Experimental and thermodynamic analysis on the solubility of valsartan in ethyl acetate + (butanone, isopropyl ether) binary solvent mixtures (from 278.15 to 323.15 K)

References

• Nixon RM, Müller E, Lowy A, et al. Valsartan vs. other angiotensin II receptor blockers in the treatment of hypertension: a meta-analytical approach. Int J Clin Pract. 2009;63:766–775. doi:10.1111/j.1742-1241.2009.02028.x.
   PubMed Web of Science ®Google Scholar
• Neutel J, Weber M, Pool J, et al. Valsartan, a new angotensin II antagonist: antihypertensive effects over 24 hours. Clin Ther. 1997;19:447–458. doi:10.1016/S0149-2918(97)80129-4.
   PubMed Web of Science ®Google Scholar
• Goossen LJ, Melzer B. Synthesis of valsartan via decarboxylative biaryl coupling. J Org Chem. 2007;72:7473–7476. doi:10.1021/jo701391q.
   PubMed Web of Science ®Google Scholar
• Liu Y, Wang JK, Wang XB, et al. Solubility of valsartan in ethyl acetate + hexane binary mixtures from (278.15 to 313.15) K. J Chem Eng Data. 2009;54:1412–1414. doi:10.1021/je900159a.
   Web of Science ®Google Scholar
• Liu Y, Wang JK, Wang XB, et al. Solubility of valsartan in different organic solvents and ethanol + water binary mixtures from (278.15 to 313.15) K. J Chem Eng Data. 2009;54:986–988. doi:10.1021/je8007815.
   Web of Science ®Google Scholar
• Lee KR, Nguyen NT, Lee YJ, et al. Determination of the R-enantiomer of valsartan in pharmaceutical formulation by capillary electrophoresis. Arch Pharm Res. 2015;38:826–833. doi:10.1007/s12272-014-0449-7.
   PubMed Web of Science ®Google Scholar
• Francotte E, Davatz A, Richert P. Development and validation of chiral high-performance liquid chromatographic methods for the quantitation of valsartan and of the tosylate of valinebenzyl ester. J Chromatogr B. 1996;686:77–83. doi:10.1016/S0378-4347(96)00242-3.
   PubMed Web of Science ®Google Scholar
• Huang HS, Chen W, Wan XM. A refined method of valsartan containing more than 10% of isomers. CN Patent. 2010:101768128A. (In Chinese)
   Google Scholar
• Jens B, Thomas HB, Andreas RF, et al. Highly Crystalline Valsartan. WO Patent. 2012: 016969.
   Google Scholar
• Su JH, Qian C, Luo NZ, et al. Experimental measurement and modeling of the solubility of biotin in six pure solvents at temperatures from 298.15 K to 333.85 K. J Chem Eng Data. 2014;59:3894–3899. doi:10.1021/je500787x.
   Web of Science ®Google Scholar
• Zhou ZM, Qu YX, Wang JD, et al. Measurement and correlation of solubilities of (Z)-2-(2-aminothiazol-4-yl)-2-methoxyiminoacetic acid in different pure solvents and binary mixtures of water + (ethanol, methanol, or glycol). J Chem Eng Data. 2011;56:1622–1628. doi:10.1021/je101351w.
   Web of Science ®Google Scholar
• Wang S, Song Z, Wang J, et al. Solubilities of ibuprofen in different pure solvents. J Chem Eng Data. 2010;55:5283–5285. doi:10.1021/je100255z.
   Web of Science ®Google Scholar
• Gao X, Xue WL, Zheng ZX, et al. Determination and correlation of solubility of N-tert-butylacrylamide in seven different solvents at temperatures between (279.15 and 353.15) K. J Chem Eng Data. 2015;60:2273–2279. doi:10.1021/acs.jced.5b00135.
   Web of Science ®Google Scholar
• Manzurola E, Apelblat A. Solubilities of L-glutamic acid, 3-nitrobenzoic acid, p-toluic acid, calcium-L-lactate, calcium gluconate, magnesium-DL-aspartate, and magnesium-L-lactate in water. J Chem Thermodyn. 2002;34:1127–1136. doi:10.1006/jcht.2002.0975.
