Dilek Ünlüer

Ethyl 4-(3-ethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-4-yl)benzoate

In the title compound, C13H15N3O3, the dihedral angle between the two aromatic ring is 51.06 (1)°. In the crystal, molecules are connected by pairs of N—H⋯O hydrogen bonds into centrosymmetric dimers.

Synthesis of Novel Symmetrical 1,4-Disubstituted 1,2,3-Bistriazole Derivatives via 'Click Chemistry' and Their Biological Evaluation.

A series of symmetric bis-1,2,3-triazole compounds 2–5(a–f) were synthesized as potential antioxidant agents via click chemistry. Their structures were confirmed by 1H-NMR and 13C-NMR. All of the synthesized compounds were subjected to antioxidant and antimicrobial assays. The antioxidant activity of these compounds (AChE inhibition, DPPH and SOD activities) was evaluated. Compound 2f was found to show the highest AChE inhibition activity of all compounds, while compound 3b showed a strong inhibitory effect on DPPH radical and compound 2a was the most effective of all compounds for SOD activity. All synthesized compounds were found to possess moderate antibacterial activity against the bacteria E. coli and Y.pseudotuberculosis.

3-Ethyl-4-[3-(1H-imidazol-1-yl)prop-yl]-5-phenyl-4H-1,2,4-triazole dihydrate.

In the title compound, C16H19N5·2H2O, the triazole ring makes dihedral angles of 70.61 (6) and 41.89 (8)°, respectively, with the imidazole and benzene rings. The water molecules are involved in intermolecular O—H⋯N and O—H⋯O hydrogen bonds, which stabilize the crystal packing.

1,2,4-triazole-5(4H)-one based novel peripherally tetrasubstituted metal-free and metallophthalocyanines: Synthesis, characterization, and electrochemical and spectroelectrochemical properties

ABSTRACT In this study, the synthesis of metal-free and metallophthalocyanines containing four 4-[2-(4-methoxyphenyl)ethyl]-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one substituents at the peripheral positions were reported. The structures of compounds were characterized using IR, 1H NMR, 13C NMR, mass spectroscopies, and UV-Vis. Electrochemistry of the complexes were studied with voltammetric and in situ spectroelectrochemical measurements in different electrolytic systems. MPcs having redox inactive metal centers (H+, Zn+2, Cu+2, and Ni+2) just illustrated similar Pc-based electron transfer reactions. Due to the different effective nuclear charge of the ions in the core of Pc ring, small potential shifts and reversibility differences were observed between the redox processes of these complexes. MPcs having redox-active metal centers (Co+2 and TiO+2) gave metal-based electron transfers in addition to Pc-based processes. Electrolyte type of the measurement system significantly influenced oxidation behaviors of CoPc due to the coordination of polar coordinating solvent molecules to the oxidized CoIII center of CoPc. Spectra and color of the electrogenerated MPc species were determined with in situ spectroelectrochemical measurements.

4-[2-(4-Meth­oxy­phen­yl)eth­yl]-3-(thio­phen-2-ylmeth­yl)-1H-1,2,4-triazol-5(4H)-one monohydrate

In the title compound, C16H17N3O2S·H2O, the triazole ring makes a dihedral angle of 34.63 (6)° with the benzene ring. The thiophene ring is disordered over two orientations [occupancy ratio = 0.634 (4):0.366 (4)] which make dihedral angles of 54.61 (16) and 54.57 (31)° with the triazole ring. Intermolecular N—H⋯O and O—H⋯O hydrogen bonds stabilize the crystal structure.

4-[3-(1H-Imidazol-1-yl)prop-yl]-3-methyl-5-(thio-phen-2-ylmeth-yl)-4H-1,2,4-triazole monohydrate.

In the title compound, C14H17N5S·H2O, the triazole ring makes dihedral angles of 48.15 (8) and 84.92 (8)° with the imidazole and thiophenyl rings, respectively. The water molecule is involved in intermolecular O—H⋯N hydrogen bonding.

4-[2-(4-Hy­droxy­phen­yl)eth­yl]-3-propyl-1H-1,2,4-triazol-5(4H)-one

The asymmetric unit of the title compound, C13H17N3O2, contains eight crystallographically independent molecules. The planes of the benzene and triazole rings in the eight molecules make dihedral angles of 5.53 (13), 9.33 (13), 19.28 (11), 17.36 (8), 12.84 (12), 8.03 (8), 19.97 (11), and 7.98 (8)°. The eight molecules in the asymmetric unit are linked by intermolecular O—H⋯O and N—H⋯O hydrogen bonds, forming a three-dimensional network.

4-(4-Meth­oxy­pheneth­yl)-3,5-diphenyl-4H-1,2,4-triazole

In the title compound, C23H21N3O, the dihedral angles formed by the mean plane of the triazole ring [maximum deviation = 0.007 (1) Å] and the three phenyl rings are 51.13 (8), 52.84 (8) and 47.04 (8)°. In the crystal, molecules are linked by weak C—H⋯N interactions, forming infinite chains propagating along the b-axis direction.

3,3'-Dimethyl-4,4'-(hexane-1,6-di-yl)bis-[1H-1,2,4-triazol-5(4H)-one].

The title compound, C12H20N6O2, has a centre of symmetry. The molecule consists of two triazole rings joined by an aliphatic –(CH2)6– chain. The crystal structure is stabilized by intermolecular N—H⋯O hydrogen bonds and by π–π stacking interactions between the triazole rings of inversion-related molecules [centroid–centroid distance = 3.277 (8) Å].

4-(4-Meth-oxy-pheneth-yl)-3-methyl-1H-1,2,4-triazol-5(4H)-one.

The dihedral angle between the two rings in the title compound, C12H15N3O2, is 49.03 (1)°. The crystal structure is stabilized by intermolecular N—H⋯O and C—H⋯O hydrogen bonds and π–π stacking interactions between the triazole rings with a centroid–centroid distance of 3.394 Å.