Polymorphs of a hydrochloride salt of PN6047
AssigneePharmnovo AB
InventorsBengt Von Mentzer, Ingemar Starke, Hans G. Nilsson
Life of this patent
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Abstract
The present invention relates to a hydrochloride salt of 4-[(3-carbamoylphenyl)[1-(1,3-thiazol-5-ylmethyl)piperidin-4-ylidene]methyl]-N,N-dimethylbenzamide (PN6047) and crystalline forms thereof, more specifically Form HCl2 and Form HCl3 of PN6047. The invention also relates to pharmaceutical compositions comprising such polymorphs, to a process for the preparation of these polymorphs, and to the use of these polymorphs in the treatment or prevention of conditions that are mediated by agonism of the δ-opioid receptor, and in particular in the treatment or prevention of pain.
Claims19
A crystalline HCl salt of PN6047 having a structure:
- which is Form HCl2 having an XRPD pattern, obtained with CuKaI-radiation, with at least peaks at °2θ values of 16.5±0.2, 23.3±0.2 and 23.5±0.2.
A crystalline HCl salt of PN6047 having a structure:
- which is Form HCl3, having an XRPD pattern, obtained with CuKα-radiation, with at least peaks at °2θ values of 12.8±0.2, 19.1±0.2 and 23.9±0.2.
A process for the preparation of Form HCl2 of PN6047 having a structure:
- having an XRPD pattern, obtained with CuKaI-radiation, with at least peaks at 20 values of 16.5±0.2, 23.3±0.2 and 23.5±0.2, comprising the steps of:
- a) preparing a solution or a suspension of a HCl salt of PN6047 in a suitable solvent;
- b) maintaining stirring until a solid is obtained, or until conversion into Form HCl2 is completed;
- c) recovering the solid obtained in step b);
- and
- d) drying the solid under vacuum.
A process for the preparation of Form HCl2 of PN6047 having a structure:
- having an XRPD pattern, obtained with CuKaI-radiation, with at least peaks at 20 values of 16.5±0.2, 23.3±0.2 and 23.5±0.2, comprising the steps of:
- a) preparing a solution or a suspension of the free base of PN6047 in a suitable solvent;
- b) adding a HCl solution to the solution or suspension of step a) to achieve a free base:HCl ratio of about 1:1;
- c) maintaining stirring until a solid is obtained, or until conversion into Form HCl2 is completed;
- d) recovering the solid obtained in step c);
- and
- e) drying the solid under vacuum.
Dependencies are inferred from the claim text.