2-Methylpyridinium/pyridinium 5-(2,4-dinitrophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olates as potent anticonvulsant agents—synthesis and crystal structure

作者: G. Mangaiyarkarasi , D. Kalaivani

DOI: 10.1134/S1063774513080075

关键词:

摘要: The molecular salt, 2-methylpyridinium 5-(2,4-dinitrophenyl)-2,6-dioxo-1,2,3,6-tetrahydropy-rimidin-4-olate) (I), is prepared from the ethanolic solution of 1-chloro-2,4-dinitrobenzene, pyrimidine-2,4,6-(1H,3H,5H)-trione (barbituric acid) and 2-methylpyridine at room temperature, pyridinium 5-(2,4-dinitrophenyl)-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-olate (II), same reactants, by dissolving them in hot DMSO ethanol mixture 70°C. structures I II are characterized visible, IR, 1H-NMR, 13C-NMR elemental analysis confirmed single crystal X-ray analysis. Both salts crystallize triclinic system with sp. gr. \(P\bar 1\). They possess noticeable anticonvulsant activity even low concentration (25 mg/kg). Acute toxicity studies these complexes indicate that LD50 values greater than 1500 mg/kg tested animals do not show any behavioural changes.

参考文章(26)
Antony J. Hannaford, Peter W. G. Smith, Austin R. Tatchell, Brian S. Furniss, Vogel's Textbook of Practical Organic Chemistry ,(1996)
Leila Moafi, Somayeh Ahadi, Ayoob Bazgir, New HA 14-1 analogues: synthesis of 2-amino-4-cyano-4H-chromenes Tetrahedron Letters. ,vol. 51, pp. 6270- 6274 ,(2010) , 10.1016/J.TETLET.2010.09.090
Clare F. Macrae, Ian J. Bruno, James A. Chisholm, Paul R. Edgington, Patrick McCabe, Elna Pidcock, Lucia Rodriguez-Monge, Robin Taylor, Jacco van de Streek, Peter A. Wood, Mercury CSD 2.0 – new features for the visualization and investigation of crystal structures Journal of Applied Crystallography. ,vol. 41, pp. 466- 470 ,(2008) , 10.1107/S0021889807067908
D. Kalaivani, R. Malarvizhi, R. Subbalakshmi, Synthesis of a novel barbiturate from 1-chloro-2,4-dinitrobenzene as an anticonvulsant agent Medicinal Chemistry Research. ,vol. 17, pp. 369- 373 ,(2008) , 10.1007/S00044-007-9072-1
S. Nadkarni, J. LaJoie, O. Devinsky, Current treatments of epilepsy Neurology. ,vol. 64, ,(2005) , 10.1212/WNL.64.12_SUPPL_3.S2
E. Ramachandran, K. Baskaran, S. Natarajan, XRD, thermal, FTIR and SEM studies on gel grown γ‐glycine crystals Crystal Research and Technology. ,vol. 42, pp. 73- 77 ,(2007) , 10.1002/CRAT.200610774
Francois Terrier, Rate and equilibrium studies in Jackson-Meisenheimer complexes Chemical Reviews. ,vol. 82, pp. 77- 152 ,(1982) , 10.1021/CR00048A001