N-(3-Cyano-4,5,6,7-tetrahydrobenzothiophen-2-yl)-2-[[5-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
作者： Serhii Holota , Ihor Yushyn , Dmytro Khyluk , Renata Vynnytska , Roman Lesyk
DOI: 10.3390/M1211
关键词:
摘要: The small pyrazolone-bearing molecules attract attention and are widely explored in drug design as pharmacological agents. new pyrazolone-thiadiazole hybrid molecule N-(3-cyano-4,5,6,7-tetrahydrobenzothiophen-2-yl)-2-[[5-[(1,5-dimethyl-3-oxo-2-phenylpyrazol-4-yl)amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide (3) has been synthesized following a two-stage protocol using simple, convenient transformations cheap, commercially available reagents. compound’s structure was confirmed 1H, 13C nuclear magnetic resonance (NMR), liquid chromatography–mass spectrometry (LC–MS) spectra. anti-inflammatory potency of 3 evaluated silico molecular docking. docking studies results suggest that title compound is great interest for further optimization in-depth possible 5-lipoxygenase (5-LOX) inhibitor.
mdpi.com
sci-hub.st 参考文章(18)
Komal M. Vyas, R.V. Devkar, Akhilesh Prajapati, R.N. Jadeja, Pyrazolone incorporating bipyridyl metallointercalators as effective DNA, protein and lung cancer targets: Synthesis, characterization and in vitro biocidal evaluation Chemico-Biological Interactions. ,vol. 240, pp. 250- 266 ,(2015) , 10.1016/J.CBI.2015.08.022
S. Fiorucci, E. Distrutti, COXIBs, CINODs and H2S-releasing NSAIDs: current perspectives in the development of safer non steroidal anti-inflammatory drugs. Current Medicinal Chemistry. ,vol. 18, pp. 3494- 3505 ,(2011) , 10.2174/092986711796642508
L Fischer, M Hornig, C Pergola, N Meindl, L Franke, Y Tanrikulu, G Dodt, G Schneider, D Steinhilber, O Werz, The molecular mechanism of the inhibition by licofelone of the biosynthesis of 5‐lipoxygenase products British Journal of Pharmacology. ,vol. 152, pp. 471- 480 ,(2007) , 10.1038/SJ.BJP.0707416
Mariarita Barone, Giovanna Pannuzzo, Andrea Santagati, Alfio Catalfo, Guido De Guidi, Venera Cardile, Molecular Docking and Fluorescence Characterization of Benzothieno[3,2-d]pyrimidin-4-one Sulphonamide Thio-Derivatives, a Novel Class of Selective Cyclooxygenase-2 Inhibitors Molecules. ,vol. 19, pp. 6106- 6122 ,(2014) , 10.3390/MOLECULES19056106
Praveen P. N. Rao, Saad N. Kabir, Tarek Mohamed, Nonsteroidal Anti-Inflammatory Drugs (NSAIDs): Progress in Small Molecule Drug Development Pharmaceuticals. ,vol. 3, pp. 1530- 1549 ,(2010) , 10.3390/PH3051530
Sherif AF Rostom, Ibrahim M El-Ashmawy, Heba A Abd El Razik, Mona H Badr, Hayam MA Ashour, None, Design and synthesis of some thiazolyl and thiadiazolyl derivatives of antipyrine as potential non-acidic anti-inflammatory, analgesic and antimicrobial agents. Bioorganic & Medicinal Chemistry. ,vol. 17, pp. 882- 895 ,(2009) , 10.1016/J.BMC.2008.11.035
Garrett M. Morris, David S. Goodsell, Robert S. Halliday, Ruth Huey, William E. Hart, Richard K. Belew, Arthur J. Olson, Automated docking using a Lamarckian genetic algorithm and an empirical binding free energy function Journal of Computational Chemistry. ,vol. 19, pp. 1639- 1662 ,(1998) , 10.1002/(SICI)1096-987X(19981115)19:14<1639::AID-JCC10>3.0.CO;2-B
Carlo Patrono, Cardiovascular effects of cyclooxygenase‐2 inhibitors: a mechanistic and clinical perspective British Journal of Clinical Pharmacology. ,vol. 82, pp. 957- 964 ,(2016) , 10.1111/BCP.13048
Khaled M. Elattar, Ahmed A. Fadda, Chemistry of antipyrine Synthetic Communications. ,vol. 46, pp. 1567- 1594 ,(2016) , 10.1080/00397911.2016.1211703
Jeffrey D. Rothstein, Edaravone: A new drug approved for ALS Cell. ,vol. 171, pp. 725- ,(2017) , 10.1016/J.CELL.2017.10.011