1031-67-0

Basic information

• Product Name: 2-MERCAPTO-3-(2-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE
• Synonyms: 2-mercapto-3-(2-methoxyphenyl)quinazolin-4(3H)-one;3-(2-Methoxyphenyl)-2-sulfanyl-4(3H)-quinazolinone;3-(2-methoxyphenyl)-2-sulfanylidene-1H-quinazolin-4-one;3-(2-methoxyphenyl)-2-thioxo-1H-quinazolin-4-one;Quinazolin-4(3H)-one, 3-(2-methoxyphenyl)-2-thiol-
• CAS NO: 1031-67-0
• Molecular Formula: C₁₅H₁₂N₂O₂S
• Molecular Weight: 284.34
• Mol File: 1031-67-0.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 450.7°Cat760mmHg
• Flash Point: 226.4°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 2.57E-08mmHg at 25°C
• Refractive Index: 1.718
• CAS DataBase Reference: 2-MERCAPTO-3-(2-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-MERCAPTO-3-(2-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE(1031-67-0)
• EPA Substance Registry System: 2-MERCAPTO-3-(2-METHOXY-PHENYL)-3H-QUINAZOLIN-4-ONE(1031-67-0)

Safety Data

• Hazardous Substances Data: 1031-67-0(Hazardous Substances Data)

Usage

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

Upstream product

• 854902-49-1 (2-methoxy-phenyl)-dithiocarbamic acid methyl ester 
• 134-20-3 2-carbomethoxyaniline 
• 90-04-0 2-methoxy-phenylamine 
• 75-15-0 carbon disulfide 
• 118-48-9 isatoic anhydride 
• 53662-51-4 (2-methoxy-phenyl)-dithiocarbamic acid ; compound with triethylamine 
• 118-92-3 anthranilic acid 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 3288-04-8 1-isothiocyanato-2-methoxybenzene 

Downstream Products

• 28831-28-9 [3-(2-methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylsulfanyl]-acetic acid methyl ester 
• 67811-58-9 4-(2-methoxyphenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one 
• 66679-66-1 2-hydrazinyl-3-(2-methoxyphenyl)quinazolin-4(3H)-one 
• 1035-32-1 3-(2-methoxyphenyl)-2-(methylthio)quinazolin-4(3H)-one 
• 133764-47-3 [3-(2-Methoxy-phenyl)-4-oxo-3,4-dihydro-quinazolin-2-ylsulfanyl]-acetic acid hydrazide 

Relevant articles and documents

Anti-HIV and Antibacterial Activities of Novel 2-(3-Substituted-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-diones

Abstract: In the present study, we have synthesized a series of novel 2-(3-substituted-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-diones by the reaction of 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones with phthalic anhydride. The starting material 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesized from various primary amines. All the synthesized compounds were screened for their antitubercular, anti-HIV and antibacterial activity against different gram positive and gram negative strains by agar dilution method. Among the test compounds, 2-(3-(4-chlorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-dione (QCT7) shown most potent antibacterial activity against E. coli, and S. aureus with the MIC of 3 μg/mL. The compound QCT7 exhibited the antitubercular activity with the MIC of 25 μg/mL and anti-HIV activity with the EC50 of 43.68 μM against HIV1 and HIV2 and offers potential lead for further optimization and development to new antitubercular and anti-HIV agents. The results obtained from this study confirm that the synthesized and biologically evaluated quinazolines showed promising antimicrobial, antitubercular and anti-HIV activities and are new scaffolds for antimicrobial activity.

Anti-HIV, Antitubercular and Antibacterial Activities of Novel 3-(Substituted Quinazolinylamino)-2-phenyl quinazolin-4(3H)ones

In the present study, we have synthesized a series of novel 2-phenyl-3-(substituted quinazolinylamino)quinazolin-4(3H)-ones by the reaction of 3-(substituted)-2-hydrazinoquinazoline-4(3H)-ones with 2-phenyl-3,1-benzoxazin-4-one. The starting material 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesized from various primary amines. All the synthesized compounds were screened for their antitubercular, anti-HIV and antibacterial activity against different Gram-positive and Gram-negative strains by agar dilution method. Among the test compounds, 3-(4-nitrophenyl)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one (BQZ6) and 3-(4-chlorophenyl)-2-(4-oxo-2-phenylquinazolin-3(4H)-ylamino)quinazolin-4(3H)-one (BQZ7) shown most potent antibacterial activity against E. coli, P. aeruginosa and S. aureus with the MIC of 3 μg/mL. The compound BQZ7 exhibited the antitubercular activity with the MIC of 25 μg/mL and anti-HIV activity with the MIC of 35.4 μg/mL against HIV1 and HIV2 and offers potential lead for further optimization and development to new antitubercular and anti-HIV agents. The results from this study confirm that the synthesized and biologically evaluated quinazolines showed promising antimicrobial, antitubercular and anti-HIV activities and are new scaffolds for antimicrobial activity.

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.