112434-52-3Relevant academic research and scientific papers
β-CD-catalyzed multicomponent domino reaction: synthesis, characterization, in silico molecular docking and biological evaluation of pyrano[2,3-d]-pyrimidinone derivatives
Chate, Asha V.,Dongre, Ravindra M.,Khaire, Mahadeo K.,Bondle, Giribala M.,Sangshetti, Jaiprakash N.,Damale, Manoj
, p. 6119 - 6136 (2018)
Abstract: Simple and green synthetic procedures constitute an important goal in organic synthesis. The combination of multicomponent reactions (MCRs) and unconventional solvents has become a new research direction, which enables simultaneous growth of bot
H14[NaP5W30O110] catalyzed one-pot three-component synthesis of dihydropyrano[2,3-c]pyrazole and pyrano[2,3-d]pyrimidine derivatives
Heravi,Ghods,Derikvand,Bakhtiari,Bamoharram
, p. 615 - 620 (2010)
This is a report of an efficient, clean and facile method for the synthesis of 1,4-dihydropyrano[2,3-c] pyrazole and pyrano[2,3d]pyrimidine derivatives via three-component one-pot condensation of 3-methyl-1-phenyl-1H-pyrazol-5(4H)-one or barbituric acid,
Magnetic nanoporous MCM-41 supported ionic liquid/palladium complex: An efficient nanocatalyst with high recoverability
Abaeezadeh, Somayeh,Elhamifar, Dawood,Norouzi, Meysam,Shaker, Masoumeh
, (2019)
In this study, a novel magnetic mesoporous MCM-41 silica supported ionic liquid/palladium complex (Fe3O4@MCM@IL/Pd) with core-structure was prepared and characterized and its catalytic performance was developed under green conditions
New advances in catalytic performance of erbium-folic acid-coated CoFe2O4 complexes for green one-pot three-component synthesis of pyrano[2,3-d]pyrimidinone and dihydropyrano[3,2-c]chromenes compounds in water
Sorkhabi, Serve,Mozafari, Roya,Ghadermazi, Mohammad
, (2021)
In the current research, much attention is paid to heterogenized nanostructure. Herein, we report the green synthesis magnetic nanoparticles (MNPs) of cobalt ferrite by the immobilization of erbium (Er) coated with folic acid (FA) which show effective cat
Synthesis, biological activity and POM/DFT/docking analyses of annulated pyrano[2,3-d]pyrimidine derivatives: Identification of antibacterial and antitumor pharmacophore sites
Bhat, Ajmal R.,Dongre, Rajendra S.,Almalki, Faisal A.,Berredjem, Malika,Aissaoui, Mohamed,Touzani, Rachid,Hadda, Taibi Ben,Akhter, Mohammad S.
, (2021)
New annulated pyrano[2,3-d]pyrimidine derivatives were synthesized with hydroxyl, methoxy, bromine, nitrile and nitro substituents on its skeleton. The correlated electronic effect of substituents on the magnitude of antibacterial activity was noted. The
Mechanochemical solvent-free and catalyst-free one-pot synthesis of pyrano[2,3-d]pyrimidine-2,4(1H,3H)-diones with quantitative yields
Mashkouri, Sara,Naimi-Jamal, M. Reza
, p. 474 - 479 (2009)
Solvent-free synthesis of pyrano[2,3-d]pyrimidine-2,4(1H,3H)-diones by ball-milling and without any catalyst is described. This method provides several advantages such as being environmentally friendly, using a simple workup procedure, and affording high
Design, synthesis, molecular docking and in silico ADMET profile of pyrano[2,3-d]pyrimidine derivatives as antimicrobial and anticancer agents
Abd El-Sattar, Nour E.A.,El‐Adl, Khaled,El-Hashash, Maher A.,Salama, Samir A.,Elhady, Mostafa M.
