Molbank 2018, 2018(4), M1029; https://doi.org/10.3390/M1029
Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
Itamar Luís Gonçalves 1
, Luciano Porto Kagami 1, Gustavo Machado das Neves 1, Liliana Rockenbach 1, Leonardo Davi 1, Alceu Felipe Soares 1, Solange Cristina Garcia 2 and Vera Lucia Eifler-Lima 1,*
, Luciano Porto Kagami 1, Gustavo Machado das Neves 1, Liliana Rockenbach 1, Leonardo Davi 1, Alceu Felipe Soares 1, Solange Cristina Garcia 2 and Vera Lucia Eifler-Lima 1,*
1
Laboratório de Síntese Orgânica Medicinal/LaSOM, Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul/UFRGS, Av. Ipiranga 2752, Porto Alegre-RS 90610-000, Brazil
2
Laboratório de Toxicologia / LATOX. Faculdade de Farmácia, Universidade Federal do Rio Grande do Sul/UFRGS, Av. Ipiranga 2752, Porto Alegre-RS 90610-000, Brazil
*
Author to whom correspondence should be addressed.
Received: 17 October 2018 / Revised: 4 November 2018 / Accepted: 9 November 2018 / Published: 13 November 2018
(This article belongs to the Special Issue Molecules from Multicomponent Reactions)
Abstract
The Biginelli reaction is a highly versatile reaction that leads to dihydropyrimidinones/thiones. This scaffold is reported as being a privileged structure due to its ability to interact with biological targets. Synthesis of ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate was achieved through the Biginelli reaction using a functionalized thiourea. In silico studies demonstrated that the compound title showed good potential for interacting with ecto-5’-nucleotidase, which has been considered as a target in designs for anti-cancer drugs. View Full-TextKeywords:
Biginelli reaction; dihydropyrimidin-2-thiones; synthesis; virtual screening; drug design; LaSOM 282, ecto-5’-nucleotidase
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Gonçalves, I.L.; Porto Kagami, L.; Machado das Neves, G.; Rockenbach, L.; Davi, L.; Soares, A.F.; Garcia, S.C.; Eifler-Lima, V.L. Ethyl 4-(2-fluorophenyl)-6-methyl-2-thioxo-1-(p-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate. Molbank 2018, 2018, M1029.
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