6761-17-7

Upstream product

• 1022-46-4 2-phenyl-4H-3,1-benzoxazin-4-one 
• 1904-60-5 3-amino-2-phenylquinazolin-4(3H)-one 
• 98-88-4 benzoyl chloride 
• 118-92-3 anthranilic acid 
• 7510-49-8 methyl 2-(benzamido)benzoate 
• 134-20-3 2-carbomethoxyaniline 
• 1904-58-1 anthranilic acid hydrazide 
• 613-94-5 benzoic acid hydrazide 
• 43100-29-4 N-benzoyl-N'-(N-benzoyl-anthraniloyl)-hydrazine 

Relevant academic research and scientific papers

Asymmetric Synthesis of N-N Axially Chiral Compounds by Phase-Transfer-Catalyzed Alkylations

N-N axially chiral skeletons are significant structural motifs in natural products, pharmaceuticals, and functional materials. Herein we disclose a method for the asymmetric synthesis of N-N axially chiral compounds by phase-transfer catalysis. A wide range of N-N axially chiral quinazolinone derivatives were prepared in high yields with excellent stereoselectivities. Furthermore, the synthetic utility of the protocol was proved by large-scale reaction and transformation of the product. Density functional theory calculations provide insight into the mechanism.

Anti-convulsant potential of quinazolinones

A series of novel quinazoline derivatives were synthesized, virtually screened through different filters and evaluated for their anticonvulsant activity against electrically and chemically induced seizures, compared with that of the standard drugs methaqualone and sodium valproate. Compound 48, 3-(2-aminophenyl)-7-chloro-2-phenylquinazolin-4(3H)-one, was found to be the most potent compound of the series accompanied by relatively low neurotoxicity and low toxicity in the median lethal dose test as compared with the reference drugs. The obtained results showed that compounds 12, 48, 49 and 50 could be useful templates for future design, optimization, and investigation to construct more active analogs.

Pd-catalyzed intramolecular aerobic oxidative C-H amination of 2-aryl-3-(arylamino)quinazolinones: Synthesis of fluorescent indazolo[3,2-b]quinazolinones

A palladium-catalyzed intramolecular aerobic oxidative C-H amination of 2-aryl-3-(arylamino)quinazolinones has been developed, providing a variety of substituted indazolo[3,2-b]quinazolinone derivatives in moderate to excellent yields. Preliminary mechani

Dihydrofolate reductase inhibitors: Synthesis, characterization and biological evaluation of some novel 2,3-disubstituted quinazolinones

A series of some novel dihydrofolate reductase inhibitors (DHFR) of 2,3-disubstituted quinazolinone derivatives were synthesized by condensing benzoxazone derivatives with compounds containing primary amino group. The chemical structures of the newly synthesized compounds were confirmed by IR, 1H NMR, 13C NMR, Mass spectral data and elemental analysis. The enzyme inhibitory activities were studied by using GLIDE 4.5 module. In vitro cytotoxic activity of the synthesized compounds was evaluated by MTT assay method. Compounds 3g and 5a exhibited good hydrogen bond interactions with the amino acid residue of DHFR and also showed significant cytotoxic activity.

Quinazolinones with amide linkage: Synthesis and antimicrobial activity

Treatment of anthranilic acid in pyridine with benzoyl chloride gives 2-phenyl-3,1-benzoxazine-4-one (I). 3-Amino-2-phenylquinazol-4-one (II) was synthesized by reaction of 2-phenyl-3,1-benzoxazine-4-one I with hydrazine hydrate (80%) in ethanol. Aseries of amides were synthesized by treatment of various substituted acid chlorides with 3amino-2-phenylquinazol-4-one using pyridine as solvent. All the synthesized compounds were characterized by elemental analysis and spectral data. They were screened for antibacterial activity against E. coli and S. aureus and for antifungal activity against A. niger by cup plate method at 1 μg/ml cone in DMF. All the synthesized compounds showed good to moderate antimicrobial activity.

Synthesis of substituted quinazolone derivatives as potential anti-HIV agents (part III)

Several 1-[2-phenyl-4(4H)-oxo-3-quinazolinyl]-2-methyl-4-arylidine -5-oxo-imidazolines (Va-1), 2-phenyl-3-(aroyl amino)-4(4H)-oxo quinazolines (Vla-I) and N1-2-methyl-4(4H)-oxo-3-quinazolinyl-N2-aryl-thioureas (Vlla-k), have been synthesised and tested for anti-HIV activity. The structures of these compounds have been established on the basis of elemental analysis and spectral data.