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dc.contributor.author
Enriz, Ricardo Daniel
dc.contributor.author
Tosso, Rodrigo David
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Andujar, Sebastian Antonio
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Cabedo, Nuria
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Cortés, Diego
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Nogueras, Manuel
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Cobo, Justo
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Vargas Vargas, Didier Farley
dc.contributor.author
Trilleras Vásquez, Jorge Enrique
dc.date.available
2019-11-14T21:57:06Z
dc.date.issued
2018-12
dc.identifier.citation
Enriz, Ricardo Daniel; Tosso, Rodrigo David; Andujar, Sebastian Antonio; Cabedo, Nuria; Cortés, Diego; et al.; Indole-substituted 2,4-diamino-5,8-dihydropyrido[2,3-d]pyrimidines from one-pot process and evaluation of their ability to bind dopamine receptors; Pergamon-Elsevier Science Ltd; Tetrahedron; 74; 49; 12-2018; 7047-7057
dc.identifier.issn
0040-4020
dc.identifier.uri
http://hdl.handle.net/11336/89008
dc.description.abstract
A series of novel 7-indole substituted 2,4-diamino-5,8-dihydropyrido[2,3-d]pyrimidine analogous to the 2,4-diaminopteridine core were synthesized by the three-component one-pot cyclocondensation between 2,4,6-triaminopyrimidine, 3-(2-cyanoacetyl)indole and aromatic aldehydes. The reactions, which exhibited good performance, proceeded in EtOH using indium (III) chloride as catalyst under microwave irradiation, in short reaction times. On the basis of certain structural similarity of these compounds with known ligands of the D2 dopamine receptors (D2DR), the study of these compounds as possible ligands of dopamine D2 and D1 receptors was carried out. Three of them showed moderate affinity to D2-DR since the Ki D1/D2 ratio reached values of 40, 65 and 31 for compounds 4c, 4k and 4j, respectively. Finally, molecular modeling studies revealed stronger molecular interactions of such derivatives with the D2DR than with D1DR, what agrees with the experimental data, and gives an additional support to the observed selectivity to the D2DR.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Pergamon-Elsevier Science Ltd
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
BIND DOPAMINE
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D1 AND D2 RECEPTORS
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MOLECULAR MODELING
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PYRIDOPYRIMIDINE
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THREE-COMPONENT SYNTHESIS
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Química Orgánica
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Indole-substituted 2,4-diamino-5,8-dihydropyrido[2,3-d]pyrimidines from one-pot process and evaluation of their ability to bind dopamine receptors
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2019-10-02T19:40:57Z
dc.journal.volume
74
dc.journal.number
49
dc.journal.pagination
7047-7057
dc.journal.pais
Estados Unidos
dc.description.fil
Fil: Enriz, Ricardo Daniel. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
dc.description.fil
Fil: Tosso, Rodrigo David. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
dc.description.fil
Fil: Andujar, Sebastian Antonio. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - San Luis. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis. Universidad Nacional de San Luis. Facultad de Ciencias Físico Matemáticas y Naturales. Instituto Multidisciplinario de Investigaciones Biológicas de San Luis; Argentina
dc.description.fil
Fil: Cabedo, Nuria. Universidad de Valencia; España
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Fil: Cortés, Diego. Universidad de Valencia; España
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Fil: Nogueras, Manuel. Universidad de Jaén; España
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Fil: Cobo, Justo. Universidad de Jaén; España
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Fil: Vargas Vargas, Didier Farley. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina. Universidad del Atlántico; Colombia
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Fil: Trilleras Vásquez, Jorge Enrique. Universidad del Atlántico; Colombia
dc.journal.title
Tetrahedron
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/https://doi.org/10.1016/j.tet.2018.10.038
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/https://www.sciencedirect.com/science/article/pii/S0040402018312444
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