Performance comparison of a co-crystal of carbamazepine with marketed product

Hickey, Magali B.; Peterson, Matthew L.; Scoppettuolo, Lisa A.; Morrisette, Sherry L; Vetter, Anna; Guzmán, Héctor R; Remenar, Julius F.; Zhang, Zhong; Tawa, Mark; Haley, Sean J.; Zaworotko, Michael J.; Almarsson, Ӧrn

doi:10.1016/j.ejpb.2006.12.016

Cited by 356 publications

(222 citation statements)

References 23 publications

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“…Some cocrystals have previously been reported to result in improved bioavailabilty of poorly soluble APIs as a result of improved dissolution rate (Hickey et al, 2007;Jung et al, 2010;McNamara et al, 2006). Determination of the solubility of complexes was reported by Higuchi as early as in the 1950's (Higuchi and Connors, 1965).…”

Section: Introductionmentioning

confidence: 99%

Characterisation, solubility and intrinsic dissolution behaviour of benzamide: dibenzyl sulfoxide cocrystal

Grossjohann

Eccles

Maguire

et al. 2012

International Journal of Pharmaceutics

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This study examined the 1:1 cocrystal benzamide: dibenzyl sulfoxide, comprising the poorly water soluble dibenzyl sulfoxide (DBSO) and the more soluble benzamide (BA), to establish if this cocrystal shows advantages in terms of solubility and dissolution in comparison to its pure components and to a physical mixture. Solubility studies were performed by measuring DBSO solubility as a function of BA concentration, and a ternary phase diagram was constructed. Dissolution was examined through intrinsic dissolution studies. Solid-state characterisation was carried out by powder X-ray diffraction (PXRD), energy-dispersive X-ray diffraction (EDX), infra-red spectroscopy (ATR-FTIR) and thermal analysis. DBSO solubility was increased by means of complexation with BA. For the cocrystal, the solubility of both components was decreased in comparison to pure components. The cocrystal was identified as metastable and incongruently saturating. Dissolution studies revealed that dissolution of DBSO from the cocrystal was not enhanced in comparison to the pure compound or a physical mix, while BA release was retarded and followed square root of time kinetics. At the disk surface a layer of DBSO was found. The extent of complexation in solution can change the stability of the complex substantially. Incongruent solubility and dissolution behaviour of a cocrystal can result in no enhancement in the dissolution of the less soluble component and retardation of release of the more soluble component

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Section: Introductionmentioning

confidence: 99%

Characterisation, solubility and intrinsic dissolution behaviour of benzamide: dibenzyl sulfoxide cocrystal

Grossjohann

Eccles

Maguire

et al. 2012

International Journal of Pharmaceutics

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“…A 1:1 carbamazepine/saccharin cocrystal compared to polymorph III of carbamazepine (anticonvulsant Tegretol, Novartis) shows no polymorphous behaviour and is not prone to hydration 8 . The cocrystallization of pregabalin with S-mandelic acid separates from the mixture of R and S isomers only the (1:1) cocrystal (S)-pregabalin/(S)-mandelic acid.…”

Section: Productionmentioning

confidence: 99%

Pharmaceutical Cocrystals

深水¹

2017

Solid State Properties of Pharmaceutical Materials

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Cocrystals are very interesting and useful product. In this paper the main information about cocrystals is presented. It is shown that cocrystals are solid substances, which consist of few components mixed together. There are a lot of ways of cocrystals production and application. It is shown that cocrystals can be applied in medicine and pharmaceutical industry for improving different properties such as dissolution rate, melting point, solubility, chemical stability etc. Another way of cocrystals application is drug pharmacological action modification.

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“…Cocrystals of glutaric with an API did not show any degradation and showed good chemical stability at different conditions (40°/75% RH and 60°) for 2 mo [41] . Carbamazepine and saccharin cocrystals showed good chemical stability at different conditions (5, 40 and 60° at ambient humidity and elevated RH stability at 25°/60% and 40°/75% RH) for 2 mo [48] . High temperature stress can also be used to predict the physical and chemical stability based on accelerated stability conditions.…”

Section: Stabilitymentioning

confidence: 99%

“…Caffeine/oxalic acid cocrystals showed better stability than others at all RH up to 98% for 7 w and no significant change was observed in their physical form when materials were slurried in water at ambient temperature for two days [52] . The stability of carbamazepine and saccharine cocrystals was determined by slurring the materials with equal parts in water and after 24 h, powder X-ray diffraction (PXRD) analysis showed that only cocrystals were present in the solution, no other form was detected [48] . Photostability study is performed to study the effect of light on light sensitive drugs.…”

Section: Stabilitymentioning

confidence: 99%