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Abstract .1Introduction to the chemistry of aminopyrazolesThe chemistry of aminopyrazoles has been extensively investigated in the past.The considerable biological and medicinal activities of pyrazoles, andazolopyrazoles, for which aminopyrazoles are preferred precursors, havestimulated these investigations. Interest in aminopyrazole synthesis and chemistry has recently been reviewed. 2- Original article Synthesis, antitumor, cytotoxic and antioxidant evaluation of some new pyrazolotriazines attached to antipyrine moiety a b s t r a c t Iminopropanehydrazonoyl cyanide 4 was achieved upon reaction of antipyrinediazonium salt 2 with 3-iminobutanenitrile (3) in EtOH/AcONa. 3-Aminopyrazole derivative 5 was obtained upon reaction of 4 with hydrazine hydrate. Diazodization of 5 afforded the diazonium salt 6 which coupled with active methylene compounds 7e10, 19, 20, 25, 29 and 32 in pyridine to give aryl hydrazone derivatives 11e14, 21, 22, 26, 30 and 33, respectively. Refluxing of compounds 11-14, 21, 22, 26 and 33 in acetic acid afforded the pyrazolotriazines 15e18, 23, 24, 28 and 35, respectively. The newly synthesized compounds were screened for their cytotoxic and antioxidant activities. The results showed clearly that compounds 4, 5, 13, 22, and 24 displayed promising in vitro anticancer activity against four different cell lines (HepG2, WI 38, VERO and MCF-7). Compounds 4 and 22 are the more potent antioxidant and anticancer agents. On the other hand, most of the compounds exhibited good cytotoxic activity toward (EAC. Article-3 3-Iminobutanenitrile as Building Block for the Synthesis ofSubstituted Pyrazolo[1,5-a]pyrimidines with Antitumor andAntioxidant Activities. Abstract: Iminopropanehydrazonoyl cyanide 4 was obtained by diazotization of antipyrinyldiazonium salt 2 and 3-iminobutanenitrile (3) in EtOH/AcONa. 3- Aminopyrazole 5 was obtained by reaction of 4 with hydrazine hydrate in 1,4-dioxane. Diazodization of 5 afforded the diazonium salt 6 which coupled with pyrazole 7 to give pyrazolo-pyrimidine 15. Furthermore, compound 5 was used as a key intermediate for the synthesis of pyrazolopymidines37-39, 41, 42,48a, b, 52, 53 and 55-59 via its reaction with 1,3-diketone, halocarbonyl, aryledines and DMF-DMA followed by reaction with active methylene components. Newly synthesized compounds were screened for their antitumor and antioxidant activities. The obtained results showed clearly that most of compounds exhibited good antitumor activities and weak antioxidant activities, while compounds 4 and exhibited broad spectrum of antitumor and antioxidant activities. |