21263-59-2

Basic information

• Product Name: 3-ALLYL-2-MERCAPTO-3H-QUINAZOLIN-4-ONE
• Synonyms: AKOS BBS-00000566;3-ALLYL-2-MERCAPTOQUINAZOLIN-4(3H)-ONE;AKOS BBR-002217;TIMTEC-BB SBB012420;3-ALLYL-1,2-DIHYDRO-2-THIOXO-4(3H)-QUINAZOLINONE;3-allyl-2-thioxo-1H-quinazolin-4-one;3-prop-2-enyl-2-sulfanylidene-1H-quinazolin-4-one;CHEMBRDG-BB 5727966
• CAS NO: 21263-59-2
• Molecular Formula: C₁₁H₁₀N₂OS
• Molecular Weight: 218.27
• Mol File: 21263-59-2.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 351.6°Cat760mmHg
• Flash Point: 166.5°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 4.05E-05mmHg at 25°C
• Refractive Index: 1.68
• CAS DataBase Reference: 3-ALLYL-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ALLYL-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(21263-59-2)
• EPA Substance Registry System: 3-ALLYL-2-MERCAPTO-3H-QUINAZOLIN-4-ONE(21263-59-2)

Safety Data

• Hazardous Substances Data: 21263-59-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H10N2OS/c1-2-7-13-10(14)8-5-3-4-6-9(8)12-11(13)15/h2-6H,1,7H2,(H,12,15)

Upstream product

• 118-92-3 anthranilic acid 
• 57-06-7 N-allyl isothiocyanate 
• 134-20-3 2-carbomethoxyaniline 
• 10341-86-3 3-Allyl-quinazoline-2(1H),4(3H)-dione 
• 75-15-0 carbon disulfide 
• 118-48-9 isatoic anhydride 
• 107-11-9 1-amino-2-propene 
• 4943-82-2 N-allyl-2-aminobenzamide 
• 40135-33-9 sodium allylcarbamodithioate 
• 16024-82-1 methyl 2-isothiocyanatobenzoate 
• 130945-10-7 3-(2,3-dibromopropyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 
• 28144-70-9 anthranilic acid amide 

Downstream Products

• 130945-09-4 2-(4-Benzylpiperazin-1-ylmethyl)-2,3-dihydro-5H-thiazolo<2,3-b>quinazolin-5-one 
• 224630-70-0 3-allyl-2-(2-oxo-2-phenyl-ethylsulfanyl)-3H-quinazolin-4-one 
• 16024-89-8 2-Methyl-2,3-dihydro-5H-thiazolo<2,3-b>quinazolin-5-one 

Relevant articles and documents

The Influence of Condensed Cycle on Regiochemistry of Electrophilic Heterocyclization of 3-Alkenyl-2-Thioxopyrimidin-4-One by p-Alkoxyphenyltellurium Trichloride

Electrophilic heterocyclization of 5-alkenyl-1-methyl-6-thioxopyrazolo[3,4-d]pyrimidin-4-ones and 3-alkenyl-2-thioxoquinazoline-4-ones under the action of p-alkoxyphenyltellurium trichloride leads to annulation of thiazoline cycle with formation of 7-[(p-alkoxyphenyl)telluromethyl]-1-methyl-6,7-dihydropyrazolo[3,4-d][1,3]thiazolo[3,2-a]pyrimidin-4(1H)-ones hydrochlorides and 2-(p-alkoxyphenyl)dichlorotelluromethyl-2,3-dihydro-5H-[1,3]thiazolo[2,3-b]quinazolin-5-ones hydrochlorides. Reduction of salts by the action of excess of sodium sulfite leads to formation of arylhetaryl telluride.

Structure-based design, synthesis and antiproliferative action of new quizoline-4-one/chalcone hybrids as EGFR inhibitors

A new series of quinazoline-4-one/chalcone hybrids, 7–26, was synthesized in this study as EGFR inhibitors with antiproliferative activity. Target compounds were synthesized and in vitro tested against different cancer cell lines, EGFR, and BRAF enzymes.

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.