Publicado

2014-01-01

Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K

Solubilidad de la fenitoína en mezclas acuosas de etanol y dodecil-sulfato sódico a 298 K

DOI:

https://doi.org/10.15446/rcciquifa.v43n1.45470

Palabras clave:

solubility, phenytoin, ethanol, solvent mixture, sodium dodecyl sulfate, Jouyban-Acree model. (en)
solubilidad, fenitoína, etanol, mezcla solvente, dodecil-sulfato sódico, modelo de Jouyban-Acree. (es)

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Autores/as

  • Abolghasem Jouyban Tabriz University of Medical Sciences
  • Vahid Panahi-Azar Tabriz University of Medical Sciences
  • Mohammad A. A. Fakhree Tabriz University of Medical Sciences
  • Somaieh Ahmadian Tabriz University of Medical Sciences
The solubility of phenytoin in binary mixtures of ethanol + water at 298.2 K in the presence of three different concentrations of sodium dodecyl sulfate (sds) was reported. The Jouyban-Acree model was used for correlating the generated data and the obtained mean relative deviation was 7.3%. When all data points of phenytoin in binary solvents at various sds concentrations were fitted to the model, the obtained mean relative deviation was 10.1%.

Se presenta la solubilidad de la fenitoína a 298,2 K en mezclas binarias de etanol y agua en presencia de tres diferentes concentraciones de dodecil-sulfato sódico (dss). Se utiliza el modelo de Jouyban-Acree para correlacionar los datos generados obteniendo una desviación media relativa de 7,3%. Al ajustar al modelo todos los datos obtenidos de la fenitoína en los solventes binarios y en las diferentes concentraciones de dss la desviación media relativa obtenida fue de 10,1%.

Referencias

H.D. Williams, N.L. Trevaskis, S.A. Charman, R.M. Shanker, W.N. Charman, C.W. Pouton, C.J. Porter, Strategies to address low drug solubility in discovery and development, Pharmacol. Rev., 65, 315-499 (2013).

N. Blagden, M. de Matas, P.T. Gavan, P. York, Crystal engineering of active pharmaceutical ingredients to improve solubility and dissolution rates, Adv. Drug Del. Rev., 59, 617-630 (2007).

P.B. Myrdal, S.H. Yalkowsky, Solubilization of drugs in aqueous media, in: "Encyclopedia of Pharmaceutical Technology", edited by J. Swarbrick, J.C. Boylan, Marcel Dekker, New York, 2006, pp. 3311-3333.

V.J. Stella, K.W. Nti-Addae, Prodrug strategies to overcome poor water solubility, Adv. Drug Del. Rev., 59, 677-694 (2007).

A.T.M. Serajuddin, Salt formation to improve drug solubility, Adv. Drug Del. Rev., 59, 603-616 (2007).

J.T. Rubino, Cosolvents and cosolvency, in: "Encyclopedia of Pharmaceutical Technology", Vol 3, edited by J. Swarbrick, J.C. Boylan, Marcel Dekker, New York, 1988, pp. 375-398.

O.I. Corrigan, A.M. Healy, Surfactants in pharmaceutical products and systems, in: "Encyclopedia of Pharmaceutical Technology", edited by J. Swarbrick, J.C. Boylan, Marcel Dekker, New York, 2002, pp. 2639-2653.

P. Zakeri-Milani, S. Ebrahimi, H. Valizadeh, Investigation of digoxin solubility in different cosolvent systems, Pharm. Sci., 18, 87-92 (2012).

T. Ghafourian, A.H.A. Bozorgi, Estimation of drug solubility in water, PEG 400 and their binary mixtures using the molecular structures of solutes, Eur. J. Pharm. Sci., 40, 430-440 (2010).

A. Jouyban, J. Shokri, M. Barzegar-Jalali, D. Hasanzadeh, W.E. Acree Jr., T. Ghafourian, A. Nokhodchi, Solubility prediction of clonazepam in aqueous mixtures of ethanol, polyethylene glycol 200 and propylene glycol at 30 °C, J. Drug Deliv. Sci. Technol., 20, 149-151 (2010).

M.-K. Yeh, L.-C. Chang, A.H.-J. Chiou, Improving tenoxicam solubility and bioavailability by cosolvent system, AAPS PharmSciTech, 10, 166-171 (2009).

