Synthesis of 2,4-diaminothieno- and pyrrolo[2,3-d]pyrimidine-6-carboxylic acid derivatives

Journal of Heterocyclic Chemistry

Volumn 43, Issue 6, 2006, Pages 1629-1633

  Tumkevicius, S ^a   Dailide, M ^a   Kaminskas, A ^a  

^a VILNIUS UNIVERSITY   (Lithuania)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINO 4,6 DICHLOROPYRIMIDINE 5 CARBALDEHYDE; 2,4 DIAMINOTHIENO[2,3 D]PYRIMIDINE 6 CARBOXYLIC ACID; ACETIC ACID DERIVATIVE; ETHYL (2 AMINO 4 CHLORO 5 FORMYLPYRIMIDIN 6 YL)THIOACETATE; ETHYL 2,4 DIAMINOTHIENO[2,3 D]PYRIMIDINE 6 CARBOXYLATE; ETHYL MERCAPTOACETATE; ETHYL N (2 AMINO 4 CHLORO 5 FORMYLPYRIMIDIN 6 YL)GLYCINATE; ETHYL N (2,4 DIAMINO 5 FORMYLPYRIMIDIN 6 YL)GLYCINATE; FOLIC ACID; GLYCINE DERIVATIVE; METHOTREXATE; METHYL 2,4 DIAMINO 7 METHYL 7H PYRROLO[2,3 D]PYRIMIDINE 6 CARBOXYLATE; METHYL N (2 AMINO 4 CHLORO 5 FORMYLPYRIMIDIN 6 YL)N METHYLGLYCINATE; METHYL N METHYLGLYCINATE; N [4 [[(2,4 DIAMINOTHIENO[2,3 D]PYRIMIDIN 6 YL)CARBONYL]AMINO]BENZOYL]GLUTAMIC ACID; PIRITREXIM; PYRROLE DERIVATIVE; THIENO[2,3 D]PYRIMIDIN 4 ONE DERIVATIVE; TRIMETHOPRIM; TRIMETREXATE;

ARTICLE; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; HEATING;

EID: 33845411467     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570430630     Document Type: Article

References (18)

1. R. L. Kisliuk, The Biochemistry of Folates, In Folate Antagonists as Therapeutic Agents, F. M. Sirotnak, J. J. Burchal, W. D. Ensminger and J. A. Montgomery, eds., Academic Press, New York, 1984, pp 1-68.
2. E. M. Herman and L. M. Werbel, J. Med. Chem., 34, 479 (1991).
3. I. M. Kompis, K. Islam and R. L. Then, Chem. Rev., 105, 593 (2005).
4. R. L. Kisliuk. Curr. Pharm. Des., 9, 2615 (2003).
5. M. E. Klepser and T. B. Klepser, Drugs, 53, 40 (1997).
6. A. Rosowsky, C. E. Mota, J. E. Wright, J. H. Freisheim, J. J. Heusner, J. J. McCormack and S. F. Queener, J. Med. Chem., 36, 3103 (1993).
7. I. O. Donkor, H. Li and S. F. Queener, Eur. J. Med. Chem., 33, 605 (2003).
8. A. Gangjee, X. Guo, S. F. Queener, V. Cody, N. Galitsky, J. R. Luft and W. Pangborn, J. Med. Chem., 41, 1263 (1998).
9. A. Gangjee, X. Lin and S. F. Queener, J. Med. Chem., 47, 3689 (2004).
10. A. Gangjee, Y. Zeng, J. J. McGuire and R. L. Kisliuk, J. Med. Chem., 48, 5329 (2005).
11. A. Gangjee, X. Lin, R. L. Kisliuk and J. J. McGuire. J. Med. Chem., 48, 7215 (2005).
12. M. Graffner-Nordberg, J. Marelius, S. Ohlsson, A. Persson. G. Swedberg, P. Andersson, S. E. Andersson, J. Aqvist and A. Hallberg, J. Med. Chem., 43, 3852 (2000).
13. M. Graffner-Nordberg, M. Fyfe, R. Brattsand, B. Mellgard and A. Hallberg, J. Med. Chem., 46, 3455 (2003).
14. S. Tumkevicius and M. Dailide, J. Heterocycl. Chem., 42, 1305 (2005).
15. L. Bell, H. M. McGuire and G. A. Freeman, J. Heterocycl. Chem., 20, 41 (1983).
16. D. E. O'Brien, L. T. Weinstock and C. C. Cheng, J. Med. Chem., 11, 387 (1968).
17. S. Tumkevicius, A. Kaminskas, V. Bucinskaite and L. Labanauskas, Heterocycl. Commun., 9, 89 (2003).
18. J. Clark, M. S. Shahhet, D. Korakas and G. Varvounis, J. Heterocyclic Chem., 30, 1065 (1993).