37641-49-9

Basic information

• Product Name: 2-MERCAPTO-3-M-TOLYL-3H-QUINAZOLIN-4-ONE
• Synonyms: 2,4(1H,3H)-Quinazolinedione,2-thio-3-m-tolyl- (7CI,8CI); 2-Mercapto-3-m-tolylquinazolin-4-one
• CAS NO: 37641-49-9
• Molecular Formula: C₁₅H₁₂N₂OS
• Molecular Weight: 0
• Mol File: 37641-49-9.mol

Chemical Properties

• Boiling Point: 443.1°Cat760mmHg
• Flash Point: 221.8°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 4.77E-08mmHg at 25°C
• Refractive Index: 1.726
• CAS DataBase Reference: 2-MERCAPTO-3-M-TOLYL-3H-QUINAZOLIN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-MERCAPTO-3-M-TOLYL-3H-QUINAZOLIN-4-ONE(37641-49-9)
• EPA Substance Registry System: 2-MERCAPTO-3-M-TOLYL-3H-QUINAZOLIN-4-ONE(37641-49-9)

Safety Data

• Hazardous Substances Data: 37641-49-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H12N2OS/c1-10-5-4-6-11(9-10)17-14(18)12-7-2-3-8-13(12)16-15(17)19/h2-9H,1H3,(H,16,19)

Upstream product

• 53662-46-7 m-tolyldithiocarbamic acid triethylamine salt 
• 118-92-3 anthranilic acid 
• 108-44-1 1-amino-3-methylbenzene 
• 621-30-7 3-methylphenyl isothiocyanate 
• 118-48-9 isatoic anhydride 
• 17356-08-0 thiourea 
• 20976-00-5 N-(3-methylphenyl)methyldithiocarbamic acid 

Downstream Products

• 193826-30-1 (4-oxo-3-m-tolyl-3,4-dihydro-quinazolin-2-ylsulfanyl)-acetic acid methyl ester 
• 361179-11-5 2-methylthio-3-(3-methylphenyl)quinazolin-4(3H)-one 
• 25477-44-5 3-(3-methylphenyl)-2-(propylsulfanyl)quinazolin-4(3H)-one 
• 67443-13-4 2-hydrazino-3-(3-methylphenyl)quinazolin-4(3H)-one 
• 85772-17-4 4-(m-tolyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one 
• 68357-49-3 1-methyl-4-(3-methylphenyl)-1,2,4-triazolo[4,3-a]quinazolin-5(4H)-one 
• 105362-92-3 3-Amino-2-m-tolylamino-3H-quinazolin-4-one 
• 108534-37-8 2-(2-Diisopropylamino-ethylsulfanyl)-3-m-tolyl-3H-quinazolin-4-one 
• 108534-24-3 2-(3-Amino-propylsulfanyl)-3-m-tolyl-3H-quinazolin-4-one 
• 108534-15-2 2-(2-Amino-ethylsulfanyl)-3-m-tolyl-3H-quinazolin-4-one 
• 762258-97-9 3-(3-methylphenyl)-2-[(2-oxopropyl)sulfanyl]quinazolin-4(3H)-one 
• 1413428-55-3 2-[2'-(O-phenylcarbamoylimino)propylidenethio]-3-(3-methylphenyl)quinazolin-4(3H)one 
• 1413428-49-5 2-[2-(hydroxyimino)propyl]sulfanyl-3-(3-methylphenyl)quinazolin-4(3H)-one 
• 37029-34-8 (4-oxo-3-m-tolyl-3,4-dihydro-quinazolin-2-ylsulfanyl)-acetic acid hydrazide 

Relevant articles and documents

Design, synthesis, antiproliferative and antibacterial evaluation of quinazolinone derivatives

A series of novel quinazolinone derivatives bearing a disulfide bond were designed and synthesized. Their in vitro antiproliferative activities were evaluated using CCK-8 assay against SMMC-7721, Hela, A549 and MCF-7 human cancer cell lines and normal cell lines L929. The preliminary bioassay results demonstrated that all compounds 7a–7h, 8a–8h and 9a–9h exhibited antiproliferation with various degrees, and some compounds showed better effects than positive control 5-fluorouracil against different cancer cell lines. Among these compounds, 8c and 9f showed significant antiproliferative activity against SMMC-7721 cells with IC50 values of 2.88 and 2.56 μM, respectively. In Hela cells, compounds 9c and 9d showed highly effective biological activity with IC50 values of 3.16 and 2.68 μM, respectively. Compounds 7a and 9a exhibited good inhibitory effect against A549 cells with IC50 values of 3.53 and 3.54 μM, respectively. In MCF-7 cells, compounds 7e, 8e and 9e displayed excellent activity with IC50 values of 1.26, 1.12 and 1.85 μM, respectively. Besides, most of the tested compounds showed low cytotoxic effect against the normal cell lines L929. Biological evaluation indicated that all the tested compounds possessed antibacterial activity with certain degrees.

Nanomagnetically modified polyphosphoric acid (NiFe2O4@SiO2-PPA): An efficient, fast, and reusable catalyst for the synthesis of 2-thioxoquinazolinones under solvent-free conditions

Polyphosphoric acid functionalized silica-coated magnetic nanoparticles with core-shell structure (NiFe2O4@SiO2-PPA) has been used as a magnetically recyclable green catalyst for the one-pot three-component synthesis of 2-thioxoquinazolinones by the reaction of isatoic anhydride, primary amines and thiourea under neat conditions. The catalyst is readily recovered by simple magnetic decantation and can be recycled five times with no significant loss of catalytic activity.

Synthesis and Anticonvulsant Activity Evaluation of 4-Phenyl-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-one and Its Derivatives

A series of 4-(substituted-phenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-ones (6a-x) with triazole and other heterocyclic substituents (7-14) were synthesized and the compounds were evaluated for their anticonvulsant activity and neurotoxicity by maximal electroshock (MES) and rotarod neurotoxicity tests. Among the compounds studied, 6o and 6q showed wide margins of safety with protective indices (PIs) that were much higher than those of currently used drugs (PI6o > 25.5, PI6q > 26.0). Compounds 6o and 6q showed significant oral activity against MES-induced seizures in mice, with ED50 values of 88.02 and 94.6 mg/kg, respectively. The two compounds were also found to have potent activity against seizures that were induced by pentylenetetrazole and bicuculline. A series of 4-(substituted-phenyl)-[1,2,4]triazolo[4,3-a]quinazolin-5(4H)-ones with triazole and other heterocyclic substituents were synthesized and the compounds were evaluated for their anticonvulsant activity and neurotoxicity using maximal electroshock and rotarod neurotoxicity tests.

Microwave-assisted cyclocondensation for the synthesis of 3-Aryl-2-thioquinazolin-4(3h)-ones

An efficient synthesis of 3-aryl-2-thioquinazolin-4(3H)-one 1a-f is given by the condensation of anthranilic acid and dithiocarbamate triethylammonium salts of substituted aniline in ethanol as solvent under microwave irradiation.

Synthesis and Antibacterial Activity of 2-thio>-3-aryl(or alkyl)-6,8-disubstituted-4(3H)-quinazolinones

Synthesis of 47 new 2-thio>-3-aryl(or alkyl)-6,8-disubstituted-4(3H)-quinazolinones, 2-6, from the corresponding 2-thio-4(3H)-quinazolinones, 1, has been described.Fifteen of them were screened for their antibacterial activity by t