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Updated: Sep 9, 2025

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Published on: June 23, 2019

Synthesis, crystal structure, anticancer activity and computational studies of novel

Younesse Ait Elmachkouri¹, Ezaddine Irrou¹, Imane Yamari²

¹Laboratory of Organic and physical Chemistry, Applied Bioorganic Chemistry Team, Faculty of Sciences, Department of Chemistry, Ibn Zohr University, Agadir, Morocco.

Future Medicinal Chemistry

|August 29, 2025

Abstract

Aims:

The search for effective anticancer agents remains a major goal in medicinal chemistry. This study aims to synthesize and evaluate new pyrazolo[4',3':5,6]pyrano[2,3-d]pyrimidine derivatives as potential anticancer agents.

Materials & Methods:

Compounds 3-12 were synthesized via N2 or N1 alkylation reactions and substitution of chlorine at the C5 position of the pyrimidine ring under mild conditions. The structures were characterized by NMR (¹H and ¹³C), DEPT-135, HRMS, and single-crystal X-ray diffraction. Derivatives 6, 7, 8, 11 and 12 were evaluated for their in vitro anticancer activity against 60 human cancer cell lines. Computational studies included molecular docking, binding affinity analysis against cancer-related protein targets, and ADME-T predictions.

Results:

Compounds 7 and 8 exhibited broad-spectrum anticancer activity against several tumor cell lines. Molecular docking and ADME-T analysis supported their potential as drug candidates.

Conclusions:

The synthesized pyrazolopyranopyrimidine derivatives, particularly 7 and 8, show promise as anticancer agents and warrant further investigation.

Keywords:

ADME-T prediction EGFR inhibition Pyrazolopyranopyrimidines in vitro anticancer activity molecular docking structural characterization

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