Synthesis of novel derivatives of 5-(4,6-dimethyl-2-pyrimidinylsulfanyl) methyl-1,2,4-triazole-3-thione

Phosphorus, Sulfur and Silicon and the Related Elements

Volumn 178, Issue 11, 2003, Pages 2431-2440

  Burbuliene, M M ^a   Jakubkiene, V ^a   Mekuskiene, G ^a   Vainilavicius, P ^a  

^a VILNIUS UNIVERSITY   (Lithuania)

Author keywords

Alkylation; Cyclization; Substituted 1,2,4 triazole 3 thiones; Thiazolo 3,2 b triazolone

Indexed keywords

3 (PHENYLCARBAMOYL)METHYLSULFANYL 5 (4,6 DIMETHYL 2 PYRIMIDINYLSULFANYL)METHYL 1,2,4 TRIAZOLE; 4 CHLOROPHENACYL BROMIDE; 5 (4,6 DIMETHYL 2 PYRIMIDINYLSULFANYL)METHYL 1,2,4 TRIAZOLE 3 THIONE; 6 (4,6 DIMETHYL 2 PYRIMIDINYLSULFANYL)METHYL 2 [(4 METHOXYPHENYL)METHYLIDENE]THIAZOLO[3,2 B][1,2,4]TRIAZOL 3(2H) ONE; 6 (4,6 DIMETHYL 2 PYRIMIDINYLSULFANYL)METHYL 2 [(PHENYL)METHYLIDENE]THIAZOLO[3,2 B][1,2,4]TRIAZOL 3(2H) ONE; 6 (4,6 DIMETHYL 2 PYRIMIDINYLSULFANYL)METHYLTHIAZOLO[3,2 B][1,2,4]TRIAZOL 3(2H) ONE; ACETANILIDE DERIVATIVE; ALDEHYDE; ALPHA CHLOROACETANILIDE; ANILINE; BROMINE DERIVATIVE; CARBOXYMETHYLSULFANYL 5 (4,6 DIMETHYL 2 PYRIMIDINYLSULFANYL)METHYL 1,2,4 TRIAZOLE; CHLOROACETIC ACID; PYRIMIDINE DERIVATIVE; TRIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; CHEMICAL REACTION; CYCLIZATION; DRUG SYNTHESIS; POLYMERIZATION;

EID: 0346875548     PISSN: 10426507     EISSN: None     Source Type: Journal    
DOI: 10.1080/714040956     Document Type: Article

References (26)

1. B. S. Holla, K. N. Poajary, B. S. Rao, and M. K. Shivananda, Eur. J. Med. Chem., 37, 511 (2002).
2. M. S. Chambers, L. J. Street, S. Goodacre, A. M. Kuhn, D. W. Kessler, and S. A. Wald, J. Med. Chem., 42, 691 (1999).
3. L. J. Street, R. Baker, W. B. Davey, et al., J. Med. Chem., 38, 1799 (1995).
4. C. J. Cowden, R. D. Wilson, B. C. Bishop, Y. F. Cottrell, A. J. Davies, and Ulf.-H. Dolling, Tetrahedron Lett., 41, 8661 (2000).
5. N. Ulusoy, A. Gursoy, and G. Otuk, Farmaco, 56, 947 (2001).
6. S. Güniz Küçükgüzel, S. Rolas, H. Erdeniz, and M. Kiraz, Eur. J. Med. Chem., 34, 153 (1999).
7. S. Papakostantinou-Garoufalias, N. Pouli, P. Marakos, and A. Chytyroglou-Ladas, Farmaco, 57, 973 (2002).
8. I.I. Küçükgüzel, S. G. S. Güniz Küçükgüzel, S. S. Rollas, and M. M. Kiraz, Bioorg. Med. Chem. Lett., 11, 1703 (2001).
9. M. C. Sarva, G. Romeo, F. Guerrera, et al., Bioorg. Med. Chem., 10, 313 (2002).
10. G. J. Tanoury, C. H. Senanyake, R. Hett, A. M. Kuhn, D. W. Kessler, and S. A. Wald, Tetrahedron Lett., 39, 6845 (1998).
11. Y. Quesnel, L. Bidois-Sery, J.-M. Poirier, and L. Duhamel, J. Org. Chem., 63, 3793 (1998).
12. M. M. Sumi, Vipin A. Nairz, and C. P. Joshua, Tetrahedron, 57, 2003 (2001).
13. H. M. Faidallah, E. M. Sharshira, S. A. Basaif, and A. El-Kader A-Ba-Oum, Phosphorus, Sulfur, and Silicon, 177, 67 (2002).
14. M. A. Berghot, J. Chin. Chem. Soc., 48, 913 (2001).
15. P. G. Bulger, I. F. Cottrell, C. J. Cowden, A. J. Davies, and Ulf.-H. Dolling, Tetrahedron Lett. 41, 1297 (2000).
16. R. A. Mekheimer and R. M. Shaker, J. Chem. Res. (S), 76 (1999).
17. A. M. Boldi, C. R. Johnson, and H. O. Eissa, Tetrahedron Lett., 40, 619 (1999).
18. G. Mekuskiene, P. Gaidelis, and P. Vainilavicius, Pharmazie, 53, 94 (1998).
19. P. Vainilavicius, R. Smicius, V. Jakubkiene and S. Tumkevicius, Monatsh. Chem., 132, 825 (2001).
20. R. Smicius, V. Jakubkiene, M. M. Burbuliene, A. Mikalainyte, and P. Vainilavicius, J. Chem. Res. (S), 170 (2002).
21. E. S. Taylor and R. W. Hendess, J. Am. Chem. Soc., 87, 1980 (1965).
22. K. T. Pots and S. Husain, J. Org. Chem., 36, 10 (1971).
23. K. T. Pots and T. H. Crawford, J. Org. Chem., 27, 2631 (1962).
24. B. V. Trzhtsinskaya, A. Ye. Aleksandrova, Ye. V. Apakina, T. I. Vinogradova, R. A. Shchegaleva, and A. V. Afonin, Khim.-Pharm. Zh., 3, 25 (1991).
25. T. Hirata, L.-M. Twanmoh, H. B. Wood, Jr., A. Golden, and J. S. Driscall, J. Heterocycl. Chem., 9, 99 (1972).
26. H. Voight, D. Heydenhauss, F. Hofman, and G. Jaenecke, Z. Chem., 14, 436 (1974).