European Journal of Chemistry 2011, 2(3), 331-336. doi:10.5155/eurjchem.2.3.331-336.319

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


Mervat Mostafa El-Enany (1) , Mona Monir Kamel (2) , Omneya Mahmoud Khalil (3) , Hala Bakr El-Nassan (4,*)

(1) Pharmacology Chemistry Department, Faculty of Pharmaceutical Science and Pharmaceutical Industries, Future University, Cairo, 11562, Egypt
(2) Organic Chemistry Department, Faculty of Pharmacy, Cairo University, Cairo, 11562, Egypt
(3) Organic Chemistry Department, Faculty of Pharmacy, Cairo University, Cairo, 11562, Egypt
(4) Organic Chemistry Department, Faculty of Pharmacy, Cairo University, Cairo, 11562, Egypt
(*) Corresponding Author

Received: 14 Nov 2010, Accepted: 30 Mar 2011, Published: 30 Sep 2011

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.

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Keywords


Pyrazole; 5-Aminopyrazole; Pyrazolo[1,5‐a]pyrimidine; Antitumor activity; Cytotoxic activity; HCT116

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DOI: 10.5155/eurjchem.2.3.331-336.319

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Citations

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[1]. Ranjana Aggarwal, Eakta Masan, Pawan Kaushik, Dhirender Kaushik, Chetan Sharma, K.R. Aneja
Synthesis and biological evaluation of 7-trifluoromethylpyrazolo[1,5- a ]pyrimidines as anti-inflammatory and antimicrobial agents
Journal of Fluorine Chemistry  168, 16, 2014
DOI: 10.1016/j.jfluchem.2014.08.017
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[2]. Srinivasulu Cherukupalli, Rajshekhar Karpoormath, Balakumar Chandrasekaran, Girish. A. Hampannavar, Neeta Thapliyal, Venkata Narayana Palakollu
An insight on synthetic and medicinal aspects of pyrazolo[1,5-a]pyrimidine scaffold
European Journal of Medicinal Chemistry  126, 298, 2017
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[3]. Ranjana Aggarwal, Virender Kumar, Gulshan Singh, Dionisia Sanz, Rosa M. Claramunt, Ibon Alkorta, Goar Sánchez-Sanz, José Elguero
An NMR and Computational Study of Azolo[a]pyrimidines with Special Emphasis on Pyrazolo[1,5-a]pyrimidines
Journal of Heterocyclic Chemistry  52(2), 336, 2015
DOI: 10.1002/jhet.1955
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[4]. Amal Al-Azmi
Pyrazolo[1,5-a]pyrimidines: A Close Look into their Synthesis and Applications
Current Organic Chemistry  23(6), 721, 2019
DOI: 10.2174/1385272823666190410145238
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[5]. Shunan Kaping, Ivee Boiss, Laishram Indira Singha, Philippe Helissey, Jai N. Vishwakarma
A facile, regioselective synthesis of novel 3-(N-phenylcarboxamide)pyrazolo[1,5-a]pyrimidine analogs in the presence of KHSO $$_{4}$$ 4 in aqueous media assisted by ultrasound and their antibacterial activities
Molecular Diversity  20(2), 379, 2016
DOI: 10.1007/s11030-015-9639-6
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[6]. Elsherbiny H. El-Sayed, Khaled S. Mohamed
Synthesis and Anti-inflammatory Evaluation of Some New Pyrazole, Pyrimidine, Pyrazolo[1,5-a]Pyrimidine, Imidazo[1,2-b]Pyrazole and Pyrazolo[5,1-b]Quinazoline Derivatives Containing Indane Moiety
Polycyclic Aromatic Compounds  , 1, 2019
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[7]. Azza T. Taher, Lamia W. Mohammed
Synthesis of new 1,3,4-benzotriazepin-5-one derivatives and their biological evaluation as antitumor agents
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How to cite


El-Enany, M.; Kamel, M.; Khalil, O.; El-Nassan, H. Eur. J. Chem. 2011, 2(3), 331-336. doi:10.5155/eurjchem.2.3.331-336.319
El-Enany, M.; Kamel, M.; Khalil, O.; El-Nassan, H. Synthesis and antitumor activity of novel pyrazolo[1,5-a]pyrimidine derivatives. Eur. J. Chem. 2011, 2(3), 331-336. doi:10.5155/eurjchem.2.3.331-336.319
El-Enany, M., Kamel, M., Khalil, O., & El-Nassan, H. (2011). Synthesis and antitumor activity of novel pyrazolo[1,5-a]pyrimidine derivatives. European Journal of Chemistry, 2(3), 331-336. doi:10.5155/eurjchem.2.3.331-336.319
El-Enany, Mervat, Mona Monir Kamel, Omneya Mahmoud Khalil, & Hala Bakr El-Nassan. "Synthesis and antitumor activity of novel pyrazolo[1,5-a]pyrimidine derivatives." European Journal of Chemistry [Online], 2.3 (2011): 331-336. Web. 23 Oct. 2019
El-Enany, Mervat, Kamel, Mona, Khalil, Omneya, AND El-Nassan, Hala. "Synthesis and antitumor activity of novel pyrazolo[1,5-a]pyrimidine derivatives" European Journal of Chemistry [Online], Volume 2 Number 3 (30 September 2011)

DOI Link: https://doi.org/10.5155/eurjchem.2.3.331-336.319

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