Synthesis and structure of new 1,3,5-triazine-pyrazole derivatives

Tetrahedron Letters

Volumn 50, Issue 21, 2009, Pages 2505-2508

  Mikhaylichenko, Svetlana N ^a   Patel, Saurabh M ^a   Dalili, Shadi ^a   Chesnyuk, Aleksey A ^b   Zaplishny, Vladimir N ^a  

^a UNIVERSITY OF TORONTO   (Canada)

^b KUBAN STATE AGRARIAN UNIVERSITY   (Russian Federation)

Author keywords

1,3 Dicarbonyl compounds; Coupled 1,3,5 triazine pyrazole derivatives; Cyclization; Hydrazinyl triazines; Synthesis and structure

Indexed keywords

4,6 DISTRIBUTED 2 HYDRAZINYL 1,3,5 TRIAZINE; 4,6 DISUBSTITUTED 2 (1H PYRAZOLYL) 1,3,5 TRIAZINE DERIVATIVE; CARBONYL DERIVATIVE; METHYLENEDICARBONYL; PYRAZOLE DERIVATIVE; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DRUG ACTIVITY; SYNTHESIS;

EID: 63749124873     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.03.054     Document Type: Article

References (40)

1. Smolin E., and Rappoport L. s-Trizine and Derivatives (1959), Interscience, NY 664p
2. Pogosyan G., Pankratov V., Zaplishny V., and Matsoyan S. In: Korshak V. (Ed). Polytriazines (1987), Armenian SSR Academy of Sciences Publishing House, Erevan 615p
3. Chesnyuk A., Mikhaylichenko S., Zavodnov V., and Zaplishny V. Chem. Heterocycl. Compd. 2 (2002) 197-203
4. Mikhaylichenko S., Chesnyuk A., Zavodnik V., Firgang S., Konyushkin L., and Zaplishny V. Chem. Heterocycl. Compd. 3 (2002) 326-334
5. Mikhaylichenko S., Chesnyuk A., Konyushkin L., and Zaplishny V. Russ. Chem. Bull., Int. Ed. 5 (2003) 1-4
6. Chesnyuk A., Mikhaylichenko S., Konyushkin L., Firgang S., and Zaplishny V. Russ. Chem. Bull., Int. Ed. 8 (2005) 1-7
7. Mikhaylichenko S., Chesnyuk A., Konyushkin L., and Zaplishny V. Chem. Heterocycl. Compd. 5 (2006) 731-737
8. Chesnyuk A., Mikhaylichenko S., Zaplishny V., Konyushkin L., and Firgang S. Chem. Heterocycl. Compd. 3 (2008) 339-348
9. Mikhaylichenko S.; Chesnyuk A.; Firgang S.; Kotlyarov N.; Zaplishny V. Patent RU 2,230,063, 2004; Chem. Abstr. 2004, 141, 225541.
10. Mikhaylichenko S.; Chesnyuk A.; Dmitrieva I.; Kotlyarov N.; Zaplishny V. Patent RU 2,230,065, 2004; Chem. Abstr. 2004, 141, 225543.
11. Mikhaylichenko S.; Chesnyuk A.; Dmitrieva I.; Kotlyarov N.; Zaplishny V. Patent RU 2,232,160, 2004; Chem. Abstr. 2004, 141, 243570.
12. Mikhaylichenko S.; Chesnyuk A.; Dmitrieva I.; Suslov A.; Kotlyarov N.; Zaplishny V. Patent RU 2,230,066, 2004; Chem. Abstr. 2004, 141, 225544.
13. Chesnyuk A.; Mikhaylichenko S.; Konyushkin L.; Kotlyarov N.; Zaplishny V. Patent RU 2,265,604, 2005; Chem. Abstr. 2005, 144, 22947.
14. Chesnyuk A.; Mikhaylichenko S.; Firgang S.; Kotlyarov, N.; Zaplishny V. Patent RU 2,273,130, 2006; Chem. Abstr. 2006, 144, 345097.
15. Chesnyuk A.; Mikhaylichenko S.; Konyushkin L.; Kotlyarov N.; Zaplishny V. Patent RU 2,273,131, 2006; Chem. Abstr. 2006, 144, 345098.
16. Mikhaylichenko S.; Chesnyuk A.; Konyushkin L.; Kotlyarov N.; Zaplishny V. Patent RU 2,233,837, 2004; Chem. Abstr. 2004, 141, 260775.
17. Mikhaylichenko S.; Chesnyuk A.; Demchenko M.; Tarasov V.; Kotlyarov N.; Zaplishny V. Patent RU 2,235,093, 2004; Chem. Abstr. 2004, 141, 260777.
