Synthesis and Anticonvulsive Activity of 7-Amino-Substituted Cyclopenta[4′,5′]-pyrido[3′,2′:4,5]furo[3,2-d]pyrimidines
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Methods for the synthesis of new cyclopenta[4′,5′]pyrido[3′,2′:4,5]furo[3,2-d]pyrimidine derivatives based on 3-oxo-derivatives of cyclopenta[c]pyridines were developed. O-alkylated derivatives of these latter compounds were cyclized to furo[2,3-b]pyridines, which were converted to furo[3,2-d]pyrimidin-7-ones with formamide. Subsequent chlorination and amination of 7-oxo derivatives yielded 7-amino derivatives. The anticonvulsive and predicted tranquillizer activities of the compounds synthesized here were assessed. Compounds with anticonvulsant properties were identified.
Keywords
furo[3,2-d]pyrimidines cyclopenta[c]pyridines synthesis cyclization amino derivatives anticonvulsive activityReferences
- 1.L. M. Pages-Santacana and J. Taltavull-Moll, Eur. Appl. PCT / EP, 012 774 (2005).Google Scholar
- 2.C. Reichelt, A. Ludwig, A. Scheulze, et al., J. Taltavull-Mol, Eur. Appl. PCT / EP, 008 030 (2005).Google Scholar
- 3.J. Taltavull-Mol and L. M. Pages-Santacana, Eur. Appl. PCT / EP, 007 218 (2006).Google Scholar
- 4.M. Hayakawa, H. Kaizawa, H. Morimoto, et al., Bioorg. Med. Chem. Lett., 17, 2438 – 2442 (2007).PubMedCrossRefGoogle Scholar
- 5.S. A. Abdel-Mohsen, S. H. Abdel-Hafez, and A. A. Geies, J. Chin. Chem. Soc., 53, 909 – 914 (2006).Google Scholar
- 6.H. H. Sayed, E. M. H. Morsi, A. E. G. Amr, et al., Acta Pharm., 60, 479 – 491 (2010).PubMedCrossRefGoogle Scholar
- 7.E. G. Paronikyan, A. Kh. Oganisyan, A. S. Noravyan, et al., Khim.-Farm. Zh., 36(8), 17 – 18 (2002).Google Scholar
- 8.S. N. Sirakanyan, E. G. Paronikyan, M. S. Gukasyan, and A. S. Noravyan, Khim. Geterotsikl. Soedin., No. 6, 912 (2010).Google Scholar
- 9.S. N. Sirakanyan, E. G. Paronikyan, A. S. Noravyan, et al., Isoquinolines: Chemistry and Biological Activity [in Russian], ICSPF PRESS, Moscow (2008), pp. 253 – 276.Google Scholar
- 10.Drug Discovery and Evaluation: Pharmacological Assays, H. G. Vogel and W. G. Vogel (eds.) Springer, Berlin, New York (1997), pp. 246 – 350.Google Scholar
- 11.A. P. Mkrtchyan, S. G. Kazaryan, A. S. Noravyan, et al., Khim.-Farm. Zh., 32(9), 15 – 19 (1998).Google Scholar
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