848133-75-5

Basic information

• Product Name: Acetamide, N-(3-cyano-7-ethoxy-4-hydroxy-6-quinolinyl)-
• Synonyms: Acetamide, N-(3-cyano-7-ethoxy-4-hydroxy-6-quinolinyl)-;N-(3-cyano-7-ethoxy-4-hydroxyquinolin-6-yl)acetaMide;3-Cyano-7-ethoxy-4-hydroxy-6-(acetylaMino)quinoline;Neratinib Intermediate4;N-(3-Cyano-7-ethoxy-4-hydroxyquinolin-6-yl)
• CAS NO: 848133-75-5
• Molecular Formula: C₁₄H₁₃N₃O₃
• Molecular Weight: 271.28
• Mol File: 848133-75-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: >250℃
• Boiling Point: 481.433 °C at 760 mmHg
• Flash Point: 244.962 °C
• Appearance: /
• Density: 1.331 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 0.84±0.50(Predicted)
• CAS DataBase Reference: Acetamide, N-(3-cyano-7-ethoxy-4-hydroxy-6-quinolinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetamide, N-(3-cyano-7-ethoxy-4-hydroxy-6-quinolinyl)-(848133-75-5)
• EPA Substance Registry System: Acetamide, N-(3-cyano-7-ethoxy-4-hydroxy-6-quinolinyl)-(848133-75-5)

Safety Data

• Hazardous Substances Data: 848133-75-5(Hazardous Substances Data)

Usage

General Description

Acetamide, N-(3-cyano-7-ethoxy-4-hydroxy-6-quinolinyl)-, is a complex organic compound composed of a quinoline ring system with multiple functional groups including a cyano, ethoxy, and hydroxy group. Its structure also includes an acetamide group. The chemical structure of this compound requires careful handling and understanding as it may have potential applications in various chemical reactions, pharmaceuticals, and research purposes due to its unique nature. The precise properties, safety profile, reactivity, and uses of this compound would need to be determined experimentally. It's important to consult appropriate material safety data sheets (MSDS) or other reputable sources to understand this compound better before any implementation in order to operate within safety standards.

InChI:InChI=1/C14H13N3O3/c1-3-20-13-5-11-10(4-12(13)17-8(2)18)14(19)9(6-15)7-16-11/h4-5,7H,3H2,1-2H3,(H,16,19)(H,17,18)

Upstream product

• 1201080-46-7 5-acetamido-4-ethoxy-2-nitrobenzoyl chloride 
• 1201080-20-7 methyl 3-acetamido-4-ethoxybenzoate 
• 1356916-92-1 3-acetamido-4-ethoxybenzoic acid 
• 1201080-29-6 5-acetamido-4-ethoxy-2-nitrobenzoic acid 
• 1201079-42-6 ethyl 3-(5-acetamido-4-ethoxy-2-nitrophenyl)-2-cyano-3-oxopropanoate 
• 1201079-16-4 N-[5-(2-cyanoacetyl)-2-ethoxy-4-nitrophenyl]acetamide 
• 1201079-19-7 N-{5-[2-cyano-3-(N,N-dimethylamino)acryloyl]-2-ethoxy-4-nitrophenyl}acetamide 
• 25351-89-7 N-(2-hydroxy-4-nitrophenyl)acetamide 
• 126360-59-6 methyl 3-(N-acetyl)amino-4-hydroxybenzoate 
• 116496-76-5 4-acetamido-3-ethoxynitrobenzene 
• 536-25-4 methyl 3-amino-4-hydroxybenzoate 
• 1571-72-8 3-amino-4-hydroxybenzoic acid 
• 121-88-0 5-Nitro-2-aminophenol 
• 848655-78-7 4-acetamido-3-ethoxyaniline 

Downstream Products

• 214476-09-2 4-Chloro-7-ethoxy-6-nitro-quinoline-3-carbonitrile 
• 848133-14-2 4-((3-chloro-4-((3-fluorobenzyl)oxy)phenyl)amino)-6-amino-7-ethoxyquinoline-3-carbonitrile 
• 848139-78-6 6-amino-4-[[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]amino]-7-ethoxyquinoline-3-carbonitrile 
• 915941-95-6 N-(4-[3-chloro-4-(pyridin-2-ylmethoxy)phenylamino]-3-cyano-7-ethoxyquinoline-6-yl)acetamide 
• 848133-76-6 7-ethoxy-6-acetylamino-4-chloro-quinoline-3-carbonitrile 
• 361162-95-0 6-amino-4-(3-chloro-4-fluoro-phenylamino)-7-ethoxy-quinoline-3-carbonitrile 
• 1233953-82-6 3-chloro-N-(4-(3-chloro-4-(pyridin-2-ylmethoxy)anilino)-3-cyano-7-ethoxyquinolin-6-yl)propanamide 
• 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 

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.

New synthesis of N -(4-chloro-3-cyano-7-ethoxyquinolin-6-yl)acetamide

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New synthesis of N-(4-chloro-3-cyano-7-ethoxyquinolin- 6-yl)acetamide

New synthetic route of N-(4-chloro-3-cyano-7-ethoxyquinolin-6-yl)- acetamide (1) is described on a hectogram scale. The key steps include the intramolecular cyclization of 3-amino-2-(2-chlorobenzoyl)acrylonitrile 22 to give the 3-cyano-4-quinolone 7, which was chlorinated by POCl3 to give the final product 1 in 36.9% yield over 9 steps and 98.9% purity (HPLC). Purification methods of 7 and 1 were also given.