93866-13-8

Basic information

• Product Name: Quinazoline, 4-(4-methoxyphenoxy)-
• CAS NO: 93866-13-8
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.272
• Mol File: 93866-13-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Quinazoline, 4-(4-methoxyphenoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinazoline, 4-(4-methoxyphenoxy)-(93866-13-8)
• EPA Substance Registry System: Quinazoline, 4-(4-methoxyphenoxy)-(93866-13-8)

Safety Data

• Hazardous Substances Data: 93866-13-8(Hazardous Substances Data)

Upstream product

• 5190-68-1 4-chloroquinazoline 
• 150-76-5 4-methoxy-phenol 
• 1003015-89-1 4-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)quinazoline 
• 5720-07-0 4-methoxyphenylboronic acid 
• 491-36-1 4-Hydroxyquinazoline 

Relevant articles and documents

One-pot etherification of purine nucleosides and pyrimidines

A one-pot synthesis of ethers derived from inosine, guanosine, 2′-deoxyguanosine, and pyrimidinones is described. Exposure of the heterocycle to 1H-benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and Cs2CO3/s

Hydrogen peroxide mediated formation of heteroaryl ethers from pyridotriazol-1-yloxy heterocycles and arylboronic acids

Pyridotriazol-1-yloxypyrimidine 3 reacts with arylboronic acids under palladium-free, Cs2CO3, (0.8%) H2O2, and DME conditions to produce heteroaryl ethers 4-16 in good yields comparable to the oxidative palladiu

Discovery of 2-chloro-N-(4-methoxyphenyl)-N-methylquinazolin-4-amine (EP128265, MPI-0441138) as a potent inducer of apoptosis with high in vivo activity

Using a live cell, high-throughput caspase-3 activator assay, we have identified a novel series of 4-anilinoquinazolines as inducers of apoptosis. In this report, we discuss the discovery of 2-chloro-N-(4-methoxyphenyl)-N- methylquinazolin-4-amine, compound 2b (EP128265, MPI-0441138) as a highly active inducer of apoptosis (EC50 for caspase activation of 2 nM) and as a potent inhibitor of cell proliferation (GI50 of 2 nM) in T47D cells. Compound 2b inhibited tubulin polymerization, was effective in cells overexpressing ABC transporter Pgp-1, and was efficacious in the MX-1 human breast and PC-3 prostate cancer mouse models. In contrast to the SAR of 4-anilinoquinazolines as EGFR kinase inhibitors, the methyl group on the nitrogen linker was essential for the apoptosis-inducing activity of 4-anilinoquinazolines and substitution in the 6- and 7-positions of the quinazoline core structure decreased potency.