Please use this identifier to cite or link to this item:
|Title:||Co-crystals and co-crystal hydrates of the antibiotic nitrofurantoin: Structural studies and physicochemical properties|
|Citation:||Vangala, V.R., Chow, P.S., Tan, R.B.H. (2012-12-05). Co-crystals and co-crystal hydrates of the antibiotic nitrofurantoin: Structural studies and physicochemical properties. Crystal Growth and Design 12 (12) : 5925-5938. ScholarBank@NUS Repository. https://doi.org/10.1021/cg300887p|
|Abstract:||The current contribution aims to prepare a family of nitrofurantoin (NF) co-crystals and to investigate the ability of these co-crystals in enhancing the photostability and clinically relevant physicochemical properties of NF. Accordingly, supramolecular synthesis of the antibiotic drug NF with the co-formers 3-aminobenzoic acid (3ABA), 4-aminobenzoic acid (4ABA), urea, 4-hydroxybenzamide (4HBAM), phenazine (PHEN), melamine (MELA), 4,4′-bipyridine (BIPY) and 1,2-bis(4-pyridyl ethane) (BIPE) have produced five co-crystals and three co-crystal hydrates. Solid-state physical characterizations have been conducted by powder X-ray diffraction (PXRD), single crystal X-ray diffraction, differential scanning calorimetry (DSC), thermogravimetric analysis (TGA), hot-stage microscopy (HSM) and spectroscopy (Raman and 1H NMR). Crystal structures have been analyzed based on homo- and heterosynthons. Six out of eight multicomponent crystals are primarily stabilized by heterosynthons, whereas the remaining two co-crystals (NF-4ABA and NF-UREA) contain homosynthons. Notably, thermal analysis of co-crystal hydrates showed high thermal stability (166 °C, NF-MELA-H2O) or upon dehydration provided new anhydrous co-crystals, NF-BIPY and NF-BIPE in a 2:1 molar ratio. Physicochemical properties such as aqueous solubility, intrinsic dissolution rate and photostability have been investigated for NF-3ABA, NF-4ABA, NF-UREA and NF-4HBAM. Co-crystals display enhanced physicochemical properties as compared to that of NF: NF-4HBAM > NF-3ABA > NF-4ABA > NF-UREA > NF (β-form). The results suggest that co-crystals can be a viable alternative for improving the biopharmaceutical properties of API. © 2012 American Chemical Society.|
|Source Title:||Crystal Growth and Design|
|Appears in Collections:||Staff Publications|
Show full item record
Files in This Item:
There are no files associated with this item.
checked on Jul 17, 2018
WEB OF SCIENCETM
checked on Jun 20, 2018
checked on May 25, 2018
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.