2603-56-7

Basic information

• Product Name: 3-(2-METHYLPHENYL)-1,3-DIHYDROQUINAZOLINE-2,4-DIONE
• Synonyms: 3-(2-METHYLPHENYL)-1,3-DIHYDROQUINAZOLINE-2,4-DIONE;3-(2-methylphenyl)-1,2,3,4-tetrahydroquinazoline-2,4-dione
• CAS NO: 2603-56-7
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.27
• Mol File: 2603-56-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-METHYLPHENYL)-1,3-DIHYDROQUINAZOLINE-2,4-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-METHYLPHENYL)-1,3-DIHYDROQUINAZOLINE-2,4-DIONE(2603-56-7)
• EPA Substance Registry System: 3-(2-METHYLPHENYL)-1,3-DIHYDROQUINAZOLINE-2,4-DIONE(2603-56-7)

Safety Data

• Hazardous Substances Data: 2603-56-7(Hazardous Substances Data)

Upstream product

• 33829-04-8 3-o-tolylimino-1,3-dihydro-indol-2-one 
• 614-77-7 N-(2-methylphenyl)urea 
• 118-92-3 anthranilic acid 
• 17425-17-1 N-(2-methylphenyl)-methyl dithiocarbamic acid 
• 37960-65-9 potassium anthranilate 
• 614-68-6 2-tolyl isocyanate 
• 134-20-3 2-carbomethoxyaniline 
• 65252-02-0 S-methyl-N,N'-di-o-tolyl-isothiourea 
• 95-53-4 o-toluidine 
• 91-56-5 indole-2,3-dione 
• 118-48-9 isatoic anhydride 
• 541-41-3 chloroformic acid ethyl ester 

Downstream Products

• 892-15-9 2-chloro-3-(2-methylphenyl)quinazoline-4(3H)-one 

Relevant articles and documents

Synthesis, biological evaluation and molecular docking of 3-substituted quinazoline-2,4(1H, 3H)-diones

Abstract: The quinazoline-2,4-diones scaffold is found in bioactive compounds, commercial drugs and exhibit important biological activities. However, their antidiabetic activity is rarely explored. For this purpose, an easy one-pot three-components and straightforward synthesis of 3-substituted quinazoline-2,4-diones was designed, in both, the catalyst- and solvent-free conditions under microwave irradiation. Additionally, the synthesized compounds were screened for in vitro α-amylase and α-glucosidase inhibitory activity, as well as antioxidants and cytotoxicity. The quinazoline-2,4-diones were isolated, with yields in the range of 30-65percent. The compounds 3d, 3e, 3g and 3h displayed moderate activity against α-amylase and/or α-glucosidase enzymes compared with the acarbose drug. The molecular docking study revealed that all active compounds displayed a different type of intermolecular interaction in the pocked site of these enzymes. Interestingly, in the Artemia salina assay, the compound 3d exhibited a higher cytotoxic effect than 5-fluorouracil. All these results support the pharmacological potential of quinazoline-2,4-diones since all evaluated compounds behave as moderate inhibitors of the enzymes α-amylase and/or α-glucosidase. Graphic abstract: An easy one-pot three-components and straightforward synthesis of 3-substituted quinazoline-2,4-diones was designed, in both, the catalyst- and solvent-free conditions under microwave irradiation. Moreover, the in vitro α-amylase and α-glucosidase inhibitory activity, as well as antioxidants and cytotoxicity are reported.[Figure not available: see fulltext.]

Oxidative Rearrangement of Isatins with Arylamines Using H2O2 as Oxidant: A Facile Synthesis of Quinazoline-2,4-diones and Evaluation of Their Antibacterial Activity

A green and highly efficient synthetic method for the synthesis of quinazoline-2,4-diones with hydrogen peroxide as the terminal oxidant has been developed. The reaction features the mild reaction conditions, broad substrate scope, metal-free catalysts, and sole byproduct water. A plausible mechanism for this process was proposed. Moreover, an antibacterial activity study was performed to evaluate the antimicrobial activities towards two Gram-negative bacterial strains (Escherichia coli, and Klebsiella pneumonia) and two Gram-positive bacterial strains (Staphylococcus epidermidis, and Staphylococcus aureus) using the Broth microdilution method.

Synthesis of 3-Aryl-2,4-dioxo-1,2,3,4-tetrahydroquinazolines and 2-Arylamino-4-oxo-4H-3,1-benzoxazines from Methyl N-Aryldithiocarbamates

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