38539-87-6Relevant academic research and scientific papers
Discovery of Novel Triazolothiadiazines as Fungicidal Leads Targeting Pyruvate Kinase
Chen, Hongyu,Chen, Lai,Chen, Lei,Fan, Zhijin,Gao, Wei,Liu, Xiaoyu,Qi, Xin,Tang, Liangfu,Ye, Rong,Zhang, Yue
, p. 1047 - 1057 (2022/02/14)
Pyruvate kinase (PK) was discovered as a potent new target for novel fungicide development. A series of novel triazolothiadiazine derivatives were rationally designed and synthesized by a ring expansion strategy and computer-aided pesticide design using the 3D structure of Rhizoctonia solani PK (RsPK) obtained by homology modeling as a receptor and our previously discovered lead YZK-C22 as a ligand. The in vitro bioassay results indicated that compounds 4g, 6h, 6m, 6n, 6o, and 6p exhibited good activity against R. solani with the EC50 values falling between 10.99 and 72.76 μM. Especially, 6m showed similar potency to YZK-C22 (10.99 vs 11.97 μM of the EC50 value, respectively). The in vivo bioassay results suggested that 6m against R. solani at a concentration of 200 μg/mL displayed a numerically higher inhibition than YZK-C22 (70 vs 60%, respectively). A field experiment validated that 6m at an application rate of 120 g ai/ha showed comparable efficacy against R. solani to thifluzamide at an application rate of 80 g ai/ha (77.80 vs 84.5%, respectively). Enzymatic inhibition suggested that the potency of 6m was about twofold lower than that of YZK-C22 (67.30 vs 32.64 μM of IC50, respectively). Fluorescence quenching studies validated that RsPK was quenched by both 6m and YZK-C22, implying that they both might act at the same target site of PK. A possible binding conformation of 6m in the RsPK active site was depicted by molecular docking. Our studies suggest that 6m could be a fungicidal lead targeting PK.
Electrocatalytic oxygen evolution and antiproliferative activity of Co(III) complexes stabilized by in situ generated bis(5-furan/phenyl-1,2,4-triazole)-3-sulfinamide
Bharty, Manoj Kumar,Singh, Aarti,Bharati, Pooja,Pandey, Shivendra Kumar,Singh, Devesh Kumar,Ganesan, Vellaichamy,Verma, Praveen Kumar,Acharya, Arvind,Bharti, Akhilesh,Butcher, Ray J.
, (2021/11/01)
Electrocatalytic water oxidation by transition metal complexes is an emerging area of research. Here, two cobalt(III) complexes [Co(ftsm)NH3(o-phen)]·H2O (1) {ftsm?= bis(5-furan-1,2,4-triazole)-3-sulfinamide} and [Co(ptsm)NH3/s
Anionic ligands tune the structural and catalytic properties of quinoxaline-based copper(II) complexes as mimetics of copper-containing oxidase protein
Fathy, Ahmed M.,Hessien, Mahmoud M.,Ibrahim, Mohamed M.,Ramadan, Abd El-Motaleb M.
, (2021/11/17)
The hexadentate ligand containing quinoxaline backbone along with its Cu(II) -based complexes with various anionic ligands were synthesized and their structures were determined. Molecular formulae were assigned based on the data of both elemental analysis
Design, Synthesis, and Evaluation of Novel Strobilurins Derivatives as Potential Fungicidal Agents
Liu, Xin,Pang, Yanping,Wang, Xianyou,Wu, Guangchen,Zhao, Xin,Zhao, Zhilei,Zheng, Jiayan
, p. 613 - 619 (2022/01/26)
To find new strobilurin analogs with high activity against resistant pathogens, a series of new strobilurin derivatives containing 1, 2, 4-triazole Schiff base side chain were designed and synthesized. Their structures were confirmed by IR, 1H
SYNTHESIS AND BIOLOGICAL ACTIVITIES OF SOME NOVEL STROBILURIN DERIVATIVES CONTAINING 1, 2, 4-TRIAZOLE MOIETY
Liu, Xin,Pang, Yan-Ping,Wang, Wei,Wang, Xian-You,Wu, Guang-Chen,Zhao, Xin,Zheng, Jia-Yan,Zhou, Zhao-Xi
, p. 347 - 353 (2022/02/23)
In this study, a series of strobilurin derivatives containing 1, 2, 4-triazole Schiff base side chain were designed and synthesized. Their structures were confirmed by IR,1H NMR,13C NMR, and HRMS. The antifungal tests indicated that compounds 6d′ displayed modest antifungal activity against Rhizoctonia solani, Botrytis cinereapers, and Fusarium graminearum. In addition, compounds 6g′, 6f′, 6e, and 6e′ exhibited better fungicidal activities against Blumeria graminis at a concentration of 50 μg/mL, with the inhibitory rates of 83.20%, 85.85%, 92.09%, and 100%, respectively.
