European Journal of Chemistry

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

Article Sidebar

PDF
Published: Sep 30, 2011
DOI: https://doi.org/10.5155/eurjchem.2.3.331-336.319
Keywords:
Pyrazole, 5-Aminopyrazole, Pyrazolo[1, 5‐a]pyrimidine, Antitumor activity, Cytotoxic activity, HCT116
Section
Research Article
Issue
Vol. 2 No. 3 (2011): September 2011
Dates
Received 2010-11-14
Accepted 2011-03-30
Published 2011-09-30


Main Article Content

Mervat Mostafa El-Enany
Pharmacology Chemistry Department, Faculty of Pharmaceutical Science and Pharmaceutical Industries, Future University, Cairo, 11562, Egypt
Mona Monir Kamel
Organic Chemistry Department, Faculty of Pharmacy, Cairo University, Cairo, 11562, Egypt
Omneya Mahmoud Khalil
Organic Chemistry Department, Faculty of Pharmacy, Cairo University, Cairo, 11562, Egypt
Hala Bakr El-Nassan
Organic Chemistry Department, Faculty of Pharmacy, Cairo University, Cairo, 11562, Egypt

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 2152 times | icon graph Article PDF downloaded 901 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
Links for Article


Crossref - Scopus - Google - European PMC
Crossref
Scopus
Google Scholar
Europe 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).