title: Weak bases and formation of a less soluble lauryl sulfate salt/complex in sodium lauryl sulfate (SLS) containing media.
abstract: This work reports on the solubility of two weakly basic model compounds in media containing sodium lauryl sulfate (SLS). Results clearly show that the presence of SLS in the media (e.g. simulated gastric fluid or dissolution media) can result in an underestimation of solubility of some weak bases. We systematically study this phenomenon and provide evidence (chromatography and pXRD) for the first time that the decrease in solubility is likely due to formation of a less soluble salt/complex between the protonated form of the weak base and lauryl sulfate anion.
authors.affiliation: Eli Lilly and Company, Pharmaceutical Sciences R&D, Lilly Research Laboratories, Indianapolis, IN 46285, USA.
authors.forename: Shobha N
authors.initials: SN
authors.lastname: Bhattachar
authors.forename: Donald S
authors.initials: DS
authors.lastname: Risley
authors.forename: Pornpen
authors.initials: P
authors.lastname: Werawatganone
authors.forename: Aktham
authors.initials: A
authors.lastname: Aburub
mesh_terms: D000962:Antimalarials / Q000032:analysis / Q000737:chemistry / Q000493:pharmacokinetics*; D011232:Chemical Precipitation; D002851:Chromatography, High Pressure Liquid; D004058:Diffusion; D005750:Gastric Juice / Q000737:chemistry / Q000378:metabolism*; D005753:Gastric Mucosa / Q000378:metabolism; D006863:Hydrogen-Ion Concentration; D007408:Intestinal Absorption; D010592:Pharmaceutic Aids / Q000032:analysis / Q000737:chemistry*; D033362:Powder Diffraction; D015203:Reproducibility of Results; D012967:Sodium Dodecyl Sulfate / Q000032:analysis / Q000737:chemistry*; D012995:Solubility; D013501:Surface-Active Agents / Q000032:analysis / Q000737:chemistry*; D014295:Trimethoprim / Q000032:analysis / Q000737:chemistry / Q000493:pharmacokinetics*
chemical_list: D000962:Antimalarials; D010592:Pharmaceutic Aids; D013501:Surface-Active Agents; D012967:Sodium Dodecyl Sulfate; D014295:Trimethoprim; C028913:dodecyl sulfate