Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives

Hydantoins and their derivatives constitute a group of pharmaceutical compounds with anticonvulsant and antiarrhythmic properties, and are also used against diabetes. N-3 and C-5 substituted imidazolidines are examples of such products. As such, we have developed a synthesis of 2,4-dione and 2-thiox...

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Autores principales: de Sousa Luis, José Alixandre, Barbosa Filho, José Maria, Freitas Lira, Bruno, Almeida Medeiros, Isac, Soares Lima de Morais, Liana Clébia, dos Santos, Alexsandro Fernandes, Soares de Oliveira, Cledualdo, de Athayde-Filho, Petrônio Filgueiras
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Molecular Diversity Preservation International 2009
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257050/
https://www.ncbi.nlm.nih.gov/pubmed/20110877
http://dx.doi.org/10.3390/molecules15010128
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author de Sousa Luis, José Alixandre
Barbosa Filho, José Maria
Freitas Lira, Bruno
Almeida Medeiros, Isac
Soares Lima de Morais, Liana Clébia
dos Santos, Alexsandro Fernandes
Soares de Oliveira, Cledualdo
de Athayde-Filho, Petrônio Filgueiras
author_facet de Sousa Luis, José Alixandre
Barbosa Filho, José Maria
Freitas Lira, Bruno
Almeida Medeiros, Isac
Soares Lima de Morais, Liana Clébia
dos Santos, Alexsandro Fernandes
Soares de Oliveira, Cledualdo
de Athayde-Filho, Petrônio Filgueiras
author_sort de Sousa Luis, José Alixandre
collection PubMed
description Hydantoins and their derivatives constitute a group of pharmaceutical compounds with anticonvulsant and antiarrhythmic properties, and are also used against diabetes. N-3 and C-5 substituted imidazolidines are examples of such products. As such, we have developed a synthesis of 2,4-dione and 2-thioxo-4-one imidazolidinic derivatives by reaction of amino acids with C-phenylglycine, phenyl isocyanate and phenyl isothiocyanate. Four amino-derivatives IG(1-4) and eight imidazolidinic derivatives, IM(1-8), were obtained in yields of 70–74%. The mass, infrared, (1)H and (13)C-NMR spectra of representative products are discussed.
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spelling pubmed-62570502018-12-03 Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives de Sousa Luis, José Alixandre Barbosa Filho, José Maria Freitas Lira, Bruno Almeida Medeiros, Isac Soares Lima de Morais, Liana Clébia dos Santos, Alexsandro Fernandes Soares de Oliveira, Cledualdo de Athayde-Filho, Petrônio Filgueiras Molecules Article Hydantoins and their derivatives constitute a group of pharmaceutical compounds with anticonvulsant and antiarrhythmic properties, and are also used against diabetes. N-3 and C-5 substituted imidazolidines are examples of such products. As such, we have developed a synthesis of 2,4-dione and 2-thioxo-4-one imidazolidinic derivatives by reaction of amino acids with C-phenylglycine, phenyl isocyanate and phenyl isothiocyanate. Four amino-derivatives IG(1-4) and eight imidazolidinic derivatives, IM(1-8), were obtained in yields of 70–74%. The mass, infrared, (1)H and (13)C-NMR spectra of representative products are discussed. Molecular Diversity Preservation International 2009-12-30 /pmc/articles/PMC6257050/ /pubmed/20110877 http://dx.doi.org/10.3390/molecules15010128 Text en © 2010 by the authors; licensee Molecular Diversity Preservation International, Basel, Switzerland. This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
spellingShingle Article
de Sousa Luis, José Alixandre
Barbosa Filho, José Maria
Freitas Lira, Bruno
Almeida Medeiros, Isac
Soares Lima de Morais, Liana Clébia
dos Santos, Alexsandro Fernandes
Soares de Oliveira, Cledualdo
de Athayde-Filho, Petrônio Filgueiras
Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives
title Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives
title_full Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives
title_fullStr Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives
title_full_unstemmed Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives
title_short Synthesis of New Imidazolidin-2,4-dione and 2-Thioxo-imidazolidin-4-ones via C-Phenylglycine Derivatives
title_sort synthesis of new imidazolidin-2,4-dione and 2-thioxo-imidazolidin-4-ones via c-phenylglycine derivatives
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6257050/
https://www.ncbi.nlm.nih.gov/pubmed/20110877
http://dx.doi.org/10.3390/molecules15010128
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