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Synthesis and Antiproliferative Activities of 5-Azacytidine Analogues in Human Leukemia Cells
Molecules 2008, 13(7), 1501-1517; doi:10.3390/molecules13071501
Article

Synthesis and Antimicrobial Activity of Some New Pyrazole, Fused Pyrazolo[3,4-d]-pyrimidine and Pyrazolo[4,3-e][1,2,4]- triazolo[1,5-c]pyrimidine Derivatives

1,* , 2
,
3
 and
1
1 Department of Chemistry, Faculty of Applied Sciences, Al-Aqsa University, 76888 Gaza, Palestine 2 Department of Chemistry, Faculty of Science, Cairo University, Egypt 3 Department of Chemistry, University College for Women, Ain Shams University, Heliopolis, Cairo, Egypt
* Author to whom correspondence should be addressed.
Received: 4 May 2008 / Revised: 21 July 2008 / Accepted: 22 July 2008 / Published: 29 July 2008
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Abstract

Hydrazonyl bromides 2a,b reacted with active methylene compounds (dibenzoylmethane, acetylacetone, ethyl acetoacetate, phenacyl cyanide, acetoacetanilide, ethyl cyanoacetate, cyanoacetamide and malononitrile) to afford the corresponding 1,3,4,5- tetrasubstituted pyrazole derivatives 5-12a,b. Reaction of 12a,b with formamide, formic acid and triethyl orthoformate give the pyrazolo[3,4-d]pyrimidine, pyrazolo[3,4- d]pyrimidin-4(3H)one and 5-ethoxymethylene-aminopyrazole-4-carbo-nitrile derivatives 13-15a,b, respectively. Compounds 15a,b reacted with benzhydrazide and hydrazine hydrate to afford pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine and [4-iminopyrazolo- [3,4-d]pyrimidin-5-yl]amine derivatives 16a,b and 17a,b. Reactions of compounds 17a,b with triethyl orthoformate and carbon disulfide give the corresponding pyrazolo[4,3-e]- [1,2,4]triazolo[1,5-c]pyrimidine derivatives 18a,b and 19a,b, respectively.
Keywords: Hydrazonyl bromides; pyrazolo[3; 4-d]pyrimidine; pyrazolo[4; 3-e][1; 2; 4]- triazolo[1; 5-c]pyrimidine; antimicrobial activity. Hydrazonyl bromides; pyrazolo[3; 4-d]pyrimidine; pyrazolo[4; 3-e][1; 2; 4]- triazolo[1; 5-c]pyrimidine; antimicrobial activity.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Abunada, N.M.; Hassaneen, H.M.; Kandile, N.G.; Miqdad, O.A. Synthesis and Antimicrobial Activity of Some New Pyrazole, Fused Pyrazolo[3,4-d]-pyrimidine and Pyrazolo[4,3-e][1,2,4]- triazolo[1,5-c]pyrimidine Derivatives. Molecules 2008, 13, 1501-1517.

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