Spectroscopic (FT-IR, FT-Raman), first order hyperpolarizability, NBO analysis, HOMO and LUMO analysis of N-[(4-(trifluoromethyl)phenyl]pyrazine-2-carboxamide by density functional methods

Joseph, Tomy; Varghese, Hema Tresa; Panicker, C. Yohannan; Viswanathan, K.; Doležal, Martin; Alsenoy, C. Van

doi:10.1016/j.arabjc.2013.08.004

Cited by 35 publications

(10 citation statements)

References 60 publications

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“…According to the literature data, it was expected in the regions 1750-1600 cm −1 (stretching) [19]. The N-H stretching bonds from the amide group and from the 5-amino group were expected in the range 3500-3000 cm −1 [19]. In the present case, those signals were assigned in the range 3495-3301 cm −1 .…”

Section: Synthesis Of Variously Substituted 5-alkylamino-n-phenylpyrasupporting

confidence: 69%

“…In the IR spectra, the final compounds showed a signal at 1672-1639 cm −1 , attributed to the amidic carbonyl. According to the literature data, it was expected in the regions 1750-1600 cm −1 (stretching) [19]. The N-H stretching bonds from the amide group and from the 5-amino group were expected in the range 3500-3000 cm −1 [19].…”

Section: Synthesis Of Variously Substituted 5-alkylamino-n-phenylpyramentioning

confidence: 83%

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5-Alkylamino-N-phenylpyrazine-2-carboxamides: Design, Preparation, and Antimycobacterial Evaluation

et al. 2020

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According to the World Health Organization, tuberculosis is still in the top ten causes of death from a single infectious agent, killing more than 1.7 million people worldwide each year. The rising resistance developed by Mycobacterium tuberculosis against currently used antituberculars is an imperative to develop new compounds with potential antimycobacterial activity. As a part of our continuous research on structural derivatives of the first-line antitubercular pyrazinamide, we have designed, prepared, and assessed the in vitro whole cell growth inhibition activity of forty-two novel 5-alkylamino-N-phenylpyrazine-2-carboxamides with various length of the alkylamino chain (propylamino to octylamino) and various simple substituents on the benzene ring. Final compounds were tested against Mycobacterium tuberculosis H37Ra and four other mycobacterial strains (M. aurum, M. smegmatis, M. kansasii, M. avium) in a modified Microplate Alamar Blue Assay. We identified several candidate molecules with micromolar MIC against M. tuberculosis H37Ra and low in vitro cytotoxicity in HepG2 cell line, for example, N-(4-hydroxyphenyl)-5-(pentylamino)pyrazine-2-carboxamide (3c, MIC = 3.91 µg/mL or 13.02 µM, SI > 38) and 5-(heptylamino)-N-(p-tolyl)pyrazine-2-carboxamide (4e, MIC = 0.78 µg/mL or 2.39 µM, SI > 20). In a complementary screening, we evaluated the in vitro activity against bacterial and fungal strains of clinical importance. We observed no antibacterial activity and sporadic antifungal activity against the Candida genus.

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Section: Synthesis Of Variously Substituted 5-alkylamino-n-phenylpyrasupporting

confidence: 69%

Section: Synthesis Of Variously Substituted 5-alkylamino-n-phenylpyramentioning

confidence: 83%

5-Alkylamino-N-phenylpyrazine-2-carboxamides: Design, Preparation, and Antimycobacterial Evaluation

et al. 2020

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“…The characteristic vibrations of the epoxide ring were found at 911 cm −1 [4,5,11,14,20], 860 cm −1 [4,12] and 776 cm −1 [4]. Among these, the most suitable to be followed to assess the degree of curing of the EC was the 911 cm −1 signal of the epoxide group [14], as the signals at 860 and 776 cm −1 overlapped with peaks characteristic of the meta substituted (670–710, 750–805, 870–900 cm −1 ) and para substituted (845 cm −1 γCH) aromatic rings in the EC molecule [21,22,23], and with some photoinitiator’s signals (845 cm −1 and 780 cm −1 ).…”

Section: Resultsmentioning

confidence: 99%

Photocuring of Epoxidized Cardanol for Biobased Composites with Microfibrillated Cellulose

