37856-24-9Relevant academic research and scientific papers
Synthesis and antiviral activities of some 2,3-disubstituted quinazoline derivatives
Gupta,Singh, Joginder,Kinger, Mayank,Arora, Avnish Kumar,Jaswal, Vivek Sheel
, p. 4379 - 4382 (2015)
In the search of new leads towards potent antiviral agents 2,3-disubstituted quinazoline derivatives were synthesized and tested for their antiviral activity. Anthranilic acid (1) on treatment with an aromatic acid chloride in pyridine gives 2-aryl-4-oxo-3H-benzoxazines (2) which in turn reacts with p-amino benzoic acid (PABA) to afford 2-aryl-3-p-carboxylatophenyl-4-oxo-3H-quinazolines (3). The compound 3 further reacts with amido alcohols in the presence of conc. H2SO4 resulting 3-[benzoic acid-(3-phthalimidomethyl/3-ethyl-3H-2-phenyl- 4-oxo-quinazolinyl/1-ethyl-7-hydroxy-4-methyl-2-oxo-quinolinyl)]-2-aryl-3H-quinazoline-4-ones (4). The resulting compounds 4a-f have been evaluated for their in vitro and in vivo antiviral activity against JEV and HSV type-I. The synthesized compounds were characterized through their physical and chemical analysis. The obtained results can be used as the key step for the building of novel chemical entities with interesting antiviral activity compare with the standard drugs.
Synthesis, in silico and in vitro assessment of new quinazolinones as anticancer agents via potential AKT inhibition
Abdelmonsef, Aboubakr H.,Donia, Thoria,El-Naggar, Mohamed,Noser, Ahmed A.
, (2020/10/29)
A series of novel quinazolinone derivatives (2–13) was synthesized and examined for their cytotoxicity to HepG2, MCF-7, and Caco-2 in an MTT assay. Among these derivatives, compounds 4 and 9 exhibited significant cytotoxic activity against Caco-2, HepG2, and MCF-7 cancer cells. Compound 4 had more significant inhibitory effects than compound 9 on Caco-2, HepG2, and MCF-7 cell lines, with IC50 values of 23.31 ± 0.09, 53.29 ± 0.25, and 72.22 ± 0.14μM, respectively. The AKT pathway is one of human cancer’s most often deregulated signals. AKT is also overexpressed in human cancers such as glioma, lung, breast, ovarian, gastric, and pancreas. A molecular docking study was performed to analyze the inhibitory action of newly synthetic quinazolinone derivatives against Homo sapiens AKT1 protein. Molecular docking simulations were found to be in accordance with in vitro studies, and hence supported the biological activity. The results suggested that compounds 4 and 9 could be used as drug candidates for cancer therapy via its potential inhibition of AKT1 as described by docking study.
Synthesis and anticonvulsant activity of novel quinazolin-4(3H)-one derived pyrazole analogs
Alagarsamy, Veerachamy,Saravanan, Govindaraj
, p. 1711 - 1722 (2013/07/26)
Eighteen novel 6,8-(dibromo/unsubstituted)-2-(methyl/phenyl)-3-(4-(5- (substitutedphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carbonyl)phenyl) -quinazolin-4(3H)-ones 4a-4r were designed and synthesized in good yield. Antiepileptic screening of the title compounds was performed using MES and scPTZ seizures tests while the neurotoxicity was determined by rotorod test. In the preliminary screening, compounds 4d, 4e, 4p, 4q, and 4r were found active in MES model, while 4a, 4d, 4f, 4m, and 4p showed significant antiepileptic activity in scPTZ model. Further, all these eight compounds were administered to rats and compounds 4e, 4p, and 4q showed better activity than Phenytoin in oral route. Among these compounds 4p revealed protection in MES after i.p. administration at a dose of 30 mg/kg (0.5 h) and 100 mg/kg (4 h). The compound 4p also provided protection in the scPTZ at a dose of 100 mg/kg (0.5 h) and 300 mg/kg (4 h).
Synthesis, characterization, and antimicrobial studies of novel 1,3,4-thiadiazolium-5-thiolates
Asundaria, Shahrukh T.,Patel, Nikul S.,Patel, Keshav C.
experimental part, p. 1199 - 1206 (2012/08/07)
Sixteen novel thiadiazolium derivatives 6(a-h) and 12(a-h) were synthesized by conventional route starting from anthranilic acid using different acid chloride derivatives. The structure of all the newly synthesized compounds was established by IR, NMR, mass spectroscopy, and elemental analysis. The compounds were also screened for their antibacterial activity against some important bacterial species. Some of the compounds were found excellent active against these species. Springer Science+Business Media, LLC 2011.
Synthesis and characterisation of isoquinolinyl quinazolines and a study of their antiviral and antifungal activities
Pandey,Pathak,Mishra
, p. 1940 - 1943 (2007/10/03)
Anthranilic acid on treatment with an aromatic acid chloride in pyridine gives 2-aryl-4-oxo-3H-benzoxazines 1 which reacts with p-aminobenzoic acid to afford 2-aryl-3-p-carboxylatophenyl-4-oxo-3H-quinazolines 2. Interaction of 2 with benzoin in the presen
Efficient solid phase synthesis of diverse quinazolinones
Makino,Suzuki,Nakanishi,Tsuji
, p. 1670 - 1672 (2007/10/03)
Various quinazolinones were synthesized by cyclocondensation of anthranilamides with a variety of orthoformates on solid supports. Alkyl, aryl and alkoxy groups can substitute at 2 position of quinazolines with this method. The reactions proceeded smoothly under mild acidic conditions and the products exhibited excellent purity. Unlike previously reported solid phase quinazolinone syntheses, this synthetic strategy does not require an oxidation step. The approach is applicable to the synthesis of a wide range of quinazolinones, including molecules that are susceptible to oxidation.
Synthesis of Some New 2-Aryl-3-Hetaryl-4(3H) Quinazolones
Dash, B.,Dora, E. K.,Panda, C. S.
, p. 835 - 836 (2007/10/02)
2-Aryl (alkyl)-benzoxazin-4-ones (I, R = CH3, C6H5, C6H5CH2, p-NO2C6H4) are condensed with 2-amino hetaryls (pyridyl, pyrimidyl, thiazolyl), 1 and 2-amino anthraquinones, p-amino acetophenone and 1,2-diamines like ethylene diamine and o-phenylene diamine.The products are obtained in excellent yields and are characterised by infrared and elemental analysis.
