75835-45-9

Basic information

• Product Name: 2-[2-oxo-4-(phenylamino)quinolin-1(2H)-yl]-N-phenylacetamide
• CAS NO: 75835-45-9
• Molecular Formula: C₂₃H₁₉N₃O₂
• Molecular Weight: 369.4159
• Mol File: 75835-45-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 605.1°C at 760 mmHg
• Flash Point: 319.8°C
• Density: 1.326g/cm³
• Vapor Pressure: 1.36E-14mmHg at 25°C
• Refractive Index: 1.715
• CAS DataBase Reference: 2-[2-oxo-4-(phenylamino)quinolin-1(2H)-yl]-N-phenylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-oxo-4-(phenylamino)quinolin-1(2H)-yl]-N-phenylacetamide(75835-45-9)
• EPA Substance Registry System: 2-[2-oxo-4-(phenylamino)quinolin-1(2H)-yl]-N-phenylacetamide(75835-45-9)

Safety Data

• Hazardous Substances Data: 75835-45-9(Hazardous Substances Data)

Usage

Also known as

N-(2-oxo-4-phenylquinolin-1(2H)-yl)-N-phenylacetamide

Molecular structure

Quinoline derivative with a phenylamino group and an acetamide group attached

Potential pharmaceutical applications

Antiviral, antimalarial, anticancer, and antibacterial properties

Importance of further research

To fully understand the pharmacological properties and potential uses of the compound.

Upstream product

• 68231-98-1 5H-oxazolo<3,2a>quinolin-2,5(1H)-dione 
• 75835-28-8 anhydro-5-acetoxy-2-hydroxyoxazolo<3,2-a>quinolinium hydroxide 
• 62-53-3 aniline 

Relevant articles and documents

DOUBLE CYCLISATION OF PHENYLGLYCINE-o-CARBOXYLIC ACIDS - I NEW STABLE MESOIONIC OXAZOLONES

Remarkably stable mesoionic oxazolones possessing an oxazoloquinolinium structure (5a-b, 8, 16, 17) were obtained by the double cyclisation of phenylglycine-o-carboxylic acids (3a-c) in refluxing acetic anhydride or in benzoic anhydride at 140 deg.The O-Ac group was eliminated to give the corresponding lactones (6a-b) or replaced by O-Ts (7).IR stretching vibrations of the endo-carbonyl were in the range 1710-1768 cm-1, while ν1-CH exhibited unusually high values (3159-3194 cm-1). 1-Acyl derivatives could be obtained only with TFAA (23-24), although easydeuteration of the same position took place in the presence of traces of trifluoroacetic acid.Hydrolysis of 5b led to the α-quinolone-N-acetic acid 27a.In the case of 5a, hydrolysis was accompanied by self-acylation of the nucleophilic site at C-4 with formation of a dimeric acid 28a.The presence of an additional Me group in phenylalanine-o-carboxylic acid (36) activates the corresponding mesoionic oxazolone 37 so that 1-acylation becomes possible with formation of the fused oxazole 38 by the Dakin-West reaction.Temperature dependent magnetic non-equivalence of methylene protons has been observed in acids 3b-d and f and also in the 7-membered anhydride 48b.