Physico-mechanical and Stability Evaluation of Carbamazepine Cocrystal with Nicotinamide

Rahman, Ziyaur; Agarabi, Cyrus; Zidan, Ahmed S.; Khan, Saeed R.; Khan, Mansoor A.

doi:10.1208/s12249-011-9603-4

Cited by 121 publications

(78 citation statements)

References 33 publications

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“…Table II represent the summary of peak position in the co-crystal compare with the pure component for propanol solvent. The characteristic peaks of CBZ were observed at 3464, 1677, 1604 and 1593 cm -1 , compatible with reference [16], [17]. The analysis of FTIR spectrum for CCF revealed peaks at 1659 cm -1 and 3082 cm -1 for FUM whereas 1676 cm -1 and 2931 cm -1 which were assigned to SA β polymorph [34].…”

Section: B Differential Scanning Calorimetry (Dsc)supporting

confidence: 85%

“…CBZ can be classified in class 2 drugs under biopharmaceutics classification system (BCS) [15]. Drugs in this class are analyzed to have low solubility in an aqueous media, but having a high permeability via human intestinal membrane [15], [16]. Moreover, CBZ has four different anhydrous polymorph forms and dehydrate forms, and CBZ form III is known as the mainly stable anhydrous form at ambient conditions [17].…”

Section: Introductionmentioning

confidence: 99%

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Carbamazepine-Fumaric Acid and Carbamazepine-Succinic Acid Co-crystal Screening Using Solution Based Method

Rahman¹,

Rahim²,

Chou³

et al. 2017

IJCEA

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Abstract-Co-crystal plays a critical role in the pharmaceutical industry and becoming as an alternative approach to improve the bioavailability of poor water soluble drugs especially for a weakly ionisable groups or neutral compounds. In this study the co-crystal screening was carried out for carbamazepine (CBZ) and co-crystal former (CCF) of fumaric acid (FUM) and succinic acid (SA) using non-stoichiometric method (addition of CBZ to CCF saturated solution) and stoichiometric method (evaporation of 1:1 molar ratio of CBZ to CCF) in acetonitrile, ethyl acetate, propanol, ethanol and formic acid solvent systems. The crystals produced from the screening were characterized using Powder X-ray Diffraction (PXRD), Differential Scanning Calorimetry (DSC) and Fourier Transform Infrared (FT-IR). The PXRD analysis had confirmed that the co-crystal was successfully formed in both methods for all of the solvent system studied with an exception to formic acid in the stoichiometric method for CBZ-FUM system and in all methods for CBZ-SA system. The findings from this analysis revealed that Form A and Form B of CBZ-FUM co-crystal had been successfully formed from different solvents systems. DSC analysis had shown that the melting point of CBZ-FUM and CBZ-SA co-crystals were in the range similar to the previous study. The characterization using FT-IR indicated that the functional groups which include amides and carboxylic acids were presented in the co-crystal produced. Further study on the co-crystal solubility and dissolution rate is needed in order to access the efficacy of the co-crystal since the screening methods have been successfully confirmed the formation of the co-crystal.

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Section: B Differential Scanning Calorimetry (Dsc)supporting

confidence: 85%

Section: Introductionmentioning

confidence: 99%

Carbamazepine-Fumaric Acid and Carbamazepine-Succinic Acid Co-crystal Screening Using Solution Based Method

Rahman¹,

Rahim²,

Chou³

et al. 2017

IJCEA

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“…The formation of synthons is governed by the strength of hydrogen bonds between cocrystal formers rather than by the number of available groups. [18,38] …”

