4-Amino-3-(p-chlorophenyl)-5-(p-methoxybenzyl)-4H-1,2,4-triazole: X-ray and DFT-calculated structures

The title compound, 4-amino-3-(p-chlorophenyl)-5-(p-methoxybenzyl)-4H-1,2, 4- triazole I , C16H15ClN4O), has been determined using X-ray diffraction techniques and the molecular structure has also been optimized at the B3LYP/6-31 G(d, p) level using density functional theory (DFT). The triazole ring exhibits dihedral angles of 41.61(15)° and 80.73(11)° with the phenyl rings. The molecules are linked principally by N-H?N hydrogen bonds involving the amino NH2 group and a triazole N atom, forming C(5) chains which are further linked to give a two-dimensional network of molecules. The N-H?N hydrogen bonding is supported by C-H?N hydrogen bond and C-H?? interaction. Intermolecular N-H?N and C-H?N hydrogen bonds produce R2 2(9), R4 4(10) and R4 4(20) rings

Synthesis and anticancer evaluation of some new 4-amino-3-(p-methoxybenzyl) -4,5-dihydro-1,2,4-triazole-5-one derivatives

4-Amino-3-p-methoxybenzyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl-acetic acid ethyl ester (2) was prepared from 4-amino-4,5-dihydro-1H-1,2,4-triazole-5-one (1) and ethyl bromoacetate. Compound 3 was synthesized by the condensation of 2 with hydrazine hydrate. The treatment of compound 3 with various aromatic aldehydes resulted in the formation of arylidene hydrazides as cis-trans conformers 4a-g. Thiosemicarbazide derivative 5 was prepared by the reaction of compound 3 with phenylisothiocyanate. Cyclization of 5 with sodium hydroxide resulted in the formation of compound 6. Treatment of 6 with benzyl bromide gave compound 7. Four of the newly synthesized compounds were screened for their anticancer activity against a panel of 60 cell lines derived from nine cancer types, namely, non-small cell lung, colon, breast, ovarian, leukemia, renal, melanoma, prostate and CNS cancers at a fixed dose of 10 ?M. © 2008 Verlag der Zeitschrift für Naturforschung

Efficient synthesis of 5-(substituted)benzyl-2,4-dihydro-3H-1,2,4-triazol- 3-ones using microwave irradiation

A growing body of literature has shown the effectiveness of using microwave irradiation in chemical reactions. The aim of this study is to demonstrate a rapid and highly efficient synthesis of some new 5-aryl-2,4-dihydro-3H-1,2,4- triazol-3-ones from ethoxycarbonylhydrazones in the presence of ammonium acetate by using microwave heating for the first time

Determination of protonation constants of some 3-alkyl(aryl)-4-(p-t- butyl(benzyl/benzyliden)amino)-4,5-dihydro-1h-1,2,4-triazole-5-one derivatives in ethanol-water mixtures

Stoichiometric protonation constants of some 3-alkyl(aryl)-4-(p-t- butyl(benzyl/benzyliden)amino)-4,5-dihydro-1H-1,2,4-triazole-5-one derivatives were determined potentiometrically in 50% (v/v) ethanol-water mixtures at 25 °C with an ionic strength of 0.10 M. The calculation of the stoichiometric protonation constants was carried out using a PKAS computer program. The effect of solvents composition on the stoichiometric protonation constants are discussed. © 2010 Chemical Society of Ethiopia

Synthesis and antioxidant properties of some new 3-(4-chlorophenyl)-5- (pyridin-4-yl)-4H-1,2,4-triazole derivatives

A series of new 3-(4-chlorophenyl)-5-(pyridin-4-yl)-4-(arylmethyleneamino)- 4H-1,2,4-triazole derivatives 3 were prepared in good yields by treatment of 4-amino-3-(4-chlorophenyl)-5-(pyridine-4-yl)-4H-1,2,4-triazole (2) with selected aldehydes. Compounds 3 were reduced with NaBH4 to afford the corresponding 3-(4-chlorophenyl)-5-(pyridin-4-yl)-4-(arylmethylamino)-4H-1,2,4- triazole derivatives 4. Eighteen new compounds were synthesized and characterized by elemental analyses, IR, 1H NMR and 13C NMR spectral data. The compounds were screened for their antioxidant and antiradical activities. © 2008 Verlag der Zeitschrift für Naturforschung, Tübingen

Microwave-assisted synthesis and antifungal activity of some new 1H-1,2,4-triazole derivatives

Ozil, Musa/0000-0002-1980-1364WOS: 000262537600017A number of 3-aryl-4-arylmethylideneamino-4,5-dihydro-1H-1,2,4-triazol-5-ones were synthesized by reaction of the corresponding aromatic aldehydes with 4-amino-3-aryl-1H-1,2,4-triazol-5-ones in anhydrous ethanol under microwave irradiation. The newly synthesized 1H-1,2,4-triazole derivatives were tested for antimicrobial activity. They showed no antibacterial activity but slight mycostatic activity against some Candida species