19062-51-2

Basic information

• Product Name: 2-(bromomethyl)quinazolin-4(1H)-one
• CAS NO: 19062-51-2
• Molecular Formula: C₉H₇BrN₂O
• Molecular Weight: 239.0687
• Mol File: 19062-51-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 353.8°C at 760 mmHg
• Flash Point: 167.8°C
• Density: 1.71g/cm³
• Vapor Pressure: 3.49E-05mmHg at 25°C
• Refractive Index: 1.69
• CAS DataBase Reference: 2-(bromomethyl)quinazolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(bromomethyl)quinazolin-4(1H)-one(19062-51-2)
• EPA Substance Registry System: 2-(bromomethyl)quinazolin-4(1H)-one(19062-51-2)

Safety Data

• Hazardous Substances Data: 19062-51-2(Hazardous Substances Data)

Usage

General Description

2-(bromomethyl)quinazolin-4(1H)-one is a chemical compound that belongs to the quinazolin-4(1H)-one class. The compound contains a bromomethyl group and a quinazolinone ring structure. It is used in organic synthesis and medicinal chemistry as a building block for the synthesis of various pharmaceutical compounds. The bromomethyl group on the quinazolinone ring makes the compound useful for introducing other functional groups via nucleophilic substitution reactions. 2-(bromomethyl)quinazolin-4(1H)-one has potential as a precursor for the synthesis of bioactive molecules and may exhibit biological activity itself. It is important in the development of new drugs and understanding the structure-activity relationship of these molecules.

Upstream product

• 129768-71-4 2-(2-Bromo-acetylamino)-benzamide 
• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 118-92-3 anthranilic acid 
• 34637-40-6 2-(hydroxymethyl)quinazolin-4(3H)-one 
• 21721-76-6 2-methoxymethylquinazolin-4(3H)-one 
• 219739-45-4 2-methoxyacetamidobenzonitrile 
• 1885-29-6 anthranilic acid nitrile 
• 1769-24-0 2-methyl-4-quinazolone 

Downstream Products

• 1255216-19-3 C₂₄H₂₃N₃O₃S 
• 1255216-22-8 C₂₄H₂₂ClN₃O₃S 
• 1255216-20-6 C₂₅H₂₅N₃O₄S 
• 1255216-21-7 C₂₅H₂₅N₃O₃S 
• 1255216-24-0 C₂₂H₁₉N₃O₃S 
• 1255216-16-0 C₂₂H₁₉N₃O₃S 
• 1255216-17-1 C₂₃H₂₁N₃O₄S 
• 1255216-18-2 C₂₃H₂₁N₃O₃S 
• 1255216-12-6 C₂₁H₁₇N₃O₃S 
• 1255216-15-9 C₂₁H₁₆ClN₃O₃S 
• 1255216-13-7 C₂₂H₁₉N₃O₄S 
• 1255216-14-8 C₂₂H₁₉N₃O₃S 
• 1255216-23-9 C₂₁H₁₅Cl₂N₃O₃S 
• 1260163-52-7 2-{[5-(4-methoxyphenyl)-[1,3,4]thiadiazol-2-ylamino]methyl}-3H-quinazolin-4-one 

Relevant articles and documents

Synthesis and biological evaluation of quinazolin-4(3 H)-one derivatives bearing dithiocarbamate side chain at C2-position as potential antitumor agents

A series of quinazolin-4(3H)-one derivatives bearing dithiocarbamate side chain at the C2-position were synthesized and evaluated for their antiproliferative activities against A549, MCF-7, HeLa, HT29 and HCT-116 cell lines. Most of the synthesized compounds exhibited broad spectrum antitproliferative activity against five cell lines, of which 5c was the most potent against HT29 cell line with an IC50 value of 5.53 μM, inducing a G2/M phase arrest in HT29 cells. Treatment of HT29 cells with 5c resulted in BubR1 phosphorylation and an increase of mitotic index in a time-dependent manner. Furthermore, 5c promoted tubulin polymerization in vitro. These results demonstrate that quinazolin-4(3H)-one derivatives bearing dithiocarbamate side chain at C2-position may be potentially novel antitumor agents targeting tubulin to activate the spindle assembly checkpoint.

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.

INHIBITORS OF HEPATITIS C VIRUS RNA-DEPENDENT RNA POLYMERASE, AND COMPOSITIONS AND TREATMENTS USING THE SAME

The invention relates to compounds of the formula (I) and to pharmaceutically acceptable salts, solvates, prodrugs and metabolites thereof, wherein W, Z, R1and R2, are as defined herein. The invention also relates to methods of treating Hepatitis C virus in mammals by administering the compounds of formula (I), and to pharmaceutical compositions for treating such disorders, which contain the compounds of formula (I). The invention also relates to methods of preparing the compounds of formula (I).