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Synthesis and structural characterization of cocrystals of isoniazid and cinnamic acid derivatives.

Mashhadi, Syed Muddassir Ali and Yufit, Dmitri and Liu, Huiyu and Hodgkinson, Paul and Yunus, Uzma (2020) 'Synthesis and structural characterization of cocrystals of isoniazid and cinnamic acid derivatives.', Journal of molecular structure., 1219 . p. 128621.


Isoniazid is a key antitubercular agent which exhibits poor chemical stability in the solid state. Cocrystallization with hydroxyl derivatives of cinnamic acid, which themselves possesses antitubercular and antioxidant activity, may produce solid forms with improved pharmaceutical properties. The complementary nature of the functional groups of isoniazid and the chosen coformers resulted in a high success rate for cocrystal formation. The three previously unknown cocrystal forms, plus a new polymorph were characterized by solid-state NMR, DSC, PXRD and single crystal XRD. Three previously known cocrystals were also synthesized and characterized. NMR chemical shifts were observed to distinguish between a key synthon involving the carboxylic acid of cinnamic acid.

Item Type:Article
Full text:(AM) Accepted Manuscript
Available under License - Creative Commons Attribution Non-commercial No Derivatives.
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Publisher statement:© 2020 This manuscript version is made available under the CC-BY-NC-ND 4.0 license
Date accepted:04 June 2020
Date deposited:09 June 2020
Date of first online publication:08 June 2020
Date first made open access:08 June 2021

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