3-Ethyl-4-[3-(1H-imidazol-1-yl)prop­yl]-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

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

Synthesis and Biological Properties of Novel Triazole-Thiol and Thiadiazole Derivatives of the 1,2,4-Triazole-3(5)-one Class

2,2\u27-(4,4\u27(Butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4- triazole-4,1-diyl)) diacetohydrazides 3a,b were obtained via the formation of diethyl 2,2\u27-(4,4\u27(butane-1,4-diyl/hexane-1,6-diyl)bis(3-methyl-5-oxo-4,5-dihydro-1,2,4-triazole-4,1- diyl))diacetates 2a,b, obtained starting from di-[3(methyl-2-yl-methyl)-4,5-dihydro-1H-[1,2,4]-triazole-5-one-4yl]-n-alkanes 1a,b in two steps. The synthesis of the compounds 7a,b–9a,b incorporating the 1,3,4-thiadiazole, and 10a,b–11a,b with a 1,2,4-triazole-thiol nucleus as the second heterocycle, was performed by the acidic or basic treatment of compounds 4a,b–6a,b which were obtained from the reaction of 3a,b with several isothiocyanates. Newly synthesized compounds were screened for antimicrobial activities and their antioxidant properties by the 1,1-diphenyl-2-picryl hydrazyl (DPPH) radical scavenging method. Compounds 4a,b, 5a,b, and 6a,b were found to possess good antioxidant properties. Almost all compounds have significant antimicrobial activities

Synthesis and characterisations of some new 2,4-dihydro-[1,2,4]-triazol-3-one derivatives and X-ray crystal structures of 4-(3-phenylallylideneamino)-5- thiophen-2-yl-methyl-2,4-dihydro-[1,2,4]triazol-3-one

Compounds 2 were synthesised via the reaction of 4-amino-5-thiophen-2-yl-methyl-2,4-dihydro-[1,2,4]- triazol-3-one (1) with aldehydes. Compounds 3 and 4 were obtained from compounds 2 with bromo acetophenone and ethyl bromoacetate, respectively. The synthesis of compounds 2, 3, and 4 and crystal structure of compound 2a are being reported. The molecular structures were identified by IR, 1 H-NMR, 13 C-NMR, MS, and elemental analyses. Compound 2a crystallises in the monoclinic P 2 1 /n space group, with a = 6.565(5) ˚A, b = 18.278(5) ˚A, c = 13.8166(18) ˚A, β = 96.227(5) ◦ , V = 1553.6(14) ˚A3 , Z = 4. The newly compounds synthesised were screened for their antibacterial and antifungal properties. Among the compounds, 4d showed antimicrobial activity against Candida albicans ATCC 60193 and Candida tropicalis ATCC 13803

Synthesis and antimicrobial evaluation of novel di-triazoles and 4-arylidene amino 4,5 dihydro-1H-[1,2,4] triazole-5-one derivatives

A series of novel di-[3(thiophen-2-yl-methyl)-4,5-dihydro-1H-[1,2,4] triazole-5-one-4yl]n-alkanes (2a-h) were obtained by the reaction of N'-1-ethoxy-2-thiophen-2-yl-ethylydene hydrazino carboxylic acid ethyl ester (1) and diamines. Compound 3 was reacted with aldehydes and 4-(arylidene-amino)-3- thiophen-2-yl-methyl-4,5-dihydro-1H-[1,2,4] triazole-5-ones (4, 5, and 8) with Schiff base character were synthesized. (4-(arylidene-amino)-5-oxo-3-thiophen-2- yl-methyl-4,5-dihydro-1H-[1,2,4]triazole-1-yl)-acetic acid ethyl esters (6, 7, and 9) were obtained by the reaction of 4-(arylidene-amino)-3-thiophen-2-yl- methyl-4,5-dihydro-1H-[1,2,4]triazole-5-ones (4, 5, and 8) and ethyl bromoaeetate. The structures of the new compounds were inferred through IR, 1H/13C NMR, elemental analyses, and mass spectral data. Compound 8i was characterized by IR, 1H/13C NMR, elemental analyses, mass, and X-ray spectral techniques. Geometry optimization of compounds 2a, 2c, 2f, 4, and 5 was achieved by computer using the AM1 method. Compounds 2f, 4, 5, 6, 7, 8i, and 9k showed good antifungal activity only against yeast fungi, while compound 2d showed antimicrobial activity against the bacteria Pseudomonas aeruginosa ATCC10145, Enterococcus faecalis ATCC29212 and the yeast fungi Candida albicans ATCC 60193 and Candida tropicalis ATCC 13803. © TÜBITAK

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

<p>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 <i>in situ</i> 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 Co^III center of CoPc. Spectra and color of the electrogenerated MPc species were determined with <i>in situ</i> spectroelectrochemical measurements.</p

1,1,2,2-Tetrakis[2,4-dichloro-6-(diethoxymethyl)phenoxymethyl]ethene

In the title compound, C50H60Cl8O12, the molecules are disordered about an inversion center located at the mid-point of the central C=C bond. These atoms show disorder and were modelled with two different orientations with site occupancies of 0.828&amp;#8197;(3) and 0.172&amp;#8197;(3). The dihedral angle between the two benzene rings in the asymmetric unit is 52.80&amp;#8197;(6)&amp;#176;. Intramolecular C&amp;#8212;H...O and C&amp;#8212;H...Cl interactions occur and the crystal packing features inversion dimers linked by pairs of C&amp;#8212;H...O bonds, generating R22(10) loops