Facile and efficient synthesis and herbicidal activity determination of novel 1,2,4-triazolo[4,3- a ]pyridin-3(2 H )-one derivatives via microwave irradiation

Liu, Xinghai; Zhai, Zhi-Wen; Xu, Xiaoyan; Yang, Ming‐Yan; Sun, Zheng; Weng, Jian‐Quan; Tan, Cheng‐Xia; Chen, Jie

doi:10.1016/j.bmcl.2015.10.064

Cited by 45 publications

(20 citation statements)

References 23 publications

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“…In recent years, 1,2,4-triazole compounds have represented an important class of nitro-linked heterocyclic compounds, and they are often used in the medicinal or agricultural areas [1][2][3]. The 1,2,4-triazoles are considered an important nucleus that is associated with numerous biological activities, such as herbicidal [4][5][6], antifungal [7][8][9], antiviral [10], GHS-R1a ghrelin receptor [11], antimicrobial [12], anticancer [13], anticonvulsant [14], and antitubercular activities [15].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, DFT Study and Antifungal Activity of 4-(5-((4-Bromobenzyl) thio)-4-Phenyl-4H-1,2,4-Triazol-3-yl)pyridine

Zhai

Yang

et al. 2015

Crystals

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Abstract:The title compound 4-(5-((4-bromobenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)pyridine (C 20 H 15 BrN 4 S) was synthesized, and its structure was confirmed by 1 H NMR, MS and elemental analyses and single-crystal X-ray structure determination. It crystallizes in the triclinic space group P-1 with a = 7.717(3), b = 9.210(3), c = 13.370(5) Å, α = 80.347(13), β = 77.471(13), γ = 89.899(16)˝, V = 913.9(6) Å 3 , Z = 2 and R = 0.0260 for 3145 observed reflections with I > 2σ(I). A Density functional theory (DFT) (B3LYP/6-31G) calculation of the title molecule was carried out. The full geometry optimization was carried out using a 6-31G basis set, and the frontier orbital energy. Atomic net charges are discussed. Calculated bond lengths and bond angles were found to differ from experimental values, and the compound exhibits moderate antifungal activity.

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Section: Introductionmentioning

confidence: 99%

Synthesis, Crystal Structure, DFT Study and Antifungal Activity of 4-(5-((4-Bromobenzyl) thio)-4-Phenyl-4H-1,2,4-Triazol-3-yl)pyridine

Zhai

Yang

et al. 2015

Crystals

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“…The 1,2,4-triazoles are often possessed excellent biological activities, such as herbicidal activity [4,5], antifungal activity [6,7].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 4-(5-((2-methylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)pyridine, C₂₁H₁₈N₄S

Sun

Yang

et al. 2016

Zeitschrift Für Kristallographie - New Crystal Structures

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“…Synthesis of a broader spectrum and highly biological sulfonylurea compounds became a hot spot. In view of these facts, and as a part of our work on the synthesis of bioactive lead compounds for drug discover [2], the title compounds were designed by introducing a 2-thiazolidione pharmacophore into sulfonylurea sca old. A new sulfonylurea derivative containing 2-thiazolidione had been synthesized by the …”

Section: Discussionmentioning

confidence: 99%

Crystal structure of 2-[(2-oxo-thiazolidine-3-carbonyl)sulfamoyl]-methy-benzoic acid methyl ester, C₁₃H₁₄N₂O₆S₂

Chen

Shen

2016

Zeitschrift Für Kristallographie - New Crystal Structures

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CCDC no.: 1506293The asymmetric unit of the title crystal structure is shown in the gure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters. Source of material2-Isocyanatosulfonylmethyl-benzoic acid methyl ester (2.55 g, 0.01 mol), 2-thiazolidione (1.03 g, 0.01 mol) and anhydrous methylene chloride (50 mL) were added into a three-necked ask. After stirring at ambient temperature for sixteen hours the solvent was removed under reduced pressure. The residue was puri ed by column chromatography on silica gel using petroleum ether/acetone (1:2 v/v) as the eluent, giving a light

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Facile and efficient synthesis and herbicidal activity determination of novel 1,2,4-triazolo[4,3- a ]pyridin-3(2 H )-one derivatives via microwave irradiation

Cited by 45 publications

References 23 publications

Synthesis, Crystal Structure, DFT Study and Antifungal Activity of 4-(5-((4-Bromobenzyl) thio)-4-Phenyl-4H-1,2,4-Triazol-3-yl)pyridine

Synthesis, Crystal Structure, DFT Study and Antifungal Activity of 4-(5-((4-Bromobenzyl) thio)-4-Phenyl-4H-1,2,4-Triazol-3-yl)pyridine

Crystal structure of 4-(5-((2-methylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)pyridine, C₂₁H₁₈N₄S

Crystal structure of 2-[(2-oxo-thiazolidine-3-carbonyl)sulfamoyl]-methy-benzoic acid methyl ester, C₁₃H₁₄N₂O₆S₂

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Facile and efficient synthesis and herbicidal activity determination of novel 1,2,4-triazolo[4,3- a ]pyridin-3(2 H )-one derivatives via microwave irradiation

Cited by 45 publications

References 23 publications

Synthesis, Crystal Structure, DFT Study and Antifungal Activity of 4-(5-((4-Bromobenzyl) thio)-4-Phenyl-4H-1,2,4-Triazol-3-yl)pyridine

Synthesis, Crystal Structure, DFT Study and Antifungal Activity of 4-(5-((4-Bromobenzyl) thio)-4-Phenyl-4H-1,2,4-Triazol-3-yl)pyridine

Crystal structure of 4-(5-((2-methylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)pyridine, C21H18N4S

Crystal structure of 2-[(2-oxo-thiazolidine-3-carbonyl)sulfamoyl]-methy-benzoic acid methyl ester, C13H14N2O6S2

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Crystal structure of 4-(5-((2-methylbenzyl)thio)-4-phenyl-4H-1,2,4-triazol-3-yl)pyridine, C₂₁H₁₈N₄S

Crystal structure of 2-[(2-oxo-thiazolidine-3-carbonyl)sulfamoyl]-methy-benzoic acid methyl ester, C₁₃H₁₄N₂O₆S₂