64369-18-2Relevant articles and documents
1, 2, 4-triazole [3, 4-b]-1, 3, 4-thiadiazine derivative as well as preparation method and application thereof
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Paragraph 0053; 0056, (2022/01/12)
The invention provides a triazolothiadiazine derivative as well as a preparation method and application thereof, and particularly relates to a 1, 2, 4-triazole [3, 4-b]-1, 3, 4-thiadiazine derivative of which the chemical structural general formula is shown in a formula VI defined in the description. The invention discloses the structural general formula and a synthesis method of the compound, application of the compound as an insecticide, a bactericide and an anti-plant virus agent, and application and a preparation method of the compound in preventing and treating insect pests, diseases and virus diseases of agricultural, forestry and horticultural plants in combination with agriculturally acceptable auxiliaries or synergists and commercial insecticides, bactericides, plant virus resisting agents and acaricides.
Synthesis, crystal structure, and biological activity of 4-methyl-1,2,3-thiadiazole-containing 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles
Fan, Zhijin,Yang, Zhikun,Zhang, Haike,Mi,Wang, Huan,Cai, Fei,Zuo, Xlang,Zheng, Qingxiang,Song, Haibin
experimental part, p. 2630 - 2636 (2011/07/07)
Heterocyclic compounds play an important role as the main sources of lead molecules of agrochemicals. Synthesis and biological activity of thiadiazole-containing 1,2,4-triazolo[3,4-b][1,3,4]-thiadiazoles were seldom reported. To find novel lead compounds with various biological activities, a series of 6-substituted-3-(4-methyl-1,2,3-thiadiazolyl)[1,2,4]triazolo[3,4-b][1, 3,4]thiadizoles were rationally designed and synthesized according to the principle of combinations of bioactive substructures by the condensation of 3-(4-methyl-1,2,3-thiadiazolyl)-4-amino-1,2,4-triazole-5-thione with various carboxylic acids and phosphorus oxychloride. All newly synthesized compounds were identified by proton nuclear magnetic resonance (1H NMR), infrared spectroscopy (IR), electroionization mass spectrometry (EI/MS), and elementary analysis. The crystal structure of 3-(4-methyl-1,2,3-thiadiazolyl)-6- (4-methylphenyl)[1,2,4]triazolo[3,4-b][1,3,4]thiadizole was determined by X-ray diffraction crystallography. In this crystal, two intermolecular hydrogen bonds (N2- ? -H-C12 and N3... H-C13), a weak intermolecular interaction (S...S), and the weak pπ-pπ intermolecular interaction were observed. Fungicide screening indicated that all of the target compounds showed certain extent of growth inhibition against fungi tested. 3-(4Methyl-1,2,3-thiadiazolyl) -6-n-propyl[1,2,4]triazolo[3,4-6][1,3,4]thiadizole and 3-(4-methyl-1,2,3- thiadiazolyl)-6-trichloromethyl[1,2,4]triazolo[3,4-b][1,3,4]thiadizole were found to have potential wide spectrum of fungicide activity. The median effective concentrations (EC50) detected for 3-(4-methyl-1,2, 3thiadiazolyl)-6-trichloromethyl[1,2,4]triazolo[3,4-b][1,3,4]thiadizole to six fungi were from 7.28 μmol/L against Pelicularia sasakii (Shirai) to 42.49 μmol/L against Alternaria solan!. The results indicated that thiadiazolecontaining 1,2,4-triazolo[3,4-b][1,3,4]-thiadiazoles were potential fungicide lead compounds.