Author(s): Ferreira, Patricia Osorio [UNESP] ; de Almeida, Amanda Cosmo [UNESP] ; dos Santos, Éverton Carvalho [UNESP] ; Droppa, Roosevelt ; Ferreira, Fabio Furlan ; Kogawa, Ana Carolina ; Caires, Flávio Junior [UNESP]
Date: 2021
Persistent ID: http://hdl.handle.net/11449/205298
Origin: Oasisbr
Subject(s): Cocrystal; Crystal structure; Norfloxacin; Solubility; Thermal analysis; X-ray powder diffractometry
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Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)
Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
This work reports the mechanochemical synthesis and characterization of a cocrystal formed by norfloxacin (NOR) and nicotinic acid (NCA). The thermal analysis provided the thermal stability and appropriated stoichiometry of NOR-NCA cocrystal. In addition, the crystalline structure and the coordination sites were obtained through Fourier-transform infrared spectroscopy (FTIR) and X-ray powder diffraction (XRPD). This allowed the determination of NOR-NCA interaction in the cocrystal state: the amine group of NOR interacts simultaneously with the aromatic nitrogen and the hydroxyl of the carboxyl group of NCA. Moreover, NOR-NCA crystallized in the monoclinic crystal system, space group Pa, and Z = 4, Z’ = 2. Finally, solubility assays showed an increase of NOR solubility of 2 times in pH 6.1 buffer solution. On the other hand, the cocrystal did not show a significant change in NOR solubility in pH 3.0 buffer solution, while presented a slight decrease in pH 8.5 buffer solution, which shows a pH-dependency.
São Paulo State University (UNESP) Institute of Chemistry
São Paulo State University (UNESP) School of Sciences
Federal University of ABC (UFABC) Center for Natural and Human Sciences
Federal University of Goias (UFG) School of Pharmacy
São Paulo State University (UNESP) Institute of Chemistry
São Paulo State University (UNESP) School of Sciences
CAPES: 001
CNPq: 159936/2018-7
FAPESP: 2013/09022-7
FAPESP: 2017/14936-9
FAPESP: 2018/12463-9
FAPESP: 2018/24378-6
CNPq: 305601/2019-9
CNPq: 421469/2016-1
CAPES: 88887.468152/2019
