36746-07-3Relevant academic research and scientific papers
Synthesis and fluorescence of pyrazolines substituted with pyrimidine and ferrocene subunits
Liu, Manman,Zhang, Jian
, p. 31 - 35 (2016)
1,3,5-Trisubstituted 2-pyrazolines were synthesized by the reaction of chalcones with hydrazine in hot ethanol. Their structures were elucidated by 1H NMR, 13C NMR, IR, MS and elemental analysis. The fluorescence spectra were measure
Tacrine-pyrimidine photoactive molecular hybrids: Synthesis, photophysics, docking and BSA interaction study
Lopes, Jo?o Paulo Bizarro,Camara, Viktor Saraiva,Russowsky, Dennis,Nogara, Pablo Andrei,da Rocha, Jo?o Batista Teixeira,da Silveira Santos, Fabiano,Rodembusch, Fabiano Severo,Ceschi, Marco Antonio
, (2019)
This study reports the synthesis of two photoactive molecular hybrids containing Tacrine and pyrimidine moieties achieved by multicomponent reaction. The hybrids 11a and 11b present absorption maxima close to the Tacrine absorption (~320 nm). The hybrids present fluorescence emission around 400 nm, as observed for the separate Tacrine and pyrimidine structures. Time-resolved fluorescence indicates for 11a and 11b a monoexponential time decay around 1.5 ns. In this sense, the variation on the size of the aliphatic linker between both fluorophores seems not to affect the observed photophysical properties of the hybrids. In addition, the interaction of the compounds with bovine serum albumin (BSA)in phosphate buffer solution (PBS)was investigated, where a suppression mechanism was observed for both molecular hybrids. Docking was also performed to better understand the observed suppression mechanism.
Palladium-catalyzed Hiyama cross-couplings of 2-chloro pyrimidines with organosilanes
Gong, Hai-Peng,Quan, Zheng-Jun,Wang, Xi-Cun
, (2022/01/19)
An efficient synthesis of C2-aryl pyrimidine derivatives via Pd-catalyzed Hiyama couplings has been developed. Various 2-chloro pyrimidines with electron-donating or electron-withdrawing groups as novel electrophile partners coupled well with trimethoxy(p
Discovery of new phenyl sulfonyl-pyrimidine carboxylate derivatives as the potential multi-target drugs with effective anti-Alzheimer's action: Design, synthesis, crystal structure and in-vitro biological evaluation
Manzoor, Shoaib,Prajapati, Santosh Kumar,Majumdar, Shreyasi,Raza, Kausar,Gabr, Moustafa T.,Kumar, Shivani,Pal, Kavita,Rashid, Haroon,Kumar, Suresh,Krishnamurthy, Sairam,Hoda, Nasimul
, (2021/02/16)
Alzheimer's disease (AD) is multifactorial, progressive neurodegeneration with impaired behavioural and cognitive functions. The multitarget-directed ligand (MTDL) strategies are promising paradigm in drug development, potentially leading to new possible therapy options for complex AD. Herein, a series of novel MTDLs phenylsulfonyl-pyrimidine carboxylate (BS-1 to BS-24) derivatives were designed and synthesized for AD treatment. All the synthesized compounds were validated by 1HNMR, 13CNMR, HRMS, and BS-19 were structurally validated by X-Ray single diffraction analysis. To evaluate the plausible binding affinity of designed compounds, molecular docking study was performed, and the result revealed their significant interaction with active sites of acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE). The synthesized compounds displayed moderate to excellent in vitro enzyme inhibitory activity against AChE and BuChE at nanomolar (nM) concentration. Among 24 compounds (BS-1 to BS-24), the optimal compounds (BS-10 and BS-22) displayed potential inhibition against AChE; IC50 = 47.33 ± 0.02 nM and 51.36 ± 0.04 nM and moderate inhibition against BuChE; IC50 = 159.43 ± 0.72 nM and 153.3 ± 0.74 nM respectively. In the enzyme kinetics study, the compound BS-10 displayed non-competitive inhibition of AChE with Ki = 8 nM. Respective compounds BS-10 and BS-22 inhibited AChE-induced Aβ1-42 aggregation in thioflavin T-assay at 10 μM and 20 μM, but BS-10 at 10 μM and 20 μM concentrations are found more potent than BS-22. In addition, the aggregation properties were determined by the dynamic light scattering (DLS) and was found that BS-10 and BS-22 could significantly inhibit self-induced as well as AChE-induced Aβ1-42 aggregation. The effect of compounds (BS-10 and BS-22) on the viability of MC65 neuroblastoma cells and their capability to cross the blood-brain barrier (BBB) in PAMPA-BBB were further studied. Further, in silico approach was applied to analyze physicochemical and pharmacokinetics properties of the designed compounds via the SwissADME and PreADMET server. Hence, the novel phenylsulfonyl-pyrimidine carboxylate derivatives can act as promising leads in the development of AChE inhibitors and Aβ disaggregator for the treatment of AD.
