Handbook of Solubility Data for Pharmaceuticals

Jouyban, Abolghasem

doi:10.1201/9781439804889

Cited by 295 publications

(479 citation statements)

References 0 publications

Supporting

Mentioning

462

Contrasting

Unclassified

Order By: Relevance

“…The reported solubility data extend the available database of solubility of pharmaceuticals in aqueous and nonaqueous solvent mixtures. 21 The measured CVD solubilities were correlated using various solution models briefly described in the Introduction. The obtained quantitative structure−property relationship (QSPR) models after including statistically significant constants (p < 0.05) are …”

Section: Industrial and Engineering Chemistry Researchmentioning

confidence: 99%

Solubility of Carvedilol in Ethanol + Propylene Glycol Mixtures at Various Temperatures

Vahdati

Shayanfar

Hanaee

et al. 2013

Ind. Eng. Chem. Res.

Self Cite

223

175

View full text Add to dashboard Cite

Solubilities of carvedilol (CVD) in binary mixtures of (ethanol + propylene glycol (PG)) at 298.2, 303.2, 308.2, and 313.2 K are reported. The modified versions of the van't Hoff and Gibbs equations were used to calculate the thermodynamic properties (enthalpy (ΔH°), entropy (ΔS°), and Gibbs energy (ΔG°) standard changes of solutions) for CVD dissolved in (ethanol (1) + PG (2)) mixtures from the solubility data. The solubility data of CVD in (ethanol (1) + PG (2)) at different temperatures were correlated using different mathematical models, i.e., the Jouyban−Acree model, a combination of the Jouyban−Acree model with the van't Hoff model, and two modified versions of the Jouyban−Acree model. Solubility data of seven drugs in (ethanol (1) + PG (2)) at different temperatures were used to develop a quantitative structure−property relationship model for predicting solubility in solvent mixtures. In addition, enthalpy−entropy compensation using ΔH°vs ΔG°a nd ΔH°vs TΔS°which explains the mechanism of cosolvency at different temperatures was discussed.

show abstract

Section: Industrial and Engineering Chemistry Researchmentioning

confidence: 99%

Solubility of Carvedilol in Ethanol + Propylene Glycol Mixtures at Various Temperatures

Vahdati

Shayanfar

Hanaee

et al. 2013

Ind. Eng. Chem. Res.

Self Cite

223

175

View full text Add to dashboard Cite

show abstract

“…1 One of these models, is the Jouyban-Acree model which correlates the solubility of a solute in binary solvent mixtures at various temperatures. 3 ln…”

Section: ' Solubility Modelsmentioning

confidence: 99%

Solubility of Anthracene and Phenanthrene in Ethanol + 2,2,4-Trimethylpentane Mixtures at Different Temperatures

Shayanfar¹,

Eghrary²,

Sardari³

et al. 2011

J. Chem. Eng. Data

Self Cite

View full text Add to dashboard Cite

Solubility of anthracene and phenanthrene in binary mixtures of ethanol þ 2,2,4-trimethylpentane at (298.2, 308.2, and 318.2) K are reported. Five numerical methods were used to predict the solubility of anthracene and phenanthrene in the studied binary solvent mixtures, and the mean relative deviation (MRD) was used as an error criterion. The MRD values for studied solvents are in acceptable range. ' INTRODUCTIONPolycyclic aromatic hydrocarbons (PAHs) are among environmental pollutants with very low aqueous solubility values. Anthracene (with aqueous solubility of 0.0076 mg 3 L -1 ) and phenanthrene (with aqueous solubility of 1.20 mg 3 L -1 ) are among the most commonly found PAHs in the environment. 1 Anthracene and phenanthrene are two isomeric forms of the simplest tricyclic aromatic hydrocarbon ( Figure 1) and were used as model compounds in this work. Phenanthrene has lower molecular total energy, and it is more stable than anthracene according to ab initio studies using molecular orbital method in the gas phase. 2 Solubility alteration of chemicals is required in many industrial applications, and the solvent mixing or cosolvency is one of the most frequent and feasible methods used in the industry. Using different ratios of the solvents, a wide range of solubility for a given compound can be achieved. The next parameter which could be employed in the chemical industry is the changing temperature of the system which make a significant contribution in solubilization or crystallization of a compound. Finding an optimum solvent composition and the appropriate temperature in solubility investigations is usually obtained by trial and error which is both time-consuming and costly. ' SOLUBILITY MODELSNumerous predictive models have been introduced to replace the trial-and-error approach or at least reduce the number of required experimental data. 1 One of these models, is the Jouyban-Acree model which correlates the solubility of a solute in binary solvent mixtures at various temperatures. 3where X m,T Sat is the solute mole fraction solubility in the mixed solvents at temperature T; x 1 and x 2 are the mole fractions of solvents 1 and 2 in the absence of the solute; X 1,T Sat and X 2,T Sat denote the mole fraction solubility of the solute in monosolvents 1 and 2; and J i terms are the solvent-solvent and solute-solvent interaction coefficients. Our previous results showed that the model could be trained using the experimental data at 298.2 K and be used to predict the solubility at other temperatures of interest with acceptable error. 4 These coefficients could also be computed using a minimum number of experimental solubility data in binary solvents and then be employed to predict solubility at other solvent compositions. To provide trained versions of the model to predict the solubility in binary solvents without employing solubility data in mixed solvents, a number of attempts were made. The binary interaction terms (J terms) have been correlated with the Hildebrand solubility parameters of the sol...

