A convenient access to thienyl-substituted phthalazines

Journal of Heterocyclic Chemistry

Volumn 42, Issue 7, 2005, Pages 1245-1251

  Raposo, M Manuela M ^a   Sampaio, Ana M B A ^a   Kirsch, G ^b  

^a UNIVERSITY OF MINHO   (Portugal)

^b UNIVERSITÉ DE LORRAINE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

1 AMINO 4 THIENYLPHTHALAZINE DERIVATIVE; 4 (2 THIENYL) 1(2H) PHTHALAZINONE DERIVATIVE; 4 (2 THIENYL)PHTHALAZINE DERIVATIVE; BROMIDE; CHLORIDE; PHTHALAZINE DERIVATIVE; THIOPHENE DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 28244491625     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570420701     Document Type: Article

References (59)

1. W. J. Coates, in Comprehensive Heterocyclic Chemistry II, Vol. 6, A. R. Katritzky, C. W. Rees and E. F. V. Scriven, eds, Pergamond Press, Oxford, 1999, pp 1-91.
2. A. E. A. Porter, in Comprehensive Organic Chemistry, Vol. 4, A. R. Katritzky, D. Barton and W. D. Ollis, eds, Pergamond Press, Oxford, 1979; pp 85-143.
3. E. Schaumann and C. Zellerfed, eds, Hetarenes IV, Vol. E9a, Houben-Weyl, Germany, 1997; pp 744.
4. rd ed, Longmans, Oxford, 1997.
5. M. Napoletano, G. Norcini, F. Pellacini, F. Marchini, G. Morazzoni, P. Ferlenga and L. Pradella, Bioorg. Med. Chem. Lett., 10, 2235, (2000).
6. M. Napoletano, G. Norcini, F. Pellacini, F. Marchini, G. Morazzoni, P. Ferlenga and L. Pradella, Bioorg. Med. Chem. Lett., 11, 33, (2001).
7. M. Napoletano, G. Norcini, F. Pellacini, F. Marchini, G. Morazzoni, R. Fattori, P. Ferlenga and L. Pradella, Bioorg. Med. Chem. Lett., 12, 5, (2002).
8. M. Van der Mey, H. Boss, A. Hatzelmann, I. J. Van der Laan, G. J. Sterk, and H. Timmerman, J. Med. Chem., 45, 2520, (2002).
9. G. Bold, J. Med. Chem., 43, 2310, (2000).
10. P. G. Tsoungas and M. Searcey, Tetrahedron Lett., 42, 6589, (2001).
11. M. Rodríguez-Ciria, A. M. Sanz, M. J. R. Yunta, F. Gomez-Contreras, P. Navarro, I. Fernandez, M. Pardo and C. Cano, Bioorg. Med. Chem., 11, 2143, (2003).
12. P. Meresse, E. Bertounesque, T. Imbert and C. Monneret, Tetrahedron, 55, 12805, (1999).
13. H. Takehara, Z. Tsukamoto, K. Uenishi, Y. Asaumi, K. Kosegi, Y. Ishizuka and H. Yaginuma, Chem. Abstr., 113, 152451n, (1990).
14. K. Uenishi, K. Kosegi, Y. Asaumi, Y. Ishizuka, and H. Yaginuma, Chem. Abstr., 115, 256195q, (1991).
15. K. Uenishi, Y. Asaumi, K. Kosegi, Y. Ishizuka, and H. Yaginuma, Chem. Abstr., 115, 256196r, (1991).
16. K. Uenishi, K. Kosegi, Y. Asaumi, Y. Ishizuka, and H. Yaginuma, Chem. Abstr., 115, 256197s, (1991).
17. N. Ohi, T. Kuroki, M. Yamaguchi, M. Akima, T. Koga and K. Kamei, Chem. Abstr., 115, 256193n, (1991).
18. M. Yamaguchi, K. Kamei, T. Koga, M. Akima, T. Kuroki and N. Ohi, J. Med. Chem., 36, 4052, (1993).
19. R. Sivakumar, S. K. Gnanasam, S. Ramachandran and J. T. Leonard, Eur. J. Med. Chem., 37, 793, (2002).
20. R. D. Haworth and S. Robinson, J. Chem. Soc., 777, (1948).
21. F. Kazushi, M. Shinubu and K. Hajime, Chem. Abstr., 130, 95558c, (1999).
22. J. S. Kim, H.-J. Lee, M.-E. Suh, H.-Y P. Choo, S. K. Lee, H. J. Park, C. Kim, S. W. Park and C.-O. Lee, Bioorg. Med. Chem., 12, 3683, (2004).
23. A. D. Lebsack, J. Gunzner, B. Wang, R. Praccito, H. Shaffhauser, A. Santini, J. Aiyar, R. Bezverkov, B. Munoz, W. Liu and S. Venkatraman, Bioorg. Med. Chem. Lett., 14, 2463, (2004).
