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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

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)
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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-Text
Keywords: Biginelli reaction; dihydropyrimidin-2-thiones; synthesis; virtual screening; drug design; LaSOM 282, ecto-5’-nucleotidase Biginelli reaction; dihydropyrimidin-2-thiones; synthesis; virtual screening; drug design; LaSOM 282, ecto-5’-nucleotidase
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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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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