553-53-7Relevant articles and documents
Synthesis, characterization and computational studies of 4-[(Pyridine-3-carbonyl)-hydrazonomethyl]-benzoic acid
Elif ?ztürkkan ?zbek, Füreya,Kalay, Erbay,Necefo?lu, Hacali,U?urlu, Güventürk
, (2020)
A new hydrazone derivative compound, 4-[(Pyridine-3-carbonyl)-hydrazonomethyl]-benzoic acid, C15H11N3O, was obtained and characterized by 1H NMR, 13C NMR and UV–Vis, FT-IR and FT-Raman spectroscopy techniques. Molecular geometry, vibrational wavenumbers, frontier molecular orbital and non-linear optical (NLO) property of the title compound were calculated using ab initio Hartree-Fock (HF) and Density Functional Theory (DFT), employing B3LYP functional at 6–311++G (d,p) basis set. 1H and 13C NMR chemical shifts were calculated by using the gauge in dependent atomic orbital (GIAO) method at the HF and B3LYP methods with different basis sets. In addition, the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) were obtained from DFT LSDA methods with 6–311++G (d,p) basis set. The NLO behaviour of the title compound has been studied by determining the electric dipole moment (μ) and hyperpolarizability (β) using both B3LYP/6–311++G (d,p) and HF/6–311++G (d,p) methods. The energy gaps s(ΔEgap=ELUMO?EHOMO) of title molecule were calculated at 4.15, 2.77 and 9.81 eV with DFT-B3LYP/6–311++ G (d,p), DFT-LSDA/6–311++ G (d,p) and HF/6–311++ G (d,p) level of theory, respectively. The calculated experimentally energy gap was found as 2.827 eV.
Theoretical and experimental assesment of structural, spectroscopic, electronic and nonlinear optical properties of two aroylhydrazone derivative
?ztürkkan ?zbek, Füreya Elif,H?kelek, Tuncer,Kalay, Erbay,Necefo?lu, Hacali,U?urlu, Güventürk
, (2021)
Two aroylhydrazone, N'-(pyridine-4-ylmethylene)nicotic acid hydrazide (1) and N'-(pyridine-3-ylmethylene)nicotic acid hydrazide (2), were synthesized and their structures were determined by single-crystal X-ray diffraction analysis. The X-ray analysis indicated that the compound 1 was crystallized in triclinic crystal system with P -1space group a = 8.7899 (2) ?, b = 10.8983 (3) ?, c = 11.7726 (3) ?, α= 89.952 (3)°, β = 88.684 (3)°, γ= 75.293 (2)°, V = 1090.50 (5) ?3 and Z = 4 and compound 2 was crystallized in monoclinic crystal system with P21/c space group, a = 11.9239 (3) ?, b = 8.6495 (2) ?, c = 11.1021 (3) ?, α= 90 (3)°, β = 111.664 (3) (3)°, γ= 90°, V = 1064.14 (5) ?3 and Z = 4. Intermolecular interactions of the compounds were determined by Hirhfeld Surface Analysis. The H ··· H interactions with 37.9percent (for compound 1) and 37.5percent (for compound 2) contributions are the most important interactions to the overall crystal packings. FT-IR, Raman, 1H and 13C NMR and UV–Vis spectroscopy methods were used for spectroscopic characterization of the compounds. The spectroscopic properties of the compounds were calculated theoretically by using Density Functional Theory (DFT) with B3LYP and ab initio Hartree-Fock (HF) methods at different basis sets. A correlation was found between the theoretical and experimental values for the spectroscopic results. Moreover, the highest occupied molecular orbital (HOMO), the lowest unoccupied molecular orbital (LUMO), electric dipole moment (μ), polarizability (α) and hyperpolarizability (β) of the compounds were computed both DFT/B3LYP/6–311++G(d,p) and ab initio HF/6–311++G(d,p) methods. The calculated first hyperpolarizability value at the DFT/B3LYP/6–31++G (d,p) level of compound 1 with dimer structure is 18.14 times larger than urea, the standard nonlinear optical material. So, this value implies that compound 1 considered have potential candidates for designing high quality nonlinear optical materials. The energy gap (ΔEgap) and Molecular Electrostatic Potential (MEP) of the compounds were investigated. The structural and vibration frequency values calculated theoretically were compared with the experimental values.
