Crystal engineering of a zwitterionic drug to neutral cocrystals: a general solution for floxacins

TitleCrystal engineering of a zwitterionic drug to neutral cocrystals: a general solution for floxacins
Publication TypeJournal Article
Year of Publication2016
AuthorsGunnam, A, Suresh, K, Ganduri, R, Nangia, A
JournalChemical Communications
Volume52
Issue85
Pagination12610-12613
Date PublishedSEP
Abstract

The transformation of zwitterionic Sparfloxacin (SPX) to the neutral form is achieved by cocrystallization. Neutral forms of drugs are important for higher membrane permeability, while zwitterions are more soluble in water. The twin advantages of higher solubility/dissolution rate and good stability of neutral SPX are achieved in a molecular cocrystal compared to its zwitterionic SPX hydrate. The amine-phenol supra-molecular synthon drives cocrystal formation, with the paraben ester acting as a "proton migrator'' for the ionic to neutral transformation.

DOI10.1039/c6cc06627e
Funding Agency

Council of Scientific & Industrial Research (CSIR) - India

Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)6.567
Divison category: 
Physical and Materials Chemistry