Journal
CRYSTALS
Volume 10, Issue 7, Pages -Publisher
MDPI
DOI: 10.3390/cryst10070569
Keywords
isoniazid; cocrystal; polyphenols; hydrogen bond; mechanochemistry
Funding
- Universidad de la Canada [PFI-05/17]
- FQ-UNAM [PAIP 5000-9112]
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Isoniazid is used as anti-tuberculosis drug which possesses functional groups capable of forming hydrogen bonds. A series of cocrystals of isoniazid (INH) with polyphenolic coformers such as catechol (CAT), orcinol (ORC), 2-methylresorcinol (MER), pyrogallol (PYR), and phloroglucinol (PLG) were prepared by solvent-assisted grinding. Powder cocrystals were characterized by infrared (IR) spectroscopy and X-ray powder diffraction. The crystal structure of the cocrystals revealed the unexpected hydration of the INH-MER cocrystal and the preference of the (phenol) O-H center dot center dot center dot N (pyridine) and (terminal) N-H center dot center dot center dot O (phenol) heterosynthons in the stabilization of the structures. The supramolecular architecture of the cocrystals is affected by the conformation and the substitution pattern of the hydroxyl groups of the polyphenols.
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