TY - JOUR
T1 - The effect of solution environment and the electrostatic factor on the crystallisation of desmotropes of irbesartan
AU - Araya-Sibaja, Andrea M.
AU - Urgellés, Mariola
AU - Vásquez-Castro, Felipe
AU - Vargas-Huertas, Felipe
AU - Vega-Baudrit, José Roberto
AU - Guillén-Girón, Teodolito
AU - Navarro-Hoyos, Mirtha
AU - Cuffini, Silvia L.
N1 - Publisher Copyright:
© 2019 The Royal Society of Chemistry.
PY - 2019
Y1 - 2019
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85061966388&partnerID=8YFLogxK
U2 - 10.1039/c8ra10146a
DO - 10.1039/c8ra10146a
M3 - Artículo
AN - SCOPUS:85061966388
SN - 2046-2069
VL - 9
SP - 5244
EP - 5250
JO - RSC Advances
JF - RSC Advances
IS - 9
ER -