, (2021)
Pyrano[2,3-d]pyrimidine derivatives were synthesized by treating cyclic compounds containing active methylene group with aldehyde and malononitrile in butanol. The behavior of pyrano[2,3-d]pyrimidine towards some electrophlies namely triethylorthoformate followed by nitrogen nucleophiles as isobutylamine, urea, phenylthiourea, p-toluidine, o-phenylenediamine, o-aminophenol, 2-amino-4-methyl-pyridine and acetic acid with the aim of obtaining some interesting non-mixed heterocyclic compounds. All synthesized compounds to some extent have shown good antimicrobial activity against different microbial strains that had been extracted by inhibiting cell wall synthesis. Compound 5b showed the highest antibacterial activities against B. subtilis, S. aureus and E. coli. On the other hand compound 5 g exhibited the highest antibacterial and antifungal activities against P. aeruginosa and A. niger respectively. In addition, they explore cytotoxic potentialities against different cell lines via DNA intercalation and Top-II inhibition. The cytotoxic activities clarify the strong inhibitory activity of derivative 5a against HepG2 cells with IC50 = 2.09 μM, while HCT-116 cells were highly susceptible to derivative 5c with IC50 = 2.61 μM, in the meantime, derivative 5f showed pronounced negative impact against MCF-7 (IC50 = 2.43 μM) when compared with other prepared compounds. All derivatives exhibited higher anticancer activities than doxorubicin against the three cell lines except compound 2 against both HepG2 and MCF-7 and compound 5e against HepG2 cell lines. Compounds 5a, 5c and 5f potently intercalate DNA at IC50 values of 26.96, 27.13 and 29.86 μM respectively, which were more potent than doxorubicin (IC50 value of 31.27 μM). Moreover, compounds 5a, 5c and 5f exhibited very good Topoisomerase II inhibitory activities with IC50 values of 0.752, 0.791 and 0.776 μM respectively, that were more potent than that of doxorubicin (IC50 = 0.94 μM). For a great extent, the molecular modeling studies were in agreement with that of in vitro cytotoxicity activity, DNA binding and Top-II inhibition results.
Succinimidinium N-sulfonic acid hydrogen sulfate as an efficient ionic liquid catalyst for the synthesis of 5-arylmethylene-pyrimidine-2,4,6-trione and pyrano[2,3-d]pyrimidinone derivatives
Abedini, Masoumeh,Shirini, Farhad,Mohammad-Alinejad Omran, Javad,Seddighi, Mohadeseh,Goli-Jolodar, Omid
, p. 4443 - 4458 (2016)
Succinimidinium N-sulfonic acid hydrogen sulfate ([SuSA-H]HSO4) as a new ionic liquid is prepared and characterized using a variety of techniques, including infrared spectra (FT-IR), 1H and 13C NMR, scanning electron microscopy, a mass spectra method, as well as by Hammett acidity function. The prepared reagent is efficiently able to catalyze the preparation of 5-arylmethylene-pyrimidine-2,4,6-triones via the condensation of aldehydes and barbituric acid. Further studies showed that the condensation of aldehydes with barbituric acid and malononitrile leading to pyrano[2,3-d]pyrimidinone derivatives can also be efficiently promoted in the presence of this reagent. The present methodology offers several advantages, including ease of the preparation and handling of the catalyst, simple and easy work-up, short reaction times, high yields of the products and recyclability of the catalyst.
Water Mediated Domino Knoevenagel-Michael-cyclocondensation Reaction of Malononitrile, Various Aldehydes and Barbituric Acid Derivatives Using Boric Acid Aqueous Solution System Compared with Nano-titania Sulfuric Acid
Khazaei, Ardeshir,Nik, Heidar Ali Alavi,Moosavi-Zare, Ahmad Reza
, p. 675 - 679 (2015)
Nano-titania sulfuric acid (TSA) and boric acid [B(OH)3] were efficiently utilized for domino Knoevenagel-Michael-cyclocondensation reaction of malononitrile, various aldehydes and barbituric acid derivatives to synthesis of pyrano[2,3-d]pyrimi
Butane-1-sulfonic acid immobilized on magnetic Fe3O4@SiO2 nanoparticles: A novel and heterogeneous catalyst for the one-pot synthesis of barbituric acid and pyrano[2,3-d] pyrimidine derivatives in aqueous media
Pourghasemi-Lati,Shirini,Alinia-Asli,Rezvani
, (2018)
Butane-1-sulfonic acid immobilized on magnetic Fe3O4@SiO2 nanoparticles (Fe3O4@SiO2-Sultone) was easily prepared via direct ring opening of 1,4-butanesultone with nanomagnetic Fe3O4@SiO2. The prepared reagent was characterized and used for the efficient promotion of the synthesis of barbituric acid and pyrano[2,3-d] pyrimidine derivatives. All reactions were performed under mild and completely heterogeneous reaction conditions affording products in good to high yields. The catalyst is easily isolated from the reaction mixture by magnetic decantation and can be reused at least eight times without significant loss in activity.
