304908-44-9Relevant academic research and scientific papers
Synthesis, spectroscopic analyses, chemical reactivity and molecular docking study and anti-tubercular activity of pyrazine and condensed oxadiazole derivatives
Al-Tamimi, Abdul-Malek S.,Mary, Y. Sheena,Miniyar, Pankaj B.,Al-Wahaibi, Lamya H.,El-Emam, Ali A.,Armakovi?, Stevan,Armakovi?, Sanja J.
, p. 459 - 469 (2018)
The FT-IR spectral analysis and theoretical calculations of the wavenumbers of three oxadiazole derivatives, 2-(5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl)pyrazine (ORTHOPHPZ), 2-(5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl)pyrazine (METAPHPZ) and 2-(5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)pyrazine (PARAPHPZ) were reported in the present work. The theoretically predicted values of polarizability give the nonlinear behaviour of the compounds. The frontier molecular orbital analysis show the chemical stability of the title compounds and the NBO analysis gives the interactions in the molecular systems. Understanding of reactivity of newly synthetiszed oxadiazole derivatives in this study has been achieved thanks to combination of density functional theory (DFT) calculations, molecular dynamics (MD) simulations and molecular docking procedures. New oxadiazole derivatives have also been characterized experimentally through FT-IR and NMR approaches, thanks to which detailed structural properties have been understood. Both global and local reactivity properties have been investigated by calculations of quantum molecular descriptors such as molecular electrostatic potential (MEP), local average ionization energy (ALIE), Fukui functions, bond dissociation energies for hydrogen abstraction (H-BDE), radial distribution functions and binding energies of ligand against selected protein. The first hyperpolarizabilities of ORTHOPHPZ, METAPHPZ and PARAPHPZ are respectively, 84.62, 94.71 and 184.10 times that of urea. The docked ligands form stable complexes with the receptor 1-phosphatidylinositol phosphodiesterase and the results suggest that these compounds can be developed as new anti-cancer drugs. The anti-TB activity of PM series against M. tuberculosis H37RV strain was performed by Middlebrooke 7H-9 method. The compounds, ORTHOPHPZ, METAPHPZ and PARAPHPZ were moderately active between 25 and 50 μg/ml concentration as compared with the standard anti-TB agents and the –log MIC activity was found in the range of 1.011–1.274 as compared with isoniazid (INH) (1.137) and pyrazinamide (PZA) (1.115) standard anti-TB agents.
Synthesis and docking studies of pyrazine-thiazolidinone hybrid scaffold targeting dormant tuberculosis
Chitre,Asgaonkar,Miniyar,Dharme,Arkile,Yeware,Sarkar,Khedkar,Jha
supporting information, p. 2224 - 2228 (2016/04/20)
The persistence of Mycobacterium tuberculosis (MTB) in dormant stage assists the pathogen to develop resistance against current antimycobactrial drugs. To address this issue, we report herein the synthesis of N-(4-oxo-2 substituted thiazolidin-3yl) pyrazi
Synthesis andanti-mycobacterial evaluation of some pyrazine-2-carboxylic acid hydrazide derivatives
Abdel-Aziz, Mohamed,Bdel-Rahman, Hamdy M.A.
experimental part, p. 3384 - 3388 (2010/08/13)
A series of pyrazine-2-carboxylic acid hydrazide derivatives were synthesized and screened for their activity against Mycobacterium tuberculosis. The results show that pyrazine-2-carboxylic acid hydrazi-deehydrazone derivatives 3ael were less active than pyrazinamide. In contrast,the N 4-ethyl-N1-pyr-azinoyl-thiosemicarbazide 4 showed the highest activity against M. tuberculosis H37Rv (IC90 16.87 mg/mL). Details of the structureeactivity and structureecytotoxicity relationships are discussed.
