The influence of beta-cyclodextrin on the solubility of chlorthalidone andits enantiomers

Citation
J. Lotter et al., The influence of beta-cyclodextrin on the solubility of chlorthalidone andits enantiomers, DRUG DEV IN, 25(8), 1999, pp. 879-884
Citations number
16
Categorie Soggetti
Pharmacology & Toxicology
Journal title
DRUG DEVELOPMENT AND INDUSTRIAL PHARMACY
ISSN journal
03639045 → ACNP
Volume
25
Issue
8
Year of publication
1999
Pages
879 - 884
Database
ISI
SICI code
0363-9045(1999)25:8<879:TIOBOT>2.0.ZU;2-W
Abstract
The solubility of chlorthalidone in 16 solvent systems was determined in th e absence and presence of different amounts of beta-cyclodextrin (beta-CD), Chlorthalidone (CT) was shown to be more soluble in hydrophilic organic so lvents, with the highest solubility in ethylacetate (EtOAc) saturated with water. The solubility of CT in water, butanol, octanol, and dichloromethane (DCM) was enhanced by the addition of beta-cyclodextrin. The enantioselect ive partitioning of CT between water and EtOAc, DCM, butan-1-ol, butan-2-ol , and octan-1-ol was determined in the presence of beta-CD at pH 5, 7, and 9. According to the results, both the solubility and partitioning propertie s of CT are affected by PCD in aqueous solution. It was also shown that the solubility of the individual enantiomers differs in the presence of PCD.