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Synthesis and AChE inhibiting activity of 2, 4 substituted 6-Phenyl Pyrimidines

  • 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 mu M, with no inhibition of BuChE.

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Author:Cristian Paz, Martin G. Peter, Bernd SchmidtORCiDGND, Jose Becerra, Margarita Gutierrez, Luis Astudillo, Mario Silva
ISSN:0717-9324 (print)
Parent Title (English):Journal of the Chilean Chemical Society
Publisher:Sociedad Chilena De Quimica
Place of publication:Concepcion
Document Type:Article
Year of first Publication:2012
Year of Completion:2012
Release Date:2017/03/26
Tag:Pyrimidines; TBTU; inhibition AChE; mitsunobu
First Page:1292
Last Page:1294
Funder:Universidad de Concepcion; CONICYT
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer Review:Referiert
Publication Way:Open Access