   Web of Science ®Google Scholar
• Huang C, Xie ZP, Xu JC, et al. Experimental and modeling studies on the solubility of D-pantolactone in four pure solvents and ethanol-water mixtures. J Chem Eng Data. 2015;60:870–875. doi:10.1021/je500996n.
   Web of Science ®Google Scholar
• Acree A. Solubility of anthracene in binary alcohol + ethyl acetate solvent mixtures. Phys Chem Liq. 2002;40:327–335. doi:10.1080/0031910021000004892.
   Web of Science ®Google Scholar
• Dabadge N, Tian A, Willis B, et al. Solubility of anthracene in binary ethylbenzene + alcohol solvent mixtures at 298.15 K. Phys Chem Liq. 2013;51:715–720. doi:10.1080/00319104.2013.795859.
   Web of Science ®Google Scholar
• Jouyban-Gharamaleki A, Clark BJ, Acree WE. Prediction of drug solubility in ternary solvent mixture. Drug Dev Ind Pharm. 2000;26:971–973. doi:10.1081/DDC-100101324.
   PubMed Web of Science ®Google Scholar
• Kai YM, Hu YH, Cao Z, et al. Measurement and correlation solubility and mixing properties of L-malic acid in pure and mixed organic solvents. Fluid Phase Equilibr. 2013;360:466–471. doi:10.1016/j.fluid.2013.10.011.
   Web of Science ®Google Scholar
• Wang G, Wang Y, Hu X, et al. Determination and correlation of cefoperazone solubility in different pure solvents and binary mixture. Fluid Phase Equilibr. 2014;361:223–228. doi:10.1016/j.fluid.2013.11.005.
   Web of Science ®Google Scholar
• Sun H, Li M, Jia JT, et al. Measurement and correlation of the solubility of 2,6-diaminohexanoic acid hydrochloride in aqueous methanol and aqueous ethanol mixtures. J Chem Eng Data. 2012;57:1462–1467. doi:10.1021/je300173v.
   Web of Science ®Google Scholar
• Jouyban A, Sajed-Amin S, Panahi-Azar V. Solubility of atenolol, amiodarone HCl and lamotrigine in polyethylene glycol 200 + water mixtures in the presence of β-cyclodextrin. J Drug Del Sci Tech. 2014;24:543–547. doi:10.1016/S1773-2247(14)50102-5.
   Web of Science ®Google Scholar
• Yu C, Zeng ZX, Xue WL. Measurement and correlation of the solubility of hexaquonickel(II) bis(p‑toluenesulfonate) in water + ethanol solvents within 288.15-333.15 K. Ind Eng Chem Res. 2015;54:3961–3967. doi:10.1021/ie5049753.
   Web of Science ®Google Scholar
• Pacheco DP, Martínez F. Thermodynamic analysis of the solubility of naproxen in ethanol + water cosolvent mixtures. Phys Chem Liq. 2007;45:581–595. doi:10.1080/00319100701313862.
   Web of Science ®Google Scholar
• Luan QH, Wang YL, Wang G, et al. Measurement and correlation of solubility of calcium-L-lactate pentahydrate in ethanol plus water and acetone plus water systems. J Chem Eng Data. 2014;59:2642–2648. doi:10.1021/je500416k.
   Web of Science ®Google Scholar
• Shakeel F, Haq N, Siddiqui NA, et al. Solubility and thermodynamic behavior of vanillin in propane-1,2-diol + water cosolvent mixtures at different temperatures. Food Chem. 2015;188:57–61. doi:10.1016/j.foodchem.2015.04.113.
   PubMed Web of Science ®Google Scholar
• Shakeel F, Haq N, Iqbal M, et al. Measurement, correlation, and thermodynamics of solubility of isatin in nine different green solvents at (298.15 to 338.15) K. J Chem Eng Data. 2015;60:801–805. doi:10.1021/je501036r.
   Web of Science ®Google Scholar
• Jiménez DM, Cárdenas ZJ, Delgado DR, et al. Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane + water co-solvent mixtures. Fluid Phase Equilibr. 2014;397:26–36. doi:10.1016/j.fluid.2015.03.046.
   Web of Science ®Google Scholar
• Yang ZH, Zheng ZX, Sun L, et al. Determination and correlation of solubilities of lauric acid in eight alcohol. J Chem Eng Data. 2014;59:2725–2731. doi:10.1021/je500222s.
   Web of Science ®Google Scholar