92164-73-3Relevant academic research and scientific papers
Antioxidant activity of novel quinazolinones bearing sulfonamide: Potential radiomodulatory effects on liver tissues via NF-κB/ PON1 pathway
Ghorab, Mostafa M.,Karam, Heba M.,Mekkawy, Mai H.,Soliman, Aiten M.
, (2020)
In order to discover new antioxidants, fifteen novel quinazolinone derivatives bearing benzenesulfonamide moiety with variable heterocyclic tail, were synthesized and their structures were established on the basis of spectral data. All the synthesized compounds were screened for their antioxidant potential using DPPH assay in comparison to ascorbic acid. The N-(pyrazin-2-yl)-2-[(4-oxo-3-(4-sulfamoylphenyl)-3,4-dihydroquinazolin-2-yl)thio]acetamide 16 was the most active scaffold in this series with greater scavenging activity than that of ascorbic acid. In vivo acute toxicity study of compound 16 indicates its relative safety with a median lethal dose of 200 mg/kg. The possible antioxidant and hepatoprotective activities of compound 16 were evaluated in irradiated mice. Compound 16 caused mitigation of gamma radiation-induced oxidative stress verified by the decline in MDA, ROS and NF-κB levels. Moreover, SOD and PON1 activities, as well as Zn2+ levels, were improved in liver tissues. Furthermore, molecular docking of compound 16 inside the active site of SOD and PON1 demonstrated the same binding interactions as that of the co-crystallized ligands considering the binding possibilities and energy scores. These findings support that compound 16 may represent a structural lead for developing new antioxidants and hepatoprotective agents.
Synthesis and antiulcer activity study of disubstituted alkyl 4-(substituted)-2,6-dimethyl-1-((4-oxo-3-(4-sulfamoylphenyl)-2-thioxo-3, 4-dihydroquinazolin-1(2H)-yl) methyl)-1,4-dihydropyridine-3,5 dicarboxylate
Subudhi,Panda,Ghosh,Panda
experimental part, p. 899 - 903 (2012/08/28)
A 2-amino-N-(4-sulfamoyl phenyl) benzamide 1 has been prepared by reaction of anthranilic acid with sulfanilamide. Compound 1 with carbon disulphide furnish 4-(4-oxo-2-thioxo-1, 2-dihydroquinazolin-3(4H)-yl) benzene sulfonamide 2. The compound 2 on reaction with para formaldehyde and 1,4- dihydropyridine derivatives yields disubstituted alkyl 4- (substituted)-2,6-dimethyl-1-((4-oxo- 3-(4-sulfamoylphenyl)-2-thioxo- 3,4-dihydroquinazolin-1(2H)-yl) methyl)-1,4-dihydropyridine- 3,5 dicarboxylate 3a-h. Antiulcer activities of compounds 3a-h have been evaluated by estimating volume of gastric juice, total acidity, free acidity and ulcer index. Conjunction of 1,4- dihydropyridines with sulfanilamide and quinazolinone results in compounds with antiulcer activity comparable to that of ranitidine. Compounds substituted with methoxy and nitro groups exhibit maximum enhancement in activity.
Some aspects on acyclo-4-[quinazolin-3-yl]benzenesulfonamide non-nucleosides synthesis
El-Hamid, Abd,Ismail
, p. 1055 - 1063 (2007/10/03)
The reaction of 4-[1,2,3,4-tetrahydroquinazolin-2,4-dion-3-yl] benzenesulfonamide 4 and 4-[2-thioxo-1,2,3,4 tetrahydroquniazolin-4-on-3-yl] benznesulfonamide 5 with chloromethylethyl ether, chloromethylbenzyl ether, and (2-acetoxyethoxy)methyl bromide aff
Synthesis and antibacterial activity of some novel thiourea, naphtho[2,3-d]thiazole, quinazoline and thieno[2,3-d]pyrimidine derivatives containing sulfonamido moieties
El-Gaby
, p. 157 - 171 (2007/10/03)
p-Substituted sulfamoylphenyl isothiocyanates 1a-d were prepared using reported procedures. The reactivity of 1a-d towards some nitrogen nucleophiles was investigated. Thus, interaction of 1 with aromatic amines and anthranilic acids furnished N1,N3-disubstituted thioureas 2a-c and 3-[4-N-substituted sulphonamido]phenyl-2-thioxo-4-(3H)-quinazolin-4-ones 4a-f, respectively. Alkylation of 4c with ethyl chloroacetate in acetone containing anhydrous potassium carbonate to yield quinazoline 5. Hydrazinolysis of 5 using ethanolic hydrazine hydrate afforded the corresponding acid hydrazide 6. Finally, treatment of 1a,b,d with 2-amino-3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophene yielded thieno[2,3-d]pyrimidines 10a-c bearing sulphonamido moieties. Structures of the new compounds were established by their elemental analyses and spectral data. Also, the most of these compounds were tested in vitro for their antimicrobial activity against some Gram positive and Gram negative bacteria.
