30241-49-7Relevant academic research and scientific papers
Design, synthesis and evaluation of dihydrotriazine derivatives-bearing 5-aryloxypyrazole moieties as antibacterial agents
Zhang, Tian-Yi,Li, Chun-Shi,Cui, Ming-Yue,Bai, Xue-Qian,Chen, Jiang-Hui,Song, Ze-Wen,Feng, Bo,Liu, Xue-Kun
, p. 861 - 876 (2020/04/09)
Abstract: In the present investigation, a series of dihydrotriazine derivatives-bearing 5-aryloxypyrazole moieties were synthesized and their structures were confirmed by different spectral tools. The biological evaluation in vitro revealed that some of the target compounds exerted good antibacterial and antifungal activity in comparison with the reference drugs. Among these novel hybrids, compound 10d showed the most potent activity with minimum inhibitory concentration values (MIC) of 0.5?μg/mL against S. aureus 4220, MRSA 3506 and E. coli 1924 strain. The cytotoxic activity of the compounds 6d, 6m, 10d and 10g was assessed in MCF-7 and HeLa cells. Growth kinetics study showed significant inhibition of bacterial growth when treated with different conc. of 10d. In vitro enzyme study implied that compound 10d exerted its antibacterial activity through DHFR inhibition. Moreover, significant inhibition of biofilm formation was observed in bacterial cells treated with MIC conc. of 10d as visualized by SEM micrographs. Graphic abstract: Twenty-nine target compounds were designed, synthesized and evaluated in terms of their antibacterial and antifungal activities.[Figure not available: see fulltext.].
Conversion of substituted 5-aryloxypyrazole-carbaldehydes into reduced 3,4'-bipyrazoles: Synthesis and characterization, and the structures of four precursors and two products, and their supramolecular assembly in zero, one and two dimensions
Kumar, Haruvegowda Kiran,Yathirajan, Hemmige S.,Manju, Nagaraj,Kalluraya, Balakrishna,Rathore, Ravindranath S.,Glidewell, Christopher
, p. 768 - 776 (2019/06/14)
The reaction of 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde with phenols under basic conditions yields the corresponding 5-aryloxy derivatives; the subsequent reaction of these carbaldehydes with substituted acetophenones yields the correspondin
Green method for the synthesis of chromeno[2,3- C ]pyrazol-4(1 H)-ones through ionic liquid promoted directed annulation of 5-(aryloxy)-1 H -pyrazole-4-carbaldehydes in aqueous media
Li, He,Liu, Chenjiang,Zhang, Yonghong,Sun, Yadong,Wang, Bin,Liu, Wenbo
, p. 932 - 935 (2015/03/30)
The first classical heterocyclic ionic liquid (IL) promoted C-H bond oxidant cross-coupling reaction for the intramolecular annulation of 5-(aryloxy)-1H-pyrazole-4-carbaldehydes to chromeno[2,3-c]pyrazol-4(1H)-ones has been disclosed. The promoter 1,3-dibutyl-1H-benzo[d][1,2,3]triazol-3-ium bromide can be easily recycled and reused with the same efficacies for at least five cycles in aqueous medium. The strategy works smoothly and provides an applicable protocol to construct a wide range of products.
Synthesis and antibacterial evaluation of rhodanine-based 5-aryloxy pyrazoles against selected methicillin resistant and quinolone-resistant Staphylococcus aureus (MRSA and QRSA)
Song, Ming-Xia,Zheng, Chang-Ji,Deng, Xian-Qing,Sun, Liang-Peng,Wu, Yan,Hong, Lan,Li, Ying-Jing,Liu, Yi,Wei, Zhi-Yu,Jin, Ming-Jun,Piao, Hu-Ri
, p. 376 - 385 (2013/03/28)
With an intention to synergize the anti-bacterial activity of 5-aryloxy pyrazole and rhodanine derivatives, eight series of hybrid compounds have been synthesized and evaluated for their antibacterial activity. The majority of the synthesized compounds showed good inhibitory activity against selected methicillin resistant and quinolone-resistant Staphylococcus aureus (MRSA, QRSA) with minimum inhibitory concentration (MIC) values in the range of 1-32 μg/mL. The cytotoxicity test suggests that these compounds exhibited in vitro antibacterial activity at non-cytotoxic concentrations. These studies therefore suggest that rhodanine-based 5-aryloxy pyrazoles are interesting scaffolds for the development of novel Gram-positive antibacterial agents.
Synthesis and biological evaluation of 5-aryloxypyrazole derivatives bearing a rhodanine-3-aromatic acid as potential antimicrobial agents
Zheng, Chang-Ji,Song, Ming-Xia,Sun, Liang-Peng,Wu, Yan,Hong, Lan,Piao, Hu-Ri
, p. 7024 - 7028 (2013/01/15)
Three novel series of 5-aryloxypyrazole derivatives have been synthesized and tested for their antibacterial activity. The majority of the synthesized compounds showed potent inhibitory activity against Gram-positive bacteria Staphylococcus aureus 4220, especially against the strains of multidrug-resistant clinical isolates (MRSA3167/3506 and QRSA3505/3519). Among which compounds IIIb, IIIg and IIIm showed the most potent levels of activity (MIC = 1 μg/mL) against the multidrug-resistant strains. And cytotoxic activity assay showed that the compounds tested did not affect cell viability on the Human cervical (HeLa) cells at their MICs. The current study therefore suggests that 5-aryloxypyrazoles bearing a rhodanine-3-aromatic acid moiety are promising scaffolds for the development of novel Gram-positive antibacterial agents.
