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Article

Synthesis, Characterization, and Cytotoxicity of Some New 5-Aminopyrazole and Pyrazolo[1,5-a]pyrimidine Derivatives

by
Ashraf S. HASSAN
*,
Taghrid S. HAFEZ
and
Souad A. OSMAN
Department of Organometallic and Organometalloid Chemistry, National Research Centre, El-Buhoth St, Cairo, Doki, Egypt
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2015, 83(1), 27-39; https://doi.org/10.3797/scipharm.1409-14
Submission received: 23 September 2014 / Accepted: 24 October 2014 / Published: 24 October 2014

Abstract

5-Amino-N-aryl-3-[(4-methoxyphenyl)amino]-1H-pyrazole-4-carboxamides 4a–c were synthesized by the reaction of N-(aryl)-2-cyano-3-[(4-methoxyphenyl)-amino]-3-(methylthio)acrylamides 3a–c with hydrazine hydrate in ethanol. The reaction of 5-amino-N-aryl-1H-pyrazoles 4a–c with acetylacetone 5 or 2-(4-methoxybenzylidene)malononitrile 8 yielded the pyrazolo[1,5-a]pyrimidine derivatives 7a–c and 10a–c, respectively. The structures of the synthesized compounds were established based on elemental analysis and spectral data (IR, MS, 1H-NMR, and 13C-NMR). Representative examples of the new synthesized products were screened for their in vitro cytotoxic activity against Ehrlich Ascites Carcinoma (EAC) cells.
Keywords: N-Substituted cyanoacetamide; Ketene N,S-acetals; Pyrazolo[1,5-a]pyrimidines; 5-Aminopyrazoles; Cytotoxic activity N-Substituted cyanoacetamide; Ketene N,S-acetals; Pyrazolo[1,5-a]pyrimidines; 5-Aminopyrazoles; Cytotoxic activity

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MDPI and ACS Style

HASSAN, A.S.; HAFEZ, T.S.; OSMAN, S.A. Synthesis, Characterization, and Cytotoxicity of Some New 5-Aminopyrazole and Pyrazolo[1,5-a]pyrimidine Derivatives. Sci. Pharm. 2015, 83, 27-39. https://doi.org/10.3797/scipharm.1409-14

AMA Style

HASSAN AS, HAFEZ TS, OSMAN SA. Synthesis, Characterization, and Cytotoxicity of Some New 5-Aminopyrazole and Pyrazolo[1,5-a]pyrimidine Derivatives. Scientia Pharmaceutica. 2015; 83(1):27-39. https://doi.org/10.3797/scipharm.1409-14

Chicago/Turabian Style

HASSAN, Ashraf S., Taghrid S. HAFEZ, and Souad A. OSMAN. 2015. "Synthesis, Characterization, and Cytotoxicity of Some New 5-Aminopyrazole and Pyrazolo[1,5-a]pyrimidine Derivatives" Scientia Pharmaceutica 83, no. 1: 27-39. https://doi.org/10.3797/scipharm.1409-14

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