Synthesis and transformations of pyrazolopyrimidinecarbohydrazides. Report 1
Abstract
Keywords
547.773:547.64
About the Authors
A. S. ChuvashlevRussian Federation
Kh. S. Shikhaliev
Russian Federation
D. V. Krylskiy
Russian Federation
M. I. Zakirov
Russian Federation
L. A. Beldinskiy
Russian Federation
A. I. Nesmelov
Russian Federation
References
1. Реакции α-аминоазолов с диэтилбензилиденмалонатом / В. В. Липсон, Т. М. Карножницкая, С. М. Десенко, С. В. Шишкина, О. В. Шишкин, В. И. Мусатов // Журн. орг. химии. - 2007. - Т. 43. - Вып. 2. - C. 257-262.
2. Синтез частично гидрированных пиразоло [3,4-b]хинолинонов конденсацией 3-амино-5-метилпиразола с ароматическими альдегидами и димедоном / В. В. Липсон, М. Г. Широбокова, О. В. Шишкин, С. В. Шишкина // Журн. орг. химии. - 2006. - Т. 42. - Вып. 7. - С. 470-474.
3. Synthesis of novel hydropyrazolopyridine derivatives in solvent-free conditions via benzotriazole methodology / R. Abonia, E. Rengifo, J. Quiroga, B. Insuasty, J. Cobob, M. Noguerasb // Tetrahedron. - 2004. - Vol. 60. - P. 8839-8843.
4. Development of new fungicides against Magnaporthe grisea: Synthesis and biological activity of pyrazolo[3,4-d][1,3]thiazine, pyrazolo[1,5-с][1,3,5]thiadiazine, and pyrazolo[3,4-d]pyrimidine derivatives / C. B. Vicentini, G. Forlani, M. Manfrini, C. Romagnoli, D. Mares // J. Agric. Food Chem. - 2002. - Vol. 50. - P. 4839-4845.
5. Dang, Q. 5-Aminopyrazoles as dienophiles in the inverse electron demand Diels-Alder reactions of 2,4,6-tris(ethoxycarbonyl)-1,3,5-triazine: Syntheses of pyrazolopyrimidines / Q. Dang, B. S. Brown, M. D. Erion // J. Org. Chem. - 1996. - Vol. 61. - P. 5204-5205.
6. Synthesis of pyrazolo[1,5-α]pyrimidinone regioisomers / L. K. Gavrin, A. Lee, B. A. Provencher, W. W. Massefski, S. D. Huhn, G. M. Ciszewski, D. C. Cole, J. C. McKew // J. Org. Chem. - 2007. - Vol. 72. - P. 1043-1046.
7. Dalinger, I. L. Liquid-phase synthesis of combinatorial libraries based on trifluoromethyl-substituted pyrazolo[1,5-α]pyrimidine scaffold / I. L. Dalinger, I. A. Vatsadse, S. A. Shevelev // J. Comb. Chem. - 2005. - Vol. 7. - P. 236-245.
8. Sadek, K. U. Reactions with heterocyclic amidines: Synthesis of several new pyrazolo[1,5-а]pyrimidines and pyrazolo[1,5-c]triazines / K. U. Sadek, M. A. Selim, M. A. El-Maghraby // J. Chem. Eng. Data. - 1985. - Vol. 30. - P. 514-515.
9. Senga, K. Synthesis and antischistosomal activity of certain pyrazolo[1,5-α]pyrimidines / K. Senga, T. Novinson, H. R. Wilson // J. Med. Chem. - 1981. - Vol. 24. - P. 610-613.
10. Novinson, T. Synthesis and antifungal properties of certain 7-alkylaminopyrazolo[1,5-α] pyrimidines / T. Novinson, R. K. Robins, T. R. Matthews // J. Med. Chem. - 1977. - Vol. 20. - P. 296-299.
11. Lager E. 4-Quinolone derivatives: High-affinity ligands at the benzodiazepine site of brain GABA receptors. Synthesis, pharmacology, and pharmacophore modeling / P. Andersson, J. Nilsson, I. Pettersson, E.O. Nielsen, M. Nielsen, O. Sterner, T. Liljefors // J. Med. Chem. - 2006. - Vol. 49. - P. 2526-2533.
12. Structure-guided optimization of estrogen receptor binding affinity and antagonist potency of pyrazolopyrimidines with basic side chains / H. B. Zhou, S. Sheng, D. R. Compton, Y. Kim, A. Joachimiak, S. Sharma, K. E. Carlson, B. S. Katzenellenbogen, K. W. Nettles, G. L. Greene, J. A. Katzenellenbogen // J. Med. Chem. - 2007. - Vol. 50. - P. 399-403.
13. The discovery of 4-(3-pentylamino)-2,7-dimethyl-8-(2-methyl-4-methoxyphenyl)-pyrazolo-[1,5-a]-pyrimidine: A corticotropin-releasing factor (hCRF1) antagonist / P. J. Gilligan, C. Baldauf, A. Cocuzza, D. Chidester, R. Zaczek, L. W. Fitzgerald, J. McElroy, M. F. Smith, H.-S. L. Shen, J. A. Saye, D. Christ, G. Trainor, D. W. Robertson, P. Hartig // Bioorg. Med. Chem. - 2000. - Vol. 8. - P. 181-184.
14. Вейганд-Хильгетаг. Методы эксперимента в органической химии (пер. с нем.) / Вейганд-Хильгетаг. - М. : Химия, 1968. - 454 c.
15. Граник, В. Г. Ацетали амидов и лактамов / В. Г. Граник. - М. : Вузовская книга, 2008. - 584 с.
Review
For citations:
Chuvashlev A.S., Shikhaliev Kh.S., Krylskiy D.V., Zakirov M.I., Beldinskiy L.A., Nesmelov A.I. Synthesis and transformations of pyrazolopyrimidinecarbohydrazides. Report 1. Fine Chemical Technologies. 2010;5(6):41-46. (In Russ.)