First Evidence of Polymorphism in Furosemide Solvates | Sciact - CRIS-system of Boreskov Institute of Catalysis

First Evidence of Polymorphism in Furosemide Solvates Full article

Journal

Crystal Growth and Design
ISSN: 1528-7483 , E-ISSN: 1528-7505

Output data

Year: 2017, Volume: 17, Number: 5, Pages: 2333-2341 Pages count : 9 DOI: 10.1021/acs.cgd.6b01191

Tags

Dimethyl sulfoxide; Molecular orientation; Molecules; Ambient conditions; Anti-solvents; Desolvation; Dimethyl sulfoxide (DMSO); Furosemides; Molecular packings; Rapid crystallization; Solvent molecules

Authors

Beloborodova Alina A. ^1,2 , Minkov Vasily S. ³ , Rychkov Denis A. ^1,4 , Rybalova Tatyana V. ^1,2 , Boldyreva Elena V. ^1,4

Affiliations

1	Novosibirsk State University, Novosibirsk, Russian Federation
2	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of Russian Academy of Sciences (SB RAS), Novosibirsk, Russian Federation
3	Max Planck Institute for Chemistry, Hahn-Meitner-Weg 1, Mainz, Germany
4	Institute of Solid State Chemistry and Mechanochemistry, Siberian Branch of the Russian Academy of Sciences (SB RAS), Novosibirsk, Russian Federation

Funding (1)

The Ministry of Education and Science of the Russian Federation

1828

Several polymorphs of solvates of furosemide with dimethyl sulfoxide (DMSO) and dimethylformamide (DMF) have been obtained, and their crystal structures were solved and analyzed. The structures differ from each other in both conformation of the furosemide molecule (particularly with respect to the orientation of the furanylmethylamino fragment) and molecular packing. The arrangement of solvent molecules - DMSO and DMF - is different in different polymorphs: either in the channels or between the layers. Layered polymorphs can be formed on rapid crystallization using water as an antisolvent, whereas a slower crystallization on evaporation promotes the growth of channeled structures. Despite different crystal structures, F-DMSO-I, F-DMSO-II, F-DMSO-III, and F-DMF-II give the same phase on desolvation, namely, furosemide polymorph I, which is the thermodynamic form at ambient conditions.

Beloborodova A.A. , Minkov V.S. , Rychkov D.A. , Rybalova T.V. , Boldyreva E.V.
First Evidence of Polymorphism in Furosemide Solvates
Crystal Growth and Design. 2017. V.17. N5. P.2333-2341. DOI: 10.1021/acs.cgd.6b01191 WOS Scopus ANCAN OpenAlex

Submitted:	Aug 9, 2016
Accepted:	Mar 17, 2017
Published online:	Mar 29, 2017
Published print:	May 3, 2017

Web of science:	WOS:000400802500006
Scopus:	2-s2.0-85018979750
Chemical Abstracts:	2017:476621
Chemical Abstracts (print):	166:427623
OpenAlex:	W2598497561

DB	Citing
Web of science	16
Scopus	17
OpenAlex	20