923726-24-3Relevant academic research and scientific papers
FT-IR and FT-Raman characterization and investigation of reactive properties of N-(3-iodo-4-methylphenyl)pyrazine-2-carboxamide by molecular dynamics simulations and DFT calculations
Ranjith,Al-Abdullah, Ebtehal S.,Al-Omary, Fatmah A.M.,El-Emam, Ali A.,Anto,Sheena, Mary Y.,Armakovi?, Stevan,Armakovi?, Sanja J.,Zitko, Jan,Dolezal, Martin,Van Alsenoy
, p. 14 - 24 (2017/02/18)
The FT-IR and FT-Raman spectra of N-(3-iodo-4-methylphenyl)pyrazine-2-carboxamide were recorded and the experimentally observed wavenumbers are compared with the theoretically obtained wavenumbers. The redshift of the N[sbnd]H stretching mode in the IR spectrum from the computed value indicated the weakening of the N[sbnd]H bond. The ring breathing modes of the phenyl ring and pyrazine ring are assigned at 819 and 952?cm?1 theoretically. Using natural bond orbital analysis, the stability of the molecule arising from hyperconjugative interaction and charge delocalization has been analyzed. The most reactive sites in the molecule were identified by molecular electrostatic potential map. The calculations of the average local ionization energy (ALIE) were used for visualization and determination of molecule sites possibly prone to electrophilic attacks. Further information on possible reactive centers of title molecule has been obtained by calculations of Fukui functions. Vulnerability of title molecule towards autoxidation mechanism was investigated by calculations of bond dissociation energies (BDE), while vulnerability towards hydrolysis was investigated by calculations of radial distribution functions (RDF) as obtained after molecular dynamics (MD) simulations. Molecular docking studies suggest that the compound might exhibit inhibitory activity against mGluRs.
Substituted N-phenylpyrazine-2-carboxamides: Synthesis and antimycobacterial evaluation
Dolezal, Martin,Zitko, Jan,Kesetovicova, Diana,Kunes, Jiri,Svobodova, Michaela
experimental part, p. 4180 - 4189 (2009/12/28)
The condensation of chlorides of substituted pyrazinecarboxylic acids with ringsubstituted anilines yielded twelve substituted pyrazinecarboxylic acid amides. The synthetic approach, analytical, and lipophilicity data of the newly synthesized compounds are presented. Two antituberculosis assays were used. Firstly, the antimycobacterial activity against four different Mycobacterium strains in a series of pyrazine derivatives was investigated. Secondly, the antimycobacterial evaluation was performed at the Tuberculosis Antimicrobial Acquisition and Coordinating Facility (TAACF) program. Interesting in vitro antimycobacterial activity was found, N-(3-iodo-4-methylphenyl) pyrazine-2-carboxamide (9) was most active derivative compound against M. tuberculosis (MIC 90 = 0.819 μg/mL).
