477868-31-8

Basic information

• Product Name: ETHYL 2-[2-(ACETYLAMINO)BENZOYL]-3-OXOBUTANOATE
• Synonyms: ETHYL 2-[2-(ACETYLAMINO)BENZOYL]-3-OXOBUTANOATE
• CAS NO: 477868-31-8
• Molecular Formula: C₁₅H₁₇NO₅
• Molecular Weight: 291.3
• Mol File: 477868-31-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 2-[2-(ACETYLAMINO)BENZOYL]-3-OXOBUTANOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-[2-(ACETYLAMINO)BENZOYL]-3-OXOBUTANOATE(477868-31-8)
• EPA Substance Registry System: ETHYL 2-[2-(ACETYLAMINO)BENZOYL]-3-OXOBUTANOATE(477868-31-8)

Safety Data

• Hazardous Substances Data: 477868-31-8(Hazardous Substances Data)

Upstream product

• 118-92-3 anthranilic acid 
• 89-52-1 o-acetylamino-benzoic acid 
• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 163232-52-8 4-hydroxy-3-[3-(4-methoxyphenyl)-1-oxo-2-propen-1-yl]-2(1Η)-quinolinone 
• 1333500-26-7 4-hydroxy-3-[3-(4-nitrophenyl)-1-oxo-2-propen-1-yl]-2(1Η)-quinolinone 
• 26138-64-7 4-hydroxy-3-acetyl-1H-quinoline-2-one 

Relevant articles and documents

Novel quinolinone–pyrazoline hybrids: synthesis and evaluation of antioxidant and lipoxygenase inhibitory activity

Abstract: The present project deals with the investigation of structure–activity relationship of several quinolinone–chalcone and quinolinone–pyrazoline hybrids, in an effort to discover promising antioxidant and anti-inflammatory agents. In order to accomplish this goal, four bioactive hybrid quinolinone–chalcone compounds (8a–8d) were synthesized via an aldol condensation reaction, which were then chemically modified, forming fifteen new pyrazoline analogues (9a–9o). All the synthesized analogues were in vitro evaluated in terms of their antioxidant and soybean lipoxygenase (LOX) inhibitory activity. Among all the pyrazoline derivatives, compounds 9b and 9m were found to possess the best combined activity, whereas 9b analogue exhibited the most potent LOX inhibitory activity, with IC50 value 10?μM. The in silico docking results revealed that the synthetic pyrazoline analogue 9b showed high AutoDock Vina score (? 10.3?kcal/mol), while all the tested derivatives presented allosteric interactions with the enzyme. Graphic Abstract: [Figure not available: see fulltext.]

Reactions of 2-methyl-3,1-benzoxazin-4-one with active methylene compounds: A new route to 3-substituted 4-hydroxyquinolin-2(1H)-ones

A new route to 3-substituted 4-hydroxyquinolin-2(1H)-ones, compounds of great biological importance, is described. The C-acylation of active methylene compounds 2 with the 2-methyl-3,1-benzoxazin-4-one 1, under basic conditions, leads to the formation of the new products 3-10, which have been isolated and characterized. Cyclization of the above intermediates furnishes the 3-substituted 4-hydroxyquinolin-2(1H)-ones. Spectral data and physical characteristics for all compounds are reported.