Salt of Dimethylaminomethyl-Phenyl-Cyclohexane and Crystalline Forms Thereof
AssigneeGruenenthal GmbH
InventorsMichael GRUSS, Wolfgang Hell, Martin Szelagiewicz, Joerg Berghausen, Susan Margaret De Paul, Markus Von Raumer
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Abstract
Novel 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate compounds corresponding to formula I and processes for preparing these compounds are provided. Pharmaceutical compositions including these compounds and methods of treating or alleviating pain with these compounds are also provided.
Claims20
A salt of maleic acid and 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol.
A process for preparing a 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate compound corresponding to formula I, comprising:
- combining 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol and maleic acid to form a 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate compound corresponding to formula I
A process for producing a crystalline form of 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate comprising the steps of:
- dissolving 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate in a mixture of tetrahydrofuran and water in the volume ratio of 0.8:1.2 to 1.2:0.8, and
- removing the solvent mixture (a) at a temperature of at least 80° C., or (b) at room temperature in an open vessel in an open atmosphere in contact with atmospheric humidity to form crystalline 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate, or
- stirring a suspension of 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate in a solvent as carrier at a temperature of at least 120° C. to form crystalline 3-[2-(dimethylamino)methyl-(cyclohex-1-yl)]-phenol maleate.
Dependencies are inferred from the claim text.