Racemic Conglomerate Formation via Crystallization
of Metaxalone from Volatile Deep Eutectic Solvents
Posted on 2020-06-17 - 17:42
The pharmaceutical
metaxalone (MTX) was obtained as a conglomerate
Form A-R/S, via a newly reported crystallization method exploiting
volatile deep eutectic solvents. Homochiral crystals of Form A-S could
previously be obtained only by crystallization from enantiopure MTX,
synthesized from enantiopure starting materials, and never from a
racemic solution of MTX. Powder X-ray diffraction and chiral high-performance
liquid chromatography were used to infer that the structure of the
crystals obtained was a conglomerate relating to the known Form A-S.
However, this pathway results in exclusively micron-sized needles,
below typical structural solution size, and so three-dimensional electron
diffraction, combining low-dose continuous acquisition and a dedicated
single-electron detector, was used for ab initio structural solution
of Form A-R/S. Crystallization via volatile deep eutectic solvents
allowed the structural landscape of metaxalone to be further explored,
adding a point to its phase diagram. This example highlights the possibility
for symbiotic relationships between structural solution via electron
diffraction and crystallization pathways which do not result in crystals
of a suitable size and quality for single-crystal X-ray diffraction.
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Hamilton, Victoria; Andrusenko, Iryna; Potticary, Jason; Hall, Charlie; Stenner, Richard; Mugnaioli, Enrico; et al. (2020). Racemic Conglomerate Formation via Crystallization
of Metaxalone from Volatile Deep Eutectic Solvents. ACS Publications. Collection. https://doi.org/10.1021/acs.cgd.0c00497
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AUTHORS (9)
VH
Victoria Hamilton
IA
Iryna Andrusenko
JP
Jason Potticary
CH
Charlie Hall
RS
Richard Stenner
EM
Enrico Mugnaioli
AL
Arianna E. Lanza
MG
Mauro Gemmi
SH
Simon R. Hall