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• W2765309023 endingPage "120" @default.
• W2765309023 startingPage "113" @default.
• W2765309023 abstract "This work challenges the popular notion that pharmaceutical salts are more soluble than cocrystals. There are cocrystals that are more soluble than salt forms of a drug and vice-versa. It all depends on the interplay between the chemistry of both the solid and solution phases. Aqueous solubility, pHmax, and supersaturation index (SA = SCC/SD or Ssalt/SD) of cocrystals and salts of a basic drug, lamotrigine (LTG), were determined, and mathematical models that predict the influence of cocrystal/salt Ksp and Ka were derived. Ksp and SA followed the order LTG-nicotinamide cocrystal (18) > LTG-HCl salt (12) > LTG-saccharin salt (5) > LTG-methylparaben cocrystal (1) > LTG-phenobarbital cocrystal (0.2). The values in parenthesis represent SA under nonionizing conditions. Cocrystal/salt solubility and thermodynamic stability are determined by pH and will drastically change with a single unit change in pH. pHmax values ranged from 5.0 (saccharin salt) to 6.4 (methylparaben cocrystal) to 9.0 (phenobarbital cocrystal). Cocrystal/salt pHmax dependence on pKsp and pKa shows that cocrystals and salts exhibit different behavior. Solubility and pHmax are as important as supersaturation index in assessing the stability and risks associated with conversions of supersaturating forms." @default.
• W2765309023 created "2017-11-10" @default.
• W2765309023 creator A5026107398 @default.
• W2765309023 creator A5034993276 @default.
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• W2765309023 date "2018-01-01" @default.
• W2765309023 modified "2023-10-18" @default.
• W2765309023 title "Understanding the Differences Between Cocrystal and Salt Aqueous Solubilities" @default.
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• W2765309023 doi "https://doi.org/10.1016/j.xphs.2017.10.033" @default.
• W2765309023 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/5774673" @default.
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• W2765309023 hasPublicationYear "2018" @default.
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