European Journal of Chemistry

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



Main Article Content

Sayed Abdelkader Ahmed
Osama Mohamed Ahmed
Abdou Osman Abdelhamid

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.


icon graph This Abstract was viewed 2058 times | icon graph Article PDF downloaded 960 times

How to Cite
(1)
Ahmed, S. A.; Ahmed, O. M.; Abdelhamid, A. O. Synthesis and Anti-Tumor Activities of New [1,2,4]triazolo[1,5-a]pyrimidine Derivatives. Eur. J. Chem. 2014, 5, 334-338.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Navarro, J. A. R.; Salas, J. M.; Romero, M. A.; Vilaplana, R.; Faure, R. J. Med. Chem. 1998, 41, 332-338.
http://dx.doi.org/10.1021/jm970358e

[2]. Magan, R.; Marin, C.; Salas, J. M.; Perez, M. B.; Rosales, M. J.; Moreno, M. S. Mem. Inst. Oswaldo. Cruz. Rio de Janeiro 2004, 99, 651-656.

[3]. Magan, R.; Marin, C.; Rosales, M. J.; Salas, J. M.; Sanchez-Moreno, M. Pharmacology 2005, 73, 41-48.
http://dx.doi.org/10.1159/000081073

[4]. Traxler, P. M.; Furet, P.; Mett, H.; Buchdunger, E.; Meyer, T.; Lydon, N. J. Med. Chem. 1996, 39, 2285-2292.
http://dx.doi.org/10.1021/jm960118j

[5]. Rusinov, V. L.; Petrov, A. Y.; Pilicheva, T. L.; Chupakhin, O. N.; Kovalev, G. V.; Komina, E. R. Khim. Farm. Zh. 1986, 20, 178-182.

[6]. Lauria, A.; Diana, P.; Barraja, P.; Montalbano, A.; Cirrinicione, G.; Dattolo, G.; Almerico, A. M. Tetrahedron 2002, 58, 9723-9727.
http://dx.doi.org/10.1016/S0040-4020(02)01245-0

[7]. Ram, V. J.; Upadhyay, D. N. Indian J. Chem. 1999, 38B, 1173-1177.

[8]. Ram, V. J.; Singha, U. K.; Guru, P. Y. Eur. J. Med. Chem. 1990, 25, 533-538.
http://dx.doi.org/10.1016/0223-5234(90)90148-V

[9]. Nakamura, H.; Hosoi, Y.; Fukawa, J. Jpn. Kokai Pat. 03, 10, 245 (1991); Chem Abstr. 1991, 115, 266657f.

[10]. Barthelemy, G.; Hallot, A.; Vallat, J. N. Fr. Pat. 2, 459, 834 (1985); Chem Abstr. 1985, 103, 71335u.

[11]. Zhao, X.; Zhao, Y.; Guo, S.; Song, H.; Wang, D.; Gong, P. Molecules 2007, 12, 1136-1146.
http://dx.doi.org/10.3390/12051136

[12]. Touil, S.; Zantour, H. J. Soc. Chim. Tunis. 1999, 4(6), 529-535.

[13]. Ahmed, S. A.; Hussein, A. M.; Hozayena, W. G. M.; El-Ghandour, A. H. H.; Abdelhamid, A. O. J. Heterocycl Chem. 2007, 44, 803-810.
http://dx.doi.org/10.1002/jhet.5570440408

[14]. Vichai, V.; Kirtikara, K. Nat. Protoc. 2006, 1, 1112-1116.
http://dx.doi.org/10.1038/nprot.2006.179

[15]. Ahmed, O. M.; Mohamed, A. M.; Ahmed, R. R.; Ahmed, S. A. Eur. J. Med. Chem. 2009, 44, 3519-3523.
http://dx.doi.org/10.1016/j.ejmech.2009.03.042

[16]. Hussein, A. M.; Ahmed, O. M. Bioorgan. Med. Chem. 2010, 18, 2639-2644.
http://dx.doi.org/10.1016/j.bmc.2010.02.028

[17]. Zhang, N.; Ayral-Kaloustian, S.; Nguyen, T.; Afragola, J.; Hernandez, R.; Lucas, J.; Gibbons, J.; Beyer, C. J. Med. Chem. 2007, 50, 319-327.
http://dx.doi.org/10.1021/jm060717i

Most read articles by the same author(s)

Most read articles by the same author(s)

TrendMD

Dimensions - Altmetric - scite_ - PlumX

Downloads and views

Downloads

Download data is not yet available.

Metrics

Metrics Loading ...
License Terms

License Terms

by-nc

Copyright © 2024 by Authors. This work is published and licensed by Atlanta Publishing House LLC, Atlanta, GA, USA. The full terms of this license are available at https://www.eurjchem.com/index.php/eurjchem/terms and incorporate the Creative Commons Attribution-Non Commercial (CC BY NC) (International, v4.0) License (http://creativecommons.org/licenses/by-nc/4.0). By accessing the work, you hereby accept the Terms. This is an open access article distributed under the terms and conditions of the CC BY NC License, which permits unrestricted non-commercial use, distribution, and reproduction in any medium, provided the original work is properly cited without any further permission from Atlanta Publishing House LLC (European Journal of Chemistry). No use, distribution, or reproduction is permitted which does not comply with these terms. Permissions for commercial use of this work beyond the scope of the License (https://www.eurjchem.com/index.php/eurjchem/terms) are administered by Atlanta Publishing House LLC (European Journal of Chemistry).