Effect of Chirality on the Compression of 2-(2-Oxo-1-pyrrolidinyl)butyramide: A Tale of Two Crystals | Zendy

Suse S. Bebiano | Zendy; Joop H. ter Horst | Zendy; Iain D. H. Oswald | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

Effect of Chirality on the Compression of 2-(2-Oxo-1-pyrrolidinyl)butyramide: A Tale of Two Crystals

Author(s) -

Suse S. Bebiano,

Joop H. ter Horst,

Iain D. H. Oswald

Publication year - 2020

Publication title -

crystal growth and design

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.966

H-Index - 155

eISSN - 1528-7505

pISSN - 1528-7483

DOI - 10.1021/acs.cgd.0c00871

Subject(s) - levetiracetam , polymorphism (computer science) , enantiomer , raman spectroscopy , intermolecular force , compressibility , chirality (physics) , compression (physics) , chemistry , materials science , crystallography , stereochemistry , thermodynamics , organic chemistry , composite material , molecule , physics , psychology , optics , chiral symmetry breaking , genotype , quark , biochemistry , quantum mechanics , nambu–jona lasinio model , epilepsy , neuroscience , gene

Understanding polymorphism in chiral systems for drug manufacturing is essential to avoid undesired therapeutic effects. Generally, polymorphism is studied through changes in temperature and solution concentration. A less common approach is the application of pressure. The goal of this work is to investigate the effect of pressure on levetiracetam (pure enantiomer) and etiracetam (racemic compound). Anisotropic compressions of levetiracetam and etiracetam are observed to 5.26 and 6.29 GPa, respectively. The most compressible direction for both was identified to be perpendicular to the layers of the structure. Raman spectroscopy and an analysis of intermolecular interactions suggest subtle phase transitions in levetiracetam (∼2 GPa) and etiracetam (∼1.5 GPa). The stability of etiracetam increases with respect to levetiracetam on compression; hence, the chiral resolution of this system is unfavorable using pressure. This work contributes to the ongoing efforts in understanding the stability of chiral systems.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research