Cargando…
The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan
The experimental conditions necessary for stabilising irbesartan (IBS) tautomers in solution and selectively obtaining the desmotropic crystal forms are presented herein. 1H and 2H tautomers were stabilized in specific solution conditions and the 2H-tetrazole⋯imidazole interaction was confirmed by s...
| Autores principales: | , , , , , , , |
|---|---|
| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
The Royal Society of Chemistry
2019
|
| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9060688/ https://www.ncbi.nlm.nih.gov/pubmed/35514656 http://dx.doi.org/10.1039/c8ra10146a |
| _version_ | 1784698557749526528 |
|---|---|
| author | Araya-Sibaja, Andrea M. Urgellés, Mariola Vásquez-Castro, Felipe Vargas-Huertas, Felipe Vega-Baudrit, José Roberto Guillén-Girón, Teodolito Navarro-Hoyos, Mirtha Cuffini, Silvia L. |
| author_facet | Araya-Sibaja, Andrea M. Urgellés, Mariola Vásquez-Castro, Felipe Vargas-Huertas, Felipe Vega-Baudrit, José Roberto Guillén-Girón, Teodolito Navarro-Hoyos, Mirtha Cuffini, Silvia L. |
| author_sort | Araya-Sibaja, Andrea M. |
| collection | PubMed |
| description | The experimental conditions necessary for stabilising irbesartan (IBS) tautomers in solution and selectively obtaining the desmotropic crystal forms are presented herein. 1H and 2H tautomers were stabilized in specific solution conditions and the 2H-tetrazole⋯imidazole interaction was confirmed by solution-state NMR. The results showed that highly polar and polarisable solvents (higher values of the electrostatic factor (EF)) lead to the crystallisation of IBS form B. Furthermore, the variations of pH in methanol, in turn, determined the crystallisation of desmotropes A and/or B. |
| format | Online Article Text |
| id | pubmed-9060688 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2019 |
| publisher | The Royal Society of Chemistry |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-90606882022-05-04 The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan Araya-Sibaja, Andrea M. Urgellés, Mariola Vásquez-Castro, Felipe Vargas-Huertas, Felipe Vega-Baudrit, José Roberto Guillén-Girón, Teodolito Navarro-Hoyos, Mirtha Cuffini, Silvia L. RSC Adv Chemistry The experimental conditions necessary for stabilising irbesartan (IBS) tautomers in solution and selectively obtaining the desmotropic crystal forms are presented herein. 1H and 2H tautomers were stabilized in specific solution conditions and the 2H-tetrazole⋯imidazole interaction was confirmed by solution-state NMR. The results showed that highly polar and polarisable solvents (higher values of the electrostatic factor (EF)) lead to the crystallisation of IBS form B. Furthermore, the variations of pH in methanol, in turn, determined the crystallisation of desmotropes A and/or B. The Royal Society of Chemistry 2019-02-11 /pmc/articles/PMC9060688/ /pubmed/35514656 http://dx.doi.org/10.1039/c8ra10146a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
| spellingShingle | Chemistry Araya-Sibaja, Andrea M. Urgellés, Mariola Vásquez-Castro, Felipe Vargas-Huertas, Felipe Vega-Baudrit, José Roberto Guillén-Girón, Teodolito Navarro-Hoyos, Mirtha Cuffini, Silvia L. The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan |
| title | The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan |
| title_full | The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan |
| title_fullStr | The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan |
| title_full_unstemmed | The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan |
| title_short | The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan |
| title_sort | effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan |
| topic | Chemistry |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9060688/ https://www.ncbi.nlm.nih.gov/pubmed/35514656 http://dx.doi.org/10.1039/c8ra10146a |
| work_keys_str_mv | AT arayasibajaandream theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT urgellesmariola theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT vasquezcastrofelipe theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT vargashuertasfelipe theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT vegabaudritjoseroberto theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT guillengironteodolito theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT navarrohoyosmirtha theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT cuffinisilvial theeffectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT arayasibajaandream effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT urgellesmariola effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT vasquezcastrofelipe effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT vargashuertasfelipe effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT vegabaudritjoseroberto effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT guillengironteodolito effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT navarrohoyosmirtha effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan AT cuffinisilvial effectofsolutionenvironmentandtheelectrostaticfactoronthecrystallisationofdesmotropesofirbesartan |