show abstract

“…The generated solubility of phenothiazine in binary and ternary solvent mixtures extends the available solubility database. 9 The correlated solubilities were compared with the corresponding experimental data and the computed MD values along with the model constants are listed in Table 3. The overall MD value is relatively high when compared with the overall MD (i.e., 5.9 %) for the correlated solubility data using the same number of model constants.…”

Section: ' Introductionmentioning

confidence: 99%

Solubility of Phenothiazine in Water, Ethanol, and Propylene Glycol at (298.2 to 338.2) K and Their Binary and Ternary Mixtures at 298.2 K

Ahmadian¹,

Panahi‐Azar²,

Fakhree³

et al. 2011

J. Chem. Eng. Data

Self Cite

View full text Add to dashboard Cite

The solubilities of phenothiazine in water, ethanol, and propylene glycol were measured at (298.2 to 338.2) K. Also, the solubility of phenothiazine in binary mixtures of ethanol þ water, propylene glycol þ water, and ethanol þ propylene glycol, and the ternary mixture of ethanol þ propylene glycol þ water was investigated. The van't Hoff equation was used to correlate the solubility of phenothiazine in monosolvents at different temperatures. The solubility values of phenothiazine in binary and ternary mixtures of solvents were calculated using the JouybanÀAcree model (Jouyban, A.; Acree, W. E., Jr. J. Chem. Eng. Data 2009, 54, 1168À1170). The mean deviation was used as an error criterion. The overall mean deviation of correlated solubility data in monosolvents at different temperatures and in mixed solvents at 298.2 K were 2.8 % and 14.2 %, respectively. ' INTRODUCTIONSolubility is an important physicochemical property which plays basic role in most pharmaceutical and industrial processes. To investigate this property different tools have been used such as experimental techniques, mathematical calculations, and simulation. Usually the low solubility of pharmaceutical compounds causes them to fail during the drug development process. Different factors influence the solubility in a medium, some of which include cosolvents, temperature, pH of the solution, and presence of surfactants.Phenothiazine, a triheterocyclic compound (see Figure 1 for its structure), is a veterinary antihelminthic drug, and its derivatives are widely used in pharmacotherapy. Phenothiazine is one of the oldest lead compounds in medicinal chemistry, synthesized in 1883, and clinical applications of the generated drugs from this lead compound were reported in 1891 as antimalaria drug, in 1930s as antifungal, in 1940s as antihelmentic, in 1947 as antihistaminic, in 1951 as antipsychotic, in 1990 as antioxidant, and in 2009 as a promising drug in Alzheimer disease. 1 Solubility data of phenothiazine could be valuable in pharmaceutical applications as many phenothiazine derivatives are of the main and important pharmaceutical compounds. Hoover et al. 2 previously presented mathematical correlation of phenothiazine solubilities in organic solvents with the Abraham solvation parameter model following experimental determination of this solute in monosolvents at 298.2 K. 2 To the best of our knowledge, these are the only reported solubility data for phenothiazine in the literature. Thermodynamic parameters, solubilities, and interactions with micelles of a number of phenothiazine derivative drugs were investigated by Mandal et al. 3À5 The aims of this study are to determine the solubility of phenothiazine in water, ethanol, and propylene glycol at (298.2 to 338.2) K and in ethanol þ water, propylene glycol þ water, ethanol þ propylene glycol, and ethanol þ propylene glycol þ water mixtures at 298.2 K. In addition, the solubility correlations of phenothiazine in the monosolvents at different temperatures and their mixtures are investigate...

show abstract

Handbook of Solubility Data for Pharmaceuticals

Cited by 295 publications

References 0 publications

Solubility of Carvedilol in Ethanol + Propylene Glycol Mixtures at Various Temperatures

Solubility of Carvedilol in Ethanol + Propylene Glycol Mixtures at Various Temperatures

Solubility of Anthracene and Phenanthrene in Ethanol + 2,2,4-Trimethylpentane Mixtures at Different Temperatures

Solubility of Phenothiazine in Water, Ethanol, and Propylene Glycol at (298.2 to 338.2) K and Their Binary and Ternary Mixtures at 298.2 K

Contact Info

Product

Resources

About