S.H. Park, H.K. Choi, The effects of surfactants on the dissolution profiles of poorly water-soluble acidic drugs, Int. J. Pharm., 321, 35-41 (2006).

I. Ullah, M.K. Baloch, G.F. Durrani, Solubility of nonsteroidal anti-inflammatory drugs (NSAIDs) in aqueous solutions of non-ionic surfactants, J. Solution Chem., 40, 1341-1348 (2011).

K. Kawakami, K. Miyoshi, Y. Ida, Solubilization behavior of poorly soluble drugs with combined use of Gelucire 44/14 and cosolvent, J. Pharm. Sci., 93, 1471-1479 (2004).

K. Kawakami, N. Oda, K. Miyoshi, T. Funaki, Y. Ida, Solubilization behavior of poorly soluble drug under combined use of surfactants and cosolvents, Eur. J. Pharm. Sci., 28, 7-14 (2006).

S.H. Yalkowsky, Y. He, P. Jain, "Handbook of Aqueous Solubility Data", second edition, CRC Press, Boca Raton, 2010.

P.C. Chiang, H. Wong, Incorporation of physiologically based pharmacokinetic modeling in the evaluation of solubility requirements for the salt selection process: a case study using phenytoin, AAPS J., 15, 1109-1118 (2013).

A. Latrofa, G. Trapani, M. Franco, M. Serra, M. Muggironi, F.P. Fanizzi, A. Cutrignelli, G. Liso, Complexation of phenytoin with some hydrophilic cyclodextrins: effect on aqueous solubility, dissolution rate, and anticonvulsant activity in mice, Eur. J. Pharm. Biopharm., 52, 65-73 (2001).

J.T. Rubino, J. Blanchard, S.H. Yalkowsky, Solubilization by cosolvents II: Phenytoin in binary and ternary solvents, J. Parenter. Sci. Technol., 38, 215-221 (1984).

A. Jouyban, Review of the cosolvency models for predicting solubility of drugs in water-cosolvent mixtures, J. Pharm. Pharmaceut. Sci., 11, 32-58 (2008).

A. Li, S.H. Yalkowsky, Solubility of organic solutes in ethanol-water mixtures, J. Pharm. Sci., 83, 1735-1740 (1994).

A. Jouyban-Gharamaleki, L. Valaee, M. Barzegar-Jalali, B.J. Clark, W.E. Acree Jr., Comparison of various cosolvency models for calculating solute solubility in water-cosolvent mixtures, Int. J. Pharm., 177, 93-101 (1999).

A. Jouyban-Gharamaleki, W.E. Acree Jr., Comparison of models for describing multiple peaks in solubility profiles, Int. J. Pharm., 167, 177-182 (1998).

A. Jouyban-Gharamaleki, J. Hanaee, A novel method for improvement of predictability of the CNIBS/R-K equation, Int. J. Pharm., 154, 245-247 (1997).

A. Jouyban, M.A.A. Fakhree, Experimental and Computational Methods Pertaining to Drug Solubility, in: "Toxicity and Drug Testing", edited by W.E. Acree Jr., Intech Co., New York, 2012, Chap. 9.

T. Higuchi, K.A. Connors, Phase-solubility techniques, Adv. Anal. Chem. Instrum., 4, 117-212 (1965).

A. Jouyban, "Handbook of Solubility Data for Pharmaceuticals", CRC Press Inc., Boca Raton, 2010.

Cómo citar

APA

Jouyban, A., Panahi-Azar, V., Fakhree, M. A. A. y Ahmadian, S. (2014). Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K. Revista Colombiana de Ciencias Químico-Farmacéuticas, 43(1), 153–161. https://doi.org/10.15446/rcciquifa.v43n1.45470

ACM

[1]
Jouyban, A., Panahi-Azar, V., Fakhree, M.A.A. y Ahmadian, S. 2014. Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K. Revista Colombiana de Ciencias Químico-Farmacéuticas. 43, 1 (ene. 2014), 153–161. DOI:https://doi.org/10.15446/rcciquifa.v43n1.45470.

ACS

(1)
Jouyban, A.; Panahi-Azar, V.; Fakhree, M. A. A.; Ahmadian, S. Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K. Rev. Colomb. Cienc. Quím. Farm. 2014, 43, 153-161.

