethoxyquinolin-6-yl]acetamide 
• 1026926-78-2 N-{4-[3-chloro-4-(2-chloro-benzyloxy)-phenylamino]-3-cyano-7-ethoxy-quinolin-6-yl}-acetamide 
• 848133-86-8 6-amino-4-[3-chloro-4-(2-chloro-benzyloxy)-phenylamino]-7-ethoxy-quinoline-3-carbonitrile 

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.

Protein tyrosine kinase enzyme inhibitors

This invention provides compounds of formula 1, having the structure wherein R1, R2, R3, R4, and R5 are described within the specification.