Interrogation of 2,2′-Bipyrimidines as Low-Potential Two-Electron Electrolytes
Griffin, Jeremy D.,Pancoast, Adam R.,Sigman, Matthew S.
supporting information, p. 992 - 1004 (2021/01/25)
As utilization of renewable energy sources continues to expand, the need for new grid energy storage technologies such as redox flow batteries (RFBs) will be vital. Ultimately, the energy density of a RFB will be dependent on the redox potentials of the respective electrolytes, their solubility, and the number of electrons stored per molecule. With prior literature reports demonstrating the propensity of nitrogen-containing heterocycles to undergo multielectron reduction at low potentials, we focused on the development of a novel electrolyte scaffold based upon a 2,2′-bipyrimidine skeleton. This scaffold is capable of storing two electrons per molecule while also exhibiting a low (～-2.0 V vs Fc/Fc+) reduction potential. A library of 24 potential bipyrimidine anolytes were synthesized and systematically evaluated to unveil structure-function relationships through computational evaluation. Through analysis of these relationships, it was unveiled that steric interactions disrupting the planarity of the system in the reduced state could be responsible for higher levels of degradation in certain anolytes. The major decomposition pathway was ultimately determined to be protonation of the dianion by solvent, which could be reversed by electrochemical or chemical oxidation. To validate the hypothesis of strain-induced decomposition, two new electrolytes with minimal steric encumbrance were synthesized, evaluated, and found to indeed exhibit higher stability than their sterically hindered counterparts.
Structure elaboration of isoniazid: synthesis, in silico molecular docking and antimycobacterial activity of isoniazid–pyrimidine conjugates
Kaur, Hardeep,Singh, Lovepreet,Chibale, Kelly,Singh, Kamaljit
, p. 949 - 955 (2019/11/14)
Abstract: Designing small molecule-based new drug candidates through structure modulation of the existing drugs has drawn considerable attention in view of inevitable emergence of resistance. A new series of isoniazid–pyrimidine conjugates were synthesize
Lophine and pyrimidine based photoactive molecular hybrids. Synthesis, photophysics, BSA interaction and DFT study
Lopes, Jo?o Paulo Bizarro,Camara, Viktor Saraiva,Russowsky, Dennis,Da Silveira Santos, Fabiano,Beal, Roiney,Nogara, Pablo Andrei,Da Rocha, Jo?o Batista Teixeira,Gon?alves, Paulo Fernando Bruno,Rodembusch, Fabiano Severo,Ceschi, Marco Ant?nio
, p. 17126 - 17137 (2018/10/24)
Two photoactive molecular hybrids containing both lophine and pyrimidine moieties were synthesized by multicomponent reaction. The compounds present absorption in the UV-region (below 300 nm) and fluorescence emission in the violet region due to the lophi
Acridone-pyrimidine hybrids- design, synthesis, cytotoxicity studies in resistant and sensitive cancer cells and molecular docking studies
Murahari, Manikanta,Prakash, Karanam Vanitha,Peters, Godefridus J.,Mayur
, p. 961 - 981 (2017/09/08)
Hybrid systems of acridones with substituted pyrimidines were designed with an objective of discovering next generation anticancer agents targeting multiple mechanisms in the cancer cell. Hybrid compounds were synthesized by simple and convenient methods
A probe with aggregation induced emission characteristics for screening of iodide
Chopra, Rakesh,Kaur, Paramjit,Singh, Kamaljit
, p. 16233 - 16237 (2015/09/28)
The dilution controlled aggregation enhanced emission of spherically aggregated form of a triazole based probe dies down upon detecting iodide over other inorganic anions. The sensing is realised as a dynamic quenching mechanism dominated event. Being hig
Primaquine-pyrimidine hybrids: Synthesis and dual-stage antiplasmodial activity
Kaur, Hardeep,Machado, Marta,De Kock, Carmen,Smith, Peter,Chibale, Kelly,Prudêncio, Miguel,Singh, Kamaljit
, p. 266 - 273 (2015/07/08)
Abstract A series of novel pyrimidine-primaquine hybrids were synthesized and their effectiveness against the blood and liver stages of malaria parasites was evaluated. The hybrids displayed enhanced liver stage in vitro activity against P. berghei liver
