Shuchao Ma, Ben Ouyang, Lina Wang
Nov 9, 2020
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Quality indicators
Journal
Current computer-aided drug design
Abstract
BACKGROUND Pyrazol-5-amine derivatives are an important class of heterocyclic compounds. However, there are less 4-alkyl substituted pyrazoles reported. OBJECTIVE Here reported are the design, synthesis and biological evaluation of 3-aryl-4-alkylpyrazol-5-amines derivatives. METHOD A serials of 3-aryl-4-alkylpyrazol-5-amines were designed and the biological action targets were screened by target fishing function of Discovery Studio software. The synthesis route involved 3-oxo-3-arylpropanenitrile formation, alkylation, pyrazole formation, and amides formation. The antitumor activities of these compounds were carried out by MTT method using U-2 OS (osteosarcoma) and A549 (lung cancer) tumor cells. RESULTS Eight 3-aryl-4-alkylpyrazol-5-amines were synthesized, and their structures were verified by 1H NMR, 13C NMR, and HRMS. Thirteen pharmacophores were mapped out by target fishing. Compound 5h showed anti-proliferation activities against U-2 OS and A549 tumor cell with IC50 value of 0.9 µM and 1.3 µM., respectively. CONCLUSION Compound 5h might represent a promising scaffold for the further development of novel antitumor drugs.