172538-83-9

Basic information

• Product Name: 1(4H)-Quinolinecarboxylic acid, 4-oxo-, phenylmethyl ester
• CAS NO: 172538-83-9
• Molecular Formula: C17H13NO3
• Molecular Weight: 279.295
• Mol File: 172538-83-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1(4H)-Quinolinecarboxylic acid, 4-oxo-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1(4H)-Quinolinecarboxylic acid, 4-oxo-, phenylmethyl ester(172538-83-9)
• EPA Substance Registry System: 1(4H)-Quinolinecarboxylic acid, 4-oxo-, phenylmethyl ester(172538-83-9)

Safety Data

• Hazardous Substances Data: 172538-83-9(Hazardous Substances Data)

Usage

General Description

1(4H)-Quinolinecarboxylic acid, 4-oxo-, phenylmethyl ester, also known as Phenylmethyl 4-oxo-1,4-dihydroquinoline-3-carboxylate, is an organic compound with the chemical formula C17H13NO3. It is a derivative of quinolinecarboxylic acid, and is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. 1(4H)-Quinolinecarboxylic acid, 4-oxo-, phenylmethyl ester has been studied for its potential biological activities, including its anti-inflammatory and anti-cancer properties. Its phenylmethyl ester structure makes it a versatile building block for the synthesis of novel drug candidates. However, it is important to handle this compound with caution, as it may be hazardous if not used properly.

Upstream product

• 62-53-3 aniline 
• 15568-92-0 5-(N-phenyl)-aminomethylene-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 577-59-3 2-acetylnitrobenzene 
• 87488-61-7 3-(dimethylamino)-1-(2-nitrophenyl)prop-2-en-1-one 
• 611-36-9 quinolin-4-ol 
• 501-53-1 benzyl chloroformate 
• 529-37-3 4(1H)-quinolinone 

Downstream Products

• 870694-48-7 (2R)-benzyl 2-phenyl-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1438762-10-7 (R)-benzyl 2-(4-methoxyphenyl)-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1369531-69-0 (S)-benzyl 4-oxo-2-phenyl-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1283075-13-7 benzyl 4-oxo-2-(m-tolyl)-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1438844-73-5 (R)-benzyl 4-oxo-2-(m-tolyl)-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1438761-91-1 (R)-benzyl 2-(3-(methoxycarbonyl)phenyl)-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1283075-12-6 benzyl 2-tol-phenyl-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate 
• 1438844-75-7 (2R)-benzyl 2-tol-phenyl-4-oxo-3,4-dihydroquinoline-1(2H)-carboxylate 

Relevant articles and documents

Cu(I)-Catalyzed Alkynylation of Quinolones

Herein we report the first alkynylation of quinolones with terminal alkynes under mild reaction conditions. The reaction is catalyzed by Cu(I) salts in the presence of a Lewis acid, which is essential for the reactivity of the system. The enantioselective version of this transformation has also been explored, and the methodology has been applied in the synthesis of the enantioenriched tetrahydroquinoline alkaloid cuspareine.

Highly Enantioselective Catalytic Addition of Grignard Reagents to N-Heterocyclic Acceptors

General methods to prepare chiral N-heterocyclic molecular scaffolds are greatly sought after because of their significance in medicinal chemistry. Described here is the first general catalytic methodology to access a wide variety of chiral 2- and 4-substituted tetrahydro-quinolones, dihydro-4-pyridones, and piperidones with excellent yields and enantioselectivities, utilizing a single catalyst system.

Asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones by rhodium-catalyzed 1,4-addition of arylzinc reagents in the presence of chlorotrimethylsilane

(Chemical Equation Presented) The first catalytic asymmetric synthesis of 2-aryl-2,3-dihydro-4-quinolones has been developed by way of a rhodium-catalyzed 1,4-addition of arylzinc reagents to 4-quinolones. These 1,4-adducts can be obtained with high enant