title: Salt Stability - The Effect of pHmax on Salt to Free Base Conversion.
abstract: OBJECTIVE
  The aim of this study was to investigate how the disproportionation process can be impacted by the properties of the salt, specifically pHmax.
  
  
  METHODS
  Five miconazole salts and four sertraline salts were selected for this study. The extent of conversion was quantified using Raman spectroscopy. A mathematical model was utilized to estimate the theoretical amount of conversion.
  
  
  RESULTS
  A trend was observed that for a given series of salts of a particular basic compound (both sertraline and miconazole are bases), the extent of disproportionation increases as pHmax decreases. Miconazole phosphate monohydrate and sertraline mesylate, although exhibiting significantly different pHmax values (more than 2 units apart), underwent a similar extent of disproportionation, which may be attributed to the lower buffering capacity of sertraline salts.
  
  
  CONCLUSIONS
  This work shows that the disproportionation tendency can be influenced by pHmax and buffering capacity and thus highlights the importance of selecting the appropriate salt form during the screening process in order to avoid salt-to-free form conversion.
authors: Department of Industrial and Physical Pharmacy, Purdue University, 575 Stadium Mall Dr., West Lafayette, Indiana, 47907, USA.
authors: Yi-Ling
authors: YL
authors: Hsieh
authors: Jeremy M
authors: JM
authors: Merritt
authors: Weili
authors: W
authors: Yu
authors: Lynne S
authors: LS
authors: Taylor
mesh_terms: D000468:Alkalies / Q000737:chemistry*; D004355:Drug Stability; D006863:Hydrogen-Ion Concentration; D008698:Mesylates / Q000737:chemistry; D008825:Miconazole / Q000737:chemistry; D012492:Salts / Q000737:chemistry*; D020280:Sertraline / Q000737:chemistry; D013059:Spectrum Analysis, Raman / Q000379:methods
chemical_list: D000468:Alkalies; D008698:Mesylates; D012492:Salts; D008825:Miconazole; D020280:Sertraline