21419-63-6

Basic information

• Product Name: Ethyl 2-(4-oxo-3,4-dihydroquinazolin-2-yl)acetate
• Synonyms: Ethyl 2-(4-oxo-3,4-dihydroquinazolin-2-yl)acetate
• CAS NO: 21419-63-6
• Molecular Formula: C₁₂H₁₂N₂O₃
• Molecular Weight: 232.23528
• Mol File: 21419-63-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 388.2°C at 760 mmHg
• Flash Point: 188.6°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 3.11E-06mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethyl 2-(4-oxo-3,4-dihydroquinazolin-2-yl)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-(4-oxo-3,4-dihydroquinazolin-2-yl)acetate(21419-63-6)
• EPA Substance Registry System: Ethyl 2-(4-oxo-3,4-dihydroquinazolin-2-yl)acetate(21419-63-6)

Safety Data

• Hazardous Substances Data: 21419-63-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H12N2O3/c1-2-17-11(15)7-10-13-9-6-4-3-5-8(9)12(16)14-10/h3-6H,2,7H2,1H3,(H,13,14,16)

Upstream product

• 118-92-3 anthranilic acid 
• 42003-88-3 ethyl 2-cyanoacetimidate 
• 105-56-6 ethyl 2-cyanoacetate 
• 134-20-3 2-carbomethoxyaniline 
• 32002-24-7 ethyl 3,3-diethoxyacrylate 
• 28144-70-9 anthranilic acid amide 
• 1885-29-6 anthranilic acid nitrile 
• 219739-45-4 2-methoxyacetamidobenzonitrile 
• 21721-76-6 2-methoxymethylquinazolin-4(3H)-one 
• 34637-40-6 2-(hydroxymethyl)quinazolin-4(3H)-one 
• 19062-51-2 2-(bromomethyl)quinazolin-4(3H)-one 
• 30750-23-3 2-(4-oxo-3,4-dihydroquinazolin-2-yl)acetonitrile 
• 87-25-2 2-ethoxycarbonylaniline 

Downstream Products

• 1769-24-0 2-methyl-4-quinazolone 
• 121583-03-7 6-Amino-5-cyano-2-(2-ethoxycarbonyl-phenylamino)-nicotinic acid ethyl ester 
• 121583-05-9 6-Amino-5-cyano-2-[2-(2-hydroxy-ethoxycarbonyl)-phenylamino]-nicotinic acid ethyl ester 
• 121583-04-8 2-Amino-6-(2-ethoxycarbonyl-phenylamino)-pyridine-3,5-dicarboxylic acid diethyl ester 
• 74089-34-2 C₁₇H₁₅N₃O₃ 

Relevant articles and documents

Chemical probes to study ADP-ribosylation: Synthesis and biochemical evaluation of inhibitors of the human ADP-ribosyltransferase ARTD3/PARP3

The racemic 3-(4-oxo-3,4-dihydroquinazolin-2-yl)-N-[1-(pyridin-2-yl)ethyl] propanamide, 1, has previously been identified as a potent but unselective inhibitor of diphtheria toxin-like ADP-ribosyltransferase 3 (ARTD3). Herein we describe synthesis and evaluation of 55 compounds in this class. It was found that the stereochemistry is of great importance for both selectivity and potency and that substituents on the phenyl ring resulted in poor solubility. Certain variations at the meso position were tolerated and caused a large shift in the binding pose. Changes to the ethylene linker that connects the quinazolinone to the amide were also investigated but proved detrimental to binding. By combination of synthetic organic chemistry and structure-based design, two selective inhibitors of ARTD3 were discovered.

Identification of novel quinazolin-4(3H)-ones as inhibitors of thermolysin, the prototype of the M4 family of proteinases

A combinatorial series of novel quinazolin-4(3H)-ones were synthesised and their structures were established based on spectroscopic data (IR, NMR, EI-MS, and FAB-MS). The compounds were tested for inhibition of the zinc metalloproteinase thermolysin (TLN) utilizing a chemical array-based approach. Some of the compounds were found to inhibit TLN, with IC50 values ranging from 0.0115 μM (compound 3) to 122,637 μM (compound 29). Compound 3 [3-phenyl-2-(trifluoromethyl) quinazolin-4(3H)-one] (IC50 = 0.0115 μM) and compound 35 [3-(isopropylideneamino)-2,2-dimethyl-2,3-dihydroquinazolin-4 (1H)-one] (IC50 = 0.2477 μM) were found to be the most potent inhibitors.

Reaction of Nitriles under Acidic Conditions. Part I. A General Method of Synthesis of Condensed Pyrimidines

Nitriles are known to give rise to salts of different compositions with halogen acids.Many of the reactions undergone by nitriles under the influence of halogen acids are, in many cases, assumed to proceed via the intermediate formation of highly reactive