56671-19-3

Basic information

• Product Name: 2-MERCAPTO-3-(3-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE
• Synonyms: 3-(3-methoxyphenyl)-2-sulfanylidene-1H-quinazolin-4-one
• CAS NO: 56671-19-3
• Molecular Formula: C₁₅H₁₂N₂O₂S
• Molecular Weight: 284.34
• Mol File: 56671-19-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 291～293℃
• Boiling Point: 464.1°C at 760 mmHg
• Flash Point: 234.5°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 8.61E-09mmHg at 25°C
• Refractive Index: 1.718
• CAS DataBase Reference: 2-MERCAPTO-3-(3-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-MERCAPTO-3-(3-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE(56671-19-3)
• EPA Substance Registry System: 2-MERCAPTO-3-(3-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE(56671-19-3)

Safety Data

• Hazardous Substances Data: 56671-19-3(Hazardous Substances Data)

Usage

General Description

2-Mercapto-3-(3-methoxy-phenyl)-3H-quinazolin-4-one is a chemical compound with potential pharmaceutical properties. It belongs to the class of quinazoline derivatives and contains a mercapto group, a methoxy-phenyl group, and a quinazolinone ring. 2-MERCAPTO-3-(3-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE has been studied for its potential anti-inflammatory, anti-cancer, and anti-bacterial activities. It has also been investigated for its potential as a protein kinase inhibitor and is being researched for its role in various biological processes. Overall, this chemical compound shows promise as a potential therapeutic agent in the medical and pharmaceutical fields.

InChI:InChI=1/C15H12N2O2S/c1-19-11-6-4-5-10(9-11)17-14(18)12-7-2-3-8-13(12)16-15(17)20/h2-9H,1H3,(H,16,20)

Upstream product

• 118-92-3 anthranilic acid 
• 16024-82-1 methyl 2-isothiocyanatobenzoate 
• 536-90-3 m-Anisidine 
• 75-15-0 carbon disulfide 
• 118-48-9 isatoic anhydride 
• 34881-38-4 (3-Methoxy-phenyl)-dithiocarbamic acid methyl ester 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 329724-49-4 2-[3-(3-methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylsulfanyl]-propionic acid methyl ester 
• 898050-75-4 3-(3-methoxyphenyl)-2-methylsulfanyl-3H-quinazolin-4-one 
• 1256932-44-1 2-(1-methylpropylidene-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-46-3 2-(1-ethyl propylidene-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-48-5 2-(1-methylbutylidene-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-50-9 2-(N'-cyclohexylidene-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-51-0 2-(1-phenylethylidene-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-52-1 C₂₃H₁₇N₅O₃ 
• 1256932-53-2 2-(N'-benzylidene-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-55-4 2-(N'-(2-chloro-benzylidene)-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-58-7 2-(N'-(2-nitro-benzylidene)-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-59-8 2-(N'-(4-nitro-benzylidene)-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-60-1 2-(N'-(4-methoxy-benzylidene)-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 
• 1256932-61-2 2-(N'-(2-methyl-benzylidene)-hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one 

Relevant articles and documents

Design and synthesis of new benzylidene-quinazolinone hybrids as potential anti-diabetic agents: In vitro α-glucosidase inhibition, and docking studies

A novel series of benzylidene-quinazolinone hybrids 8a,b and 10a-n were designed, synthesized, and evaluated for their in vitro α-glucosidase inhibitory effect aiming to discover efficient anti-diabetic agents. The synthesized compounds were assessed for their in vivo anti-hyperglycemic activities against STZ-induced hyperglycemic rats. Five compounds (10m, 10f, 10c, 10d and 8b) demonstrated potent activities with percent reduction in blood glucose levels of 43.07, 40.14, 39.83, 37.04 and 36.16, respectively. The most active members were further evaluated in vitro for their α-glucosidase inhibitory binding affinities. Among them, Compound 10m containing 4-hydroxybenzylidene moiety and compound 10f with 4-chlorobenzylidene moiety connected to the acetohydrazide demonstrated the most potent inhibitory activities towards α-glucosidase with IC50 values of 561 and 610 μM, respectively. Molecular docking study was performed in order to understand the molecular interactions between the molecule and enzyme.

A convenient and efficient synthesis of 2-thioxoquinazolinone derivatives via microwave irradiation

The synthesis of 2-thioxoquinazolinone derivatives was achieved by condensation of isatoic anhydride, primary amine, and carbon disulfide under microwave irradiation. This convenient and efficient method affords the desired products with good to excellent yields. Satisfactory infrared spectroscopy, 1H NMR, and high-resolution mass spectrometry (electrospray ionization) spectra were obtained for all compounds described.

Synthesis and analgesic, anti-inflammatory activities of 3-(3-methoxyphenyl)-2-substituted amino-quinazolin-4 (3H)-ones

A variety of novel 3-(3-methoxyphenyl)-2- substituted amino-quinazolin- 4(3H)-ones were synthesized by reacting the amino group of 2-hydrazino-3-(3- methoxyphenyl)- quinazolin-4(3H)-one with a variety of aldehydes and ketones. The starting material 2-hydrazino-3-(3- methoxyphenyl)-quinazolin-4(3H)-one was synthesized from 3-methoxy aniline. The title compounds were investigated for analgesic, anti-inflammatory, and ulcerogenic behavior. Among these the compound 2-(1-methyl butylidene- hydrazino)-3-(3-methoxyphenyl)-3H-quinazolin-4-one (AS3) emerged as the most active compound for the analgesic activity, while the compound 2-(1-ethyl propylidene- hydrazino)-3-(3-methyoxyphenyl)-3H-quinazolin- 4- one (AS2) showed most potent anti-inflammatory activity of the series and these compounds are moderately more potent when compared to the reference standard diclofenac sodium. Interestingly the test compounds showed only mild ulcerogenic potential when compared to acetylsalicylic acid. Springer Science+Business Media, LLC 2010.