847238-29-3

Usage

Chemical class

2,4(1H,3H)-Quinazolinedione belongs to the quinazoline class of heterocyclic compounds.

Core structure

It has a quinazolin-4(3H)-one core structure.

Substituent

It is characterized by a 3-[2-(4-methoxyphenyl)ethyl] substituent.

Pharmacological properties

2,4(1H,3H)-Quinazolinedione, 3-[2-(4-methoxyphenyl)ethyl]has potential pharmacological properties.

Applications

It may be used in the development of pharmaceutical drugs.

Research areas

It has potential applications in organic synthesis, medicinal chemistry, and drug discovery research.

Ongoing investigation

Its precise biological and chemical properties are the subject of ongoing scientific investigation and research.

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 565171-47-3 2-amino-N-[2-(4-methoxyphenyl)ethyl]benzamide 
• 55-81-2 4-Methoxyphenethylamine 
• 118-48-9 isatoic anhydride 
• 530-62-1 1,1'-carbonyldiimidazole 
• 25216-70-0 2-bromophenyl carbamic acid methyl ester 
• 124-38-9 carbon dioxide 
• 615-36-1 2-bromoaniline 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 75652-63-0 1-methyl-3-<2'-(4-methoxyphenyl)ethyl>-1H,3H-quinazoline-2,4-dione 

Relevant academic research and scientific papers

Quinazolin-2,4-dione-Based Hydroxamic Acids as Selective Histone Deacetylase-6 Inhibitors for Treatment of Non-Small Cell Lung Cancer

We designed and synthesized quinazolin-2,4-dione-based hydroxamic acids to serve as selective competitive inhibitors of histone deacetylase-6 (HDAC6). The most potent and selective compound, 3d (IC50, 4 nM, HDAC6; IC50 > 10 μM, HDAC1

Combining Isocyanides with Carbon Dioxide in Palladium-Catalyzed Heterocycle Synthesis: N3-Substituted Quinazoline-2,4(1H,3H)-diones via a Three-Component Reaction

We report a Pd-catalyzed three-component reaction of 2-bromoanilines, carbon dioxide, and isocyanides. The combination of these two readily available C1-reactants, featuring a huge difference in kinetic and thermodynamic stability, is hitherto unprecedented in transition-metal catalysis. With this one-pot three-component reaction, N3-substituted quinazoline-2,4(1H,3H)-diones are obtained in moderate to high yields in a completely regio- and chemoselective manner. Our approach easily allows variation of the arene and N3-substitution pattern of the desired heterocycle. The formal synthesis of different APIs illustrates its practical applicability. In addition, the methodology also allows for a convenient and selective 13C-labeling through the use of 13CO2. This is illustrated for [2-13C]-2,4-dichloro-6,7-dimethoxyquinazoline synthesis, a key intermediate for several APIs.

One-pot Syntheses of Some New 2,4(1H,3H)-quinazolinedione Derivatives in the Absence of Catalyst

A facile, rapid and one-pot procedure for the synthesis of some new 2,4(1H,3H)-quinazolinediones is described. The method involves the one-pot condensation of isatoic anhydride, primary amine and carbonyl diimidazole (CDI) in the absence of organic or inorganic catalyst. It affords the corresponding product in high yield.

Syntheses of quinazoline-2,4-dione alkaloids and analogues from Mexican Zanthoxylum species

Quinazolinone and quinazolinedione derivatives are of considerable interest due to their wide array of pharmacological properties. In this paper we report the synthesis of ten quinazolinediones. The previous isolation of two of these compounds, namely 1-methyl-3-(2′-phenylethyl)-1H,3H-quinazoline-2,4-dione and 1-methyl-3-[2′-(4′-methoxyphenyl)ethyl]-1H,3H-quinazoline-2,4- dione, from the seed husks of Mexican Zanthoxylum species has been reported.