Enhancement of solubility of drug salts by hydrophilic counterions: properties of organic salts of an antimalarial drug.
Judicious choice of the salt form of a drug can greatly affect the aqueous solubility and formulation of the compound. The objective of this work was to demonstrate the effect of various counteranions on the aqueous solubility of the antimalarial agent alpha-(2-piperidyl)-3, 6-bis(trifluoromethyl)-9-phenanthrenemethanol. Several organic salts of this drug were studied. The methods of synthesis, the apparent aqueous solubilities, and in vitro dissolution tests for these salts are reported. The lactate salt was 200 times as soluble as the hydrochloride salt. This enhanced solubility suggests that parenteral administration of this drug may now be feasible.
D000962:Antimalarials / Q000032:analysis; D002626:Chemistry, Pharmaceutical; D007536:Isomerism; D007773:Lactates; D010616:Phenanthrenes / Q000032:analysis; D010880:Piperidines / Q000032:analysis; D012995:Solubility; D013451:Sulfonic Acids; D013997:Time Factors
D000962:Antimalarials; D007773:Lactates; D010616:Phenanthrenes; D010880:Piperidines; D013451:Sulfonic Acids