Abstract
A new class of acyclic nucleosides based on 6-phenyl-1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones was synthesized and structurally characterized for the first time.
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References
E. De Clercq, Nature Rev., 2002, 1, 13.
E. De Clercq, J. Antimicrob. Chemother., 2003, 51, 1079.
P. S. Jones, Antiviral Chem. Chemother., 1998, 9, 283.
E. De Clercq, Nature Rev., 2006, 5, 1015.
B. Golankiewicz, T. Ostrowski, G. Andrei, R. Snoek, E. De Clercq, J. Med. Chem., 1994, 37, 3187.
T. Goslinski, B. Golankiewicz, E. De Clercq, J. Balzarini, J. Med. Chem., 2002, 45, 5052.
T. Miyasaka, H. Tanaka, M. Bada, H. Hayakawa, R. T. Walker, J. Balzarini, E. De Clercq, J. Med. Chem., 1989, 32, 2507.
H. Tanaka, H. Takashima, M. Ubasawa, K. Sekiya, I. Nitta, M. Baba, S. Shigeta, R. T. Walker, E. De Clercq, T. Miyasaka, J. Med. Chem., 1992, 35, 4713.
W. Semaine, M. Johar, D. L. J. Tyrrell, R. Kumar, B. Agrawal, J. Med. Chem., 2006, 49, 2049.
R. Kumar, W. Semaine, M. Johar, D. L. J. Tyrrell, B. Agrawal, J. Med. Chem., 2006, 49, 3693.
F. Amblard, V. Aucagne, P. Guenot, R. F. Schinazi, L. A. Agrofoglio, Bioorg. Med. Chem., 2005, 13, 1239.
V. L. Rusinov, E. N. Ulomskii, O. N. Chupakhin, M. M. Zubairov, A. B. Kapustin, N. I. Mitin, M. I. Zhirovetskii, I. A. Vinograd, Khim.-farm. Zh., 1990, No. 9, 41 [Pharm. Chem. J., 1990, 24, No. 9, 646 (Engl. Transl.)].
Pat. RF 2294936; Chem. Abstrs., 2007, 146, 316946.
J. Farrás, E. Fos, R. Ramos, J. Vilarrasa, J. Org. Chem., 1988, 53, 887.
E. H. Ulomskii, V. L. Rusinov, O. N. Chupakhin, G. L. Rusinov, A. I. Chernyshev, G. G. Aleksandrov, Khim. Geterotsikl. Soedin., 1987, 1543 [Chem. Heterocycl. Compd., 1987, 23, 1236 (Engl. Transl.)].
C. K. Chu, S. J. Cutler, J. Heterocycl. Chem., 1986, 23, 289.
A. Larsson, S. Alenius, N.-G. Johansson, B. Oberg, Antiviral Res., 1983, 3, 77.
D. R. Borcherding, S. Narayanan, M. Hasobe, J. G. McKee, B. T. Keller, R. T. Borchardt, J. Med. Chem., 1988, 31, 1729.
S. Phadtare, D. Kessel, T. H. Corbett, H. E. Renis, B. A. Court, J. Zemlicka, J. Med. Chem., 1991, 34, 421.
H. Günther, NMR Spectroscopy an Introduction, John Wiley & Sons, Chichester, 1980, 436 pp.
F. H. Allen, O. Kennard, D. G. Watson, L. Brammer, A. G. Orpin, R. Taylor, J. Chem. Soc., Perkin Trans. 2, 1987, S1–S19.
G. M. Sheldrick, SHELXS97, Program for the Solution of Crystal Structures, Götingen University, Götingen, Germany, 1997.
G. M. Sheldrick, SHELXL97, Program for the Refinement of Crystal Structures, Göttingen University, Göttingen, Germany, 1997.
E. N. Ulomskii, S. L. Deev, T. S. Shestakova, V. L. Rusinov, O. N. Chupakhin, Izv. Akad. Nauk, Ser. Khim., 2002, 1594 [Russ. Chem. Bull., Int. Ed., 2002, 51, 1737].
M. Senkus, J. Am. Chem. Soc., 1946, 68, 734.
M. M. Smorgonskii, Ya. L. Gol’dfarb, Zh. Obshch. Khim., 1940, 10, 1113 [J. Gen. Chem. USSR, 1940, 10, 1113 (Engl. Transl.)].
Y. Kabaj, H. B. Lazrek, J. L. Barascut, J. L. Imbach, Nucleosides, Nucleotides and Nucleic Acids, 2005, 24, 161.
L. Henry, Ber., 1874, 7, 67.
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Dedicated to Professor A. F. Pozharskii on the occasion of his 70th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2374–2380, November, 2008.
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Shestakova, T.S., Luk’yanova, L.S., Tseitler, T.A. et al. Synthesis of acyclic nucleosides based on 1,2,4-triazolo[3,2-c][1,2,4]triazin-7-ones. Russ Chem Bull 57, 2423–2430 (2008). https://doi.org/10.1007/s11172-008-0346-7
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DOI: https://doi.org/10.1007/s11172-008-0346-7