European Journal of Chemistry

Synthesis and antitumor activity of novel pyrazolo[1,5-a]pyrimidine derivatives



Main Article Content

Mervat Mostafa El-Enany
Mona Monir Kamel
Omneya Mahmoud Khalil
Hala Bakr El-Nassan

Abstract

A novel series of pyrazolo[1,5-a]pyrimidine-3-carbonitriles substituted with 7-amino, 7-substituted amino and 5-substituted amino groups was synthesized. Some of the newly synthesized compounds were tested in vitro on human colon tumor cell line (HCT116). Compound 14a displayed the highest activity among the tested compounds with IC50 that equals to 0.0020 μM.

2_3_331_336_800


icon graph This Abstract was viewed 2150 times | icon graph Article PDF downloaded 900 times

How to Cite
(1)
El-Enany, M. M.; Kamel, M. M.; Khalil, O. M.; El-Nassan, H. B. Synthesis and Antitumor Activity of Novel pyrazolo[1,5-a]pyrimidine Derivatives. Eur. J. Chem. 2011, 2, 331-336.

Article Details

Share
Crossref - Scopus - Google - European PMC
References

[1]. Waller, D. G.; Renwick, A. G.; Hillier, K.; Medical Pharmacology and Therapeutics, 2nd Edn., 2005, pp. 635.

[2]. Fraley, M. E.; Rubino, R. S.; Hoffman, W. F.; Hambaugh, S. R. Bioorg. Med. Chem. Lett. 2002, 12, 3537-3541.
http://dx.doi.org/10.1016/S0960-894X(02)00827-2

[3]. Williamson, D. S.; Parratt, M. J.; Bower, J. F.; Moore, J. D.; Richardson, C. M.; Dokurno, P.; Cansfield, A. D.; Francis, G. L.; Hebdon, R. J.; Howes, R.; Jackson, P. S.; Lockie, A. M.; Murray, J. B.; Nunns, C. L.; Powles, J.; Robertson, A.; Surgenor, A. E.; Torrance, C. J. Bioorg. Med. Chem. Lett. 2005, 15, 863-867.
http://dx.doi.org/10.1016/j.bmcl.2004.12.073

[4]. Gopalsamy, A.; Yang, H.; Ellingboe, J. W.; Tsou, H.; Zhang, N.; Honores, E.; Powell, D.; Miranda, M.; McGinnis, J. P.; Rabindran, S. K. Bioorg. Med. Chem. Lett. 2005, 15, 1591-1594.
http://dx.doi.org/10.1016/j.bmcl.2005.01.066

[5]. Li, J.; Zhao, Y. F.; Zhao, X. L.; Yuan, X. Y.; Gong, P. Arch. Pharm. Chem. Life Sci. 2006, 339, 593-597
http://dx.doi.org/10.1002/ardp.200600098
PMid:17036367

[6]. Guzi, T. J.; Paruch, K.; Dwyer, M. P.; (Schering Corporation, USA) U.S. Pat. Appl. Publ. US 2006 41,131 (Cl. 544-281; A61K31/519), 23 Feb 2006, US Appl. 2003/653,776, 3 Sep 2003; 85 pp. (Eng), Through Chem. Abstr. 2006, 144, 254145y.

[7]. Paruch, K.; Dwyer, M. P.; Alvarez, C.; Brown, C.; Chan, T.; Doll, R. J.; Keertikar, K.; Knutson, C.; McKittrick, B.; Rivera, J.; Rossman, R.; Tucker, G.; Fischmann, T. O.; Hruza, A.; Madison, V.; Nomeir, A. A.; Wang, Y.; Lees, E.; Parry, D.; Sgambellone, N.; Seghezzi, W.; Schultz, L.; Shanahan, F.; Wiswell, D.; Xu, X.; Zhou, Q.; James, R. A.; Paradkar, V. M.; Park, H.; Rokosz, L. R.; Stauffer, T. M.; Guzi, T. J. Bioorg. Med. Chem. Lett. 2007, 17, 6220-6223.
http://dx.doi.org/10.1016/j.bmcl.2007.09.017

[8]. Dwyer, M. P.; Paruch, K.; Alvarez, C.; Doll, R. J.; Keertikar, K.; Duca, J.; Fischmann, T. O.; Hruza, A.; Madison, V.; Lees, E.; Parry, D.; Seghezzi, W.; Sgambellone, N.; Shanahan, F.; Wiswell, D.; Guzi, T. J. Bioorg. Med. Chem. Lett. 2007, 17, 6216-6219.
http://dx.doi.org/10.1016/j.bmcl.2007.09.018

[9]. Powell, D.; Gopalsamy, A.; Wang, Y. D.; Zhang, N.; Miranda, M.; McGinnis, J. P.; Rabindran, S. K. Bioorg. Med. Chem. Lett. 2007, 17, 1641-1645.
http://dx.doi.org/10.1016/j.bmcl.2006.12.116

[10]. Wang, Y. D.; Honores, E.; Wu, B.; Johnson, S.; Powell, D.; Miranda, M.; McGinnis, J. P.; Discafani, C.; Rabindran, K.; Cheng, W.; Krishnamurthy, G. Bioorg. Med. Chem. 2009, 17, 2091-2100.
http://dx.doi.org/10.1016/j.bmc.2008.12.046

[11]. Gompper, R.; Toepfl, W. Chem. Ber. 1962, 95, 2881-2884.
http://dx.doi.org/10.1002/cber.19620951208

[12]. Corson, B. B.; Stoughton, R. W. J. Am. Chem. Soc. 1928, 50, 2825-2831.
http://dx.doi.org/10.1021/ja01397a037

[13]. Baker, W.; Howes, C. S. J. Chem. Soc. 1953, 119-124.
http://dx.doi.org/10.1039/jr9530000119

[14]. Patai, S.; Israeli, Y. J. Chem. Soc. 1960, 2020-2024.
http://dx.doi.org/10.1039/jr9600002020

[15]. Zabicky, J. Chem. Soc. 1961, 683-686.

[16]. Sadek, K. U.; Selim, M. A.; Elnagdi, M. H.; Otto, H. H. Bull. Chem. Soc. Jpn. 1993, 66, 2927-2930.
http://dx.doi.org/10.1246/bcsj.66.2927

[17]. Skehan, P.; Storeng, R.; Scudiero, D.; Monks, A.; McMahon, J.; Vistica, D.; Warren, J. T.; Bokesch, H.; Kenney, S.; Boyd, M. R. J. Natl. Cancer Inst. 1990, 82, 1107-1112.
http://dx.doi.org/10.1093/jnci/82.13.1107

Supporting Agencies

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).