162012-72-8

Basic information

• Product Name: 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE
• Synonyms: 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE;6-Methoxy-7-Hydroxyquinazoline-4-One;6-methoxy-7-hydydroxyquinazoline-4-one;7-Hydroxy-6-Methoxy-3,4-d...;7-Hydroxy-6-Methoxy-3,4-dihydroquinazolin-4-one;7-hydroxy-6-methoxyquinazolin-4(1H)-one;7-hydroxy-6-methoxy-4(3H)-Quinazolinone;7-Hydroxy-6-methoxy-3H-quinazolin-4-one
• CAS NO: 162012-72-8
• Molecular Formula: C₉H₈N₂O₃
• Molecular Weight: 192.17
• Mol File: 162012-72-8.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 420.0±55.0 °C(Predicted)
• Appearance: /
• Density: 1.47±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• PKA: 8.07±0.20(Predicted)
• CAS DataBase Reference: 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE(162012-72-8)
• EPA Substance Registry System: 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE(162012-72-8)

Safety Data

• Hazardous Substances Data: 162012-72-8(Hazardous Substances Data)

Usage

Description

6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE, also known as 7-Hydroxy-6-methoxy-3,4-dihydroquinazolin-4-one, is a chemical compound with a quinazolinone structure. It is characterized by the presence of a methoxy group at the 6th position and a hydroxy group at the 7th position of the quinazolinone ring. 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE has attracted attention due to its potential biological activities and applications in various fields.

Uses

Used in Pharmaceutical Industry:
6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE is used as a potential 2-arylbenzothiazoles based kinase inhibitor for its ability to modulate cellular signaling pathways involved in various diseases, including cancer. Its kinase inhibitory activity makes it a promising candidate for the development of targeted therapeutics against specific types of cancer.
Used in Drug Discovery and Development:
In the field of drug discovery and development, 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE serves as a valuable chemical scaffold for the design and synthesis of novel inhibitors targeting various kinases. Its unique structure allows for further optimization and modification to enhance its potency, selectivity, and pharmacokinetic properties, ultimately leading to the development of more effective and safer drugs.
Used in Research and Development of Kinase Inhibitors:
6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE is utilized as a starting point for the research and development of new kinase inhibitors. Its structure can be modified and optimized to improve its binding affinity, selectivity, and efficacy against specific kinase targets. 6-METHOXY-7-HYDROXYQUINAZOLIN-4-ONE plays a crucial role in advancing our understanding of kinase biology and the development of targeted therapies for various diseases, including cancer.

Upstream product

• 848092-84-2 methyl 2-amino-4-hydroxy-5-methoxybenzoate 
• 16712-16-6 ammonium formate 
• 77287-34-4 formamide 
• 61032-42-6 methyl 2-amino-4-(benzyloxy)-5-methoxybenzoate 
• 61032-41-5 methyl 4-(benzyloxy)-5-methoxy-2-nitrobenzoate 
• 56441-97-5 methyl 4-(benzyloxy)-3-methoxybenzoate 
• 3943-74-6 4-hydroxy-3-methoxybenzoic acid methyl ester 
• 916606-81-0 7-hydroxy-6-methoxyquinazoline 
• 741276-49-3 C₁₆H₁₄N₂O₂ 
• 179688-01-8 7-(benzyloxy)-6-methoxyquinazolin-4(3H)-one 

Downstream Products

• 1622396-50-2 C₃₂H₃₈N₆O₅ 
• 1622396-69-3 C₂₁H₂₂ClN₃O₅ 
• 1622396-70-6 C₂₆H₂₆ClN₅O₇ 
• 1622396-71-7 C₂₄H₂₂ClN₅O₇ 
• 1622343-29-6 C₃₁H₃₃ClN₆O₇ 
• 1622396-72-8 C₂₉H₂₈ClFN₄O₆ 
• 1622396-73-9 C₂₇H₂₄ClFN₄O₆ 
• 1622343-45-6 C₃₄H₃₅ClFN₅O₆ 
• 1622396-81-9 C₂₁H₂₂ClN₃O₅ 
• 1622343-33-2 C₂₉H₂₈ClFN₄O₆ 
• 1622343-17-2 C₂₆H₂₆ClN₅O₇ 
• 263400-68-6 4-chloro-6-methoxy-quinazolin-7-ol 

Relevant articles and documents

Gefitinib and its derivatives of the new method for microwave synthesis

The invention discloses a new method for performing microwave synthesis on gefitinib and a derivative thereof. The method comprises the following steps of: at first, synthesizing 6-methoxyl-7-hydroxyl quinazoline-4-one from 2-iodo (bromo)-4-methoxyl-5-hydroxyl cyanophenyl used as an initial raw material and formamidine hydrochloride in a microwave mode; then performing reaction with 4-(3-bromo propyl) morpholine to introduce an alkyl side chain so as to obtain 7-methoxyl-6-[3-(4-morpholinyl) propoxy] quinazoline-4-ketone; in the presence of a catalyst, performing reaction on the obtained product and a chlorination reagent to obtain 4-chloro-7-methoxyl-6-[3-(4-morpholinyl) propoxy] quinazoline; finally, performing reaction on 4-chloro-7-methoxyl-6-[3-(4-morpholinyl) propoxy] quinazoline and 3-chloro-4-fluoroaniline to obtain a final product 4-(3-chloro-4-fluoroanilino)-7-methoxyl-6-(3-morpholinyl propoxy) quinazoline (gefitinib). The whole route steps are simplified into four steps, the yield is high, the method is convenient to carry out, the dangerousness is low, and the application of high-pollution reagents is reduced; moreover, the whole route is high in economy and suitable for industrial production, and the product cost is reduced. The reaction formula is as shown in the specification.

Identification of novel 4-anilinoquinazoline derivatives as potent EGFR inhibitors both under normoxia and hypoxia

A novel series of 4-anilinoquinazoline derivatives (19a-19t) were designed and synthesized through incorporation of the 2-nitroimidazole moiety into the 4-anilinoquinazoline scaffold of EGFR inhibitors. The most promising compound 19h displayed potent EGF

Substituted 2-arylbenzothiazoles as kinase inhibitors: Hit-to-lead optimization

Based on an (aminoaryl)benzothiazole quinazoline hit structure for kinase inhibition, a systematic optimization program resulted in a lead structure allowing for inhibitory activities in cellular phosphorylation assays in the low nanomolar range.