European Journal of Chemistry 2014, 5(2), 334-338 | doi: https://doi.org/10.5155/eurjchem.5.2.334-338.910 | Get rights and content

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Synthesis and anti-tumor activities of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives


Sayed Abdelkader Ahmed (1) , Osama Mohamed Ahmed (2,*) , Abdou Osman Abdelhamid (3)

(1) Department of Chemistry, Faculty of Science, Beni-Suef University, Beni-Suef 62514 Egypt
(2) Department of Zoology, Faculty of Science, Beni-Suef University, Beni-Suef 62514, Egypt
(3) Department of Chemistry, Faculty of Science, Cairo University, Giza 12613, Egypt
(*) Corresponding Author

Received: 26 Aug 2013 | Revised: 02 Nov 2013 | Accepted: 13 Dec 2013 | Published: 30 Jun 2014 | Issue Date: June 2014

Abstract


Condensation of 1H-1,2,4-triazol-5-amine with the appropriate sodium (E)-(2-oxocycloalkylidene)methanolate gave 7,8-dihydro-6H-cyclopenta[e][1,2,4]triazolo [1,5-a]pyrimidine, 6,7,8,9-tetrahydro-[1,2,4]triazolo[1,5-a]quinazoline, 7,8,9,10-tetra hydro-6H-cyclohepta[e][1,2,4]triazolo[1,5-a]pyrimidine and 6,7,8,9,10,11-hexahydro cycloocta[e][1,2,4]triazolo[1,5-a]pyrimidine. Structures of the newly synthesized compounds were elucidated via elemental analyses, spectral (IR, 1H NMR, 13C NMR, 2D NMR), and X-ray single crystal diffraction data. These derivatives showed potent anti-tumor cytotoxic activity in vitro using different human cancer cell lines.


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Keywords


Cyclooctane; Cyclohexane; Cyclopentane; Antitumor activity; 1H-1,2,4-triazol-5-amine; Triazolo[5,1-a]pyrimidine

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DOI: 10.5155/eurjchem.5.2.334-338.910

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Citations

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[1]. Sobhi Gomha, Yasser Zaki, Abdou Abdelhamid
Utility of 3-Acetyl-6-bromo-2H-chromen-2-one for the Synthesis of New Heterocycles as Potential Antiproliferative Agents
Molecules  20(12), 21826, 2015
DOI: 10.3390/molecules201219803
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[2]. Ashraf M. Mohamed, Wael A. El-Sayed, Alhussein A. Ibrahim, Naglaa A. Abdel-Hafez, Korany A. K. Ali, Salwa F. Mohamed
Recent Trends in the Chemistry of [1,2,4]Triazole[1,5-a]pyrimidines
Organic Preparations and Procedures International  53(3), 211, 2021
DOI: 10.1080/00304948.2020.1871310
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[3]. Nadia A. Abdelriheem, Yasser H. Zaki, Abdou O. Abdelhamid
Synthesis of some new pyrazolo[1,5-a]pyrimidine, pyrazolo[5,1-c]triazine, 1,3,4-thiadiazole and pyridine derivatives containing 1,2,3-triazole moiety
Chemistry Central Journal  11(1), , 2017
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[4]. Majid Mokaber-Esfahani, Hossein Eshghi, Ali Shiri, Marzieh Akbarzadeh, Mahdi Mirzaei
Synthesis of [1,2,4]Triazolo[3,4-b]Pteridines as a Novel Class of Heterocyclic Compounds
Journal of Chemical Research  39(4), 216, 2015
DOI: 10.3184/174751915X14271341601550
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[5]. Nadia Abdelriheem, Sayed Ahmad, Abdou Abdelhamid
Synthesis of some new Thieno[2,3-b]pyridines, Pyrimidino[4',5':4,5]thieno[2,3-b]pyridine and Pyridines Incorporating 5-Bromobenzofuran-2-yl Moiety
Molecules  20(1), 822, 2015
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[6]. Abdou O. Abdelhamid, Sobhi M. Gomha, Ahmad S. Shawali
Synthesis and Antimicrobial Evaluation of Some Novel Thiazole, 1,3,4-Thiadiazole and Pyrido[2,3-d][1,2,4]triazolo[4,3-a]pyrimidine Derivatives Incorporating Pyrazole Moiety
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[7]. Maksym Fizer, Mikhailo Slivka
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Chemistry of Heterocyclic Compounds  52(3), 155, 2016
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[8]. Hassan M. Abdel-aziz, Sobhi M. Gomha, Abdelaziz A. El-Sayed, Yahia Nasser Mabkhot, Abdulrhman Alsayari, Abdullatif Bin Muhsinah
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How to cite


Ahmed, S.; Ahmed, O.; Abdelhamid, A. Eur. J. Chem. 2014, 5(2), 334-338. doi:10.5155/eurjchem.5.2.334-338.910
Ahmed, S.; Ahmed, O.; Abdelhamid, A. Synthesis and anti-tumor activities of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives. Eur. J. Chem. 2014, 5(2), 334-338. doi:10.5155/eurjchem.5.2.334-338.910
Ahmed, S., Ahmed, O., & Abdelhamid, A. (2014). Synthesis and anti-tumor activities of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives. European Journal of Chemistry, 5(2), 334-338. doi:10.5155/eurjchem.5.2.334-338.910
Ahmed, Sayed, Osama Mohamed Ahmed, & Abdou Osman Abdelhamid. "Synthesis and anti-tumor activities of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives." European Journal of Chemistry [Online], 5.2 (2014): 334-338. Web. 4 Jun. 2023
Ahmed, Sayed, Ahmed, Osama, AND Abdelhamid, Abdou. "Synthesis and anti-tumor activities of new [1,2,4]triazolo[1,5-a]pyrimidine derivatives" European Journal of Chemistry [Online], Volume 5 Number 2 (30 June 2014)

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