Synthesis, structural, spectroscopic, and thermal studies of some transition-metal complexes of a ligand containing the amino mercapto triazole moiety
El-Nahas, Ahmed M.,Emam, Sanaa M.,Tolan, Dina A.
, (2020)
A new series of transition-metal complexes of Schiff base ligand containing the amino mercapto triazole moiety (HL) was prepared. The Schiff base and its metal complexes were elucidated by different spectroscopic techniques (infrared [IR], 1H nuclear magnetic resonance, UV–Visible, mass, and electron spin resonance [ESR]), and magnetic moment and thermal studies. Quantum chemical calculations have been carried out to study the structure of the ligand and some of its complexes. The IR spectra showed that the ligand is chelated with the metal ion in a neutral, tridentate, and bidentate manner using NOS and NO donors in complexes 1–6, 10–12, and 7 and 8, respectively, whereas it behaves in a monobasic tridentate fashion using NOS donor sites in copper(II) nitrate complex (9). The magnetic moment and electronic spectra data revealed octahedral and square pyramidal geometries for complexes 2, 11, 12, and 5–8 and 10, respectively. However, the other complexes were found to have tetrahedral (4), trigonal bipyramidal (1 and 3), and square planar (9) structures. Thermal studies revealed that the chelates with different crystallized solvents undergo different types of interactions and the decomposition pathway ended with the formation of metal oxygen (MO) and metal sulfur (MS) as final products. The ESR spectrum of copper(II) complex 10 is axial in nature with hyperfine splitting with 2B1g as a ground state. By contrast, complexes 7 and 8 undergo distortion around the Cu(II) center, affording rhombic ESR spectra. The HL ligand and some of its complexes were screened against two bacterial species. Data showed that complex 12 demonstrated a better antibacterial activity than HL ligand and other chelates.
Pleuromutilin derivative with 1, 3, 4-oxadiazole side chain and preparation and application thereof
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Paragraph 0055-0056; 0070; 0090; 0093; 0095; 0102, (2021/07/24)
The invention belongs to the field of medicinal chemistry, and particularly relates to a pleuromutilin derivative with a 1, 3, 4-oxadiazole side chain and preparation and application thereof The pleuromutilin derivative with the 1, 3, 4-oxadiazole side chain is a compound shown in a formula 2 or a pharmaceutically acceptable salt thereof, and a solvent compound, an enantiomer, a diastereoisomer and a tautomer of the compound shown in the formula 2 or the pharmaceutically acceptable salt thereof or a mixture of the solvent compound, the enantiomer, the diastereoisomer and the tautomer in any proportion, including a racemic mixture. The pleuromutilin derivative has good antibacterial activity, is especially suitable for being used as a novel antibacterial agent for systemic system infection of animals or human beings, and has good water solubility.
Design and synthesis of novel furan, furo[2,3-d]pyrimidine and furo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives as potential VEGFR-2 inhibitors
Abd El-Mageed, Menna M.A.,Eissa, Amal A.M.,Farag, Awatef El-Said,Osman, Essam Eldin A.
, (2021/09/15)
Novel furan 6a-c, furo[2,3-d]pyrimidine 7a-f, 9, 10a-f, 12a,b, 14a-d and furo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine 8a-f derivatives were designed based on their structural similarity to a previously described oxazole VEGFR-2 back pocket binding fragment. The designed compounds were synthesized and screened for their in vitro VEGFR-2 inhibitory activity where they exhibited good to moderate nanomolar inhibition with improved ligand efficiencies. 8b and 10c (IC50 = 38.72 ± 1.7 and 41.40 ± 1.8 nM, respectively) were equipotent to sorafenib and 6a, 6c, 7f, 8a, 8c, 10b, 10f, 12b, 14c and 14d showed good activity (IC50 = 43.31–98.31 nM). The furotriazolopyrimidines 8a-c and furopyrimidine derivative 10c were further evaluated for their in vitro antiproliferative activity against human umbilical vein endothelial cells (HUVECs) where 8b showed higher potency than sorafenib and resulted in cell cycle arrest at G2/M phase whereas 8c revealed good antiproliferative activity with cell cycle arrest at G1 phase. Moreover, 8a-c and 10c showed significant inhibitory effects on the invasion and migration of HUVECs. Molecular docking study was conducted to gain insight about the potential binding mode. The furo[3,2-e][1,2,4]triazolo[1,5-c]pyrimidine derivatives 8b and 8c represent interesting starting point for antiangiogenic compounds based on their activity and favorable drug likeness profiles.
