Thermodynamic study of the solubility of ibuprofen and naproxen in some ethanol+propylene glycol mixtures

Pacheco, Diana P.; Manrique, Yady J.; Martínez, Fleming

doi:10.1016/j.fluid.2007.07.076

Cited by 65 publications

(47 citation statements)

References 15 publications

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“…27) The solubility of ibuprofen in ethanol is 2.2882 M (or 0.2019 in mole fraction) which is in good agreement with 2.556 M, 13) and is slightly more than 0.1422 mole fraction. 28) The maximum solubility of ibuprofen (3.2792 M) in the solvent mixtures studied is observed in PEG 600-ethanol-water (0.5ϩ0.4ϩ0.1 mass frac- There is no published experimental data of drugs in the investigated solvent mixtures.…”

Section: Resultsmentioning

confidence: 71%

“…The purity of the drugs was checked by determination of their melting points and comparing the measured solubilities in mono-solvents with the corresponding data from the literature. 13,14) Ethanol (99.5%) was purchased from Merck (Germany), PEG 600 was a gift from Daana pharmaceutical company (Iran) and double distilled water was used for preparation of the solutions.…”

Section: Methodsmentioning

confidence: 99%

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Solubility of Acetaminophen and Ibuprofen in Binary and Ternary Mixtures of Polyethylene Glycol 600, Ethanol and Water

Soltanpour

Jouyban

2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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Experimental solubilities of acetaminophen and ibuprofen in polyethylene glycol 600-water, ethanol-polyethylene glycol 600, and polyethylene glycol 600-water-ethanol mixtures at 25°C are reported. The solubilities of drugs in the presence of ethanol and polyethylene glycol 600 were increased. The Jouyban-Acree model was used to fit the solubility data of each drug in the binary mixtures in which the overall mean relative deviations (OMRDs) for acetaminophen and ibuprofen were 2.9% and 4.3%, respectively. The OMRDs for ternary solvent mixtures for acetaminophen and ibuprofen were 16.8% and 22.4%, respectively. Generally, the errors associated with ibuprofen are larger than that of acetaminophen in both binary and ternary solvent mixtures. The solubilities were predicted using previously trained versions of the Jouyban-Acree and log-linear models with the OMRDs of 38.8% and 52.1%, respectively. Density of the mixed solvents in the absence of the solute was measured and used to train the model and then the density of the saturated solutions was predicted using the trained model and the density of the saturated solutions in mono-solvent systems with the OMRD of 3.2%.

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Section: Resultsmentioning

confidence: 71%

Section: Methodsmentioning

confidence: 99%

Solubility of Acetaminophen and Ibuprofen in Binary and Ternary Mixtures of Polyethylene Glycol 600, Ethanol and Water

Soltanpour

Jouyban

2010

CHEMICAL & PHARMACEUTICAL BULLETIN

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“…A fivefold increase in solubility relative to pure acetone is observed, although paracetamol is poorly water-soluble. This nonlinear behavior, which is commonly observed in solubility experiments (e.g., the work of Pacheco et al 18 ), arises from the nonideal thermodynamics of the ternary mixture. 19,20 There is thus a crucial need for identifying mixtures that can achieve better performance than pure compounds while being more environmentally benign.…”

Section: Introductionmentioning

confidence: 90%

The formulation of optimal mixtures with generalized disjunctive programming: A solvent design case study

et al. 2016

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Systematic approaches for the design of mixtures, based on a computer-aided mixture/blend design (CAM b D) framework, have the potential to deliver better products and processes. In most existing methodologies the number of mixture ingredients is fixed (usually a binary mixture) and the identity of at least one compound is chosen from a given set of candidate molecules. A novel CAM b D methodology is presented for formulating the general mixture design problem where the number, identity and composition of mixture constituents are optimized simultaneously. To this end, generalized disjunctive programming is integrated into the CAM b D framework to formulate the discrete choices. This generic methodology is applied to a case study to find an optimal solvent mixture that maximizes the solubility of ibuprofen. The best performance in this case study is obtained with a solvent mixture, showing the benefit of using mixtures instead of pure solvents to attain enhanced behavior. V C 2016 The Authors AIChE Journal published by Wiley Periodicals, Inc. on behalf of American Institute of Chemical Engineers AIChE J, 62: [1616][1617][1618][1619][1620][1621][1622][1623][1624][1625][1626][1627][1628][1629][1630][1631][1632][1633] 2016 Keywords: computer-aided mixture design, generalized disjunctive programming, optimal mixture design, ibuprofen, solubility IntroductionMixtures play an important role in the process industries and blends of refrigerants, 1-3 polymers, 4,5 and solvents 6 are used in a wide range of applications. Solvent mixtures, for example, are used in separation processes, such as extraction, 7,8 absorption, 9 and crystallisation, 10,11 and in chemical reactions. 12,13 In product design, the desired performance can often only be achieved with a mixture or formulation (e.g., pesticide formulation, crude oils blended into a single product).14,15 The current regulatory environment is making mixtures increasingly relevant as restrictions are placed on the use of a growing number of compounds. Some common compounds are thus being removed from use as a result of changing regulations (e.g., REACH regulations 16 ). Given this context, the formulation of mixtures offers a potential route to enhanced performance, because mixtures can exhibit properties that equate or even surpass those of pure compounds. Some of the benefits of using mixtures have been demonstrated by Granberg and Rasmuson 17 who studied the solubility of paracetamol in a binary mixture of water and acetone. The results of their study are shown in Figure 1, where it can be seen that, at 308C, mixtures containing up to 75% water by mass achieve at least as high a solubility as pure acetone, with a 30:70 mixture of water and acetone achieving the highest solubility. A fivefold increase in solubility relative to pure acetone is observed, although paracetamol is poorly water-soluble. This nonlinear behavior, which is commonly observed in solubility experiments (e.g., the work of Pacheco et al. 18 ), arises from the nonideal thermodynamics of...

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“…Ibuprofen is an NSAID that is commonly consumed for the treatment of pain and inflammation, the use of which is limited by its low bioavailability [1]. Ibuprofen have been shown to exhibit serious dose limiting toxicities and hypersensitivity reactions, which are a direct consequence of the formulation technique and the absence of selectivity for target tissues [1,2].…”

Section: Introductionmentioning

confidence: 99%

“…Ibuprofen have been shown to exhibit serious dose limiting toxicities and hypersensitivity reactions, which are a direct consequence of the formulation technique and the absence of selectivity for target tissues [1,2]. Furthermore, the pharmacological effect of this drug has important limitations in vivo, related to its very short physiological half life, poor water solubility and the need for subjects to take doses of up to 1 to 2 g/day to obtain the desired therapeutic effects [3].…”

Section: Introductionmentioning

confidence: 99%

Formulation and <i>in vitro</i> evaluation of ibuprofen-loaded poly(D,L-lactide-co-glycolide) microparticles

Momoh¹,

Adedokun²,

Lawal³

et al. 2014

Trop. J. Pharm Res

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Thermodynamic study of the solubility of ibuprofen and naproxen in some ethanol+propylene glycol mixtures

Cited by 65 publications

References 15 publications

Solubility of Acetaminophen and Ibuprofen in Binary and Ternary Mixtures of Polyethylene Glycol 600, Ethanol and Water

Solubility of Acetaminophen and Ibuprofen in Binary and Ternary Mixtures of Polyethylene Glycol 600, Ethanol and Water

The formulation of optimal mixtures with generalized disjunctive programming: A solvent design case study

Formulation and <i>in vitro</i> evaluation of ibuprofen-loaded poly(D,L-lactide-co-glycolide) microparticles

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