Synthesis and anticancer screening of some novel substituted pyrazole derivatives | Abstract

Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

ISSN: 0975-413X
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Synthesis and anticancer screening of some novel substituted pyrazole derivatives

Author(s): R. S. Gouhar*, O. A. Fathalla and S. S. Abd El-Karim

Novel derivatives of substituted pyrazole ring incorporated to or fused with other heterocyclic ring systems were synthesized. The key compound 3-chloro-5-(3,4-dimethoxyphenyl)- 1H-pyrazole-4-carbonitrile (2) was allowed to react with different substituted hydrazine derivatives to afford the pyrazolo[3,4-c]pyrazol derivatives 3a-c respectively, while its condensation with glycine led to the formation of the imidazo[1,2-b] pyrazole derivative 4. The derivatives pyrazolo[1,5-e]tetrazole5 and pyrazolo[3,4-d] pyrimidine6 were obtained upon treatment of 2 with sodium azide and thiourea, respectively. The tricyclicoxopyrazolo[1,5-b]isoquinoline compound 7was gained by the reaction of 2 with anthranilic acid. Furthermore, reflux of 2 with various sulfa drugs afforded the sulfonylphenylpyrazole derivatives 8a,b. Also, the treatment of compound 2 with morpholine gave the morpholinopyrazole compound 9. Further reaction of 2 with different aromatic and heteroaromatic amines led to the formation of substituted aminopyrazole derivatives 10a-h. Moreover, 2-(3,4-dimethoxybenzylidene)malononitrile(11) was used as an intermediate precursor for the synthesis of various aminopyrazole and aminopyrimidine derivatives 12- 15a,bupon its treatment with hydrazine hydrate, phenyl hydrazine, cyanoacetamide and (thio)urea, respectively. Anticancer evaluation represented that the derivatives 13, 15bof potential activity against MCF-7, HCTH-6,HePG-2 carcinoma cell lines using Doxorubicin as a reference drug.


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