Microwave-assisted parallel synthesis of a 4,6-diamino-2,2-dimethyl-1,2- dihydro-1-phenyl-s-triazine library

Journal of Combinatorial Chemistry

Volumn 6, Issue 4, 2004, Pages 504-508

  Lee, Hong Kee ^a   Rana, Tariq M ^a  

^a UNIVERSITY OF MASSACHUSETTS MEDICAL SCHOOL   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

4,6 DIAMINO 2,2 DIMETHYL 1,2 DIHYDRO 1 PHENYL S TRIAZINE; DIHYDROFOLATE REDUCTASE INHIBITOR; TRIAZINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; COMBINATORIAL CHEMISTRY; COMBINATORIAL LIBRARY; COMPARATIVE STUDY; DRUG SYNTHESIS; MICROWAVE IRRADIATION; MICROWAVE RADIATION; ORGANIC CHEMISTRY; QUANTUM YIELD; REACTION ANALYSIS; REACTION TIME;

MICROWAVES; MOLECULAR STRUCTURE; TEMPERATURE; TRIAZINES;

EID: 4143070441     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc049950x     Document Type: Article

References (30)

1. Janda, K. D.; Han, H. Methods Enzymol. 1996, 267, 234-247.
2. Blondelle, S. E.; Perez-Paya, E.; Dooley, C. T.; Pinilla, C.; Houghten, R. A. Trends Anal. Chem. 1995, 14, 83-92.
3. Cheng, S.; Comer, D. D.; Williams, J. P.; Myers, P. L.; Boger, D. L. J. Am. Chem. Soc. 1996, 118, 2567-2573.
4. Eichler, J.; Houghten, R. A. Mol. Med. Today 1995, 174-180.
5. Choong, I. C.; Ellman, J. A. Annu. Rep. Med. Chem. 1996, 309-318.
6. Tietze, L. F.; Hippe, T.; Steinmetz, A. Synlett 1996, 11, 1043-1044.
7. Wang, G. T.; Li, S.; Wideburg, N.; Krafft, G. A.; Kempf, D. J. J. Med. Chem. 1995, 38, 2995-3002.
8. Hermkens, P. H. H.; Ottenheijm, H. C. J.; Rees, D. Tetrahedron 1996, 52, 4527-4554.
9. (a) Baldwin, J. J.; Dolle, R. Deconvolution Tools for Solid-Phase Synthesis. In A Practical Guide to Combinatorial Chemistry; Czarnik, A. W., DeWitt, S. H., Eds.; American Chemical Society: Washington, DC, 1997; pp 153-176.
10. (b) Williard, X.; Tartar, A. Deconvolution Tools in Solution-Phase Synthesis. In A Practical Guide to Combinatorial Chemistry; Czarnik, A. W., DeWitt, S. H., Eds.; American Chemical Society: Washington, DC, 1997; pp 249-280.
11. Lew, A.; Krutzik, P. O.; Hart, M. E.; Chamberlin, A. R. J. Comb. Chem. 2002, 4 (2), 95-105.
12. Gedye, R.; Smith, F.; Westway, K.; Ali, H.; Baldisera, L.; Laberge, L.; Rousell, J. Tetrahedron Lett. 1986, 27, 279-282.
13. Giguerre, R. J.; Bray, T. L.; Duncan, S. M. Tetrahedron Lett. 1986, 27, 4945-4948.
14. Tan, K. L.; Vasudevan, A.; Bergman, R. G.; Ellman, J. A.; Souers, A. J. Org. Lett. 2003, 5 (12), 2131-2134.
15. Dai, W.; Guo, D.; Sun, L.; Huang, X. Org. Lett. 2003, 5 (16), 2919-2922.
16. Olivos, H. J.; Alluri, P. G.; Reddy, M. M.; Salony, D.; Kodadek, T. Org. Lett. 2002, 4 (23), 4057-4059.
17. Coleman, C. M.; MacElroy, J. M. D.; Gallagher, J. F.; O'Shea, D. F. J. Comb. Chem. 2002, 4 (1), 87-93.
18. Varma, R. S. Pure Appl. Chem. 2001, 73 (1), 193-198.
19. Leadbeater, N. E.; Marco, M. Angew. Chem., Int. Ed. 2003, 42 (12), 1407-1409.
20. Rosowsky, A.; Chen, K. K. N.; Amand, R. S.; Modest, E. J. J. Pharm. Sci. 1973, 62, 477-478.
21. Hutchison, D. J.; Schmid, F. A. Experimental Cancer Chemotherapy with Folate Antagonists. In Folate Antagonists as Therapeutic Agents; Sirotnak, F. M., Ensminger, W. D., Burchall, J. J., Montgomery, J. A., Eds.; Academic Press: New York, 1984; Vol. 2, pp 1-21.
22. Berman, E. M.; Werbel, L. M. J. Med. Chem. 1991, 34, 479-485.
23. Rosenblatt, J. E. Mayo Clin. Proc. 1992, 67, 276-287.
24. Schweitzer, B. I.; Dicker, A. P.; Bertino, J. R. FASEB 1990, 4, 2441-2452.
25. Modest, E. J. J. Org. Chem. 1956, 21 (1), 1-13.
26. Modest, E. J.; Levine, P. J. Org. Chem. 1956, 21 (1), 14-20.
27. Hayes, B. L. Solvents. In Microwave Synthesis - Chemistry at the Speed of Light; Hayes, B. L., Ed.; CEM Publishing: Matthews, NC, 2002; 29-76.
28. Mingos, D. M. P.; Baghurst, D. R. Chem. Soc. Rev. 1991, 20, 1-47.
29. Blackwell, H. E. Org. Biomol. Chem. 2003, 1, 1251-1255.
30. Lee, H.-K.; Chui, W.-K. Bioorg. Med. Chem. 1999, 7, 1255-1262.