145508-18-5Relevant academic research and scientific papers
Free radical rearrangement synthesis and microbiological evaluation of novel 2-sulfoether-4-quinolone scaffolds as potential antibacterial agents
Xu, Kehan,He, Shaosheng,Chen, Shichao,Qiu, Guoliang,Shi, Jingbo,Liu, Xinhua,Wu, Xiaoyu,Zhang, Jing,Tang, Wenjian
, p. 144 - 154 (2018)
To develop novel antibacterial agents, 2-sulfoether-4-quinolone scaffolds were synthesized by a free radical process and evaluated for their antibacterial abilities. Excellent activities against Gram-positive bacteria were observed, among which compounds 3m, 3n, 3p and 3t possessed the lowest MICs against both S. aureus and B. cereus (0.8 μM and 1.61 μM, respectively). The structure-activity relationship (SAR) showed that: (i) the antibacterial activity was related to the substituent, such as 2-SCH3 = 2-SCH2CH3 > 2-S(=O)CH3 > 2-OH, 8-Br > 7-Br > 6-Br; (ii) -CF3 increased the antibacterial activity; (iii) the di-substituted group performed the better activity. The DNA supercoiling inhibitory analysis confirmed their fluoroquinolone characters. The docking showed that compound 3n was nicely bound into the DNA-gryase complex via extensive interactions, including conventional hydrogen bonds, halogen bonds and hydrophobic interactions. The microscopy analysis of compound 3n against S. aureus exhibited the damages on the cell wall construction, which may facilitate the penetration into Gram-positive bacteria.
Selectfluor-Promoted Intramolecular N-S Bond Formation of α-Carbamoyl Ketene Dithioacetals in the Presence of Water: Synthesis of Multifunctionalized Isothiazolones
Liu, Zheng,Wang, Youkun,Huo, Jianfeng,Li, Xiao-Jun,Li, Shengnan,Song, Xiaoning
, p. 5506 - 5517 (2021/05/04)
A practical and efficient protocol toward fully substituted isothiazolones through Selectfluor-mediated intramolecular oxidative annulation of α-carbamoyl ketene dithioacetals has been developed in the presence of H2O and metal-free conditions. Notably, t
Palladium-Catalyzed C-S Bond Cleavage with Allenoates: Synthesis of Tetrasubstituted 2-Alkenylfuran Derivatives
Wang, Quannan,Liu, Zhuqing,Lou, Jiang,Yu, Zhengkun
supporting information, p. 6007 - 6011 (2018/10/09)
Palladium-catalyzed C-S cleavage of tetrasubstituted internal alkene α-oxo ketene dithioacetals was realized with allenoates as the coupling partners, efficiently affording tetrasubstituted 2-alkenylfuran derivatives with excellent regioselectivity under mild conditions. Allenoates acted as C1 synthons in the desulfurative [4 + 1] annulation.
HETEROARYL INHIBITORS OF PAD4
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Paragraph 00205-00206, (2018/03/28)
The present invention provides compounds useful as inhibitors of PAD4, compositions thereof, and methods of treating PAD4-related disorders.
Substituted quinolinones. 18. 3-Acetyl-4-methylthioquinolin-2(1H)-one as useful synthon intermediate for synthesis of some new quinolinones
Hassan, Mohamed M.,Othman, Elham S.,Abass, Mohamed
, p. 1209 - 1225 (2013/06/27)
3-Acetyl-4-methylthioquinolin-2(1H)-one (3) has been prepared and its reactivity towards treatment with different reagents, dilute sulfuric acid, aqueous sodium hydroxide, and hydrogen peroxide, is described. The reactions of compound 3 with benzylamine,
Thermal cyclization of ketene dithioacetals: A convenient synthetic route to substituted 2(1H)-quinolinones and 2(1H)-pyridones
Pak,Choi
, p. 1291 - 1294 (2007/10/02)
Acyl(arylcarbamoyl)ketene dithioacetals 2 and acyl(1-alkenylcarbamoyl)ketene dithioacetals 5 obtained from the corresponding β-oxo amides 1,4 were thermally cyclized to give various 3-acyl-4-alkylthio-2(1H)-quinolinones 3, and 3-acyl-4-alkylthio-5-aryl-2(
