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Issue 1, 2017
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Pharmaceutical polymorph control in a drug-mimetic supramolecular gel

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Abstract

We report the synthesis of a bis(urea) gelator designed to specifically mimic the chemical structure of the highly polymorphic drug substance ROY. Crystallization of ROY from toluene gels of this gelator results in the formation of the metastable red form instead of the thermodynamic yellow polymorph. In contrast, all other gels and solution control experiments give the yellow form. Conformational and crystal structure prediction methods have been used to propose the structure of the gel and show that the templation of the red form by the targeted gel results from conformational matching of the gelator to the ROY substrate coupled with overgrowth of ROY onto the local periodic structure of the gel fibres.

Graphical abstract: Pharmaceutical polymorph control in a drug-mimetic supramolecular gel

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Publication details

The article was received on 14 Sep 2016, accepted on 07 Oct 2016 and first published on 07 Oct 2016


Article type: Edge Article
DOI: 10.1039/C6SC04126D
Citation: Chem. Sci., 2017,8, 78-84
  • Open access: Creative Commons BY license
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    Pharmaceutical polymorph control in a drug-mimetic supramolecular gel

    J. A. Foster, K. K. Damodaran, A. Maurin, G. M. Day, H. P. G. Thompson, G. J. Cameron, J. C. Bernal and J. W. Steed, Chem. Sci., 2017, 8, 78
    DOI: 10.1039/C6SC04126D

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