ABNT

JOUYBAN, A.; PANAHI-AZAR, V.; FAKHREE, M. A. A.; AHMADIAN, S. Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K. Revista Colombiana de Ciencias Químico-Farmacéuticas, [S. l.], v. 43, n. 1, p. 153–161, 2014. DOI: 10.15446/rcciquifa.v43n1.45470. Disponível em: https://revistas.unal.edu.co/index.php/rccquifa/article/view/45470. Acesso em: 25 abr. 2024.

Chicago

Jouyban, Abolghasem, Vahid Panahi-Azar, Mohammad A. A. Fakhree, y Somaieh Ahmadian. 2014. «Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K». Revista Colombiana De Ciencias Químico-Farmacéuticas 43 (1):153-61. https://doi.org/10.15446/rcciquifa.v43n1.45470.

Harvard

Jouyban, A., Panahi-Azar, V., Fakhree, M. A. A. y Ahmadian, S. (2014) «Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K», Revista Colombiana de Ciencias Químico-Farmacéuticas, 43(1), pp. 153–161. doi: 10.15446/rcciquifa.v43n1.45470.

IEEE

[1]
A. Jouyban, V. Panahi-Azar, M. A. A. Fakhree, y S. Ahmadian, «Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K», Rev. Colomb. Cienc. Quím. Farm., vol. 43, n.º 1, pp. 153–161, ene. 2014.

MLA

Jouyban, A., V. Panahi-Azar, M. A. A. Fakhree, y S. Ahmadian. «Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K». Revista Colombiana de Ciencias Químico-Farmacéuticas, vol. 43, n.º 1, enero de 2014, pp. 153-61, doi:10.15446/rcciquifa.v43n1.45470.

Turabian

Jouyban, Abolghasem, Vahid Panahi-Azar, Mohammad A. A. Fakhree, y Somaieh Ahmadian. «Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K». Revista Colombiana de Ciencias Químico-Farmacéuticas 43, no. 1 (enero 1, 2014): 153–161. Accedido abril 25, 2024. https://revistas.unal.edu.co/index.php/rccquifa/article/view/45470.

Vancouver

1.
Jouyban A, Panahi-Azar V, Fakhree MAA, Ahmadian S. Solubility of phenytoin in aqueous mixtures of ethanol and sodium dodecyl sulfate at 298 K. Rev. Colomb. Cienc. Quím. Farm. [Internet]. 1 de enero de 2014 [citado 25 de abril de 2024];43(1):153-61. Disponible en: https://revistas.unal.edu.co/index.php/rccquifa/article/view/45470

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CrossRef Cited-by

CrossRef citations5

1. Anahita Fathi-Azarjbayjani, Arezoo Mabhoot, Fleming Martínez, Abolghasem Jouyban. (2016). Modeling, solubility, and thermodynamic aspects of sodium phenytoin in propylene glycol–water mixtures. Journal of Molecular Liquids, 219, p.68. https://doi.org/10.1016/j.molliq.2016.02.089.

2. Vahid Jouyban-Gharamaleki, Jafar Soleymani, Karim Jouyban-Gharamaleki, Tahir A. Suleymanov, Abolghasem Jouyban. (2017). Solubilization of celecoxib, lamotrigine and phenytoin using ethanol and a nonionic surfactant. Journal of Molecular Liquids, 243, p.715. https://doi.org/10.1016/j.molliq.2017.08.080.

3. Pragasam Viswanathan, Yuvashree Muralidaran, Gokulakannan Ragavan. (2017). Nanostructures for Oral Medicine. , p.173. https://doi.org/10.1016/B978-0-323-47720-8.00008-0.

4. Faiyaz Shakeel, Muzaffar Iqbal, Essam Ezzeldin, Nazrul Haq. (2015). Thermodynamics of solubility of ibrutinib in ethanol+water cosolvent mixtures at different temperatures. Journal of Molecular Liquids, 209, p.461. https://doi.org/10.1016/j.molliq.2015.06.016.

5. Hemayat Shekaari, Mohammed Taghi Zafarani-Moattar, Masumeh Mokhtarpour, Saeid Faraji. (2021). Deep eutectic solvents for antiepileptic drug phenytoin solubilization: thermodynamic study. Scientific Reports, 11(1) https://doi.org/10.1038/s41598-021-03212-z.

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