Synthesis and antiviral activity of ethyl 1,2-dimethyl-5-hydroxy-1H-indole- 3-carboxylates and their derivatives

Pharmaceutical Chemistry Journal

Volumn 47, Issue 12, 2014, Pages 636-650

  Ivashchenko, A V ^a,b   Yamanushkin, P M ^a   Mit'Kin, O D ^a   Kisil', V M ^b   Korzinov, O M ^a   Vedenskii, V Yu ^b   Leneva, I A ^c   Bulanova, E A ^a   Bychko, V V ^b   Okun', I M ^b  

^a Chemical Diversity Research Institute   (Russian Federation)

^b CHEMDIV INC   (United States)

^c MECHNIKOV RESEARCH INSTITUTE FOR VACCINES AND SERA   (Russian Federation)

Author keywords

1,2,3,7 tetrahydro 1,3 oxazino 5,6 e indole 9 carboxylates; 1,4 dihydropyrrolo 4,3,2 de isoquinoline 3,6 dione; 4,5 dihydropyrrolo 4,3,2 de isoquinolin 3 one; 5 hydroxyindole 3 carboxylates; antiviral activity; BVDV; HCV

Indexed keywords

CARBOXYLIC ACID DERIVATIVE;

ANTIVIRAL ACTIVITY; ARTICLE; DRUG SYNTHESIS;

EID: 84899851319     PISSN: 0091150X     EISSN: 15739031     Source Type: Journal    
DOI: 10.1007/s11094-014-1024-8     Document Type: Article

References (31)

1. A. V. Ivachtchenko, P. M. Yamanushkin O. D. Mitkin, and O. I. Kiselev, Mendeleev Commun., 20, 111 - 112 (2010).
2. A. V. Ivashchenko, P. M. Yamanushkin, O. D. Mitkin, et al., Khim.-farm. Zh., 45(5), 3 - 8 (2011).
3. A. N. Grinev, S. V. Latypova, M. D. Mashkovskii, et al., Khim.-farm. Zh., 1(4), 9 - 12 (1967).
4. A. N. Grinev, V. I. Shvedov, E. K. Panisheva, et al., Khim.-farm. Zh., 3(9), 9 - 13 (1969).
5. A. N. Grinev, V. I. Shvedov, E. K. Panisheva, et al., Khim.-farm. Zh., 4(1), 26 - 32 (1970).
6. A. N. Grinev, E. K. Panisheva, A. A. Cherkasova, et al., Khim.-farm. Zh., 17(8), 940 - 946 (1983).
7. A. N. Grinev, L. S. Sarkisova, V. M. Lyubchanskaya, et al., Khim.-farm. Zh., 18(9), 1080 - 1082 (1984).
8. A. N. Grinev, E. K. Panisheva, A. A. Cherkasova, et al., Khim.-farm. Zh., 21(1), 52 - 55 (1987).
9. A. N. Grinev, E. K. Panisheva, A. A. Cherkasova, et al., Khim.-farm. Zh., 21(3), 332 - 335 (1987).
10. A. N. Grinev, E. K. Panisheva, I. S. Nikolaeva, et al., Khim.-farm. Zh., 21(5), 575 - 577 (1987).
11. E. K. Panicheva, A. N. Fomina, I. S. Nikoleava, et al., Khim.-farm. Zh., 22(5), 565 - 569 (1988).
12. A. N. Grinev and G. N. Pershin, WO 9008135, Jan. 12, 1989; Chem. Abstr., 114, 61925z (1990).
13. R. G. Glushkov, Drugs Future, 17(12), 1079 - 1081 (1992).
14. F. A. Trofimov, N. G. Tsyshkova, S. A. Zotova, and A. N. Grinev, Pharm. Chem. J., 27(1), 75 - 76 (1993).
15. D. Wang, D. S. Yu, F. Qin, et al., Chin. Chem. Lett., 15(1), 19 - 22 (2004).
16. Y. F. Zhao, J. H. Dong, and P. Gong, Chin. Chem. Lett., 15(9), 1039 - 1042 (2004).
17. S. A. Zotova, T. M. Korneeva, V. I. Shvedov, et al., Pharm. Chem. J., 29(1), 57 - 59 (1995).
18. M. J. Brooks, E. I. Burtseva, P. J. Ellery, et al., J. Med. Virol., 84(1), 170 - 181 (2012).
19. I. T. Fedyakina, I. A. Leneva, S. S. Yamnikova, et al., Vopr. Virusol., 50(6), 32 - 35 (2005).
20. H. Chai, Y. Zhao, C. Zhao, and P. Gong, Bioorg. Med. Chem., 14(4), 911 - 917 (2006).
21. Y. S. Boriskin, E. I. Pecheur, and S. J. Polyak, Virol. J., 3, 56 - 62 (2006).
22. P. Gong and Y. Zhao, WO 2005087729, Sept. 22, 2005; Chem. Abstr., 143, 326209 (2005).
23. M. J. Brooks, "Studies with the antiviral drug arbidol" [Ph. D. thesis], RMIT University, Melbourne, Australia (2003).
24. I. A. Leneva, R. J. Russell, Y. S. Boriskin, and A. J. Hay, Antiviral Res., 81, 132 - 140 (2009).
25. R. Littell and G. R. Allen, Jr., J. Org. Chem., 3(5), 2064 - 2069 (1968).
26. S. A. Zotova, T. M. Korneeva, V. I. Shvedov, et al., Khim.-farm. Zh., 29(1), 51 - 53 (1995).
27. M. R. Romero, M. A. Serrano, M. Vallejo, et al., Planta Med., 72(13), 1169 - 1174 (2006).
28. D. R. Hwang, Y. S. Wu, C. W. Chang, et al., Bioorg. Med. Chem., 14(1), 83 - 91 (2006).
29. R. Bartenschlager and T. Pietschmann, Proc. Natl. Acad. Sci. USA, 102(28), 9739 - 9740 (2005).
30. J. Zhong, P. Gastaminza, G. Cheng, et al., Proc. Natl. Acad. Sci. USA, 102, 9294 - 9299 (2005).
31. T. Kato, T. Date, M. Miyamoto, et al., Gastroenterology, 125, 1808 - 1817 (2003).