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Novel solid forms of lonidamine: crystal structures and physicochemical properties

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Abstract

Lonidamine finds potential applications in cancer treatments, and its current marketed solid form, the sodium salt, displays poor solubility. The presence of a single carboxylic acid group makes it an ideal target for co-crystal design as design strategies involving carboxylic acid groups are well-established. CSD statistics combined with known hydrogen bonding preferences allowed suitable co-former selection which resulted in nine new multicomponent crystals with pharmaceutically acceptable co-formers. These included co-crystals, salts and some hybrid (co-crystal salt) structures. All the solid forms were characterized by X-ray diffraction techniques with subsequent measurement of physicochemical properties, such as stability, solubility, and dissolution rate. It was found that the co-formers were able to modulate the properties of lonidamine.

Graphical abstract: Novel solid forms of lonidamine: crystal structures and physicochemical properties

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Publication details

The article was received on 05 Apr 2017, accepted on 27 Apr 2017 and first published on 27 Apr 2017


Article type: Paper
DOI: 10.1039/C7CE00651A
Citation: CrystEngComm, 2017, Advance Article
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    Novel solid forms of lonidamine: crystal structures and physicochemical properties

    L. K. Mapp, S. J. Coles and S. Aitipamula, CrystEngComm, 2017, Advance Article , DOI: 10.1039/C7CE00651A

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