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

Gunnam, Anilkumar and Suresh, Kuthuru and Ganduri, Ramesh and Nangia, Ashwini (2016) Crystal engineering of a zwitterionic drug to neutral cocrystals: a general solution for floxacins. In: CHEMICAL COMMUNICATIONS, 52 (85). pp. 12610-12613.

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Official URL: http://dx.doi.org/10.1039/c6cc06627e

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.

Item Type: Journal Article
Additional Information: Copy right for this article belongs to the ROYAL SOC CHEMISTRY, THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND
Department/Centre: Division of Chemical Sciences > Solid State & Structural Chemistry Unit
Depositing User: Id for Latest eprints
Date Deposited: 03 Dec 2016 10:22
Last Modified: 03 Dec 2016 10:22
URI: http://eprints.iisc.ac.in/id/eprint/55435

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