Section: Hydrogen Bond In Cocrystalmentioning

confidence: 99%

Untitled

Payghan¹

2017

AJP

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The objective of this study was to investigate whether the miscibility of a drug and coformer, as predicted by Hansen solubility parameters (HSPs), can indicate cocrystal formulation. It was also our aim to evaluate various HSPs-based approaches in miscibility predication. It is concerned with some new aspects of solvent properties, and these properties can help predict solvent behavior during the manufacturing processes and will be useful in predicting behavior in many other fields of endeavor. The work on the solubility parameter, in particular, deals with fundamental attractions among materials and should have broad application. To say that hydrogen bonding had no significant effect on solvent retention without defining hydrogen bonding was not satisfactory. To better define hydrogen bonding and polar bonding, a study based on the solubility parameter was initiated. This eventually led to the concept of a three-dimensional (3D) solubility parameter (E). The 3D solubility parameter is has been assumed that ∆E is given by the simple sum of the energies arising from dispersion forces, ∆E d , polar forces, ∆E P , and hydrogen bonding forces, ∆E h. Group contribution method for the estimation of Hansen solubility parameters of pure organic compounds is presented by characteristic groups ensure the prediction of HSP for a broad series of organic compounds, including those having complex multiring, heterocyclic, and aromatic structures. The predictions are exclusively based on the molecular structure of compounds, and no experimental data are needed. Solubility parameters for solutes are obtained by group contribution method. Using Fedor's substituent constants, Hoy's molar attraction constants and Van Kreevalen constants were calculated and are currently used methods. The resultant Δ values of active pharmaceutical ingredient and coformers are compared, and their solid-state miscibility is expressed. Possibility of cocrystal formulation by Krevlens is Δδ < 5MP and Greenhalgh Δδ < 7MP can be predicted.

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“…The sample was fixed on a SEM-stub using double-sided adhesive tape and then coated with a thin layer of gold. [37,38] Proposed structures of cocrystals…”

Section: Scanning Electron Microscopy Of Fno and Fno Cocrystalsmentioning

confidence: 99%

Untitled

Payghan¹

2017

AJP

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Aim: The objective of this study was to investigate whether the miscibility of a drug and coformer, as predicted by Hansen solubility parameter (HSP), can indicate cocrystal formulation. It was also our aim to evaluate various HSP-based approaches in miscibility predication. HSP for fenofibrate drug over 20 coformers was calculated according to the group contribution method. Materials and Methods: The selection of coformer was based on hydrogen bond present in structure which clearly shows the importance of hydrogen bonding in forming cocrystals. Solubility parameters for solutes are obtained by group contribution method. Result and Discussion: In the present investigation, these methods were employed to arrive at the solubility parameter values. The basic steps in Fedor's method are to open the rings and treat the resultant structure as an open-chain compound. These were sum-up, and the solubility parameter was calculated as square root of the sum of energy of mixing substituent constants divided by the sum of molar volume substituent constants. Hoy's procedure expressed in the ratio of molar attraction constant to molar volume. The resultant δ values of drug and coformers are compared, and their solid state miscibility is expressed. Possibility of cocrystal formulation by Krevelen's is Δδ < 5 MP and Greenhalgh Δδ < 7 MP. The present investigation deals with the formulation of coformer (saccharin, succinic acid, and sucrose) based on cocrystals fenofibrate by different methods and solid-state characterization of prepared cocrystals. Fenofibrate and coformers in molar ratio were used to formulate molecular complexes by solution evaporation, slow evaporation, antisolvent addition, net grinding method, and solvent-drop grinding methods. The prepared molecular complexes were characterized by powder X-ray diffraction, differential scanning calorimetry, Fourier-transform infrared spectroscopy, and in vitro dissolution study. Conclusion: Considerable improvement in the dissolution rate of fenofibrate from optimized cocrystal formulation was due to an increased solubility that is attributed to the supersaturation from the fine cocrystals which is faster due to large specific surface area of small particles and prevention of phase transformation to pure fenofibrate.

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Physico-mechanical and Stability Evaluation of Carbamazepine Cocrystal with Nicotinamide

Cited by 121 publications

References 33 publications

Carbamazepine-Fumaric Acid and Carbamazepine-Succinic Acid Co-crystal Screening Using Solution Based Method

Carbamazepine-Fumaric Acid and Carbamazepine-Succinic Acid Co-crystal Screening Using Solution Based Method

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