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      Effects of polyvinylpyrrolidone and poly (ethylene glycol) on preparation of ibuprofen pharmaceutical cocrystal

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          Abstract

          Abstract In this study, we investigated the effects of polymers on the pharmaceutical cocrystal formation process. Ibuprofen (IBU) was selected as the active pharmaceutical ingredient (API), nicotinamide (NIC) and saccharin (SAC) as the cocrystal coformer (CCF), ethanol/water as the solvent, polyvinylpyrrolidone (PVP) and poly (ethylene glycol) (PEG) as the representative polymers. We prepared IBU-NIC and IBU-SAC cocrystals in ethanol-water cosolvent in the absence or presence of polymers. Cocrystal screening products were characterized by FTIR, DSC, PXRD, and HPLC. The results showed that the mixture of IBU and IBU-NIC cocrystal can be prepared in ethanol-water cosolvent without polymers. The addition of PVP facilitates the formation of pure IBU-NIC cocrystal; however, no cocrystal was formed in PEG solutions. SAC could not cocrystallize with IBU in the ethanol-water solvent in the absence of polymers. Neither PVP nor PEG could facilitate the formation of the IBU-SAC cocrystal.

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          Pharmaceutical co-crystals.

          J. Bis, Michael Zaworotko, Peddy Vishweshwar … (2006)
          Crystal engineering has evolved in such a manner that it is now synonymous with the paradigm of supramolecular synthesis, that is, it invokes self-assembly of existing molecules to generate a wide range of new solid forms without the need to break or form covalent bonds. This review addresses how crystal engineering has been applied to active pharmaceutical ingredients, API's, with emphasis upon how pharmaceutical co-crystals, a long known but little explored alternative to the four traditionally known forms of API, can be generated in a rational fashion. Case studies on Carbamazepine (CBZ) and Piracetam are presented which illustrate the relative ease with which pharmaceutical co-crystals can be prepared and their diversity in terms of composition and physical properties. Copyright 2006 Wiley-Liss, Inc. and the American Pharmacists Association.
          Article 0 comments Cited 117 times – based on 0 reviews     Review now
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            Building co-crystals with molecular sense and supramolecular sensibility

            Christer B. Aakeröy, Debra J. Salmon (2005)
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              Use of a glutaric acid cocrystal to improve oral bioavailability of a low solubility API.

              Daniel McNamara, Scott L Childs, Jennifer Giordano … (2006)
              The bioavailability of a development candidate active pharmaceutical ingredient (API) was very low after oral dosing in dogs. In order to improve bioavailability, we sought to increase the dissolution rate of the solid form of the API. When traditional methods of forming salts and amorphous material failed to produce a viable solid form for continued development, we turned to the non-traditional approach of cocrystallization. A crystal engineering approach was used to design and execute a cocrystal screen of the API. Hydrogen bonding between the API and pharmaceutically acceptable carboxylic acids was identified as a viable synthon for associating multiple components in the solid state. A number of carboxylic acid guest molecules were tested for cocrystal formation with the API. A cocrystal containing the API and glutaric acid in a 1:1 molecular ratio was identified and the single crystal structure is reported. Physical characterization of the cocrystal showed that it is unique regarding thermal, spectroscopic, X-ray, and dissolution properties. The cocrystal solid is nonhygroscopic, and chemically and physically stable to thermal stress. Use of the cocrystal increased the aqueous dissolution rate by 18 times as compared to the homomeric crystalline form of the drug. Single dose dog exposure studies confirmed that the cocrystal increased plasma AUC values by three times at two different dose levels. APIs that are non-ionizable or demonstrate poor salt forming ability traditionally present few opportunities for creating crystalline solid forms with desired physical properties. Cocrystals are an additional class of crystalline solid that can provide options for improved properties. In this case, a crystalline molecular complex of glutaric acid and an API was identified and used to demonstrate an improvement in the oral bioavailability of the API in dogs.
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                Author and article information

                Journal
                Journal ID (publisher-id): bjps
                Title: Brazilian Journal of Pharmaceutical Sciences
                Abbreviated Title: Braz. J. Pharm. Sci.
                Publisher: Universidade de São Paulo, Faculdade de Ciências Farmacêuticas (São Paulo, SP, Brazil )
                ISSN (Electronic): 2175-9790
                Publication date (Print and electronic): 2022
                Volume: 58
                Electronic Location Identifier: e18768
                Affiliations
                [2] Tangshan orgnameTangshan Key Laboratory of Functional Polymer China
                [1] Tangshan orgnameNorth China University of Science and Technology orgdiv1College of Materials Science and Engineering China
                Article
                Publisher ID: S1984-82502022000100855 Publisher ID: S1984-8250(22)05800000855
                DOI: 10.1590/s2175-97902022e18768
                SO-VID: 4e2e4cf9-5bfe-49ff-991e-4be4aa46f3b8
                License:

                This work is licensed under a Creative Commons Attribution 4.0 International License.

                History
                Date accepted : 03 February 2020
                Date received : 19 September 2018
                Page count
                Figures: 0, Tables: 0, Equations: 0, References: 32, Pages: 0
                Product

                SciELO Brazil

                Categories
                Subject: Article

                Keywords: Nicotinamide,Saccharin,Pharmaceutical cocrystal,Cocrystal preparation,Polymer,Ibuprofen
                Data availability:
                Keywords: Nicotinamide, Saccharin, Pharmaceutical cocrystal, Cocrystal preparation, Polymer, Ibuprofen

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