18. Mikhaylichenko, S.; Chesnyuk, A.; Konyushkin, L.; Firgang, S.; Kotlyarov, N.; Zaplishny, V. Patent RU 2,189,983, 2002; Chem. Abstr. 2002, 139, 214492.
19. Mikhaylichenko, S.; Chesnyuk, A.; Tarasov, V.; Konyushkin, L.; Kotlyarov, N.; Zaplishny, V. Patent RU 2,200,160, 2003; Chem. Abstr. 2003, 140, 199350.
20. Mikhaylichenko, S.; Chesnyuk, A.; Usov, V.; Deviatkin, A.; Kotlyarov, N.; Zaplishny, V. Patent RU 2,203,895, 2003; Chem. Abstr. 2003, 140, 252672.
21. Mikhaylichenko, S.; Chesnyuk, A.; Abehtikova, O.; Ignatova, T.; Deviatkin, A.; Kotlyarov, N.; Zaplishny, V. Patent RU 2,239,650, 2004; Chem. Abstr. 2004, 141, 397255.
22. Mikhaylichenko, S.; Chesnyuk, A.; Abehtikova, O.; Kotlyarov, N.; Zaplishny, V. Patent RU 2,248,972, 2005; Chem. Abstr. 2005, 142, 316866.
23. Mikhaylichenko, S.; Chesnyuk, A.; Chenikov, I.; Yasian, U.; Zaplishny, V. Patent RU 2,187,504, 2002; Chem. Abstr. 2002, 139, 150494.
24. Mikhaylichenko, S.; Chesnyuk, A.; Konyushkin, L.; Zaplishny, V. Patent RU 2,187,505, 2002; Chem. Abstr. 2002, 139, 150495.
25. Katritzky A.R., Rees C.W., and Scriven E.F.V. In: Potts Kevin T. (Ed). Comprehensive Heterocyclic Chemistry 5 (1984), Pergamon, Oxford 291
26. Camacho M.E., Leon J., Entrena A., Velasco J., Cfrrion M.D., Escamaes G., Vivo A., Acuna-Castroviego D., Gallo M.A., and Espinosa A. J. Med. Chem. 47 (2004) 5641-5650
27. Demirayak S., Karaburum A.S., and Beis R. Eur. J. Med. Chem. 39 (2004) 1089-1095
28. De la Hoz A., Diaz-Ortiz A., Elguero J., Martinez L.J., Moreno A., and Sanchez-Migallon A. Tetrahedron 57 (2001) 4397-4403
29. Angel Diaz-Ortiz A., Elguero J., Foces-Foces C., de la Hoz A., Moreno A., Moreno S., Sanchez-Migallon A., and Valiente G. Org. Biomol. Chem. 1 (2003) 4451-4457
30. Ayyangar N.R., Lahoti R.J., Lugade A.G., and Otiv S.R. J. Soc. Dyers Colourists 102 (1986) 176-181
31. Mikhaylichenko S., Chesnyuk A., Dmitrieva I., Kotlyarov N., and Zaplishny V. Izv. vuz. Chem. Chem. Tekhnol. 46 (2003) 98-102
32. Furniss, B. S.; Hannaford, A. Y.; Rogors, V.; Smith, P. W. G.; Tatchell, A. R. In Textbook of Practical Organic Chemistry, Longman: London and NY, 1978, 881-882.
33. Heller S.T., and Natarajan S.R. Org. Lett. 8 (2006) 2675-2678
34. Gordon A.J., and Ford R.A. The Chemist's Companion.Handbook of Practical Data, Techniques, and References (1972), Interscience, NY-London-Sydney-Toronto 545
35. Weisberger, A.; Proskauer, E.; Riddik, J.; Toops, E. In Techniques of Organic Chemistry VII. Organic solvents, [Russian translation]. Inostran. Lit., Moscow, 1958, 518 p.
36. Sheldrick G.M. Computational Crystallography (1982), Oxford Univ. Press, Oxford 506 p
37. Derec B., and Oilis D.W. Synthesis and Reactions of Organic Compounds.Heterocyclic Compounds Vol. 4 (1978), Pergamon Press, Oxford-NY-Toronto-Sydney-Paris-Francfurt 441 p
38. Sheldrick G.M. Acta Crystallogr., Sect. A 64 (2008) 112-122
39. Otwinowski Z., and Minor W. In: Carter C.W., and Sweet R. (Eds). Methods in Enzymology. Macromolecular Crystallography, Part A Vol. 276 (1997), Academic press, London 307-326
40. Blessing R.H. Acta Crystallogr., Sect. A 51 (1995) 33-38