Synthesis,Characterization, and Cytotoxicity of Some New 5-Aminopyrazole and Pyrazolo[1,5-a]pyrimidine Derivatives |
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Authors: | Ashraf S. Hassan Taghrid S. Hafez Souad A. Osman |
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Affiliation: | Department of Organometallic and Organometalloid Chemistry, National Research Centre, El-Buhoth St, Cairo, Doki, Egypt |
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Abstract: | 5-Amino-N-aryl-3-[(4-methoxyphenyl)amino]-1H-pyrazole-4-carboxamides 4a–c were synthesized by the reaction of N-(aryl)-2-cyano-3-[(4-methoxyphenyl)amino]-3-(methylthio)acrylamides 3a–c with hydrazine hydrate in ethanol. The reaction of 5-amino-N-aryl-1H-pyrazoles 4a–c with acetylacetone 5 or 2-(4-methoxybenzylidene)malononitrile 8 yielded the pyrazolo[1,5-a]pyrimidine derivatives 7a–c and 10a–c, respectively. The structures of the synthesized compounds were established based on elemental analysis and spectral data (IR, MS, 1H-NMR, and 13C-NMR). Representative examples of the new synthesized products were screened for their in vitro cytotoxic activity against Ehrlich Ascites Carcinoma (EAC) cells. |
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Keywords: | N-Substituted cyanoacetamide Ketene N S-acetals Pyrazolo[1 5-a]pyrimidines 5-Aminopyrazoles Cytotoxic activity |
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