Hydroxybenzoate salts of metanicotine compounds

Abstract

Patients susceptible to or suffering from conditions and disorders, such as central nervous system disorders, are treated by administering to a patient in need thereof compositions that are hydroxybenzoate salts of E-metanicotine-type compounds. The formation of hydroxybenzoate salts of the E-metanicotine compounds is also useful in purifying the E-metanicotine compounds, as the hydroxybenzoate salts tend to crystallize out, leaving impurities such as Z-metanicotine compounds, and compounds where the double bond has migrated, in solution. If desired, the hydroxybenzoate salts can be converted to either the free base (the E-metanicotine compound) or to another pharmaceutically acceptable salt form.

What is claimed is: 
     
         1 . A method for treating nicotine addiction or a behavioral disorder related to a substance that leads to dependency comprising administering to a subject in need thereof an effective amount of a composition comprising (2S)-(4E)-N-methyl-5-(5-isopropoxy-3-pyridinyl)-4-penten-2-amine p-hydroxybenzoate, optionally along with a pharmaceutically acceptable carrier. 
     
     
         2 . A method for treating addiction or a behavioral disorder related to one or more of alcohol, cocaine, heroin, opiates, psychostimulants, benzodiazepines, and barbiturates comprising administering to a subject in need thereof an effective amount of a composition comprising (2S)-(4E)-N-methyl-5-5(5-isopropoxy-3-pyridinyl)-4-penten-2-amine p-hydroxybenzoate, optionally along with a pharmaceutically acceptable carrier. 
     
     
         3 . A method for treating nicotine addiction comprising administering to a subject in need thereof an effective amount of a composition comprising (2S)-(4E)-N-methyl-5-5(5-isopropoxy-3-pyridinyl)-4-penten-2-amine p-hydroxybenzoate, optionally along with a pharmaceutically acceptable carrier.