1788-96-1

Upstream product

• 525-76-8 2-methyl-4-oxo-3,1-benzoxazine 
• 100-01-6 4-nitro-aniline 
• 118-92-3 anthranilic acid 
• 75-36-5 acetyl chloride 
• 89-52-1 o-acetylamino-benzoic acid 
• 108-24-7 acetic anhydride 

Downstream Products

• 133764-74-6 1-(2-Methoxy-phenyl)-3-[4-(2-methyl-4-oxo-4H-quinazolin-3-yl)-phenyl]-thiourea 
• 133764-70-2 1-(4-Chloro-phenyl)-3-[4-(2-methyl-4-oxo-4H-quinazolin-3-yl)-phenyl]-thiourea 
• 27440-42-2 3-(4-aminophenyl)-2-methyl-quinazolin-4(3H)-one 

Relevant academic research and scientific papers

Synthesis, antimalarial and antibacterial activities of 3-amino acid- and aryl amine-substituted 2-methyl- 3H-quinalzolin-4-ones

A new series of 2-methyl-3H-quinazolinones substituted at the third position with amino acids (2-5) and aryl amine (6, 7) was designed, synthesized, and analyzed by infrared, NMR, and mass spectral analysis. Further, the compounds were screened for their in vivo antimalarial activity using the rodent malaria parasite Plasmodium yoelii (N-67) with the Swiss mice model. The compounds were also tested for their antibacterial activity. Birkhaueser Boston 2009.

A novel superparamagnetic powerful guanidine-functionalized γ-Fe2O3based sulfonic acid recyclable and efficient heterogeneous catalyst for microwave-assisted rapid synthesis of quinazolin-4(3H)-one derivatives in Green media

The novel organic-inorganic nanohybrid superparamagnetic (γ-Fe2O3@CPTMS-guanidine@SO3H) nanocatalyst modified with sulfonic acid represents an efficient and green catalyst for the one-pot synthesis of quinazolin-4(3H)-one derivativesviathree-component condensation reaction between anthranilic acid, acetic anhydride and different amines under microwave irradiation and solvent-free conditions (4a-q). XRD, FT-IR, FE-SEM, TGA, VSM and EDX were used to characterize this new magnetic organocatalyst. Outstanding performance, short response time (15-30 min), simple operation, easy work-up procedure, and avoidance of toxic catalysts can be regarded as its significant advantages. Moreover, it can be easily separated from the reaction solution through magnetic decantation using an external magnet, and recycled at least six times without notable reduction in its activity.

Exploration of the Structural Space in 4(3 H)-Quinazolinone Antibacterials

We report herein the syntheses of 79 derivatives of the 4(3H)-quinazolinones and their structure-activity relationship (SAR) against methicillin-resistant Staphylococcus aureus (MRSA). Twenty one analogs were further evaluated in in vitro assays. Subsequent investigation of the pharmacokinetic properties singled out compound 73 ((E)-3-(5-carboxy-2-fluorophenyl)-2-(4-cyanostyryl)quinazolin-4(3H)-one) for further study. The compound synergized with piperacillin-tazobactam (TZP) both in vitro and in vivo in a clinically relevant mouse model of MRSA infection. The TZP combination lacks activity against MRSA, yet it synergized with compound 73 to kill MRSA in a bactericidal manner. The synergy is rationalized by the ability of the quinazolinones to bind to the allosteric site of penicillin-binding protein (PBP)2a, resulting in opening of the active site, whereby the β-lactam antibiotic now is enabled to bind to the active site in its mechanism of action. The combination effectively treats MRSA infection, for which many antibiotics (including TZP) have faced clinical obsolescence.

A facile synthesis of C2N3-disubstituted-4- quinazolone

A simple and efficient methodology for the synthesis of C 2,N3-disubstituted-4 quinazolones from anilines and N-acylanthranilic acids was developed. The new cyclization conditions are much milder than any other reported protocols and

Studies on arylfuran derivatives - Part IV. Synthesis and antibacterial properties of arylfurylvinylquinazolinones

A number of arylfurylvinylquinazolinones were prepared as possible antibacterial agents. The structural elucidations of all the compounds were carried out on the basis of analytical and spectral data. The newly synthesized compounds were screened for their antibacterial properties against both Gram-positive and Gram-negative bacteria.