Pyridazine derivatives. Part 21: Synthesis and structural study of novel 4-aryl-2,5-dioxo-8-phenylpyrido[2,3-d]pyridazines

Tetrahedron

Volumn 56, Issue 16, 2000, Pages 2473-2479

  Pita, Beatriz ^a,b   Sotelo, Eddy ^a   Suárez, Margarita ^b   Raviña, Enrique ^a   Ochoa, Estael ^b   Verdecia, Yamila ^b   Novoa, Héctor ^c,d   Blaton, Norbert ^d   De Ranter, Caimle ^d   Peeters, Oswald M ^d  

^a UNIVERSITY OF SANTIAGO DE COMPOSTELA   (Spain)

^b UNIVERSITY OF HAVANA   (Cuba)

^c Ctro de Quim Farmaceut   (Cuba)

^d UNIVERSITY OF LEUVEN   (Belgium)

Author keywords

3,4 dihydropyridones; Conformational analysis; Pyrido 2,3 d pyridazines; Theoretical calculations

Indexed keywords

PYRIDAZINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; DRUG SYNTHESIS; PRIORITY JOURNAL; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 17344389337     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(00)00082-X     Document Type: Article

References (32)

1. Pyridazine derivatives XX: Efficient aromatization of 4,5-dihydro-3(2H)-pyridazinones substituted at 5-position by using anhydrous copper(II) chloride. (Synth. Commun. to be published).
2. Heinish, G.; Kopelent-Frank, H. Progress in Medicinal Chemistry; Elsevier Science; 1992; 29.
3. Campos M., Estevez I., Raviña E., Orallo F. Gen. Pharmacol. 30:1998;201.
4. Overman L., Tsuboi S., Roos J., Taylor G. J. Am. Chem. Soc. 102:1980;747.
5. Janis R.A., Silver P.J., Triggle D.J. Adv. Drug Res. 16:1987;309.
6. Bossert F., Vater W. Med. Res. Rev. 9:1989;291.
7. For a review on calcium channel modulators see: Martín, N; Seoane, C. Quím. Ind. 1990, 36, 115.
8. Alker D., Arrowsmith J.E., Campbell S.F., Cross P.E. Eur. J. Med. Chem. 26:1991;907.
9. Morales A., Ochoa E., Suárez M., Verdecia Y., González L., Martín N., Quinteiro M., Seoane C., Soto J.L. J. Heterocycl. Chem. 33:1996;103.
10. Rodriguez R., Suárez M., Ochoa E., Morales A., González L., Martin N., Quinteiro M., Seoane C., Soto J.L. J. Heterocycl. Chem. 33:1996;45.
11. Rodriguez R., Suárez M., Ochoa E., Pita B., Espinosa R., Martin N., Quinteiro M., Seoane C., Soto J.L. J. Heterocycl. Chem. 34:1997;957.
12. Ochoa E., Suárez M., Verdecia Y., Pita B., Martín N., Quinteiro M., Seoane C., Soto J.L., Duque J., Pomés R. Tetrahedron. 54:1998;12409.
13. Suárez M., Ochoa E., Verdecia Y., Pita B., Morán L., Martín N., Quinteiro M., Seoane C., Soto J.L., Novoa H., Blaton N., Peeters O. Tetrahedron. 55:1999;875.
14. Dal Píaz V., Ciciani G., Giovannoni M. Synthesis. 1994;669.
15. Mátyus P. J. Heterocycl. Chem. 35:1998;1075.
16. Matyus P., Fuji K., Tanaka K. Heterocycles. 36:1993;1975.
17. Dal Píaz V., Giovannoni M., Castellana C., Palacios J.M., Beleta J., Doménech T., Segarra V. J. Med. Chem. 40:1997;1417.
18. Chorvat R.J., Rorig K.J. J. Org. Chem. 53:1988;5779.
19. Kappe C.O., Fabian W.M.F. Tetrahedron. 53:1997;2803.
20. Estevez I., Raviña E., Sotelo E. J. Heterocycl. Chem. 35:1998;1421. and references cited therein.
21. Kravipin G.D., Savodnik V.E. Khim. Geterotsicl. Soedin. 1990;1453.
22. The Baldwin nomenclature for classifying ring closures is used here. See Baldwin, J. E.; Lusch, M. J. Tetrahedron 1982, 38, 2939.
23. Verdecia Y., Suárez M., Morales A., Rodríguez E., Ochoa E., González L., Martín N., Quinteiro M., Seoane C., Soto J.L. J. Chem. Soc. Perkin Trans 1. 1996;947.
24. Suárez M., Ochoa E., Pita B., Espinosa R., Martín N., Quinteiro M., Seoane C., Soto J.L. J. Heterocycl. Chem. 34:1997;931.
25. Triggle A.M., Shefter E., Triggle D.J. J. Med. Chem. 23:1980;1442.
26. Fossheim R., Joslyn A., Solo A.L., Luchowki E., Rutledge A., Triggle D.T. J. Med. Chem. 31:1988;300.
27. Cremer D., Popel J.A. J. Am. Chem. Soc. 97:1975;1354.
28. Fossheim R., Suarteng K., Mostad A., Romming Ch., Shefter E., Triggle D.J. J. Med. Chem. 25:1982;126.
29. Dewar M.J.S., Zoebisch E.G., Hearly E.F., Stewart J.J.P. J. Am. Chem. Soc. 107:1985;3902.
30. Stewart, J. J. P. QCPE program No. 455.
31. Allinger N.L. J. Am. Chem. Soc. 99:1977;8127.
32. Gilbert, K. E. Serena software, P.O. Box 3076, Bloomington IN 47402.