2019

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Cardanol is a natural alkylphenolic compound derived from Cashew NutShell Liquid (CNSL), a non-food annually renewable raw material extracted from cashew nutshells. In the quest for sustainable materials, the curing of biobased monomers and prepolymers with environmentally friendly processes attracts increasing interest. Photopolymerization is considered to be a green technology owing to low energy requirements, room temperature operation with high reaction rates, and absence of solvents. In this work, we study the photocuring of a commercially available epoxidized cardanol, and explore its use in combination with microfibrillated cellulose (MFC) for the fabrication of fully biobased composites. Wet MFC mats were prepared by filtration, and then impregnated with the resin. The impregnated mats were then irradiated with ultraviolet (UV) light. Fourier Transform InfraRed (FT-IR) spectroscopy was used to investigate the photocuring of the epoxidized cardanol, and of the composites. The thermomechanical properties of the composites were assessed by thermogravimetric analysis, differential scanning calorimetry, and dynamic mechanical analysis. We confirmed that fully cured composites could be obtained, although a high photoinitiator concentration was needed, possibly due to a side reaction of the photoinitiator with MFC.

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“…The quantum molecular descriptors such as: global hardness (g) [44], electronic chemical potential (l) [45], global electrophilicity power (x) [46], the electron affinity (EA) and the ionization potential (IP) [47][48][49] for H 2 S on AlP nanotube in all studied configurations are presented in Table 2 and can be calculated as follows:…”

Section: Molecular Geometry and Binding Energiesmentioning

confidence: 99%

The analysis of electronic structures, adsorption properties, NBO, QTAIM and NMR parameters of the adsorbed hydrogen sulfide on various sites of the outer surface of aluminum phosphide nanotube: a DFT study

Zaboli

Raissi

2015

Struct Chem

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Density functional theory (DFT) calculations at the B3LYP/6-31G* level are performed to investigate the adsorption properties and quantum molecular descriptors of H 2 S adsorbed on the external surface of (6,0) single-walled aluminum phosphide nanotube (AlPNT). The vibrational frequencies and physical properties such as dipole moment, chemical potential, chemical hardness and chemical electrophilicity of all studied configurations have been systematically explored. Also, the interaction of H 2 S gas and AlPNT on the basis of five reactivity descriptors such as the overall stabilization energy (DE SE(AB) ), the individual energy change of the acceptor (DE A(B) ), the individual energy change of donor (DE B(A) ), the global electrophilicity difference of AlPNT and H 2 S gas (Dw) and charge transfer (DN) has been explained. All adsorptions are electronically harmless processes and venial impacts on the energy gap of the AlP nanotube. The natural bond orbital calculations are done to derive natural atomic orbital occupancies. The H 2 S molecule physisorbed on the surface of pristine AlP nanotube with adsorption energy of about -20 kJ/mol. The AIM theory has been also used to examine the properties of the bond critical points: their electron densities and Laplacians. The adsorption energy of H 2 S molecule is not so large to hinder the recovery of the AlPNT, and therefore, the sensor will possess short recovery times. Electronic structures of pristine AlPNT and adsorbed H 2 S gas AlPNT models are examined by DFT calculations of chemical shielding (CS) parameters of 27 Al and 31 P atoms. The isotropic and anisotropic CS parameters are divided into layers based on the detection of similar electronic environments by the atomic sites of each layer.

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Spectroscopic (FT-IR, FT-Raman), first order hyperpolarizability, NBO analysis, HOMO and LUMO analysis of N-[(4-(trifluoromethyl)phenyl]pyrazine-2-carboxamide by density functional methods

Cited by 35 publications

References 60 publications

5-Alkylamino-N-phenylpyrazine-2-carboxamides: Design, Preparation, and Antimycobacterial Evaluation

5-Alkylamino-N-phenylpyrazine-2-carboxamides: Design, Preparation, and Antimycobacterial Evaluation

Photocuring of Epoxidized Cardanol for Biobased Composites with Microfibrillated Cellulose

The analysis of electronic structures, adsorption properties, NBO, QTAIM and NMR parameters of the adsorbed hydrogen sulfide on various sites of the outer surface of aluminum phosphide nanotube: a DFT study

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