The influence of beta-cyclodextrin on the solubility of chlorthalidone and its enantiomers.
The solubility of chlorthalidone in 16 solvent systems was determined in the absence and presence of different amounts of beta-cyclodextrin (beta-CD). Chlorthalidone (CT) was shown to be more soluble in hydrophilic organic solvents, 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 enantioselective 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 properties of CT are affected by beta-CD in aqueous solution. It was also shown that the solubility of the individual enantiomers differs in the presence of beta-CD.
Lötter
J
J
Department of Pharmaceutical Chemistry, Potchefstroom University for CHE, Republic of South Africa.
Krieg
H M
HM
Keizer
K
K
Breytenbach
J C
JC
D002752:Chlorthalidone / Q000737:chemistry*; D003505:Cyclodextrins / Q000494:pharmacology*; D012995:Solubility; D013237:Stereoisomerism; D014867:Water / Q000737:chemistry; D047392:beta-Cyclodextrins
D003505:Cyclodextrins; D047392:beta-Cyclodextrins; D014867:Water; C031215:betadex; D002752:Chlorthalidone