Efficient Synthesis of Fluorinated [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazoles
Dhotre, B. K.,Jagrut, V. B.,Pathan, M. A.,Patharia, M. A.,Raut, S. V.
, p. 1135 - 1140 (2021/09/08)
Abstract: An efficient synthesis of fluorinated [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives has been achievedby cyclocondensation of 5-substituted 4-amino-1,2,4-triazole-3-thiols withfluoro-substituted aromatic acids using phosphoryl chloride as a cyclizingagent. The synthesized compounds were characterized by spectroscopic techniques,including IR, 1H NMR, and mass spectra.
Efficient formation of C–S bond using heterocyclic thiones and arynes
An, Yu,Xu, Gang,Cai, Menglu,Wang, Shihui,Wang, Xiao zhong,Chen, Yingqi,Dai, Liyan
, (2020/12/23)
Phenylthio heterocyclic compounds are widely used because of their diverse biological activities and medicinal prospects. Here, a facile method was reported. An arylation of 1,3,4-oxa(thia)diazol-2-thiones reacting with arynes to build C(aryl)-S bonds in the presence of CsF had good yields and excellent selectivity. The reaction was completed in short time without using expensive reagents and catalysts. Present reaction system is an efficient procedure to process phenylthio heterocyclic compounds and reveals a sustainable method and better application prospects in future organic synthesis.
Methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof
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, (2020/08/22)
The invention provides a methoxy acrylate compound containing 1, 2, 4-triazole Schiff base and preparation method and application thereof, the compound has a structure as shown in a general formula I,in the general formula I, a substituent R1 is independe
Synthesis of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole derivatives as potent antiproliferative agents via a hybrid pharmacophore approach
Kaneko, Daiki,Ninomiya, Masayuki,Yoshikawa, Rina,Ono, Yukari,Sonawane, Amol D.,Tanaka, Kaori,Nishina, Atsuyoshi,Koketsu, Mamoru
, (2020/10/06)
Imiquimod (1-isobutyl-1H-imidazo[4,5-c]quinolin-4-amine) is efficacious in topical therapy for certain types of skin cancers. Structurally similar EAPB0203 (N-methyl-1-(2-phenethyl)imidazo[1,2-a]quinoxalin-4-amine) has been shown higher in vitro potency than imiquimod. Besides, triazole, oxadiazole, and thiadiazole rings are privileged building blocks in drug design. A series of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole and [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-thiadiazole derivatives were therefore synthesized by incorporation of these rings into the structure of EAPB0203 and assessed their antiproliferative effects against various cancer cell lines. The 1,3,4-oxadiazole derivatives demonstrated the superior effectiveness compared to imiquimod and EAPB0203. Our findings highlight the excellent potential of [1,2,4]triazolo[4,3-a]quinoxaline-1,3,4-oxadiazole derivatives as anticancer agents.
Synthesis and antimicrobial activity of piperine analogues containing 1,2,4-triazole ring
Kumar, Kottakki Naveen,Amperayani, Karteek Rao,Ummdi, V. Ravi Sankar,Parimi, Uma Devi
, p. 1077 - 1080 (2019/04/05)
A series 1,2,4-triazole piperine analogues (TP1-TP6) were designed and synthesized. The structures were confirmed using 1H NMR and 13C NMR. Antibacterial study was done using Gram-positive (Staphylococcus aureus and Bacillus cereus) and Gram-negative microorganisms (E. coli and Pseudomonas aeruginosa) by disc diffusion method. Compound containing chloro substitution (TP6) showed the highest effect, while compound TP1, TP3, TP4, TP5 showed the moderate activity.
