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

Abstract

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%.

Solubility of Acetaminophen and Ibuprofen in the Mixtures of Polyethylene Glycol 200 or 400 with Ethanol and Water and the Density of Solute-Free Mixed Solvents at 298.2 K

“…10 In the case of PEGs + ethanol mixtures, the maximum values were obtained at mass fraction of 0.900 of PEGs. Considering a given solvent composition, there is a relationship between molar masses of PEGs and the solubility of acetaminophen in PEGs + water and PEGs + ethanol mixtures as shown in Figure 1, in which the more the molar mass of PEG, the higher the solubility is observed.…”

“…There are good agreements between generated data in this work with those summarized in a previous paper. 10 Similar solubility …”

“…10 Ethanol (mass fraction purity of 0.995) and PEG 200 (mass fraction purity of 0.995) were purchased from Merck (Germany); PEG 400 was a gift from Daana Pharmaceutical Company (Iran), and double-distilled water was used for preparation of the solutions.…”

IUPAC-NIST Solubility Data Series. 102. Solubility of Nonsteroidal Anti-inflammatory Drugs (NSAIDs) in Neat Organic Solvents and Organic Solvent Mixtures

“…Stovall et al 103 also used spectroscopic methods to measure the solubility of ibuprofen in six primary linear alcohols (methanol, ethanol, 1-propanol, 1-pentanol, 1-octanol, and 1-decanol), in two secondary alcohols (2-propanol and 2-butanol), and in one branched primary alcohol (2-methyl-1-propanol) at 298 K and atmospheric pressure. Garzó n and Martínez, 94 Aragón et al, 101 Wang et al, 97 Soltanpour and Jouyban, 109,110 Jouyban et al, 108 Wang et al, 105 Manrique and Martínez, 107 and Manrique et al 111 have also performed ibuprofen solubility measurements at 298 K. Takahashi et al 100 measured the solubility of ibuprofen in diethyl butanedioate, diethyl hexanedioate, diisopropyl hexanedioate, and diethyl decanedioate at 305 K in their study concerning the use of fatty diesters as a means to enhance NSAID permeation through skin.…”

An Improved Automated Setup for Solubility Determination of Drugs

“…As described in Introduction, there are some practical limitations for the previous setup which overcome in the improved setup. To compare the validity of the measured solubility data using the improved setup, the data was also compared with the corresponding data collected from the literature [10][11][12][13][14][15][16][17][18][19][20][21] and listed in Table 2 The overall IPD reported in Table 2 [25][26][27] The main advantages of the improved setup are; 1) a wider temperature range, 2) suitable for the solubility measurement of a highly low soluble drugs to very soluble drugs, 3) very similar measured solubilities to those determined using the common shake-flask method, 4) no need for chromophor groups on the drug molecule, 5) more repeatable results when compared with a previously reported setup, and 6) affecting parameters, such as stirrer rate, required time for equilibration, etc., could be adjusted by the user.…”