24. K. M. Shubin, V. A. Kuznetsuv and V. Galishev, Tetrahedron Lett., 45, 1407, (2004).
25. R. Jiménez, A. M. Sanz, F. Gómez-Contreras, M. C. Cano, M. J. R. Yunta, M. Pardo and Lucrecia Campayo, Heterocycles, 63, 1299, (2004).
26. Y. Imamura, A. Noda, T. Imamura, Y. Ono, T. Okawara and H. Noda, Life Sci., 74, 29, (2003).
27. A. Z. Haikal, E. S. E. Ashry and J. Banoub, Carbohydr. Res., 338, 2291, (2003).
28. F. Saczewski, E. Kobierska, J. Petrusewicz, A. Gendzwill and M. Gdaniec, Heterocycles, 60, 571, (2003).
29. H. C. Kolb, M. S. VanNieuwenhze and K. B. Sharpless, Chem. Rev., 94, 2483. (1994).
30. E. Balugh-Hergovich, J. Kaizer and G. Speier, Inorg. Chim. Acta. 256, 9, (1997).
31. A. Krief and C. Colaux-Castillo, Tetrahedron Lett., 40, 4189, (1999).
32. A. Yatani, M. Fuji, Y. Nakao, S. Kashino, M. Kinoshita, W. Mori and S. Suzuki, Inorg. Chim. Acta, 316, 127, (2001).
33. J. Kuzelka, B. Spingler and S. J. Lippard, Inorg. Chim. Acta, 337, 212, (2002).
34. R. Jiang, Y. Kuang, X. Sun and S. Zhang, Tetrahedron Asymmetry, 15, 743, (2004).
35. H. Yoshida, K. Ureshino, J. Ishida, H. Nohta and M. Yamaguchi, DVM Pigm., 41, 177, (1999).
36. J. Ishilda, M. Yamaguchi, T. Nakahara and M. Nakamura, Anal. Chim. Acta, 231, 1, (1990).
37. J. Ishilda, S. Sonezaki and M. J. Yamaguchi, Chromatogr., 598, 203, (1992).
38. J. Ishilda, T. Yakabe, H. Nohta and M. J. Yamaguchi, Chromatogr., 346, 175, (1997).
39. Y. Cheng, B. Ma and F. Wuld, J Mat. Chem., 9, 2183, (1999).
40. A. Lieck, Chem. Ber., 38, 3918, (1905).
41. J. R. Merchant, S. D. Kulkarni and M. S. Venkatesh, Indian J. Chem. Soc. Sect. B, 19, 914, (1980).
42. M. Razvi and T. Ramalingam. Indian J. Chem. Soc. Sect. B, 31, 788, (1992).
43. S. A. El-Abbady and S. M. Agami, Indian J. Chem. Soc. Sect. B, 34, 504, (1995).
44. Y. Rival, R. Hoffmann, B. Didier, V. Rybaltchenko, J.-J. Bourguignon and C. G. Wermuth, J. Med. Chem., 41, 311, (1998).
45. V. G. Chapoulaud, I. Salliot, N. Plé, A. Turck and G. Quéguiner Tetrahedron, 55, 5389, (1999).
46. J.-M. Contreras, I. Parrot, W. Sippl, I. M. Rival and C. G. Wermuth, J. Med. Chem., 44, 2707, (2001).
47. M. Johnsen, K. Rehse, H. Pertz, J. P. Stasch and E. Bischoff, Arch. Pharm. Med. Chem., 336, 591, (2003).
48. S. Guery, I. Parrot, Y. Rival and C.-G. Wermuth, Synthesis, 699, (2001).
49. P. Tapolcsányi, B. U. W. Maes, K. Monsieurs, G. L. F. Lemière, Z. Rield, G. Hajós, B. V-d. Driessche, R. A. Dommisse and P. Mátyus, Tetrahedron, 59, 5919, (2003).
50. Ng. Ph. Buu-Hoï, Ng. Hoán, Ng. D. Xuong, Reel. Trav. Chim. Pays-Bas, 69, 1083, (1950).
51. L. Strekowski, M. Mokrosz and D. B. Marden, PCT Int. Appl. (WO) 89 07,599 (1990);
52. Chem. Abstr., 112, 77214m, (1990).
53. V. G. Chapoulaud, N. Plé. A. Turck and G. Quéguiner, Tetrahedron, 56, 5499, (2000).
54. F. Steybe, F. Effenberger, S. Beckman, P. Kramer, C. Glania and R. Wortmann, Chem. Phys., 219, 317, (1997) and references cited therein.
55. D. A. Aldous, S. Bower, N. Moorcroft, and M. Tood, Synlett, 1, 150, (2001).
56. D. Toussaint, J. Suffert and C-G. Wermuth, Heterocycles, 7, 1163, (1999).
57. I. Parrot, Y. Rival and C. G. Wermuth, Synthesis, 7, 1163, (1999).
58. A. Jones and A. P. Withmore, Tetrahedron, 54, 9519, (1998).
59. W. Flitsch and H. Peters, Angew. Chem. Internat. Ed., 6, 173, (1967).