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vol.57 issue3SYNTHESIS OF 8-HYDROXYQUINOLINE CHALCONES: TRANS CONFIGURATION, INTRAMOLECULAR HYDROGEN BONDS, BROMINATION, AND ANTIFUNGAL ACTIVITYLOCATION, ORIENTATION AND DYNAMICS OF TWO MOLECULES WITH MITOCHONDRIAL ACTIVITY DISSOLVED IN ANIONIC LYOMESOPHASE: A ²H-NMR AND MD STUDY author indexsubject indexarticles search
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Journal of the Chilean Chemical Society

On-line version ISSN 0717-9707

Abstract

PAZ, CRISTIAN et al. SYNTHESIS AND AChE INHIBITING ACTIVITY OF 2, 4 SUBSTITUTED 6-PHENYL PYRIMIDINES. J. Chil. Chem. Soc. [online]. 2012, vol.57, n.3, pp.1292-1294. ISSN 0717-9707.  http://dx.doi.org/10.4067/S0717-97072012000300020.

Novel substituted pyrimidines were synthesized from methyl 2,4-dioxo-4-phenyl-butanoate (I-A) and urea, followed by Mitsunobu coupling of I-A with benzyl or allyl alcohol to give the corresponding 2-hydroxypyrimidine ethers in good yields. Saponification of I-A, followed by reaction with benzyl or allyl amines in the presence of TBTU yielded 2-hydroxy-6-phenyl-pyrimidine 4-carboxamides. AChE and BuChE assays revealed 2-hydroxy-6-phenyl-pyrimidine-4-carboxyallyamide as the most active compound, IC50= 90 µM, with no inhibition of BuChE.

Keywords : Pyrimidines; inhibition AChE; mitsunobu; TBTU.

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