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Synthesis and Biological Evaluation of New Fluorine Compounds Bearing 4-Amino-1,2,4-triazino[4,3-b]-1,2,4-triazin-8-one and the Related Derivatives As CDK2 Inhibitors of Tumor Cell

Polycyclic aromatic compounds(2020)

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Abstract
New fluorine compounds bearing 4-amino-1,2,4-triazino[4,3-b] - 1,2,4-triazin-8-one (4) and the related derivativesN-acyl,N-alkyl, and Schiff base have been obtained from condensation of 6(2 '-aminophenyl-3-thioxo-1,2,4-triazin-5-one (1) with 4-fluorobenzaldehyde followed by treated with 4-tollyl sulfonic acid hydrazide and finally undergo ring closure reaction with chloro-acetonitrile to give the starting4. The presence of free amino-group of4confirmed from acylation5, aroylation6and alkylation7-9. A simple addition of n-butyl-thiophenol to Schiff base 4 gave a type of thioethers10and11, respectively. The structure of the targets has been established from then elemental analysis and spectral measurements. The compounds4-12evaluated as CDK2 inhibitors of tumor cell, were the activity in the order of 12 > 11 > 10 > 3>9 > 8>5 > 2.
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Key words
4-triazinotriazinone,asymmetric thioethers,CDK2 inhibitors,fluorinated N-acyl,alkyl,nitrogen polyaromatic
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